Here's a sample itinerary for a drive from Philadelphia 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.
10:00 am start in Philadelphia
drive for about 51 minutes
10:51 am Princeton (New Jersey)
stay for about 1 hour
and leave at 11:51 am
drive for about 1 hour
1:06 pm New York City
stay for about 4 hours
and leave at 5:06 pm
drive for about 2 hours
7:15 pm Hartford
stay overnight and leave the next day around 10:00 am
day 1 driving ≈ 4 hours
find more stops
10:00 am leave from Hartford
drive for about 1.5 hours
11:38 am Boston
eat at Mike's Pastry
stay for about 4 hours
and leave at 3:38 pm
drive for about 2 hours
5:25 pm arrive in Portland (Maine)
eat at Duckfat
stay at Portland Regency Hotel & Spa
day 2 driving ≈ 3.5 hours
find more stops
Joanna from Grand Rapids asked:
From Philadelphia to Portland Maine (1 answer)
Princeton (New Jersey) (8 answers)
restaurants around Princeton (New Jersey):
Nassau Inn
questions about Princeton (New Jersey):
What is your favorite restaurant in Princeton (New Jersey)?
What's the best neighborhood in Princeton (New Jersey) for a first time visitor?
New York City (622 answers)
Central Park (149 mentions)
High Line Park (110 mentions)
The Metropolitan Museum of Art (85 mentions)
Statue of Liberty (69 mentions)
Times Square (59 mentions)
restaurants around New York City:
Katz's Delicatessen
Shake Shack
Lombardi's Pizza
Balthazar Restaurant
Eataly
questions about New York City:
Is it a good idea to visit NYC in December?
free or cheap things to do in NYC
What is your favorite restaurant in New York City?
48 Hours in NYC - I NEED to know the best Pizza spots!
Which NYC museums are must see? We only have time for two.
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?
Boston (226 answers)
Faneuil Hall (30 mentions)
Freedom Trail (29 mentions)
Fenway Park (26 mentions)
Harvard Square (18 mentions)
Harvard University (17 mentions)
restaurants around Boston:
Mike's Pastry
Legal Sea Foods
Island Creek Oyster Bar
Neptune Oyster
Alden & Harlow
questions about Boston:
Best way to get to downtown Boston from Logan Airport
Is the Boston Freedom Trail worth a visit?
Worried about Boston cold weather. What should I wear?
Where are the best shopping deals in Boston?
What are the can't miss things to do in Boston?
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!
For example, here are some questions people have asked about Portland (Maine). Click on any question to see answers from the community!
Andreas from Manhattan asked:
Good restaurants in Portland (5 answers)
Priscilla from Santa Monica asked:
Best places to eat in Portland, ME (4 answers)
Irene from New York State asked:
Things to do and good restaurants in Portland, ME (3 answers)
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).
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 Philadelphia 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 Philadelphia to Portland (Maine). Or get a full Philadelphia 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 Philadelphia well, please help your fellow travelers and answer their questions about Philadelphia!