40 Perfect Road Trips from New York City to Take

We might be a little biased but for us, New York is one of the most versatile states in the USA. Its location along the east coast makes it a perfect basis for road trips from NYC to not only explore the apple state itself but also the neighboring states in the north and the south. Even Canada is only a short hop away.

As locals, we traveled a lot within our home state but also took dozens of (long) weekend trips and longer vacations to different states along the east coast. No matter if you are looking to get entertained in dazzling cities like Boston or Philadelphia, enjoy some of the best wines the U.S. has to offer in the Finger Lakes or want to get outdoors to experience world-class attractions like Niagara Falls, you will find your perfect match in our 40 best road trips from New York City.

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40 Best Road Trips from NYC 

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The following road trips from NYC will bring you to 13 different states including New York, New Jersey, Connecticut, Pennsylvania, Massachusetts, Rhode Island, Vermont, New Hampshire, Maine, Maryland, Delaware, Virginia, West Virginia, and Canada.

Some road trips from NYC are just a short drive away, whereas others require a longer trip on the road. Pick some of your favorite road trips and start planning your adventure right away.

Note: All distances and driving times shown below are based on starting at Lower Manhattan and represent only approximate numbers. They are subject to change depending on where you are starting in New York City and the specific locations you are driving to. Driving time will also change, depending on traffic conditions. 

New York – Road Trips from New York City 

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1. Hudson Valley Region, New York

Distance from NYC: from 35 to 159 miles*
Driving Time: 1 to 3 hours*
When to Visit: All year, great for a fall foliage road trip New York
How Long to Stay: 2-3 days (weekend) 

New York’s Hudson Valley is the perfect destination for a quick road trip from NYC. The base of the region lies just north of New York City and continues up along the Hudson River to the state capital of Albany. Since the area covers such a wide range, you can take a few hours, days, or even weeks to get to know it.  

There are 18 State Parks you can explore. For epic hiking trails in every season, we can highly recommend Minnewaska State Park and the Hudson Highlands State Park. Besides scenic trails, Bear Mountain State Park offers a beautiful lake with picnic areas and a small zoo (free of charge) to round up your day of adventures. 

With so much to do, it can be quite overwhelming trying to plan out where to go and what to see. But we got you covered! Being Hudson Valley locals we have extensively traveled and explored every corner. 

Top recommendations on what not to miss:

State Parks / Hiking Trails

• Minnewaska State Park
  • Awosting Falls Trail
  • Verkeerderkill Falls
  • Gertrudes Nose Trail
  • Stony Kill Falls

• Hudson Highlands State Park
  • Cornish Estate Trail
  • Anthonys Nose Hike
  • Indian Brook Falls
  • Breakneck Ridge Trail

• Bear Mountain State Park

Towns

• Sleepy Hollow
• Cold Spring
• Beacon 
• Saugerties
• Albany
• Saratoga Springs

Sites and Attractions

• Vanderbilt Mansion National Historic Site
• Eleanor Roosevelt National Historic Site
• Home of FDR National Historic Site
• Walkway Over the Hudson
• Saratoga Race Track
• New York State Capitol
• Saugerties Lighthouse
• Bannerman Island
• West Point

2. The Catskill Region, New York

Distance from NYC: 122 miles*
Driving Time: 2 hours 20 minutes*
When to Visit: Spring and fall
How Long to Stay: 2 days (weekend)

The Catskill Region makes one of the top road trips from New York because of its semi-close proximity to the city and its diverse natural landscape. It is a major attraction for nature lovers, artists, painters, and writers to find inspiration.

To enjoy nature best, hit some of New York’s spectacular hiking trails, and admire epic waterfalls, and rugged mountains. If you are looking for the ultimate Catskill experience visit in the spring to see rushing waterfalls, like the Kaaterskill Falls. The water flow is by far the best after the snow melts in the winter. During the fall, you will be amazed by the gorgeous fall foliage on the several hiking trails all around that area.

So whether you are looking for a romantic weekend getaway in New York or you want to get lost in the woods, the Catskills have it all. 

Top recommendations on what not to miss:

Hiking Trails

• Kaaterskill Falls
• Giant Ledge and Panther Mountain Trail
• Sam’s Point
• Overlook Mountain
• Hunter Mountain Fire Tower

Towns

• Phoenicia
• Saugerties
• Woodstock

Sites and Attractions

• Olana State Historic Site
• Ziplining at Hunter Mountain
• Hudson River Skywalk

3. Finger Lakes Region, New York

Distance from NYC: 256 miles*
Driving Time: 4 hours 45 minutes* 
When to Visit: May to October
How Long to Stay: 4-5 days (long weekend)

Ahh, the lovely Finger Lakes Region. The area is named the Finger Lakes because of the eleven long narrow lakes which almost perfectly run from north to south in the western part of New York. Looking at a map, the lakes look like fingers, hence the name Finger Lakes. 

The whole area is a dream for wine and nature lovers. It is home to tons of wineries, and some of the best State Parks in New York which offer marvelous waterfalls, gorges, and lakes. 

We take this road trip from NYC a lot to take advantage of the possibilities of the different seasons. In the spring you can enjoy the powerful waterfalls in the different State Parks, whereas in the summer you even get the chance to take a cool dip in some of them. Make sure to also enjoy some cheese tastings along with sampling your wine.

Top recommendations on what not to miss:

State Parks / Hiking Trails:

• Watkins Glen State Park
• Robert H. Treman State Park
• Buttermilk Falls State Park
• Taughannock Falls State Park

Towns

• Ithaca 
• Corning

Sites and Attractions

• Corning Museum of Glass
• Wine Tasting Passport

4. Niagara Falls, New York

Distance from NYC: 408 miles
Driving Time: 6 hours 45 minutes
When to Visit: May to October
How Long to Stay: 4-5 days (long weekend)

If you have some time to spare, then jump in the car for one of the best road trips from New York to get to Niagara Falls. The long drive is well worth it. Niagara Falls is one of America’s greatest natural wonders and one of the most beautiful drives through the state during the fall foliage. 

