7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts tour itinerary builder

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Route & dates

7 days in Massachusetts Itinerary

Start: Boston
1
Boston
— 2 nights
Drive:  1​h 30​min
2
Falmouth
— 1 night
Drive:  1​h 15​min
3
Edgartown, Martha's Vineyard
— 1 night
Drive:  2​h 30​min
4
Chatham
— 2 nights
Drive:  2​h
End: Boston

2
nights
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.
Get some cultural insight at Museum of Fine Arts and Battleship Cove. Museum-lovers will appreciate Lizzie Borden House and Old State House. You'll find plenty of places to visit near Boston: New Bedford Whaling Museum (in New Bedford), National Monument to the Forefathers (in Plymouth) and Heritage Museums & Gardens (in Sandwich). There's more to do: get to know the fascinating history of Freedom Trail.

To find more things to do, maps, and more tourist information, read our Boston online trip itinerary builder .

Use the Route module to find travel options from your starting location to Boston. In October, daily temperatures in Boston can reach 64°F, while at night they dip to 50°F. Finish your sightseeing early on the 7th (Mon) so you can drive to Falmouth.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Fall River, Heritage Museums & Gardens, National Monument to the Forefathers, New Bedford Whaling Museum
Find places to stay Oct 5 — 7:
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Lizzie Borden House ©
Lizzie Borden House
New Bedford Whaling Museum ©
New Bedford Whaling Museum

1
night
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. On the 8th (Tue), get curious at Sandwich Glass Museum, then grab your bike and head to Shining Sea Bikeway, then enjoy the sea views from Nobska Point Lighthouse, and finally appreciate the extensive heritage of Cornelia Carey Sanctuary (The Knob).

To see ratings, reviews, and tourist information, read Falmouth trip itinerary maker website .

Traveling by car from Boston to Falmouth takes 1.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 64°F, and evening lows to 46°F. Wrap up your sightseeing on the 8th (Tue) to allow time to drive to Edgartown.

Things to do in Falmouth

Parks Trails Outdoors

Side Trip

Sandwich Glass Museum
Find places to stay Oct 7 — 8:
Highlights from your plan
Cornelia Carey Sanctuary (The Knob) ©
Sandwich Glass Museum ©
Sandwich Glass Museum
Nobska Point Lighthouse ©
Nobska Point Lighthouse

1
night
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 9th (Wed): make a trip to Aquinnah Cliffs, see the interesting displays at Cottage Museum, then take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), and finally visit a coastal fixture at Edgartown Lighthouse.

To find traveler tips, where to stay, other places to visit, and tourist information, you can read our Edgartown vacation maker .

Traveling by car from Falmouth to Edgartown takes 1.5 hours. In October, daytime highs in Edgartown are 65°F, while nighttime lows are 46°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Chatham.

Things to do in Edgartown

Neighborhoods Historic Sites Parks

Side Trips

Oak Bluffs, Aquinnah Cliffs
Find places to stay Oct 8 — 9:
Highlights from your plan
Edgartown Lighthouse ©
Edgartown Lighthouse
Cottage Museum ©
Cottage Museum

2
nights
Chatham

Chatham ©
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Kick off your visit on the 10th (Thu): get lost in a book at Provincetown Library, then tour the pleasant surroundings at Herring Cove Beach, and then appreciate the extensive heritage of Wellfleet Bay Wildlife Sanctuary. Get ready for a full day of sightseeing on the 11th (Fri): kick back and relax at Nauset Beach, get engrossed in the history at Salt Pond Visitor Center, and then visit a coastal fixture at Nauset Lighthouse.

For photos, other places to visit, ratings, and tourist information, refer to the Chatham trip builder .

Getting from Edgartown to Chatham by car takes about 2.5 hours. In October, daytime highs in Chatham are 63°F, while nighttime lows are 50°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to drive back home.

Things to do in Chatham

Parks Outdoors Beaches

Side Trips

Provincetown, Eastham, Wellfleet Bay Wildlife Sanctuary, Nauset Beach
Find places to stay Oct 9 — 11:
Highlights from your plan
Wellfleet Bay Wildlife Sanctuary ©
Wellfleet Bay Wildlife Sanctuary
Nauset Lighthouse ©
Nauset Lighthouse
Salt Pond Visitor Center ©
Salt Pond Visitor Center

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