Here's a sample itinerary for a drive from Portland (Maine) to New York City. If you're planning a road trip to New York City, 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.
11:00 am start in Portland (Maine)
drive for about 4.5 hours
3:29 pm Martha's Vineyard
stay overnight and leave the next day around 11:00 am
day 1 driving ≈ 4.5 hours
find more stops
11:00 am leave from Martha's Vineyard
drive for about 2.5 hours
1:29 pm New Haven
stay for about 1 hour
and leave at 2:29 pm
drive for about 2 hours
day 2 driving ≈ 4.5 hours
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?
New Haven (8 answers)
restaurants around New Haven:
Frank Pepe Pizzeria Napoletana
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?
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 New York City.
You can also see most people recommend as the best amount of time to visit. Find out how many days in New York City to stay.
If you're looking for a quick answer, you can check out The Standard New York, which was mentioned 15 times on Trippy.
Here are some more hotels people talk about:
Want to research more popular hotels in New York City? Click the blue button below.
Need some recommendations on somewhere to get food?
Trippy members suggest Katz's Delicatessen, which was mentioned 37 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in New York City? 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 New York City.
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 Portland (Maine) well, please help your fellow travelers and answer their questions about Portland (Maine)!