Once you are at Niagara Falls, make sure to cross over to Canada, to get an even better view of the spectacular waterfall. The United States side has some perks too. Besides cheaper accommodations in close proximity to the falls, there are more activities available on the USA side, like the Maid of the Mist and Cave of the Winds tours. 

Top Tip: One thing you will not want to forget on this trip is your passport. If you are planning to take a walk across the international Rainbow Bridge which connects the two countries, you will need a valid passport. 

Most likely you will make this trip to admire the great Niagara Falls, but also make sure to explore the following trails, towns, sites, and attractions in close proximity:

State Parks / Hiking Trails

• Niagara Falls State Park
• Niagara Gorge Trail (Rim Trail)
• Devil’s Hole State Park & Devil’s Hole Rapids

Sites and Attractions

• Prospect Point Observation Tower
• Whirlpool Rapids
• Old Fort Niagara
• Niagara Wine Trail
• Three Sisters Island

5. Lake Placid, New York

Distance from NYC: 290 miles
Driving Time: 5 hours
When to Visit: All year
How Long to Stay: 4 days (long weekend)

The cute little village of Lake Placid is great to visit all year long but we prefer the winter the most when Lake Placid gets transformed into a true winter wonderland. 

It is best known for being home to two winter Olympics, outstanding landscapes, and facilities for snow sports. From snowshoeing on the various trails to the thrilling toboggan chute ride and joining a game of ice hockey, there are various ways to enjoy the cold season. To warm up from the cool temperatures, take a stroll through the cute town and get a hot cocoa.

Note: Although the village is named after the nearby Lake Placid, the heart of the town runs along Mirror Lake. 

Top recommendations on what not to miss:

State Parks / Hiking Trails

• Whiteface Mountain
• Mount Marcy

Towns

• Lake Placid

Sites and Attractions

• High Falls Gorge
• Mirror Lake
• Lake Placid Olympic Complexes 
• Adirondack Scenic Railroad

6. Lake George, New York

Distance from NYC: 211 miles
Driving Time: 3 hours 40 minutes
When to Visit: May to September
How Long to Stay: 2 days (weekend) to 4 days (long weekend)

Lake George, named after the beautiful lake in town, is located in the protected Adirondack region in upstate New York. Like most visitors, you will probably love to plop yourself at Million Dollar Beach along Lake George and relax but there is so much more to enjoy in the area.

If you are into hiking, challenge yourself by climbing one of the 46 Adirondack high peaks and enjoying endless panoramic views. If you prefer to stay down low, paddle the lake yourself or go on a Lake George Steamboat Cruise. When you are still up for more activities, enjoy the outlet center or stroll through the cute town.

Top recommendations on what not to miss:

Hiking Trails and Waterfalls

• Prospect Mountain
• The Pinnacle Trail
• Roaring Brook Falls
• High Falls Gorge
• OK Slip Falls

Towns

• Lake George

Sites and Attractions

• Lake George Steamboat Cruise
• Natural Stone Bridge and Caves
• Prospect Mountain Veterans Memorial Highway
• Fort William Henry
• The Outlets at Lake George

New Jersey – Road Trips from New York City 

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7. Hoboken, New Jersey

Distance from NYC: 4.4 miles
Driving Time: 20 minutes
When to Visit: May to September
How Long to Stay: 1 day (day trip)

Just a hop, jump or skip across the river, Hoboken is one of the quickest and easiest road trips from New York City to take. For this trip you don’t even need a car, you can simply take the train. Hoboken is a New Jersey city that sits along the Hudson River, directly across from Chelsea and the Greenwich Village neighborhoods. 

Hoboken’s vibe has changed from an industrial city which was mostly inaccessible to the public, to a very trendy neighborhood with beautiful parks, fancy eateries, shops, lounges, and bars. 

If you are looking for a quick trip out of New York City but still want the urban feel, then Hoboken is the road trip from NYC for you. 

Top recommendations on what not to miss:

(State) Parks / Hiking Trails

• Pier 13 Park
• Pier A Park
• Hudson River Waterfront Walkway
• Hoboken Riverside Park

Sites and Attractions

• Carlo’s Bakery
• Hoboken Food Tour
• Hoboken Historical Museum
• Hoboken Transit Terminal

8. Cape May, New Jersey

Distance from NYC: 158 miles
Driving Time: 2 hours 45 minutes
When to Visit: May to September
How Long to Stay: 2 days (weekend) 

Cape May is a typical American beach vacation destination that is just a few hours drive from NYC. This seaside town lies on the southern top of New Jersey and is most famous for its sandy beaches, the boardwalk, and impressive Victorian houses. 

Although Cape May offers tons of activities and points of interest, visitors mainly come to unwind, relax, and enjoy the sand between their toes and the ocean wind blowing through their hair. The beaches offer a ton of recreational activities and relaxation. 

However, if you are interested in checking out more of Cape May than just its beaches, here are some more things you might want to consider seeing:

State Parks / Hiking Trails

• Cape May Point State Park

Sites and Attractions

• Cape May Historic District
• Go Bird Watching
• Schellenger’s Landing
• Whale & Dolphin Watching Tours
• Cape May Harbor
• Cape May Lighthouse
• Washington Street Mall

9. Long Beach Island, New Jersey

Distance from NYC: 99.9 miles
Driving Time: 1 hour 55 minutes
When to Visit: June to September
How Long to Stay: 2 days (weekend) 

Long Beach Island is one of our favorite places to escape the hustle and bustle of daily life and our first choice for a beach road trip from NYC. It is simply the perfect destination for relaxation. The 18-mile long island along New Jersey’s coast consists of small beach towns with gorgeous sandy beaches. The island is better known as LBI.

Similarly to other New Jersey beaches, visitors come to Long Beach Island to appreciate the serene atmosphere of the white beach and ocean scenery. But if you are looking to do a little more than just sit back, LBI does have some great shopping opportunities, attractions, and restaurants. 

