11 days in New England Itinerary

11 days in New England Itinerary

Created using Inspirock New England trip itinerary planner

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Route & dates

11 days in New England Itinerary

Start: Dallas
Fly:  6​h 15​min
1
Boston
— 4 nights
Drive:  1​h 30​min
2
Ogunquit
— 1 night
Drive:  2​h 45​min
3
Sandwich
— 1 night
Drive:  1​h 30​min
4
Provincetown
— 4 nights
Fly:  7​h 15​min
End: Dallas

4
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.
Let the collections at Museum of Fine Arts and The Paul Revere House capture your imagination. Freedom Trail and Mount Auburn Cemetery will appeal to history buffs. Change things up with these side-trips from Boston: Orchard House (in Concord) and Pickering Wharf (in Salem). And it doesn't end there: take a stroll through North End, see the interesting displays at John F. Kennedy Presidential Museum & Library, admire all the interesting features of Fenway Park, and take an in-depth tour of USS Constitution Museum.

To find more things to do, where to stay, photos, and more tourist information, go to the Boston road trip planning tool .

Dallas to Boston is an approximately 6.5-hour combination of flight and bus. You can also drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Dallas to Boston. In May, Boston is little chillier than Dallas - with highs of 67°F and lows of 50°F. Finish your sightseeing early on the 20th (Mon) so you can drive to Ogunquit.

Things to do in Boston

Neighborhoods Museums Historic Sites

Side Trips

Louisa May Alcott's Orchard House, Pickering Wharf, Mount Auburn Cemetery
Highlights from your plan
North End ©
North End
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail

1
night
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Kick off your visit on the 21st (Tue): kick back and relax at Ogunquit Beach, visit a coastal fixture at Cape Neddick Nubble Lighthouse, and then get to know the fascinating history of Marginal Way Walkway.

To see maps, ratings, where to stay, and other tourist information, read Ogunquit online holiday planner .

Drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Boston in May, Ogunquit is a bit cooler at night with lows of 43°F. Finish your sightseeing early on the 21st (Tue) so you can drive to Sandwich.

Things to do in Ogunquit

Parks Outdoors Historic Sites

Side Trip

Cape Neddick Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Cape Neddick Nubble Lighthouse ©
Cape Neddick Nubble Lighthouse
Ogunquit Beach ©
Ogunquit Beach

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 22nd (Wed), see the interesting displays at Heritage Museums & Gardens, get curious at Sandwich Glass Museum, and then kick back and relax at Craigville Beach.

To see ratings, where to stay, maps, and more tourist information, read Sandwich trip planner .

You can drive from Ogunquit to Sandwich in 3 hours. Alternatively, you can take a bus. In May, daytime highs in Sandwich are 65°F, while nighttime lows are 47°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to drive to Provincetown.

Things to do in Sandwich

Museums Parks Outdoors

Side Trip

Craigville Beach
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Craigville Beach ©
Craigville Beach

4
nights
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.
Explore the numerous day-trip ideas around Provincetown: Coast Guard Beach (in Eastham) and Nauset Beach (in Orleans). And it doesn't end there: get interesting insight from Tours, enjoy the sand and surf at Herring Cove Beach, tour the pleasant surroundings at Marconi Beach, and pause for some photo ops at Pilgrim Monument & Provincetown Museum.

For other places to visit, more things to do, and other tourist information, you can read our Provincetown road trip website .

Traveling by car from Sandwich to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Provincetown are 63°F, while nighttime lows are 48°F. Finish up your sightseeing early on the 26th (Sun) so you can travel back home.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Marconi Beach, Coast Guard Beach, Nauset Beach, Corn Hill Beach
Highlights from your plan
Dolphin & Whale Watching
Nauset Beach ©
Nauset Beach
Marconi Beach ©
Marconi Beach

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