10 Excellent Road Trips From NYC

Disclaimer: Remember to always follow social distancing requirements when road tripping from NYC. Make sure to check on travel restrictions before you go, and always wear a mask.

Woman dancing in a street in the mountains | Best road trips from NYC
Photo edited with The Dreamer Pack presets

While living in New York City is as exciting as it gets, there comes a time when every New Yorker must hit the road for a breath of fresh air. The good news is that there are endless road trips from NYC — and there’s no better time to explore locally than now.

With most international trips on pause due to the pandemic, road trips have been a highlight for many travelers over the past year, especially New Yorkers who quarantined in the city for months. I myself have been fortunate enough to embark on several NYC road trips last year, from Lake Placid in the Adirondacks to coastal Portland, Maine.

Are you in need of a weekend getaway? Some time away from all the hustle and bustle? I know the feeling.

That’s why I’ve compiled a list of the 10 best road trips from NYC, all of which will give you a much-needed escape from the city.

| READ MORE: What To Pack For a Weekend Road Trip

How To Plan a Responsible NYC Road Trip

It’s important to keep in mind that we’re now traveling through unprecedented times. While many people may not feel comfortable with air travel, it’s still possible to road trip safely during the coronavirus pandemic. Here are my best tips on how to plan a responsible road trip right now.

  • Sanitize high-tough areas of your rental car if you’re renting one (interior and exterior door handles, mirrors, etc.)
  • Book your hotel ahead of time, and check in with the property about their social distancing restrictions
  • Research your destination before booking a trip to ensure it’s not a virus “hot spot”
  • If crossing state lines, educate yourself on the different quarantine restrictions between states
  • Try to keep your roadside stops to a minimum to avoid unnecessary exposure
  • Rent a good car without breaking the bank with Discover Cars

| READ MORE: 25 Must-Do Hikes in Upstate New York

Best Road Trips From NYC

Here are 10 excellent road trip ideas from NYC, ranked by distance from Manhattan. Read on for tips on what to do and where to stay in each destination. Time to hit the road!

Independence Hall in Philadelphia | Best NYC road trips to take for a weekend getaway
Photo edited with The Dreamer Pack presets

Philadelphia, Pennsylvania

Distance from NYC: 97 miles (~2 hours)
When to visit: March to May
Why go: Philadelphia is a historical gem. Plus, it’s less crowded and more affordable than NYC, with a dining scene that’s just as exciting.
How long should you stay: 2-3 days

A trip to Philadelphia is a trip to the beginning of America. Both the Declaration of Independence and U.S. Constitution were written and signed in Philadelphia, and you can tour the very rooms where it all went down. The city is made up of charming neighborhoods, a quirky art scene and dynamic culinary landscape.

One of the main reasons to visit Philadelphia is to eat well — without having to go bankrupt (looking at you, New York). Must-eats include a Philly cheesesteak, the lamb dinner at Israeli hit Zahav, a pork sandwich from DiNic’s at Reading Terminal Market, and creatively topped pizzas at Pizzeria Beddia. Don’t forget to swing by Independence Hall and Elfreth’s Alley, the oldest residential street in the nation.

If you want to learn more about what to do in Philadelphia, check out my Two-Day Philadelphia Itinerary.

Where to stay on a road trip to Philadelphia?

Row of homes in Hudson, New York | Top 10 best NYC road trip ideas
Photos edited with The Dreamer Pack presets

Hudson Valley, New York

Distance from NYC: 122 miles (~2.5 hours)
When to visit: Summer & fall
Why go: Hudson is like the Brooklyn of Upstate New York. Come for the creative food scene, the beautiful antique and home decor shops, and to stay in a hip hotel.
How long should you stay: 2-3 days

Hudson sits along the Hudson River two hours north of the city, yet it’s reminiscent of Brooklyn. Innovative restaurants, natural wine bars and stylish boutiques line the town’s main artery, known as Warren Street. Chic hotels like the newly opened Maker Hotel are a part of the experience.

You can also explore other noteworthy sites around the Hudson Valley, such as Olana State Historic Site and Blithewood Garden. There are plenty of hikes along the valley, too. Consider stopping at Anthony’s Nose or Breakneck Ridge on the way up, and swinging by High Falls Conservation Area while you’re in town.

