8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip itinerary maker

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Route & dates

8 days in Massachusetts Itinerary

Start: Columbus
Fly:  4​h
1
Boston
— 2 nights
ferry:  1​h 30​min
2
Provincetown
— 2 nights
Drive:  1​h 15​min
3
Sandwich
— 2 nights
Drive:  1​h 45​min
4
Edgartown, Martha's Vineyard
— 1 night
Fly:  5​h 30​min
End: Columbus

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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, stroll the grounds of Granary Burying Ground, and take an in-depth tour of John F. Kennedy Presidential Museum & Library.

For traveler tips, other places to visit, maps, and other tourist information, refer to the Boston journey builder app .

Columbus to Boston is an approximately 4-hour flight. You can also drive; or take a bus. November in Boston sees daily highs of 52°F and lows of 37°F at night. Finish up your sightseeing early on the 4th (Mon) so you can catch the ferry to Provincetown.

Things to do in Boston

Museums Historic Sites Parks
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

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 5th (Tue): get lost in a book at Provincetown Library, then take in the waterfront at MacMillan Wharf, and then enjoy the sand and surf at Cape Cod National Seashore. Keep things going the next day: stroll through Nauset Beach, then enjoy the sand and surf at Coast Guard Beach, and then enjoy the sand and surf at Herring Cove Beach.

To see other places to visit, photos, more things to do, and other tourist information, read our Provincetown online trip itinerary planner .

Traveling by ferry from Boston to Provincetown takes 1.5 hours. Alternatively, you can fly; or drive. Expect a daytime high around 51°F in November, and nighttime lows around 39°F. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Sandwich.

Things to do in Provincetown

Parks Beaches Outdoors

Side Trips

Coast Guard Beach, Nauset Beach, Cape Cod National Seashore
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Herring Cove Beach ©
Herring Cove Beach
Provincetown Library ©
Provincetown Library

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 7th (Thu): see the interesting displays at Heritage Museums & Gardens, explore the landscape on two wheels at Shining Sea Bikeway, and then take a leisurely stroll along Chatham Pier and Fish Market. Get ready for a full day of sightseeing on the 8th (Fri): engage your brain at Sandwich Glass Museum, then see the interesting displays at New Bedford Whaling Museum, and then pause for some photo ops at John F. Kennedy Memorial.

For other places to visit, more things to do, where to stay, and other tourist information, use the Sandwich trip planning app .

You can drive from Provincetown to Sandwich in 1.5 hours. Another option is to take a bus. In November, plan for daily highs up to 53°F, and evening lows to 35°F. Cap off your sightseeing on the 8th (Fri) early enough to go by car to Edgartown.

Things to do in Sandwich

Museums Parks Shopping

Side Trips

New Bedford Whaling Museum, Shining Sea Bikeway, Chatham Pier and Fish Market, John F. Kennedy Memorial
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
New Bedford Whaling Museum ©
New Bedford Whaling Museum
John F. Kennedy Memorial ©
John F. Kennedy Memorial

1
night
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. On the 9th (Sat), take in the dramatic natural features at Aquinnah Cliffs, wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), then make a trip to Flying Horses Carousel, then visit a coastal fixture at Edgartown Lighthouse, and finally admire the natural beauty at Mytoi.

To see other places to visit, photos, ratings, and tourist information, read our Edgartown online road trip planner .

Getting from Sandwich to Edgartown by car takes about 2 hours. In November, plan for daily highs up to 53°F, and evening lows to 37°F. Finish your sightseeing early on the 9th (Sat) so you can travel back home.

Things to do in Edgartown

Parks Historic Sites Neighborhoods

Side Trips

Oak Bluffs, Aquinnah Cliffs
Highlights from your plan
Mytoi ©
Mytoi
Edgartown Lighthouse ©
Edgartown Lighthouse
Flying Horses Carousel ©
Flying Horses Carousel

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