25 days in Central Massachusetts & Massachusetts Itinerary
Created using Inspirock United States trip planner
Start: New York City
Fly
1
Worcester
— 3 nights
Drive
2
Attleboro
— 1 night
Drive
3
Boston
— 5 nights
Taxi
4
Cambridge
— 2 nights
Drive
5
Revere
— 2 nights
Drive
6
Salem
— 4 nights
Fly
7
Provincetown
— 2 nights
Drive
8
Chatham
— 2 nights
Drive
9
Sandwich
— 2 nights
Drive
10
Falmouth
— 1 night
Fly
End: New York City
Tue, Dec 26 - Fri, Jan 19
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Worcester — 3 nights

Worcester is a city and the county seat of Worcester County, Massachusetts, United States. Get out of town with these interesting Worcester side-trips: Grandmother's Garden (in Westfield), St. Anne's Shrine (in Fiskdale) and Springfield Museums (in Springfield). And it doesn't end there: see the interesting displays at Museum of Russian Icons, admire the masterpieces at Worcester Art Museum, test your problem-solving skills at popular escape rooms, and hunt for treasures at Crompton Collective.
For reviews, more things to do, where to stay, and tourist information, read Worcester online trip maker.
New York City to Worcester is an approximately 3-hour flight. You can also drive; or take a bus. Plan for a bit cooler temperatures traveling from New York City in December, with highs in Worcester at 38°F and lows at 25°F. Finish your sightseeing early on the 29th (Fri) so you can travel to Attleboro.
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For reviews, more things to do, where to stay, and tourist information, read Worcester online trip maker.
New York City to Worcester is an approximately 3-hour flight. You can also drive; or take a bus. Plan for a bit cooler temperatures traveling from New York City in December, with highs in Worcester at 38°F and lows at 25°F. Finish your sightseeing early on the 29th (Fri) so you can travel to Attleboro.
Side Trips
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Attleboro — 1 night
Attleboro is a city in Bristol County, Massachusetts, United States. Start off your visit on the 30th (Sat): steep yourself in history at Borderland State Park, examine the collection at Attleboro Arts Museum, and then take in the spiritual surroundings of National Shrine of our Lady of La Salette.
For where to stay, reviews, more things to do, and tourist information, read Attleboro sightseeing planner.
The Route module can help you plan travel from Worcester to Attleboro. In December, daily temperatures in Attleboro can reach 41°F, while at night they dip to 27°F. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Boston.
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For where to stay, reviews, more things to do, and tourist information, read Attleboro sightseeing planner.
The Route module can help you plan travel from Worcester to Attleboro. In December, daily temperatures in Attleboro can reach 41°F, while at night they dip to 27°F. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Boston.
Side Trip
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Boston — 5 nights

Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Boston is known for historic sites, museums, and parks. Your trip includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, see where the action happens at TD Garden, and get engrossed in the history at John F. Kennedy Presidential Museum & Library.
Use Inspirock's suggestions to plan your Boston trip and find the best activities and attractions for your vacation.
Traveling by car from Attleboro to Boston takes an hour. In December in Boston, expect temperatures between 43°F during the day and 31°F at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to drive to Cambridge.
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Cambridge — 2 nights
Distinguished for Classical Learning and New Institutions
Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.On the 5th (Fri), explore the activities along Walden Pond State Reservation, examine the collection at Concord Museum, and then look for gifts at Brookline Booksmith. Get ready for a full day of sightseeing on the 6th (Sat): get a new perspective on nature at The Harvard Museum of Natural History, enjoy the scholastic atmosphere at Harvard University, then steep yourself in history at Louisa May Alcott's Orchard House, and finally take in nature's colorful creations at Wellesley College Greenhouses.
For more things to do, where to stay, ratings, and other tourist information, read Cambridge driving holiday planner.
Cambridge is very close to Boston. In January, plan for daily highs up to 37°F, and evening lows to 23°F. Finish your sightseeing early on the 6th (Sat) to allow enough time to drive to Revere.
Side Trips
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Revere — 2 nights

Revere is a city in Suffolk County, Massachusetts, United States, located approximately 5mi from downtown Boston. For more things to do, traveler tips, ratings, and other tourist information, read our Revere trip itinerary builder app.
Revere is very close to Cambridge. In January, daytime highs in Revere are 37°F, while nighttime lows are 23°F. On the 8th (Mon), you'll travel to Salem.
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Revere is very close to Cambridge. In January, daytime highs in Revere are 37°F, while nighttime lows are 23°F. On the 8th (Mon), you'll travel to Salem.
Salem — 4 nights

