7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

Plan created by another user. Make it yours
1
Lenox
— 1 night
Drive
2
Boston
— 2 nights
Ferry
3
Provincetown
— 2 nights
Drive
4
Falmouth
— 1 night
Drive

S M T W T F S
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1
night
Lenox

Lenox is an affluent town in Berkshire County, Massachusetts, United States. Kick off your visit on the 22nd (Sat): contemplate the long history of The Mount, Edith Wharton's Home, do a tasting at Balderdash Cellars, then do a tasting at Balderdash Cellars, and finally get engrossed in the history at Herman Melville Memorial Room.

To find traveler tips, photos, and tourist information, you can read our Lenox attractions website.

Use the Route module to find travel options from your starting location to Lenox. In January, plan for daily highs up to 31°F, and evening lows to 14°F. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Boston.

Things to do in Lenox

Museums · Wineries · Historic Sites

Side Trips

2
nights
Boston

Beantown

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.
Satisfy your inner culture vulture at Back Bay and North End. Deepen your sense of the past at sights like Castle Island and Mount Auburn Cemetery. There's still lots to do: walk around Arnold Arboretum, get engrossed in the history at Old State House, get a sense of history and politics at Massachusetts State House, and get to know the fascinating history of HarborWalk.

To find more things to do, where to stay, and tourist information, you can read our Boston trip planner.

Traveling by car from Lenox to Boston takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Plan for a bit warmer temperatures traveling from Lenox in January, with highs in Boston at 37°F and lows at 23°F. Cap off your sightseeing on the 25th (Tue) early enough to catch the ferry to Provincetown.

Things to do in Boston

Historic Sites · Parks · Neighborhoods · Museums

Side Trip

2
nights
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.
Kick off your visit on the 26th (Wed): tour the pleasant surroundings at Wellfleet Bay Wildlife Sanctuary, tour the pleasant surroundings at Race Point Beach, then learn more about the world around you at Sea Space Marine Discovery Center, then take in the exciting artwork at Cortile Gallery, and finally admire the masterpieces at Provincetown Art Association and Museum.

To find where to stay, reviews, other places to visit, and tourist information, read our Provincetown attractions planner.

Traveling by ferry from Boston to Provincetown takes 2.5 hours. Alternatively, you can fly; or drive. Expect a daytime high around 38°F in January, and nighttime lows around 27°F. You'll set off for Falmouth on the 27th (Thu).

Things to do in Provincetown

Parks · Wildlife · Museums · Outdoors

Side Trip

1
night
Falmouth

Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Start off your visit on the 27th (Thu): admire the masterpieces at Highfield Hall & Gardens, enjoy the sand and surf at Wood Neck Beach, then engage your brain at Marine Biological Laboratory, and finally enjoy the sea views from Nobska Point Lighthouse. On the 28th (Fri), you'll have a packed day of sightseeing: grab your bike and head to Shining Sea Bikeway, enjoy the sea views from Ned's Point Lighthouse, and then contemplate the long history of Lizzie Borden House.

To find where to stay, more things to do, reviews, and tourist information, read Falmouth trip itinerary planning app.

Getting from Provincetown to Falmouth by car takes about 2 hours. Other options: drive; or take a bus. Expect little chillier evenings in Falmouth when traveling from Provincetown in January, with lows around 22°F. Cap off your sightseeing on the 28th (Fri) early enough to go by car back home.

Things to do in Falmouth

Historic Sites · Parks · Outdoors · Museums

Side Trips

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.