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. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in New York City
drive for about 1.5 hours
4:49 pm Martha's Vineyard
stay overnight and leave the next day around 11:00 am
day 1 driving ≈ 6 hours
find more stops
11:00 am leave from Martha's Vineyard
drive for about 3.5 hours
2:24 pm Portsmouth (New Hampshire)
stay for about 1 hour
and leave at 3:24 pm
drive for about 51 minutes
day 2 driving ≈ 4.5 hours
New Haven (10 answers)
restaurants around New Haven:
Frank Pepe Pizzeria Napoletana
questions about New Haven:
What is your favorite restaurant in New Haven?
Let's get serious about Pizza..... Sally's? Pepes? or Modern?
Martha's Vineyard (20 answers)
Lighthouse Beach (2 mentions)
restaurants around Martha's Vineyard:
Offshore Ale Co
questions about Martha's Vineyard:
Classic Martha's Vineyard spots?
Portsmouth (New Hampshire) (21 answers)
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.
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:
Want to research more popular restaurants in Portland (Maine)? Click the blue button below.
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:
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!
Click the button below to explore more questions and answers related to Portland (Maine).
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!
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!