Here are just a few of the more popular LBI spots to check out:

Sites and Attractions

• Barnegat Lighthouse
• Fantasy Island Amusement Park
• Shopping in Bay Village
• Thundering Surf Water Park
• Miniature Golfing
• Parasailing

10. Atlantic City, New Jersey

Distance from NYC: 127 miles
Driving Time: 2 hours 15 minutes
When to Visit: May to September
How Long to Stay: 2 days (week) to 4 days (long weekend)

Atlantic City is a resort city along New Jersey’s coastline, known for its beaches, casinos, and beautiful boardwalk. If you are looking to unwind and have a little fun, Atlantic City is the road trip from NYC for you. 

The “Las Vegas” of the east, Atlantic City is a gambler’s paradise. Visitors love to rest on the beach and walk the boardwalk during the day and hit the casinos at night. The fun is endless at Atlantic City. 

Depending on what “fun” you are looking to have on one the best weekend road trips from New York City, here are the best things you can do outside of hitting the beach and casinos:

Sites and Attractions

• Atlantic City Boardwalk
• Steel Pier Amusement Park
• Ripley’s Believe it or Not!
• The Sugar Factory
• Absecon Lighthouse
• Tanger Outlets
• Parasailing 
• Playground Pier

Connecticut – Road Trips from New York City 

11. Mystic, Connecticut

Distance from NYC: 134 miles 
Driving Time: 2 hours 40 minutes
When to Visit: June to November
How Long to Stay: 1-3 days (weekend)

Mystic is a charming New England “village”, located at the Mystic River in one of the most wealthy states in the USA, Connecticut. 

To enjoy Downtown Mystic with its historic places at its fullest, simply walk the 1.5-mile around the waterfront. There will be plenty of opportunities to admire the fantastic views over the seaport, try different cuisines in the various restaurants and visit 2 of the most popular attractions in Connecticut, the Mystic Seaport Museum and the Mystic Aquarium.

If you have more than a day to explore the cute town, make sure to add these sites and attractions to your bucket list:

Sites and Attractions

• Mystic Seaport Museum
• Mystic Aquarium
• DuBois Beach
• Cruise the Harbor
• Olde Mistick Village (Outdoor Mall set in 18th-century)
• Mystic River Bascule Drawbridge
• B.F. Clyde’s Cider Mill

Pennsylvania – Road Trips from New York City 

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12. Pocono Mountains, Pennsylvania

Distance from NYC: 120 miles*
Driving Time: 2 hours 20 minutes*
When to Visit: All year
How Long to Stay: 4 days (long weekend)

Looking to escape the hectic atmosphere of NYC to enjoy nature at its finest? Then head to the mountains in the Poconos. Here, you will be immersed in the beautiful scenery, crystal clear lakes, and deep forests. 

The Poconos are a great choice for a road trip from NYC all year round. Whether you are looking to kick back and relax at a luxurious resort or a top-rated waterpark, or you want to get some thrills in the mountains or on the waters, you will find an activity for everyone. 

Here are some things you may find interesting to add to your trip:

State Parks / Hiking Trails

• Shawnee Mountain
• Camelback Mountain
• Delaware Water Gap National Recreation Area
• Bushkill Falls
• Lake Wallenpaupack

Sites and Attractions

• Great Wolf Lodge Waterpark
• Kalahari Waterpark
• Mohegan Sun Casino

13. Philadelphia, Pennsylvania

Distance from NYC: 94.5 miles
Driving Time: 1 hour 45 minutes
When to Visit: March to October
How Long to Stay: 2-3 days (weekend)

Hit the road from one big city to another. Philadelphia, Pennsylvania is one of America’s most popular cities. The combination of its large historical significance and exciting urban life draws tons of visitors to the area. 

Philadelphia is known as the birthplace of the USA, where the Founding Fathers created the foundations of the country. Make sure to check out the well-preserved artifacts and documents, like the Liberty Bell and the Independence Hall. Besides the historical elements, Philadelphia is a booming modern metropolitan area with tons of exhibitions, concerts, and shows.

Top Tip: Oh and when you are in Philadelphia, you have to make sure to eat a Philly cheesesteak. It is a sandwich made from thinly sliced steak with melted cheese on a hoagie roll, which can be combined with peppers, onions, and mushrooms. 

Here are some of the most popular spots to visit in the city:

Sites and Attractions

• Independence Hall
• Liberty Bell
• Reading Terminal Market
• Philadelphia Museum of Art
• Running up the Rocky Steps (Philadelphia Museum of Art)
• Rocky Statue 
• Eastern State Penitentiary

14. Amish Country, Pennsylvania

Distance from NYC: 149 miles*
Driving Time: 2 hours 45 minutes*
When to Visit: September to October and May to June
How Long to Stay: 2 days (weekend) to 4 days (long weekend)

The Amish Country in Lancaster County is the oldest Amish settlement in the USA. Over here, thousands of people continue to live the original Amish lifestyle.

Take a step back in time by enjoying a slower-paced style of living where everything works the old-fashioned way without eclectic powered equipment. Amish use horse and buggy carriages as their form of transportation, and horse-powered tools to farm. To get to know more about their lives, take a buggy ride to visit their farms, or book an Amish house tour.

One of the best things about visiting Amish Country is the delicious food. There are tons of little shops, restaurants, and eateries serving up traditional dutch cooking. Also make sure to visit the Amish markets for delicacies and to shop for affordable fresh meats, vegetables, and fruits for your own kitchen.

This is one of the best road trips from New York which will provide you with a rare opportunity to see what life is like being Amish. 

Top recommendations on what not to miss:

Sites and Attractions

• Horse and Buggy ride
• Amish Village
• Bird in Hand Market
• Kitchen Kettle Village
• Turkey Hill Ice Cream Experience
• Amish Farm Tour
• Amish House Tour

15. Pittsburgh, Pennsylvania

Distance from NYC: 370 miles
Driving Time: 6 hours 15 minutes
When to Visit: July to August and September to November
How Long to Stay: 4 days (long weekend) 

Pittsburgh is a city on the western side of Pennsylvania that sits at the crossroads of three rivers, the Ohio River, the Allegheny River, and the Monongahela River. For this reason, Pittsburgh is also referred to as “the City of Bridges.” It is the second most populous city in the state. 

