31 days in Massachusetts Itinerary

31 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Boston
— 10 nights
2
Westfield
— 3 nights
3
Sandwich
— 8 nights
4
Provincetown
— 7 nights

10
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.
Explore the numerous day-trip ideas around Boston: Buckman Tavern (in Lexington), Salem (Ropes Mansion, Peabody Essex Museum, &more) and Concord (Walden Pond State Reservation, Minuteman National Park - Old North Bridge, &more). There's still lots to do: admire the natural beauty at Boston Public Garden, engage your brain at Museum of Science, walk around Boston Common, and browse the exhibits of Isabella Stewart Gardner Museum.

To find more things to do, traveler tips, where to stay, and tourist information, read Boston day trip planning site.

Melbourne, Australia to Boston is an approximately 26-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Melbourne to Boston. In May, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel to Westfield.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Salem, Concord, Cambridge, Buckman Tavern, Beanstalk Adventure Ropes Course
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Museum of Science ©
Museum of Science
New England Aquarium ©
New England Aquarium

3
nights
Westfield

Westfield ©
Westfield is a city in Hampden County, in the Pioneer Valley of western Massachusetts, United States. You'll find plenty of places to visit near Westfield: Village Bike Rentals (in Adams), Norman Rockwell Museum (in Stockbridge) and Fenway Golf (in East Longmeadow). The adventure continues: stroll around Stanley park, explore the activities along Watershops Pond, admire the engineering at Barre Falls Dam, and stroll through Dr. Seuss National Memorial Sculpture Garden.

To see more things to do, ratings, and tourist information, go to the Westfield day trip tool.

Getting from Boston to Westfield by car takes about 2 hours. In May, daily temperatures in Westfield can reach °C, while at night they dip to °C. Cap off your sightseeing on the 14th (Thu) early enough to travel to Sandwich.

Things to do in Westfield

Parks Outdoors Trails

Side Trips

Springfield, Concepts of Art Lenox Judaica, Six Flags New England, Village Bike Rentals, Swift River Reservation
Highlights from your plan
Stanley park ©
Stanley park
Six Flags New England ©
Six Flags New England
Village Bike Rentals ©
Village Bike Rentals

8
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Get out of town with these interesting Sandwich side-trips: New Bedford Whaling Museum (in New Bedford), Chatham (Monomoy National Wildlife Refuge & Chatham Lighthouse Beach) and Nickerson State Park (in Brewster). And it doesn't end there: take an in-depth tour of Plimoth Plantation, kick back and relax at Craigville Beach, pause for some photo ops at Plymouth Rock, and stroll through Shining Sea Bikeway.

To see where to stay, maps, and tourist information, refer to the Sandwich trip maker site.

Traveling by car from Westfield to Sandwich takes 2.5 hours. When traveling from Westfield in May, plan for little chillier days and about the same nights in Sandwich: temperatures range from °C by day to °C at night. Finish your sightseeing early on the 22nd (Fri) so you can drive to Provincetown.

Things to do in Sandwich

Parks Outdoors Museums

Side Trips

Plymouth, Falmouth, Chatham, Yarmouth Port, Craigville Beach
Highlights from your plan
Nickerson State Park ©
Nickerson State Park
Plimoth Plantation ©
Plimoth Plantation
Cape Cod Rail Trail ©
Cape Cod Rail Trail

7
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.
Change things up with these side-trips from Provincetown: Chatham (Eldredge Public Library, Atwood Museum, &more), Eastham (Salt Pond Visitor Center & Coast Guard Beach) and Nauset Inlet (in Orleans). There's lots more to do: enjoy the sand and surf at Cape Cod National Seashore, browse the collection at Provincetown Library, tour the pleasant surroundings at Herring Cove Beach, and ponder the world of politics at Provincetown Town Hall.

To see photos, more things to do, maps, and other tourist information, you can read our Provincetown road trip site.

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. In May, daytime highs in Provincetown are °C, while nighttime lows are °C. Finish up your sightseeing early on the 29th (Fri) so you can travel back home.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Chatham, Eastham, Wellfleet, Cape Cod National Seashore, Nauset Inlet
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach
Herring Cove Beach ©
Herring Cove Beach

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