5 days in New England Itinerary

5 days in New England Itinerary

Created using Inspirock New England planner

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Route & dates

5 days in New England Itinerary

Start: Rochester
Fly:  3​h 45​min
1
Boston
— 1 night
bus:  1​h
2
Sandwich
— 1 night
Drive:  1​h 15​min
3
Provincetown
— 2 nights
Fly:  4​h 45​min
End: Rochester

1
night
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Kick off your visit on the 10th (Sat): explore the world behind art at Museum of Fine Arts and then buy something for everyone on your list at Faneuil Hall Marketplace. Here are some ideas for day two: explore and take pictures at Fenway Park, then stroll around Boston Public Garden, and then get to know the fascinating history of Freedom Trail.

To see ratings, where to stay, photos, and tourist information, read Boston trip builder .

Rochester to Boston is an approximately 4-hour flight. You can also do a combination of bus and flight; or drive. In August, daytime highs in Boston are 81°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 11th (Sun) early enough to take a bus to Sandwich.

Things to do in Boston

Museums Historic Sites Parks
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 12th (Mon), examine the collection at Heritage Museums & Gardens, tour the pleasant surroundings at Shining Sea Bikeway, and then stroll through Old Silver Beach.

To see reviews, maps, photos, and tourist information, read our Sandwich day trip planning tool .

You can take a bus from Boston to Sandwich in an hour. Alternatively, you can drive. In August, daytime highs in Sandwich are 78°F, while nighttime lows are 61°F. Finish up your sightseeing early on the 12th (Mon) so you can go by car to Provincetown.

Things to do in Sandwich

Outdoors Parks Beaches

Side Trip

Falmouth
Highlights from your plan
Shining Sea Bikeway ©
Shining Sea Bikeway
Old Silver Beach ©
Old Silver Beach
Heritage Museums & Gardens ©
Heritage Museums & Gardens

2
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 13th (Tue): appreciate the history behind Pilgrim Monument & Provincetown Museum and then enjoy the sand and surf at Cape Cod National Seashore. Get ready for a full day of sightseeing on the next day: stroll through Nauset Beach, then get engrossed in the history at Salt Pond Visitor Center, and then tour the pleasant surroundings at Corn Hill Beach.

To see traveler tips, where to stay, and tourist information, use the Provincetown travel itinerary planner .

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. Expect a daytime high around 78°F in August, and nighttime lows around 62°F. Cap off your sightseeing on the 14th (Wed) early enough to travel back home.

Things to do in Provincetown

Beaches Outdoors Parks

Side Trips

Cape Cod National Seashore, Nauset Beach, Salt Pond Visitor Center, Corn Hill Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Nauset Beach ©
Nauset Beach
Corn Hill Beach ©
Corn Hill Beach

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