Here's a sample itinerary for a drive from Sterling (Massachusetts) 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.
10:00 am start in Sterling (Massachusetts)
drive for about 14 minutes
10:14 am Leominster
stay for about 1 hour
and leave at 11:14 am
drive for about 17 minutes
11:31 am Devens
stay for about 1 hour
and leave at 12:31 pm
drive for about 22 minutes
12:53 pm Westford
stay for about 1 hour
and leave at 1:53 pm
drive for about 27 minutes
2:20 pm Burlington (Massachusetts)
stay for about 1 hour
and leave at 3:20 pm
drive for about 16 minutes
3:37 pm Somerville
stay for about 1 hour
and leave at 4:37 pm
drive for about 10 minutes
4:47 pm arrive in Boston
stay at The Westin Copley Place
driving ≈ 2 hours
Leominster
Devens
Westford
Burlington (Massachusetts)
Davis Square (5 mentions)
Walden Pond (3 mentions)
Harvard Museum of Natural History (3 mentions)
Walden Pond State Reservation (2 mentions)
Longfellow House Washington's Headquarters National Historic Site (2 mentions)
restaurants around Burlington (Massachusetts):
Saloon
Giulia
Amsterdam Falafelshop
Somerville (5 answers)
Faneuil Hall (30 mentions)
Freedom Trail (29 mentions)
Fenway Park (26 mentions)
Harvard Square (18 mentions)
Faneuil Hall Marketplace (17 mentions)
restaurants around Somerville:
Mike's Pastry
Legal Sea Foods
Island Creek Oyster Bar
Neptune Oyster
Alden & Harlow
hotels around Somerville:
The Westin Copley Place
The Eliot Hotel
Hotel Commonwealth
Courtyard Boston Brookline
The Westin Boston Waterfront
questions about Somerville:
Need a good, cheap restaurant in or near Somerville?
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:
Want to research more popular hotels in Boston? Click the blue button below.
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:
Want to research more popular restaurants in Boston? 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 Boston. Click on any question to see answers from the community!
Sunil from Mountain View asked:
Best way to get to downtown Boston from Logan Airport (20 answers)
Neil from Baton Rouge asked:
Is the Boston Freedom Trail worth a visit? (14 answers)
Eunice from Turrialba asked:
Worried about Boston cold weather. What should I wear? (10 answers)
Sara from Westerly asked:
Where are the best shopping deals in Boston? (9 answers)
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.
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 Sterling (Massachusetts) drive, or go to the main page to plan a new road trip.
Looking for ideas for more destinations within driving distance of Sterling (Massachusetts)? Try searching for places within 1 hour of Sterling (Massachusetts).
You can also compare the travel time if you're flying or driving by calculating the distance from Sterling (Massachusetts) to Boston. Or get a full Sterling (Massachusetts) 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 Sterling (Massachusetts) well, please help your fellow travelers and answer their questions about Sterling (Massachusetts)!