Here's a sample itinerary for a drive from New York City to Kennebunkport (Maine). If you're planning a road trip to Kennebunkport (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.
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 42 minutes
2:19 pm Hartford
stay for about 1 hour
and leave at 3:19 pm
drive for about 54 minutes
4:12 pm Old Sturbridge Village (Massachusetts)
stay overnight and leave the next day around 11:00 am
day 1 driving ≈ 3 hours
11:00 am leave from Old Sturbridge Village (Massachusetts)
drive for about 1 hour
12:03 pm Walden Pond
stay for about 1 hour
and leave at 1:03 pm
drive for about 1 hour
2:15 pm Portsmouth (New Hampshire)
stay for about 1 hour
and leave at 3:15 pm
drive for about 37 minutes
3:52 pm arrive in Kennebunkport (Maine)
day 2 driving ≈ 3 hours
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?
Hartford (14 answers)
The Mark Twain House & Museum (4 mentions)
Wadsworth Atheneum Museum of Art (2 mentions)
questions about Hartford:
What is your favorite restaurant in Hartford?
Old Sturbridge Village (Massachusetts) (4 mentions)
Walden Pond (3 mentions)
Portsmouth (New Hampshire) (19 answers)
Need some recommendations on somewhere to get food?
Trippy members suggest All Day Breakfast, which was mentioned 2 times.
Want to research more popular restaurants in Kennebunkport (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!
For example, here are some questions people have asked about Kennebunkport (Maine). Click on any question to see answers from the community!
Eva from Wakarusa asked:
family vacation (3 answers)
Click the button below to explore more questions and answers related to Kennebunkport (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!
Want to plan the trip back? Get the reverse directions for a Kennebunkport (Maine) to New York City drive, or go to the main page to plan a new road trip.
Looking for ideas for more destinations within driving distance of New York City? Try searching for places within 5 hours of New York City.
You can also compare the travel time if you're flying or driving by calculating the distance from New York City to Kennebunkport (Maine). Or get a full New York City to Kennebunkport (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!
More info on this route: