22 days in Massachusetts Itinerary

22 days in Massachusetts Itinerary

Created using Inspirock Massachusetts tour itinerary maker

Plan created by another user. Make it yours

Route & dates

1
Boston
— 7 nights
2
Provincetown
— 6 nights
3
Sandwich
— 6 nights
4
Westfield
— 2 nights

7
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.
You'll visit kid-friendly attractions like Museum of Fine Arts and New England Aquarium. Explore the numerous day-trip ideas around Boston: Salem (The House of the Seven Gables & Salem Witch Museum). The adventure continues: get curious at Museum of Science, explore the world behind art at Isabella Stewart Gardner Museum, get lost in a book at Boston Public Library, and browse the different shops at Faneuil Hall Marketplace.

To find out how to plan a trip to Boston, use our trip itinerary maker.

Orlando to Boston is an approximately 5-hour flight. You can also drive; or take a train. Expect much colder temperatures when traveling from Orlando in March; daily highs in Boston reach °F and lows reach °F. Finish your sightseeing early on the 8th (Sun) so you can ride a ferry to Provincetown.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Salem, Concord, Cambridge, Bantam Cider Company
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
New England Aquarium ©
New England Aquarium

6
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.
Attractions like Race Point Beach and Pilgrim Monument & Provincetown Museum make great kid-friendly stops. Change things up with these side-trips from Provincetown: Eastham (Coast Guard Beach, Nauset Light Beach, &more), Nauset Beach (in Orleans) and Chatham (Atwood Museum & Chatham Railroad Museum). There's much more to do: kick back and relax at Herring Cove Beach, browse the collection at Provincetown Library, tour the pleasant surroundings at Cape Cod National Seashore, and take in the views from Uncle Tim's Bridge.

To find more things to do, traveler tips, and more tourist information, refer to the Provincetown online day trip planner.

Traveling by ferry from Boston to Provincetown takes 2.5 hours. Alternatively, you can do a combination of ; or drive. In March, daytime highs in Provincetown are °F, while nighttime lows are °F. Cap off your sightseeing on the 14th (Sat) early enough to go by car to Sandwich.

Things to do in Provincetown

Outdoors Beaches Parks

Side Trips

Eastham, Wellfleet, Chatham, Truro Vineyards of Cape Cod, Nauset Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Nauset Beach ©
Nauset Beach
Race Point Beach ©
Race Point Beach

6
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Kids will appreciate attractions like Plymouth Rock and Old Silver Beach. Explore the numerous day-trip ideas around Sandwich: Falmouth (Spohr Gardens, Highfield Hall & Gardens, &more), Robbins Museum of Archaeology (in Middleboro) and Woods Hole (Nobska Point Lighthouse, Woods Hole Science Aquarium, &more). Next up on the itinerary: see the interesting displays at Heritage Museums & Gardens, grab your bike and head to Shining Sea Bikeway, admire the majestic nature at National Monument to the Forefathers, and get engrossed in the history at Plimoth Plantation.

To find traveler tips, photos, reviews, and more tourist information, use the Sandwich itinerary planning site.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In March, plan for daily highs up to °F, and evening lows to °F. Finish up your sightseeing early on the 20th (Fri) so you can travel to Westfield.

Things to do in Sandwich

Parks Museums Outdoors

Side Trips

Falmouth, Plymouth, Antiques Center of Yarmouth, Cape Cod Maritime Museum, John F Kennedy Hyannis Museum
Highlights from your plan
Woods Hole Science Aquarium ©
Woods Hole Science Aquarium
Plimoth Plantation ©
Plimoth Plantation
Sandwich Glass Museum ©
Sandwich Glass Museum

2
nights
Westfield

Westfield ©
Westfield is a city in Hampden County, in the Pioneer Valley of western Massachusetts, United States. Start off your visit on the 21st (Sat): find something for the whole family at Six Flags New England, take in nature's colorful creations at Grandmother's Garden, and then stroll around Stanley park. On your second day here, ski along the peaceful trails at Maple Corner Farm Cross Country Ski Area, fly down the slopes at Otis Ridge, and then see the interesting displays at Chester Railway Station.

For other places to visit, photos, maps, and more tourist information, use the Westfield trip planner.

Drive from Sandwich to Westfield in 2.5 hours. In March, daily temperatures in Westfield can reach °F, while at night they dip to °F. Cap off your sightseeing on the 22nd (Sun) early enough to travel back home.

Things to do in Westfield

Parks Outdoors Winter Sports

Side Trips

Chester Railway Station, Maple Corner Farm Cross Country Ski Area, Otis Ridge, Six Flags New England
Highlights from your plan
Stanley park ©
Stanley park
Six Flags New England ©
Six Flags New England
Grandmother's Garden ©
Grandmother's Garden

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