Where to stay ON A ROAD TRIP TO Hudson, New York?

Woman sitting near a creek in the Catskills | Best road trip destinations from NYC
Photo edited with The Dreamer Pack presets

Catskills, New York

Distance from NYC: 120 miles (~2.5 hours)
When to visit: All year round
Why go: The Catskills offer a quintessential mountain getaway under three hours away from the city.
How long should you stay: 2-3 days

The Catskills offer the cozy New York getaway you didn’t even know you needed. That is until you find yourself breathing in the fresh mountain air from your hotel balcony with a cup of fresh coffee in hand. Of course, the Catskills mountains are also incredible places to hike and swim in waterfalls in the summer, but there’s something about visiting in the fall and winter that makes me want to come back again and again.

It’s the kind of place where you can kick back and enjoy a book in your comfy cabin overlooking the snow falling outside, or embark on a waterfall hike in the middle of the woods. Either way, you’re bound to have a wonderful time here, whether you’re snuggling indoors or adventuring outside. There’s also no shortage of unique, design-forward hotels in the Catskills, but just know they book up extremely fast.

Where to stay ON A ROAD TRIP TO THE Catskills?

Coastal view of Newport, Rhode Island | Top road trip ideas from NYC
Photo by Ryan Gerrard on Unsplash

Newport, Rhode Island

Distance from NYC: 180 miles (~3.5 hours)
When to visit: May to November
Why go: Historic mansions, seaside views and seafood restaurants.
How long should you stay: 2-3 days

Newport is a seaside New England town known for its lavish mansions that depict how America’s elite lived decades ago. Ritzy sailboats and scenic beaches go hand in hand here, and you’re bound to spend at least a part of your trip on the water. As with many New England destinations, quality seafood is abundant in Newport. Make sure to explore the popular Cliff Walk, which weaves between the ocean and the Gilded Age mansions facing it.

For more on what to do in Newport, check out this travel guide by Thrillist.

Where to stay on a road trip to newport?

Ithaca, Finger Lakes, New York

Distance from NYC: 225 miles (~4 hours)
When to visit: Spring, when the waterfalls are at their full potential
Why go: For the impressive waterfalls, hikes and the best of New York wineries.
How long should you stay: 3-4 days

The Finger Lakes is known for its wineries, many of which sit atop rolling green hills looking over the expansive lakes that give the region its name. The Finger Lakes is also home to some of the most incredible natural wonders in New York. The landscape here is marked by deep gorges and the waterfalls that fall within them. If you’re a waterfall lover, this is the place to go. I’ve never seen so many waterfalls in such a short period of time — except in Bali.

A trip to the Finger Lakes can encompass wine tasting and farm-to-table dining or hiking to impressive waterfalls (or a mixture of both). It’s certainly one of my favorite regions in New York. Ithaca, a small college town on the edge of Cayuga Lake, is the perfect base for exploring the rest of the region.

Interested in visiting the Finger Lakes? Read all about my favorite Finger Lakes waterfalls here.

Where to stay ON A ROAD TRIP TO THE finger lakes?

A street corner in Boston | Unique road trip destinations from NYC
Photo by Liubov Ilchuk on Unsplash

Boston, Massachusetts

Distance from NYC: 215 miles (~4 hours)
When to visit: Summer & fall
Why go: For the history and the clam chowder
How long should you stay: 2-3 days

Boston’s a historic getaway that makes for a fun weekend road trip from NYC. If you’re interested in American history and architecture, this is your ideal destination. Boston is the birthplace of the American Revolution: The location of the Boston Tea Party and the Paul Revere House are just a couple of the iconic attractions in the city. Boston is also known for great seafood, especially its classic New England clam chowder.

Where to stay On a road trip to Boston?

Sunrise on Mirror Lake in Lake Placid | Unique road trip destinations from NYC
Photo edited with The Dreamer Pack presets

Lake Placid, Adirondacks, New York

Distance from NYC: 290 miles (~5 hours)
When to visit: Summer for hiking; winter for winter sports; autumn for fall foliage
Why go: Lake Placid is a charming lakeside town nestled within the Adirondack Mountains, making it the perfect base to explore the High Peaks region.
How long should you stay: 3-5 days

Lake Placid is a picturesque mountain town that sits about five hours north of NYC. It’s the perfect road trip from NYC for outdoor enthusiasts. Aside from lake activities like kayaking and paddle boarding in the summer, many visitors road trip here to hike the Adirondack High Peaks. In the winter, the lake at the center of town known as Mirror Lake freezes over and turns into an ice skating rink for all. In the fall, the best of New York’s foliage can be found here, too.

