17 days in Massachusetts Itinerary

17 days in Massachusetts Itinerary

Created using Inspirock Massachusetts vacation planner
Make it your trip
Fly
1
Boston
— 3 nights
Drive
2
Salem
— 2 nights
Drive
3
Sandwich
— 3 nights
Drive
4
Provincetown
— 5 nights
Drive
5
Williamsburg
— 2 nights
Drive

S M T W T F S
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Boston — 3 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
Museum-lovers will get to explore Museum of Fine Arts and The Paul Revere House. Get in touch with nature at Walden Pond State Reservation and Nantasket Beach. Explore Boston's surroundings by going to Purgatory Chasm State Reservation (in Sutton), World's End (in Hingham) and Stony Brook Wildlife Sanctuary (in Norfolk). The adventure continues: appreciate the extensive heritage of Freedom Trail, stop by North End, wander the streets of Newbury Street, and see where the action happens at Fenway Park.

For reviews, traveler tips, photos, and tourist information, read our Boston trip builder site.

San Francisco to Boston is an approximately 7-hour flight. You can also drive; or do a combination of subway, train, and bus. Traveling from San Francisco to Boston, you'll lose 3 hours due to the time zone difference. Expect somewhat warmer temperatures when traveling from San Francisco in July; daily highs in Boston reach 83°F and lows reach 67°F. Finish up your sightseeing early on the 5th (Fri) so you can go by car to Salem.
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Find places to stay Jul 2 — 5:

Salem — 2 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.
Kick off your visit on the 6th (Sat): explore the different monuments and memorials at Old Burying Point Cemetery, look for gifts at Fished Impressions, steep yourself in history at The House of the Seven Gables, then see the interesting displays at Salem Witch Museum, and finally examine the collection at Count Orlok's Nightmare Gallery. Here are some ideas for day two: go for a stroll along the water at Pickering Wharf, then look for gifts at Witch Pix, then admire the masterpieces at Peabody Essex Museum, and finally take an in-depth tour of Witch House.

To find reviews, where to stay, maps, and other tourist information, use the Salem travel planner.

Drive from Boston to Salem in an hour. Alternatively, you can take a train; or take a bus. In July, plan for daily highs up to 82°F, and evening lows to 64°F. Finish up your sightseeing early on the 7th (Sun) so you can go by car to Sandwich.
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Find places to stay Jul 5 — 7:

Sandwich — 3 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. Attractions like Heritage Museums & Gardens and Plimoth Patuxet Museums make great kid-friendly stops. Get some historical perspective at Mayflower II and Hoxie House. Change things up with a short trip to Shining Sea Bikeway in Falmouth (about 42 minutes away). The adventure continues: engage your brain at Sandwich Glass Museum, pause for some photo ops at Plymouth Rock, tour the pleasant surroundings at Craigville Beach, and admire the majestic nature at National Monument to the Forefathers.

For ratings, other places to visit, and tourist information, read our Sandwich journey planner.

Traveling by car from Salem to Sandwich takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In July, daily temperatures in Sandwich can reach 80°F, while at night they dip to 64°F. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Provincetown.
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Find places to stay Jul 7 — 10:

Provincetown — 5 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.
Get outdoors at Cape Cod National Seashore and Marconi Beach. Your cultural itinerary includes sights like Pilgrim Monument & Provincetown Museum and Wellfleet Bay Wildlife Sanctuary. Explore Provincetown's surroundings by going to Nauset Beach (in Orleans) and Eastham (First Encounter Beach, Coast Guard Beach, &more). Next up on the itinerary: enjoy the sand and surf at Herring Cove Beach, see majestic marine mammals with a dolphin and whale watching tour, explore the world behind art at Provincetown Town Hall, and stroll through Race Point Beach.

To find photos, reviews, ratings, and tourist information, read Provincetown online tour planner.

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. July in Provincetown sees daily highs of 79°F and lows of 64°F at night. Wrap up your sightseeing on the 15th (Mon) early enough to drive to Williamsburg.
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Find places to stay Jul 10 — 15:

Williamsburg — 2 nights

Williamsburg is a town in Hampshire County, Massachusetts, United States. Start off your visit on the 16th (Tue): take in the views from Bissell Covered Bridge. Here are some ideas for day two: look for all kinds of wild species at Magic Wings Butterfly Conservatory and Gardens and then browse the exhibits of Historic Deerfield.

To find traveler tips, maps, more things to do, and tourist information, use the Williamsburg trip itinerary app.

Traveling by car from Provincetown to Williamsburg takes 4 hours. Traveling from Provincetown in July, you will find days in Williamsburg are a bit warmer (85°F), and nights are about the same (63°F). Finish your sightseeing early on the 17th (Wed) to allow enough time to drive back home.
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Find places to stay Jul 15 — 17:

Massachusetts travel guide

4.3
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.
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Cape Cod travel guide

4.4
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.
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