22 days in New England Itinerary

22 days in New England Itinerary

Created using Inspirock New England visit planner

Make it your trip
Drive
1
Ogunquit
— 1 night
Drive
2
Bar Harbor, Mount Desert Island
— 4 nights
Fly
3
Newport
— 4 nights
Fly
4
Provincetown
— 4 nights
Drive
5
Sandwich
— 3 nights
Drive
6
Boston
— 5 nights
Drive

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Ogunquit

— 1 night
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.
Start off your visit on the 4th (Fri): enjoy the sea views from Nubble Lighthouse, explore the striking landscape at Perkins Cove, and then get to know the fascinating history of Marginal Way Walkway. On the next day, stop by Mainely Murders Bookstore, get a new perspective on things with Boat Tours & Water Sports, then tour the pleasant surroundings at Wells Reserve at Laudholm, and finally kick back and relax at Ogunquit Beach.

To see maps, where to stay, other places to visit, and other tourist information, read our Ogunquit road trip app.

Weston to Ogunquit is an approximately 1.5-hour car ride. In June, daily temperatures in Ogunquit can reach 75°F, while at night they dip to 52°F. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Bar Harbor.

Things to do in Ogunquit

Parks · Historic Sites · Outdoors · Wildlife

Side Trips

Bar Harbor, Mount Desert Island

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. When in Bar Harbor, make a side trip to see Schoodic Point in Winter Harbor, approximately Winter Harbor away. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, don't miss a visit to Land Bridge to Bar Island, stroll through Shore Path, and trek along Great Head Trail.

For traveler tips, maps, where to stay, and other tourist information, read Bar Harbor tour planner.

You can drive from Ogunquit to Bar Harbor in 4 hours. Other options are to do a combination of bus and flight; or do a combination of taxi, train, and bus. Traveling from Ogunquit in June, you will find days in Bar Harbor are slightly colder (68°F), and nights are about the same (52°F). Finish up your sightseeing early on the 9th (Wed) so you can catch the flight to Newport.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Newport

— 4 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Explore Newport's surroundings by going to Colt State Park (in Bristol) and Lizzie Borden House (in Fall River). There's much more to do: appreciate the extensive heritage of Cliff Walk, sample some tasty brews at Rhode Island Red Food Tours, visit a coastal fixture at Beavertail Lighthouse and Park, and tour in style with a train tour.

For maps, reviews, where to stay, and tourist information, refer to the Newport trip maker tool.

You can fly from Bar Harbor to Newport in 3 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Bar Harbor in June since evenings lows in Newport dip to 58°F. Finish your sightseeing early on the 13th (Sun) to allow enough time to fly to Provincetown.

Things to do in Newport

Historic Sites · Tours · Parks · Outdoors

Side Trips

Provincetown

— 4 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.
Explore the numerous day-trip ideas around Provincetown: Atwood Museum (in Chatham), Eastham (Captain Penniman House, Salt Pond Visitor Center, &more) and Nauset Beach (in Orleans). There's lots more to do: explore the galleries of Pilgrim Monument & Provincetown Museum, enjoy the sand and surf at Corn Hill Beach, stroll through Cape Cod National Seashore, and take a leisurely stroll along MacMillan Wharf.

To see maps, where to stay, traveler tips, and tourist information, go to the Provincetown trip itinerary builder website.

Fly from Newport to Provincetown in 2 hours. Alternatively, you can drive; or do a combination of bus and ferry. June in Provincetown sees daily highs of 72°F and lows of 56°F at night. Finish your sightseeing early on the 17th (Thu) to allow enough time to drive to Sandwich.

Things to do in Provincetown

Parks · Beaches · Outdoors · Museums

Side Trips

Sandwich

— 3 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Change things up with a short trip to Highfield Hall & Gardens in Falmouth (about 34 minutes away). And it doesn't end there: see the interesting displays at Heritage Museums & Gardens, head outdoors with Hyannis Whale Watcher Cruises, get engrossed in the history at The Jenney, and grab your bike and head to Shining Sea Bikeway.

To see photos, where to stay, and other tourist information, refer to the Sandwich attractions planner.

Getting from Provincetown to Sandwich by car takes about 1.5 hours. Other options: take a bus. In June in Sandwich, expect temperatures between 73°F during the day and 55°F at night. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Boston.

Things to do in Sandwich

Museums · Outdoors · Parks · Wildlife

Side Trips

Boston

— 5 nights

Beantown

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.
Take a break from Boston with a short trip to Dolphin & Whale Watching in Gloucester, about 50 minutes away. And it doesn't end there: admire the masterpieces at Museum of Fine Arts, browse the different shops at Faneuil Hall Marketplace, take in nature's colorful creations at Boston Public Garden, and stroll the grounds of Mount Auburn Cemetery.

For photos, ratings, reviews, and tourist information, read Boston trip planner.

You can drive from Sandwich to Boston in 1.5 hours. Another option is to take a bus. In June, plan for daily highs up to 76°F, and evening lows to 60°F. Finish your sightseeing early on the 25th (Fri) so you can travel back home.

Things to do in Boston

Museums · Tours · Parks · Wildlife

Side Trips