7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip itinerary planner

©
Plan created by another user. Make it yours
1
Sandwich
— 1 day
2
Oak Bluffs, Martha's Vineyard
— 1 night
3
Nantucket
— 1 night
4
Provincetown
— 3 nights
5
Adams
— 1 night

S M T W T F S
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1
day
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 24th (Thu), engage your brain at Sandwich Glass Museum, see the interesting displays at Heritage Museums & Gardens, then steep yourself in history at Hoxie House, then grab your bike and head to Shining Sea Bikeway, and finally pause for some photo ops at John F. Kennedy Memorial.

To see other places to visit, ratings, where to stay, and tourist information, read our Sandwich driving holiday planner.

Boston to Sandwich is an approximately 1.5-hour car ride. You can also take a bus. In September, plan for daily highs up to 73°F, and evening lows to 55°F. Finish up your sightseeing early on the 24th (Thu) so you can go by car to Oak Bluffs.

Things to do in Sandwich

Museums · Trails · Outdoors · Parks

Side Trips

Highlights from your trip
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Specialty Museum
Heritage Museums & Gardens
4.7
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Historic Site
Hoxie House
4.5

1
night
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 25th (Fri): enjoy the sand and surf at Katama Beach/ South Beach, experience rural life at Morning Glory Farm, take in the dramatic natural features at Aquinnah Cliffs, steep yourself in history at Trinity Park Tabernacle, then make a trip to Flying Horses Carousel, and finally wander the streets of Martha's Vineyard Camp meeting Association (MVCMA).

For traveler tips, ratings, photos, and tourist information, read Oak Bluffs trip itinerary builder app.

Traveling by car from Sandwich to Oak Bluffs takes 1.5 hours. In September, daytime highs in Oak Bluffs are 74°F, while nighttime lows are 54°F. Finish your sightseeing early on the 25th (Fri) so you can ride a ferry to Nantucket.

Things to do in Oak Bluffs

Historic Sites · Parks · Nature · Beaches

Side Trips

Highlights from your trip
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Architectural Building
Trinity Park Tabernacle
4.7

1
night
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Kick off your visit on the 26th (Sat): kick back and relax at Madaket Beach, then enjoy the sand and surf at Jetties Beach, then enjoy the sea views from Sankaty Head Lighthouse, and finally kick back and relax at Siasconset Beach.

To see reviews, traveler tips, maps, and other tourist information, read our Nantucket trip itinerary maker site.

You can ride a ferry from Oak Bluffs to Nantucket in 2 hours. In September, plan for daily highs up to 71°F, and evening lows to 59°F. Wrap up your sightseeing on the 26th (Sat) early enough to travel to Provincetown.

Things to do in Nantucket

Beaches · Outdoors · Parks · Historic Sites
Highlights from your trip
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Must see
Madaket Beach
4.8
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Must see
Siasconset Beach
4.4

3
nights
Provincetown

Provincetown ©

Birthplace of American Liberty

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.
Escape the urban bustle at Skaket Beach and Wellfleet Bay Wildlife Sanctuary. Discover out-of-the-way places like Nauset Light Beach and Beech Forest, Provincetown. Change things up with these side-trips from Provincetown: Nauset Beach (in Orleans) and Eastham (Salt Pond Visitor Center & Coast Guard Beach). There's lots more to do: trek along Cape Cod Provincelands Trail, get a dose of the wild on Art's Dune Tours, kick back and relax at Cape Cod National Seashore, and stroll through Herring Cove Beach.

To find more things to do, other places to visit, traveler tips, and other tourist information, read Provincetown online holiday builder.

Traveling by combination of ferry and taxi from Nantucket to Provincetown takes 3 hours. Alternatively, you can do a combination of ferry and bus. In September, daytime highs in Provincetown are 71°F, while nighttime lows are 57°F. Finish your sightseeing early on the 29th (Tue) so you can travel to Adams.

Things to do in Provincetown

Parks · Outdoors · Beaches · Wildlife

Side Trips

Highlights from your trip

1
night
Adams

Adams ©
Adams is a town in northern Berkshire County, Massachusetts, United States. On the 30th (Wed), get interesting insight from Tours, then admire the masterpieces at MASS MoCA, then admire the majestic nature at Mount Greylock State Reservation, and finally take your sightseeing to a higher altitude at Mount Greylock.

For reviews, traveler tips, maps, and tourist information, read Adams trip planner.

Drive from Provincetown to Adams in 4.5 hours. Plan for slightly colder nights when traveling from Provincetown in September since evenings lows in Adams dip to 50°F. Wrap up your sightseeing on the 30th (Wed) early enough to travel back home.

Things to do in Adams

Nature · Parks · Outdoors · Tours

Side Trips

Highlights from your trip
©
Must see
Mount Greylock
4.8
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Zipline
Zipline
4.8

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