Here's a sample itinerary for a drive from Portland (Maine) to Philadelphia. If you're planning a road trip to Philadelphia, 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 Portland (Maine)
drive for about 1.5 hours
11:35 am Salem (Massachusetts)
stay for about 1 hour
and leave at 12:35 pm
drive for about 3 hours
3:38 pm Martha's Vineyard
stay for about 1 hour
and leave at 4:38 pm
drive for about 1.5 hours
6:08 pm Mystic Seaport
stay overnight and leave the next day around 10:00 am
day 1 driving ≈ 6 hours
find more stops
10:00 am leave from Mystic Seaport
drive for about 2.5 hours
12:29 pm New York City
eat at Katz's Delicatessen
stay for about 4 hours
and leave at 4:29 pm
drive for about 1.5 hours
6:11 pm arrive in Philadelphia
eat at Reading Terminal Market
stay at Loews Hotel Philadelphia
day 2 driving ≈ 4 hours
Joanna from Grand Rapids asked:
From Philadelphia to Portland Maine (1 answer)
Salem (Massachusetts) (22 answers)
Salem Witch Museum (2 mentions)
The House of the Seven Gables (2 mentions)
questions about Salem (Massachusetts):
What is your favorite restaurant in Salem (Massachusetts)?
witch
What is a good nighttime tour
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?
Mystic Seaport (10 mentions)
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.
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 Philadelphia.
If you're looking for a quick answer, you can check out Loews Hotel Philadelphia, which was mentioned 2 times on Trippy.
Want to research more popular hotels in Philadelphia? Click the blue button below.
Need some recommendations on somewhere to get food?
Trippy members suggest Reading Terminal Market, which was mentioned 24 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in Philadelphia? 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 Philadelphia. Click on any question to see answers from the community!
Katie from Los Angeles asked:
What is your favorite restaurant in Philadelphia? (29 answers)
Hannah from Milwaukee asked:
What is there to do in Philly besides eat cheese steaks? (14 answers)
Scott from Chicago asked:
Pat's or Geno's: Which has the better cheesesteak? (13 answers)
Sharon from West Los Angeles asked:
Anybody know of great gems in the city I can dine at during my stay? (9 answers)
teri from Atlanta asked:
Eating out on a budget. (9 answers)
Click the button below to explore more questions and answers related to Philadelphia.
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 Philadelphia to Portland (Maine) 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 Portland (Maine) to Philadelphia. Or get a full Portland (Maine) to Philadelphia 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 Portland (Maine) well, please help your fellow travelers and answer their questions about Portland (Maine)!