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Philadelphia to Boston via Norfolk (Connecticut)

driving   /   2 days   /   no pets   /   no RV

Philadelphia to Boston road trip planner

Here's a sample itinerary for a drive from Philadelphia to Boston. If you're planning a road trip to Boston, 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.

customize this trip
 Day 1

11:00 am  start in Philadelphia
drive for about 51 minutes

11:51 am  Princeton (New Jersey)
eat at Nassau Inn
stay for about 1 hour
and leave at 12:51 pm
drive for about 1 hour

2:06 pm  New York City
stay overnight at The Standard New York
leave the next day around 10:00 am

day 1 driving ≈ 2 hours
find more stops

 Day 2

10:00 am  leave from The Standard New York
drive for about 2.5 hours

12:28 pm  Norfolk (Connecticut)
stay for about 1 hour
and leave at 1:28 pm
drive for about 1.5 hours

2:47 pm  Old Sturbridge Village (Massachusetts)
stay for about 1 hour
and leave at 3:47 pm
drive for about 1.5 hours

5:03 pm  arrive in Boston
eat at Mike's Pastry
stay at The Westin Copley Place

day 2 driving ≈ 5 hours
find more stops

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Philadelphia to Boston questions

profile  Kate asked:
one day drive with kids  (3 answers)

profile  Karen asked:
Road trip in two days not stopping in New York or New Jersey  (1 answer)


Where should I stop along the way?

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
    hotels around New York City:
        The Standard New York
        Ace Hotel New York
        The Plaza
        Hotel Gansevoort
        Crosby Street Hotel
    questions about New York City:
        Where do the cool kids stay in NYC these days?
        Is it a good idea to visit NYC in December?
        48 Hours in NYC - I NEED to know the best Pizza spots!
        free or cheap things to do in NYC
        What is your favorite restaurant in New York City?

Norfolk (Connecticut)

Old Sturbridge Village (Massachusetts)  (4 mentions)


Where's the best place to stay 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 Boston.

You can also see most people recommend as the best amount of time to visit. Find out how many days in Boston to stay.

If you're looking for a quick answer, you can check out The Westin Copley Place, which was mentioned 4 times on Trippy.

Here are some more hotels people talk about:

The Eliot Hotel  (3 mentions)
Hotel Commonwealth  (3 mentions)
The Charles Hotel  (2 mentions)

Want to research more popular hotels in Boston? Click the blue button below.




Where's the best place to eat in Boston?

Need some recommendations on somewhere to get food?

Trippy members suggest Mike's Pastry, which was mentioned 15 times.

Here are some more restaurants people talk about:

Legal Sea Foods  (13 mentions)
Neptune Oyster  (7 mentions)
Alden & Harlow  (7 mentions)

Want to research more popular restaurants in Boston? Click the blue button below.




What are some things to do in Boston?

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:

Faneuil Hall  (30 mentions)
Freedom Trail  (29 mentions)
Fenway Park  (26 mentions)
Harvard Square  (18 mentions)
Harvard University  (17 mentions)

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 Boston. Click on any question to see answers from the community!

profile  Sunil from Mountain View asked:
Best way to get to downtown Boston from Logan Airport  (20 answers)

profile  Neil from Baton Rouge asked:
Is the Boston Freedom Trail worth a visit?  (14 answers)

profile  Eunice from Turrialba asked:
Worried about Boston cold weather. What should I wear?  (10 answers)

profile  Sara from Westerly asked:
Where are the best shopping deals in Boston?  (9 answers)

profile  Hannah from Milwaukee asked:
What are the can't miss things to do in Boston?  (9 answers)

Click the button below to explore more questions and answers related to Boston.




Do I really have to go back home?

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 Boston 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 Boston. Or get a full Philadelphia to Boston 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!





At a Glance
without making any stops
total driving distance is 365 miles
driving time of 6 hours, 48 minutes
122 Philadelphia travel answers
8 Princeton (New Jersey) travel answers
622 New York City travel answers
226 Boston travel answers





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