If you want to learn more about what to do in Lake Placid, check out my Lake Placid Summer Guide.

Where to stay ON A ROAD TRIP TO Lake Placid?

Portland Head Light in Portland, Maine | The best NYC road trip destinations for every season
Photos edited with The Dreamer Pack presets

Portland, Maine

Distance from NYC: 315 miles (~5 to 6 hours)
When to visit: Summer
Why go: For the lobster rolls and picture-perfect coastal views.
How long should you stay: 3 days

If you’re a seafood lover, then add Portland, Maine to the top of your NYC road trips list. Portland is a waterfront town home to some of the best lobster in the country. The food scene here goes well beyond lobsters, though. Portland’s food scene is truly spectacular, making it the perfect road trip destination for culinary enthusiasts. Inventive farm-to-table restaurants and potato-based doughnut shops line the cobblestoned streets of the charming Old Port neighborhood.

There’s plenty to do outdoors as well. From hopping between iconic lighthouses to visiting nearby islands, Portland is a vacation spot that delivers on all fronts. Here’s my post a perfect weekend itinerary in Portland.

Where to stay ON A ROAD TRIP TO PORTLAND?

| READ MORE: 37 Girls Trip Ideas in the U.S. & Beyond

Golden mountains covered in fall foliage in Stowe, Vermont | Top road ideas from NYC
Photo by Clay Kaufmann on Unsplash

Stowe, Vermont

Distance from NYC: 330 miles (~5.5 to 6 hours)
When to visit: Fall & winter
Why go: For excellent skiing, the cozy European ski village atmosphere and leaf peeping.
How long should you stay: 3-4 days

Stowe is a charming town in Vermont that offers the quintessential ski vacation — world-class skiing, Swiss-style chalets, hot cocoa and all. Stowe is home to some of the best skiing and snowboarding in New England in the winter, and in the fall, leaf peeping is the main attraction. The town itself is as picturesque as it gets, nestled between mountain peaks with all the small town charm every cozy ski village should have. I can’t think of a more romantic winter getaway.

Where to stay ON A ROAD TRIP TO Stowe?

Montreal at sunset | Best road ideas from NYC
Photos edited with The Dreamer Pack presets

Montreal, Canada

Distance from NYC: 371 miles (~6.5 hours)
When to visit: Spring or autumn
Why go: The European charm and fantastic food.
How long should you stay: 3 days

Montreal isn’t the closest NYC road trip destination on this list — but it’s well worth the drive. Montreal is the most European city I’ve visited on this side of the Atlantic. The French influence is apparent in every aspect of the city, from the ornate architecture to the thriving restaurant scene.

Montreal is also one the best places to eat outside of NYC, in my humble opinion. As you can tell, I prioritize food and dining in all of my travels! This is one city in which nearly every meal blew me away. Why drive there instead of flying? The drive can be beautiful, especially during the fall. Plan some stops along the way in Upstate New York or Vermont, and make a full road trip adventure out of it.

For more information on what to do, where to stay and the best restaurants in Montreal, read my Montreal Travel Guide.

Where to stay ON A ROAD TRIP TO MONTREAL?

> LOOKING FOR CHEAP CAR RENTAL DEALS IN NYC? CHECK OUT DISCOVER CARS!

These are the best road trips from NYC. From a lakeside weekend getaway in the Adirondack Mountains to a food-filled trip to Montreal, read on for 10 epic ideas for road trips from NYC in any season.
Pin it!

Looking for more road trip inspiration? You may enjoy the following posts:
The Best Girls Trip Destination Ideas
40+ Road Trip Essentials: Ultimate Road Trip Packing List
25+ Best Road Trip Gift Ideas
Road Tripping To New York’s Top Finger Lakes Waterfalls
Lake Placid, New York Travel Guide
How To Spend a Perfect Weekend In Philadelphia

Carla Vianna

Leave a reply

Your email address will not be published. Required fields are marked *

2 comments