To get to know a city, it is usually best to walk around, but while in Pittsburgh, getting out on the water on kayaks, pontoons, or boats lets you see more and gives you a unique way to explore the area. After that fun adventure, make your way to the waterfront to dine in Washington’s Landing.

Check out these fun Pittsburgh attractions as you journey on your road trip from NYC:

Sites and Attractions

• Mount Washington neighborhood
• Randyland – Art Museum
• Walk up the steep Canton Avenue
• Three Rivers Heritage Trail
• Andy Warhol Museum
• Monongahela Incline
• Historic Market Square

Massachusetts –  Road Trips from New York City

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16. Boston, Massachusetts

Distance from NYC: 216 miles
Driving Time: 3 hours 50 minutes
When to Visit: June to October
How Long to Stay: 2 days (weekend) to 4 days (long weekend)

Similar to Philadelphia, Boston is a favorite tourist destination due to its important historical past as well as today’s upbeat trendy neighborhood.  It is the most populated city in Massachusetts and also the state capital. Boston will without a doubt impress you. 

One of the best ways to learn more about the impressive history is to walk the 2.5-mile Freedom Trail. It is a collection of a lot of historical sites, e.g. churches, parks, museums, and a ship, which gives you detailed information about the American Revolution and more. 

Note: Depending on how much time you can spare, you can choose to take the most direct, faster route to Boston or take the bit longer, but more scenic route along the coastline. 

Top recommendations on what not to miss:

Sites and Attractions

• Boston Harbor
• Boston Harborwalk
• Walking the Freedom Trail + Historical Sites
• Faneuil Hall
• Boston Public Library 
• Time Out Market Boston
• Quincy Market
• Newbury Street for shopping and dining
• Boston Commons and Public Gardens
• Fenway Park

17. Salem, Massachusetts

Distance from NYC: 235 miles
Driving Time: 4 hours 15 minutes
When to Visit: September to November
How Long to Stay: 2-3 days (weekend)

A trip to Salem makes one of the most unique road trips from New York City during the fall season, especially around Halloween. If you are into spooky stuff, witchcraft, and Halloween, then Salem will by far satisfy your scary thrills. 

Unfortunately, the fall is also a very popular time to go, so expect it to be busy. We would highly suggest exploring the cute, little town on your own but also joining in on a few different tours about the history of the town and the infamous Witchcraft Trials from 1692.

Besides the eerie vibe, Salem is also one of the oldest seaports and has a rich maritime history. However, when most of us think of Salem, we think of the witch trials in the late 1600s. 

Take a minute to look at some of Salem’s favorite spots and activities for your road trip from NYC:

Sites and Attractions

• The Witch House
• House of Seven Gables
• Elizabeth Montgomery Statue
• Salem Witch Trials Memorial
• Witch Dungeon Museum
• Salem Witch Museum
• Old Burying Point Cemetery

18. Cape Cod, Massachusetts 

Distance from NYC: 255 miles
Driving Time: 4 hours 35 minutes
When to Visit: May to October
How Long to Stay: 4 days (long weekend)

Hit the road to the u-shaped Massachusetts peninsula to visit Cape Cod. Cape Cod is one of the most popular destinations in New England during the summertime with its beautiful beaches, quaint villages, old-time lighthouses, tasty seafood, and rocky New England landscape. 

This unique Massachusetts peninsula has a rich historical presence since the lower tip was the location where the pilgrims first landed. You can learn more about the fascinating history by visiting the Pilgrim Monument and Provincetown Museum. Learn more about Provincetown below.

Here are the best things to do in Cape Cod on your road trip from NYC:

State Parks / Hiking Trails

• Monomoy National Wildlife Refuge
• Cape Cod National Seashore
• Mass Audubon’s Barnstable Great Marsh Wildlife Sanctuary
• Cape Cod Rail Trail

Towns / Islands

• Martha’s Vineyard
• Nantucket 
• Provincetown

Sites and Attractions

• Whale Watching Tour
• Cape Playhouse (Summer Theatre)
• Hoxis House
• Pilgrim Monument and Provincetown Museum

19. Provincetown, Massachusetts

Distance from NYC: 299 miles
Driving Time: 5 hours
When to Visit: May to October
How Long to Stay: 4 days (long weekend)

Provincetown is located on the northernmost tip of the cape peninsula in Massachusetts. The area has been commonly referred to as P-town and is a longstanding retreat town for artists and the LGBTQ+ community. 

After a semi-long road trip from NYC, you will be greeted by a beautiful oasis. Visitors have described Provincetown as a magical place due to its remote location. 60 miles out from the ‘mainland’ you will feel like being on the edge of the world. 

Don’t let the serene landscape and magical vibe stop you from seeing the best of Provincetown while traveling on one of the most laid-back road trips from New York City. 

Top recommendations on what not to miss on your road trip from New York:

Beaches / Hiking Trails

• Race Point Beach
• Herring Cove Beach
• Beech Forest Trail
• Province Land Bike Trail

Sites and Attractions

• Commercial Street
• Race Point Lighthouse
• MacMillan Pier
• Pilgrim Monument
• Long Point Light Station
• Whale Watching & Dolphin Tours
• Visit Art Galleries

Rhode Island – Road Trips from New York City 

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20. Newport, Rhode Island

Distance from NYC: 180 miles
Driving Time: 3 hours 30 minutes
When to Visit: March to November
How Long to Stay: 2-3 days (weekend)

Retreat to one of America’s most charming getaway destinations for decades. Newport has been home to the summer cottages of rich families from the 1850s to 1900s. Not only did the wealthy people from Philadelphia and New York City appreciate Newport to escape and unwind from their daily duties back in the days, visitors still enjoy the relaxing atmosphere in the beautiful town.

