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New York City to Portland (Maine) via Jamestown (Rhode Island)

driving   /   2 days   /   no pets   /   no RV

New York City to Portland (Maine) road trip planner

Here's a sample itinerary for a drive from New York City to Portland (Maine). If you're planning a road trip to Portland (Maine), you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

11:00 am  start in New York City
drive for about 1.5 hours

12:36 pm  New Haven
eat at Modern Apizza
stay for about 1 hour
and leave at 1:36 pm
drive for about 2 hours

3:32 pm  Jamestown (Rhode Island)
stay overnight and leave the next day around 11:00 am

day 1 driving ≈ 3.5 hours
find more stops

 Day 2

11:00 am  leave from Jamestown (Rhode Island)
drive for about 3 hours

1:48 pm  Kennebunkport (Maine)
stay for about 1 hour
and leave at 2:48 pm
drive for about 35 minutes

3:23 pm  arrive in Portland (Maine)
stay at Portland Regency Hotel & Spa

day 2 driving ≈ 3.5 hours

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New York City to Portland (Maine) questions

profile  Aphtyn from Durham, Maine asked:
Cheap bus lines (roundtrip) from Portland, Maine to New York, NY.  (1 answer)


Where should I stop along the way?

New Haven  (8 answers)
    restaurants around New Haven:
        Modern Apizza
        Frank Pepe Pizzeria Napoletana
        Goodfellas Restaurant
    questions about New Haven:
        What's the best neighborhood in New Haven for a first time visitor?
        Let's get serious about Pizza..... Sally's? Pepes? or Modern?

Jamestown (Rhode Island)  (2 answers)
    The Breakers  (4 mentions)
    Cliff Walk  (4 mentions)
    International Tennis Hall of Fame  (2 mentions)
    Thames Street  (2 mentions)
    restaurants around Jamestown (Rhode Island):
        Scales & Shells
        Black Pearl
        Flo's Clam Shack
        Clarke Cooke House
        The Red Parrot

Kennebunkport (Maine)  (22 answers)
    Wells Beach  (3 mentions)
    York Beach  (2 mentions)
    restaurants around Kennebunkport (Maine):
        All Day Breakfast
    questions about Kennebunkport (Maine):
        family vacation


Where's the best place to stay in Portland (Maine)?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Portland (Maine).

If you're looking for a quick answer, you can check out Portland Regency Hotel & Spa, which was mentioned 2 times on Trippy.

Want to research more popular hotels in Portland (Maine)? Click the blue button below.




Where's the best place to eat in Portland (Maine)?

Need some recommendations on somewhere to get food?

Trippy members suggest Duckfat, which was mentioned 5 times.

Here are some more restaurants people talk about:

Standard Baking Co  (3 mentions)
Bao Bao Dumpling House  (3 mentions)
Fore Street  (2 mentions)
Eventide Oyster Co.  (2 mentions)

Want to research more popular restaurants in Portland (Maine)? Click the blue button below.




What are some things to do in Portland (Maine)?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Portland Head Light  (2 mentions)

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Portland (Maine). Click on any question to see answers from the community!

profile  Andreas from Manhattan asked:
Good restaurants in Portland  (5 answers)

profile  Priscilla from Santa Monica asked:
Best places to eat in Portland, ME  (4 answers)

profile  Irene from New York State asked:
Things to do and good restaurants in Portland, ME  (3 answers)

profile  Casey from Boston asked:
Best Breakfast spots in Portland, Maine?  (3 answers)

Click the button below to explore more questions and answers related to Portland (Maine).




Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Portland (Maine) to New York City drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from New York City to Portland (Maine). Or get a full New York City to Portland (Maine) flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know New York City well, please help your fellow travelers and answer their questions about New York City!





At a Glance
without making any stops
total driving distance is 370 miles
driving time of 6 hours, 20 minutes
622 New York City travel answers
8 New Haven travel answers
2 Jamestown (Rhode Island) travel answers
22 Kennebunkport (Maine) travel answers
59 Portland (Maine) travel answers





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