Witch City
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.Get out of town with these interesting Salem side-trips: iLoveKickboxing (in Methuen), Addison Gallery of American Art (in Andover) and Brewery Silvaticus (in Amesbury). There's much more to do: look for gifts at Crow Haven Corner, contemplate the long history of The House of the Seven Gables, explore the world behind art at Peabody Essex Museum, and get a taste of the local shopping with Salem Art Gallery.
For where to stay, reviews, photos, and more tourist information, use the Salem vacation planner.
Traveling by car from Revere to Salem takes an hour. In January in Salem, expect temperatures between 36°F during the day and 21°F at night. Finish your sightseeing early on the 12th (Fri) to allow enough time to fly to Provincetown.
Side Trips
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Provincetown — 2 nights

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.Start off your visit on the 13th (Sat): enjoy the sand and surf at Long Point, appreciate the history behind Pilgrim Monument & Provincetown Museum, have fun and explore at Sea Space Marine Discovery Center, then explore the world behind art at Provincetown Art Association and Museum, and finally take a leisurely stroll along MacMillan Wharf. On the 14th (Sun), you'll have a packed day of sightseeing: snap pictures at Uncle Tim's Bridge, then enjoy the sand and surf at Coast Guard Beach, then enjoy the sand and surf at Marconi Beach, and finally don't miss a visit to Commercial Street.
To find other places to visit, reviews, where to stay, and more tourist information, read our Provincetown trip planner.
You can fly from Salem to Provincetown in 2 hours. Other options are to drive; or do a combination of train and ferry. Traveling from Salem in January, Provincetown is a bit warmer at night with lows of 27°F. Cap off your sightseeing on the 14th (Sun) early enough to go by car to Chatham.
Side Trips
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Chatham — 2 nights

Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Kick off your visit on the 15th (Mon): identify plant and animal life at Monomoy National Wildlife Refuge, then relax and rejuvenate at Le Petite Day Spa, and then enjoy the sand and surf at Chatham Lighthouse Beach. Get ready for a full day of sightseeing on the 16th (Tue): steep yourself in history at Atwood Museum, play a few rounds at Cranberry Valley Golf Course, enjoy the sand and surf at Nauset Beach, then stop by The East Wind Silver Co., Ltd, and finally walk around Kate Gould Park.
To find reviews, traveler tips, ratings, and other tourist information, read Chatham day trip planning app.
Drive from Provincetown to Chatham in an hour. Alternatively, you can take a bus. In January, daily temperatures in Chatham can reach 38°F, while at night they dip to 26°F. Wrap up your sightseeing on the 16th (Tue) to allow time to drive to Sandwich.
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To find reviews, traveler tips, ratings, and other tourist information, read Chatham day trip planning app.
Drive from Provincetown to Chatham in an hour. Alternatively, you can take a bus. In January, daily temperatures in Chatham can reach 38°F, while at night they dip to 26°F. Wrap up your sightseeing on the 16th (Tue) to allow time to drive to Sandwich.
Side Trips
Highlights from your trip
Sandwich — 2 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. On the 17th (Wed), take in the spiritual surroundings of St. Mary's Episcopal Church, then see the interesting displays at John F Kennedy Hyannis Museum, then get curious at Sandwich Glass Museum, and finally examine the collection at Heritage Museums & Gardens. Get ready for a full day of sightseeing on the next day: don't miss a visit to Old King's Hwy, then contemplate the waterfront views at Cape Cod Canal, then examine the collection at New Bedford Whaling Museum, and finally pause for some photo ops at Plymouth Rock.
To find maps, reviews, ratings, and more tourist information, use the Sandwich trip website.
You can drive from Chatham to Sandwich in an hour. Alternatively, you can take a bus. In January, daytime highs in Sandwich are 39°F, while nighttime lows are 22°F. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Falmouth.
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To find maps, reviews, ratings, and more tourist information, use the Sandwich trip website.
You can drive from Chatham to Sandwich in an hour. Alternatively, you can take a bus. In January, daytime highs in Sandwich are 39°F, while nighttime lows are 22°F. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Falmouth.
Side Trips
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Falmouth — 1 night
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Start off your visit on the 19th (Fri): stroll through Old Silver Beach, examine the collection at Falmouth Museums on the Green, then stroll through Shining Sea Bikeway, and finally enjoy the sea views from Nobska Point Lighthouse.
To find maps, traveler tips, and more tourist information, you can read our Falmouth vacation planner.
Falmouth is just a stone's throw from Sandwich. Expect a daytime high around 39°F in January, and nighttime lows around 22°F. Finish your sightseeing early on the 19th (Fri) so you can fly back home.
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To find maps, traveler tips, and more tourist information, you can read our Falmouth vacation planner.
Falmouth is just a stone's throw from Sandwich. Expect a daytime high around 39°F in January, and nighttime lows around 22°F. Finish your sightseeing early on the 19th (Fri) so you can fly back home.
Highlights from your trip
Massachusetts travel guide
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.