The city is set on Aquidneck Island in Rhode Island which provides a fantastic backdrop for the famous Gilded Age mansions along Bellevue Avenue. No matter where you are, the city is filled with unlimited views defined by the rugged and rocky eastern New England coastline and magnificent architecture. 

Check out the things you don’t want to miss in Newport on your road trip from NYC:

Hiking Trails / Beaches

• Newport Cliff Walk
• Newport Beaches

Sites and Attractions

• Newport Mansions
• Bellevue Avenue Historic District
• Ocean Drive (Scenic Route)
• Thames Street (Main Strip)
• Bowen’s Wharf
• Sailing Tours

21. Providence, Rhode Island

Distance from NYC: 184 miles
Driving Time: 3 hours 15 minutes
When to Visit: June to November
How Long to Stay: 2-3 days (weekend)

Head to the smallest state in the USA for one of the best road trips from New York City. Providence is the state’s capital and one of the country’s most beautiful gems. The area is best known for being the Birthplace of American Industrialization.

Providence is a friendly city with a small-town vibe mixed with big-city culture and history. You will find various art centers with permanent exhibitions and live performances, and an outstanding food and brewery scene.

Top recommendations on what not to miss:

Sites and Attractions

• Ghost Tours
• WaterFire Celebration
• WaterFire Arts Center
• Rhode Island State Capitol
• Waterplace Park
• Federal Hill (Italian Community)
• Brown University
• Downtown Providence
• Swan Point Cemetery

Vermont – Road Trips from New York City 

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22. Burlington, Vermont

Distance from NYC: 300 miles
Driving Time: 5 hours 45 minutes
When to Visit: May to September
How Long to Stay: 4 days (long weekend)

Take a journey up to the northwestern part of Vermont to the charming small city of Burlington on the shoreline of Lake Champlain. This is one of the road trips from New York which is quite a long drive as it is located just south of the Canadian border but the long car ride is absolutely worth it.

Burlington is a sought after four season getaway destination. Summer and fall are the most popular seasons to enjoy the beautiful waters of Lake Champlain and admire the vibrant colors of the fall foliage. One of the best ways to explore the beautiful outdoors is to rent a bike and ride the 8-mile Burlington Bike Path along the waterfront.

When you are ready to hit the road to the edge of the country line, this is what you will want to do in Burlington: 

Hiking  / Biking Trails

• Burlington Bike Path

Sites and Attractions

• Church Street Marketplace
• Waterfront Park
• Lake Champlain
• South Ends Art District

23. Route 100, Vermont

Distance from NYC: 177 to 365 miles*
Driving Time: 3 hours 50 minutes to 6 hours*
When to Visit: late September to mid-October
How Long to Stay: 7 days (week) – to complete the route from NYC

Do you love fall foliage? Then this is the road trip from NYC for you. Head up into the heart of New England and travel Route 100 in Vermont. It is known to be one of the most scenic roads in the New England area.

The Route runs almost the entire length of Vermont at 216 miles. If you want to drive it all, it would take you approximately 5 hours without stopping.

Besides passing through some of Vermont’s most scenic landscapes, you will see charming resort towns, historic covered bridges, powerful waterfalls, delicious eateries, and a cider mill.

Here are some places you will want to stop on one of the best road trips from New York City in the fall:

Towns

• Stowe, Vermont
• Wilmington, Vermont

Sites and Attractions

• Vermont Country Store
• Ben & Jerry’s Ice Cream Factory
• Cold Hollow Cider Mill
• Moss Glen Falls
• Vermont Covered Bridges

New Hampshire – Road Trips from New York City 

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24. Portsmouth, New Hampshire

Distance from NYC: 267 miles
Driving Time: 4 hours 40 minutes
When to Visit: April to October
How Long to Stay: 4 days (long weekend)

One of New England’s most popular port towns, Portsmouth, is located next to the border of Maine. The historic seaport offers architectural gems, mouth-watering restaurants, unique shops, and fascinating art galleries. 

To get a feel of the charming city, take the Portsmouth Harbor Trail Tour and learn more about the historic use of the buildings, see magnificent mansions, and the tug boats at the waterfront. 

Top recommendations on what not to miss:

Towns

• Boston (1 hour south)

Sites and Attractions

• Go Shopping in Downtown
• Portsmouth Brewery
• Go sailing
• See a show at The Music Hall
• Portsmouth Harbor Trail Tour

25. Kancamagus Scenic Byway, New Hampshire

Distance from NYC: 340 miles*
Driving Time: 5 hours 45 minutes*
When to Visit: September to October
How Long to Stay: 4 days (long weekend) to 7 days (week)

Rated as one of the most stunning places to see fall foliage in the USA, the Kancamagus Highway is one of the best road trips from New York in the fall. The Kancamagus Scenic Byway is a 34.5-mile long road, beginning in Lincoln, NH, and ending in Conway, NH.

The drive itself is absolutely stunning with beautiful overlooks of the White Mountains around every corner but to enjoy the whole beauty, plan to stop frequently for a short hike which will bring you to powerful waterfalls and historic buildings and bridges.

Top Tip: Fill up your tank and pack your lunch beforehand. You won’t find any restaurants, convenience stores, or gas stations along the scenic byway.

Top recommendations on what not to miss:

Hiking Trails and Waterfalls

• Lincoln Woods Trail
• Mount Pemigewasset
• Artists Bluff
• Sabbaday Falls
• Champney Falls
• Rocky Gorge
• Lower Falls
• Diana’s Baths

Historic Sites and Attractions

• Albany Covered Bridge
• Russell-Colbath-House

26. White Mountains National Forest, New Hampshire

Distance from NYC: 361 miles*
Driving Time: 6 hours 20 minutes*
When to Visit: May to October
How Long to Stay: 4 days (long weekend)

The White Mountains are an outdoor enthusiast paradise all year long. The Kancamagus Scenic Byway is one of the most popular tourist attractions in the area but there is so much more to see and do.

