15 days in Massachusetts Itinerary

15 days in Massachusetts Itinerary

Created using Inspirock Massachusetts vacation maker

Plan created by another user.Make it yours

Route & dates

Start: Newport
Drive:  1 h 30 min
1
Hyannis
— 2 nights
Drive:  1 h
2
Provincetown
— 2 nights
Drive + Ferry:  3 h
3
Oak Bluffs, Martha's Vineyard
— 2 nights
ferry:  1 h 30 min
4
Nantucket
— 3 nights
Foot:  2 h 30 min
5
Boston
— 3 nights
Drive:  2 h 30 min
6
Stockbridge
— 2 nights
Drive:  3 h
End: Manchester

2
nights
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
You've now added Plimoth Plantation to your itinerary. Kick off your visit on the 17th (Thu): examine the collection at Heritage Museums & Gardens, thenappreciate the history behind John F. Kennedy Memorial, and then take a stroll through Main Street Hyannis. On the 18th (Fri), you'll have a packed day of sightseeing: explore the landscape on two wheels at Shining Sea Bikeway, thensteep yourself in history at Plymouth Rock, and then take an in-depth tour of Plimoth Plantation.

To find maps, more things to do, and more tourist information, use the Hyannis online travel planner.

Newport to Hyannis is an approximately 2-hour car ride. You can also take a bus. In September in Hyannis, expect temperatures between 73°F during the day and 57°F at night. Finish your sightseeing early on the 19th (Sat) so you can drive to Provincetown.

Things to do in Hyannis

Museums Trails Outdoors

Side Trips

Plymouth, Heritage Museums & Gardens, Shining Sea Bikeway
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation
Plymouth Rock ©
Plymouth Rock

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.
On the 19th (Sat), enjoy the sand and surf at Race Point Beach, make a trip to Commercial Street, thenappreciate the history behind Pilgrim Monument & Provincetown Museum, and finally take a leisurely stroll along MacMillan Wharf. On your second day here, explore the landscape on two wheels at Province Lands Bike Trail, thenenjoy the sand and surf at Marconi Beach, thenenjoy the sand and surf at Coast Guard Beach, and finally enjoy the sand and surf at Corn Hill Beach.

To see photos, ratings, other places to visit, and tourist information, read Provincetown holiday planning site.

You can drive from Hyannis to Provincetown in 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Provincetown are 71°F, while nighttime lows are 57°F. Finish up your sightseeing early on the 21st (Mon) so you can travel to Oak Bluffs.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Coast Guard Beach, Marconi Beach, Corn Hill Beach
Highlights from your plan
Coast Guard Beach ©
Coast Guard Beach
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Race Point Beach ©
Race Point Beach

2
nights
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. Start off your visit on the 21st (Mon): walk around Ocean Park, contemplate the long history of Trinity Park Tabernacle, thentake a stroll through Martha's Vineyard Camp meeting Association (MVCMA), and finally take in nature's colorful creations at Mytoi. Get ready for a full day of sightseeing on the next day: don't miss a visit to Circuit Avenue, kick back and relax at Katama Beach/ South Beach, thenvisit a coastal fixture at Edgartown Lighthouse, and finally explore the striking landscape at Aquinnah Cliffs.

To see more things to do, other places to visit, reviews, and more tourist information, you can read our Oak Bluffs online itinerary planner.

You can do a combination of car and ferry from Provincetown to Oak Bluffs in 3 hours. Alternatively, you can drive; or fly. Expect a daytime high around 74°F in September, and nighttime lows around 54°F. Wrap up your sightseeing on the 23rd (Wed) early enough to ride a ferry to Nantucket.

Things to do in Oak Bluffs

Parks Historic Sites Nature

Side Trips

Edgartown, Aquinnah Cliffs
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Trinity Park Tabernacle ©
Trinity Park Tabernacle
Edgartown Lighthouse ©
Edgartown Lighthouse

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, and historic sites. Your plan includes some of its best attractions: see the interesting displays at Whaling Museum, visit a coastal fixture at Sankaty Head Lighthouse, get lost in a book at Nantucket Atheneum, and don't miss a visit to Brant Point Lighthouse.

To find reviews, other places to visit, maps, and other tourist information, go to the Nantucket day trip app.

Traveling by ferry from Oak Bluffs to Nantucket takes 2 hours. In September, daily temperatures in Nantucket can reach 71°F, while at night they dip to 59°F. Wrap up your sightseeing on the 26th (Sat) early enough to travel to Boston.

Things to do in Nantucket

Historic Sites Beaches Outdoors
Highlights from your plan
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Whaling Museum ©
Whaling Museum
Jetties Beach ©
Jetties Beach

3
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, and parks. Your plan includes some of its best attractions: admire the natural beauty at Boston Public Garden, admire nature's wide array of creatures at New England Aquarium, browse the different shops at Faneuil Hall Marketplace, and get to know the fascinating history of Freedom Trail.

For reviews, maps, other places to visit, and tourist information, refer to the Boston itinerary tool.

Do a combination of from Nantucket to Boston in 3 hours. Alternatively, you can do a combination of ferry and car; or take a bus. In September, daily temperatures in Boston can reach 75°F, while at night they dip to 59°F. Finish up your sightseeing early on the 29th (Tue) so you can go by car to Stockbridge.

Things to do in Boston

Parks Museums Historic Sites

Side Trip

Mount Auburn Cemetery
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail

2
nights
Stockbridge

Stockbridge ©
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Start off your visit on the 29th (Tue): steep yourself in history at Chesterwood Museum and then admire the masterpieces at Norman Rockwell Museum. On the next day, shop like a local with Schantz Galleries Contemporary Glass, contemplate in the serene atmosphere at National Shrine of the Divine Mercy, thenadmire the natural beauty at Naumkeag, and finally walk around Stanley park.

To find traveler tips, where to stay, ratings, and more tourist information, go to the Stockbridge tour itinerary site.

Getting from Boston to Stockbridge by car takes about 2.5 hours. Other options: take a bus; or take a train. Traveling from Boston in September, Stockbridge is slightly colder at night with lows of 49°F. Finish up your sightseeing early on the 1st (Thu) so you can go by car back home.

Things to do in Stockbridge

Museums Parks Historic Sites

Side Trip

Stanley park
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
Stanley park ©
Stanley park
Chesterwood Museum ©
Chesterwood Museum

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