Explore dozens of spectacular hiking trails, including one of the world’s best trails, the Franconia Ridge Loop Trail, which passes 3 different mountain ranges. To admire the captivating landscape in a more relaxing way, take a ride on the Conway Scenic Railroad or drive up the Mount Washington Auto Road, the oldest man-made tourist attraction in North America which is still in operation. 

Top recommendations on what not to miss:

Hiking Trails

• Franconia Ridge Loop Trail
• Arethusa Falls
• Mount Pemigewasset
• Welch-Dickey Loop

Towns

• Lincoln
• Conway

Sites and Attractions

• Kancamagus Scenic Byway
• Flume Gorge
• Gondola Skyride to Loon Peak
• Mount Washington Auto Road
• Ice Castles 
• Conway Scenic Railroad

Maine – Road Trips from New York City

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27. Kennebunkport, Maine

Distance from NYC: 295 miles
Driving Time: 5 hours 10 minutes
When to Visit: June to September
How Long to Stay: 4 days (long weekend)

Maine is known for its long, rocky coastline and bountiful fishing opportunities. Spread out throughout the state, you will find many quaint fishing villages, but Kennebunkport is one of our favorites.

If you are interested in fishing, you have to book one of the various fishing charters or tours. Another great way to explore the waters is on a whale-watching tour. 

Also, make sure to explore the land by strolling around the appealing fishing village. Walking along the rocky shorelines on the 2-mile out and back Parsons Way Trail should be another must on your to-do list. You will pass the unique stone chapel of Saint Ann’s Church and tons of beautiful estates.

Top Tip: Another small fishing community that is well worth a visit is Perkins Cove, which is located a 25-minute drive south of Kennebunkport. Besides soaking in the charming, less touristy atmosphere of the fishing village, you can take the 3-mile Marginal Way along the stunning coastline.

Make sure not to miss these recommendations:

State Parks / Hiking Trails

• Parsons Way Trail

Towns

• Portsmouth
• Portland

Sites and Attractions

• Whale Watching
• Saint Ann’s Church
• Kennebunk Beach
• Lobster Tours
• Dock Square

28. Portland, Maine

Distance from NYC: 317 miles
Driving Time: 5 hours 25 minutes
When to Visit: June to September
How Long to Stay: 4 days (long weekend)

Even though Portland is considered a small town, it is the largest city in the state of Maine which offers diverse opportunities to shop and dine and a vibrant nightlife. 

When we visited Portland in the summer, we loved walking on the charming cobblestone streets, eating our way through the city. Of course, you can’t go wrong with eating fresh fish at restaurants with stunning waterfront views but you also have to try the Belgian fries at Duckfat which are made with duck fat. For dessert treat yourself to a Maine potato donut from Holy Donut.

One of Portland’s biggest advantages is its close proximity to nature. There are several parks around town but more importantly, you should check off some of the lighthouses Maine is famous for. Even though Maine has 65 lighthouses along the coast, they all have their own unique charm and you can’t go wrong visiting a few different ones.

Top recommendations on what not to miss:

Lighthouses

• Breakwater Lighthouse
• Portland Head Light
• Spring point ledge lighthouse 
• Bug Light Park

Sites and Attractions

• Old Port
• Commercial street
• Portland observatory 
• Victoria Mansion Museum

Food 

• Duckfat Fries
• Standard Baking Co
• Holy Donut

29. Acadia National Park, Maine

Distance from NYC: 492 miles
Driving Time: 8 hours 10 minutes
When to Visit: May and June and September to October
How Long to Stay: 5-7 days (week)

Acadia National Park is one of the most dramatic National Parks on the east coast which makes it one of the best road trips from New York City. You can’t help but fall in love with the charm of the New England landscape, dominated by rough coastlines, beautiful beaches, and pristine forests.

The National Park protects 47,000 acres of land which is mainly situated on Mount Desert Island. As one of the most visited National Parks in the United States, it is best described as a jungle gym for outdoor enthusiasts and a serene getaway for travelers. It is the oldest National Park east of the Mississippi River.

Top Tip: Explore Acadia National Park with this self-guided driving tour.

Take a look at what to do at the northeast most beautiful national park:

Hiking Trails

• Beehive Trail
• Precipice Trail
• Ocean Path

Towns

• Bar Harbor

Sites and Attractions

• Sunrise at Cadillac Mountain
• Jordan Pond
• Sand Beach
• Thunder Hole
• Drive Park Loop Road
• Bike the Carriage Roads
• Bass Harbor Head Lighthouse
• Echo Lake
• Schoodic Point

Maryland – Road Trips from New York City  

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30. Assateague Island National Seashore, Maryland

Distance from NYC: 239 miles
Driving Time: 4 hours 15 minutes
When to Visit: May to August
How Long to Stay: 4 days (long weekend)

Assateague Island National Seashore is a protected area by the National Park Service off the coast of Maryland and Virginia. The area’s unique location on the coast means the island is constantly changing day by day, due to the weather, ocean wind, and waves. 

Visitors can explore and venture through sandy beaches, salt marshes, maritime forests, and coastal bays all while in search of the famous Assateague wild horses which are roaming around everywhere.

Get the full experience of Assateague Island on your road trip from NYC by camping at the beach and waking up to the sounds of the ocean and horses grazing. 

Fill your days with one of these fun activities:

Sites and Attractions

• Horseback Riding
• Go for a bike ride
• Fishing 
• Swimming
• Birding
• Kayaking
• Assateague Lighthouse

31. Ocean City, Maryland

Distance from NYC: 238 miles
Driving Time: 4 hours 20 minutes
When to Visit: May to September
How Long to Stay: 4 days (long weekend)

Head farther down the coast to Ocean City, Maryland to escape the popular New Jersey beaches. The surf, sun, and sand of Ocean City have drawn visitors for centuries. This resort town features miles of sandy beaches and a boardwalk lined with food, shops, and hotels. 

Besides the beach, don’t forget to see and do more in Ocean City. Here is what you might want to add to your road trip from New York itinerary:

Parks 

• Harriet Tubman Underground Railroad National Historical Park
• Northside Park
• Sunset Park

Sites and Attractions

• Trimper’s Rides and Amusement Park
• Jolly Roger Amusement Park
• Ocean City Boardwalk
• Ripleys Believe it or Not!
• Frontier Town
• Ocean City Life-Saving Station Museum
• Parasailing
• Miniature Golf

32. Baltimore, Maryland

Distance from NYC: 188 miles
Driving Time: 3 hours 15 minutes
When to Visit: June to September
How Long to Stay: 2-3 days (weekend)

Baltimore has a rich history in the United States as being one of the most important seaports and the birthplace of the nation’s anthem, “The Star Spangled Banner.”

One of the easiest and cheapest ways to enjoy the city is to stroll along the harbor walk. You will be captivated by the charming old-time European feel with the beautiful cobblestone streets and the colonial-era buildings. The city’s harbor area is filled with unique shops, delicious restaurants, and unforgettable attractions for visitors and locals to enjoy all day long.

Don’t forget to check out these other popular attractions on one of the best road trips from New York City:

Sites and Attractions

• Explore the Inner Harbor
• Fells Point Neighborhood
• Oriole Park at Camden Yards (Baseball Stadium)
• Fort McHenry
• Baltimore National Aquarium
• George Peabody Library
• Baltimore Basilica
• Seven Foot Knoll Lighthouse
• Baltimore’s Little Italy
• Hampden Neighborhood
• Star-Spangled Banner Flag House

Delaware – Road Trips from New York City  

33. Rehoboth Beach, Delaware

Distance from NYC: 211 miles
Driving Time: 3 hours 40 minutes
When to Visit: May to August
How Long to Stay: 2-3 days (weekend)

Rehoboth Beach is one of Delaware’s most popular and beautiful beaches on the Atlantic coast.

Relish in the warm sunshine, enjoy sandy beaches, and fresh ocean breezes during the summer months at Rehoboth Beach on your weekend getaway road trip from NYC. 

A big local and tourist magnet is the mile-long boardwalk along the ocean which is lined with an abundance of restaurants, shops, amusements, and hotels. 

Enjoy more of the area than just the beach by exploring these additional activities:

Biking and Hiking

• Gordons Pond Trail
• Delaware Seashore State Park
• Cape Henlopen State Park
• Junction and the Breakwater Trail

Sites and Attractions

• Rehoboth Beach Boardwalk
• Tanger Outlets
• Funland
• Dolphin Cruises
• Sunset Cruises

Virginia – Road Trips from New York City  

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34. Shenandoah National Park, Virginia

Distance from NYC: 296 miles*
Driving Time: 5 hours 10 minutes*
When to Visit: March to May and September to November
How Long to Stay: 4 days (long weekend) to 7 days (week)

Shenandoah National Park’s scenic views are perfect for a road trip from NYC to escape into nature. You can choose to sit back and relax on the Skyline Drive, hike a few of the hundreds of miles of trails, chase glistening waterfalls, or gaze out into a field of wildflowers.

The National Park protects over 200,000 acres of land just 75 minutes south of Washington D.C. Did you know that 101 miles of the Appalachian Trail are located within Shenandoah National Park? If you have ever wanted to say you have hiked parts of the Appalachian Trail, this is your chance. 

Top Tip: Explore Shenandoah National Park with this self-driving audio guide.

Here are some more things to fully enjoy the park on a road trip from New York City:

Hiking Trails

• Hawksbill Loop
• Old Rag Mountain Loop
• Dark Hollow Falls Trail
• Rose River Trail 

Sites and Attractions

• Skyline Drive
• Luray Caverns

35. Colonial Williamsburg, Virginia

Distance from NYC: 386 miles
Driving Time: 6 hours 30 minutes
When to Visit: March to June and September to November
How Long to Stay: 4 days (long weekend)

Jump back in time on a historical road trip from New York to Colonial Williamsburg, a remarkable tourist attraction in the Historic Triangle of Virginia, which includes nearby Jamestown, Yorktown, and Colonial Parkway.

It is the largest outdoor living history museum where costumes matter to bring the 18th century back to life. The area has been restored to its original colonial state and with the help of interpreters, visitors today are able to have a unique and authentic colonial experience. 

A trip to Colonial Williamsburg is probably one of the most unique road trips from New York City to travel back in time which is loved not just by history lovers but all travelers from around the country and world. 

Here are some sites and things to do in Colonial Williamsburg:

Towns

• Jamestown
• Yorktown

Sites and Attractions

• Colonial Williamsburg Visitor Center
• Governors Palace
• George Wythe House
• Capitol Building
• Trade Shops & Artisan Shops
• Merchant Square
• Peyton Randolph House
• Colonial Taverns
• Bruton Parish Church
• College of William and Mary
• Carriage Rides
• Haunted Ghost Tours
• Public Gaol 
• Berkeley Plantation
• Busch Gardens

Think about jumping on a guided tour or taking a self-guided tour of Colonial Williamsburg. For even more fun check out this scavenger hunt tour.

36. Alexandria, Virginia

Distance from NYC: 234 miles
Driving Time: 4 hours
When to Visit: May to October
How Long to Stay: 2-3 days (weekend)

If the American past and an old-time historical charm are what you are searching for, then Alexandria has it for you. The riverside city along the Potomac River was founded in 1749 by Scottish merchants. 

The first stop you will want to make is Alexandria’s Old Town area. Wander along the redbrick and cobblestone streets lined with grand buildings and trees to get the feeling of walking into the old times.

With so much history in one place, you won’t have a problem finding something enjoyable to do on your visit. Let us help you with some of the top sites and spots to hit while you are traveling.

National Historic Landmarks

• George Washington’s Mount Vernon

Sites and Attractions

• Walk the King Street Mile
• Gadsby’s Tavern Museum
• Stabler-Leadbeater Apothecary Museum
• Carlyle House
• Take a Ghost Tour
• Spite House

West Virginia – Road Trips from New York City 

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37. New River Gorge National Park, West Virginia

Distance from NYC: 520 miles*
Driving Time: 8 hours 30 minutes*
When to Visit: April to October
How Long to Stay: 4-5 days 

Before officially becoming one of America’s newest National Parks in 2020, the New River Gorge was recognized as a National River. The New River in New River Gorge National Park is the second oldest river on earth.   

The National Park is made up of 70,000 acres along the New River. It is a rugged whitewater river that flows northward in deep canyons. The New River Gorge is definitely a rafters paradise with tons of class II-V whitewater rapids, including one 14’ cascading waterfall.

Rafting is not the only thrilling adventure that is waiting for you in the New River Gorge National Park. This place is filled with exciting activities like the Bridge Walk, base jumping, climbing, and hiking.

Unfortunately, this is one of the longer road trips from New York. But we promise you it will be worth it especially if you are into adventure. 

Make the most of your long road trip from NYC by checking off some of these experiences:

Hiking Trails / Overlooks

• Long Point Trail
• Endless Wall Trail
• Castle Rock Trail
• Grandview Rim Trail
• Grandview Overlook
• Canyon Rim Overlook

Sites and Attractions

• Whitewater rafting
• New River Gorge Bridge – Bridge Walk
• Thurmond Historic District
• Grist Mill at Babcock State Park

Along the East Coast – Road Trips from New York City 

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38. Washington D.C.

Distance from NYC: 226 miles
Driving Time: 4 hours
When to Visit: March to May and September to November
How Long to Stay: 2-3 days (weekend)

It goes without saying that the Nation’s capital is one of the best destinations for road trips from New York City. The 4-hour drive south leads you to a vivid city on the Potomac River, surrounded by the states of Maryland and Virginia. 

The city is known for being home to the center of American politics, tons of engaging museums, and world-famous monuments. The best thing is since Washington DC is kind of compact, you will be able to walk within the city center where most of the main attractions are located. With that being said, also take advantage of the dozens of walking tours offered to learn more about the city’s history.

Unlike other road trips from New York, the drive to your destination is not the most scenic, but you will pass by some other great stops along the way. You may even want to think about combining your road trip from NYC to Washington with a layover in Baltimore or Philadelphia.

Here are things you don’t want to miss out on, especially if it is your first time in D.C.:

Museums

• Holocaust Museum
• Smithsonian National Museum of Natural History
• Smithsonian National Museum of African American History & Culture
• National Archives Museum

Monuments and Memorials

• Washington Monument
• World War II Memorial
• Thomas Jefferson Memorial
• Vietnam Veterans & Korean War Memorial
• Lincoln Memorial

Sites and Attractions

• The White House
• United States Capitol Building
• Library of Congress
• Ford’s Theater
• Arlington National Cemetery 

39. Montreal, Canada

Distance from NYC: 372 miles
Driving Time: 6 hours 15 minutes
When to Visit: March to May and September to November
How Long to Stay: 4-5 days (long weekend)

If you love to explore new cities, Montreal is one of the greatest road trips from New York for you. Even though it is right over the U.S. border, you can immediately feel the European vibe when you look at the architectural gems highly influenced by the British and French colonization.

Montreal is a very walkable city which makes it extremely easy to explore. Make sure to visit Old Montreal with the old port, Clock Tower, and Notre-Dame Basilica. For a deserved break, pack a picnic and head towards one of the beautiful parks Montreal has to offer.

Top Tip: If you have some more time to spare, it is well worth it to also check out Quebec (2h 45 min drive), one of the world’s best food cities,  and Ottawa (2h 15 min drive), the capital of Canada.

These places and attractions should be on your bucket list for Montreal:

Parks

• Park Jean-Drapeau
• Parc La Fontaine
• Mount Royal Park

Cities 

• Ottawa
• Quebec

Sites and Attractions

• Old Montreal 
• Notre-Dame Basilica
• The Underground City
• Mount Royal
• Habitat 67
• Biodome
• Place des Festivals

40. Toronto, Canada

Distance from NYC: 491 miles
Driving Time: 8 hours and 30 minutes
When to Visit: April to May and September to November
How Long to Stay: 5-7 days (week)

Toronto is not only one of our favorite road trips from New York because of its close proximity to the U.S. border, but as the largest city in Canada, it is also one of the most vibrant cities with lots of entertainment. 

When you look at the dazzling Toronto skyline including the most famous landmark, the CN tower, you might get reminded of certain cities in the U.S. (it is even called New York North) but don’t get fooled. Toronto is a hub for multiple cultures. A great example is the Casa Loma, a Gothic Revival castle that is well worth a visit, or St. Lawrence Market where you can find cuisines from all over the world.

If you are more of an outdoor person, go visit the several parks and gardens within the city or take a quick drive over to the gorgeous Scarborough Bluffs.

Top Tip: Coming from New York, you will most likely enter Canada at the border close to Buffalo. In that case, make sure to add Niagara Falls to your list of what to do. You will get the best experience when visiting them from the American and Canadian sides.

Top recommendations on what not to miss in Toronto:

Parks 

• High Park
• Toronto Music Garden
• Scarborough Bluffs
• Toronto Islands

Sites and Attractions

• CN Tower
• Harbourfront Centre
• St. Lawrence Market
• Kensington Market
• Casa Loma

Which road trips from New York did you enjoy the most? Do you have other road trips you can recommend?

Let us know in the comments below!

Our Other Resources for New York

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• 57 Spectacular Waterfalls in NY You Have to See
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• The Most Picturesque Finger Lakes Waterfalls You Have to See
• 100+ NYC Bucket List Items: Best Things to Do
• Hiking Breakneck Ridge: How Tough Actually is this Hike
• How to Hike the Striking Indian Head Trail Adirondacks + Rainbow Falls NY

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