37 days in New England Itinerary

Created using Inspirock New England trip planner
Make it your trip
Fly to Boston, Ferry to Provincetown
1
Provincetown
— 4 nights
Drive
2
Falmouth
— 5 nights
Drive
3
Newport
— 4 nights
Drive
4
Boston
— 7 nights
Drive
5
Ogunquit
— 3 nights
Drive
6
Boothbay Harbor
— 6 nights
Drive
7
Bar Harbor, Mount Desert Island
— 7 nights
Fly

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Provincetown — 4 nights

Birthplace of American Liberty

Attractions like Pilgrim Monument & Provincetown Museum and Cape Cod National Seashore make great kid-friendly stops. You'll find plenty of places to visit near Provincetown: Eastham (Nauset Light Beach, Coast Guard Beach, &more) and Nauset Beach (in Orleans). And it doesn't end there: get a dose of the wild on Art's Dune Tours, kick back and relax at Long Point, stroll through Marconi Beach, and hike along Cape Cod Provincelands Trail.

To find more things to do, traveler tips, photos, and other tourist information, go to the Provincetown trip planner.

Copenhagen, Denmark to Provincetown is an approximately 13-hour combination of flight and ferry. You'll gain 6 hours traveling from Copenhagen to Provincetown due to the time zone difference. Traveling from Copenhagen in September, things will get somewhat warmer in Provincetown: highs are around 25°C and lows about 16°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Falmouth.
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Outdoors · Parks · Beaches · Nature
Side Trips

Falmouth — 5 nights

Attractions like Shining Sea Bikeway and Plimoth Patuxet Museums make great kid-friendly stops. Change things up with these side-trips from Falmouth: Mytoi (in Edgartown), Trinity Park Tabernacle (in Oak Bluffs) and Hyannis Whale Watcher Cruises (in Barnstable).

For maps, photos, traveler tips, and tourist information, you can read our Falmouth online travel planner.

Traveling by car from Provincetown to Falmouth takes 2 hours. Alternatively, you can drive; or take a bus. In September, daily temperatures in Falmouth can reach 26°C, while at night they dip to 15°C. Wrap up your sightseeing on the 23rd (Sat) to allow time to drive to Newport.
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Outdoors · Parks · Museums · Trails
Side Trips

Newport — 4 nights

City by the Sea

Family-friendly places like The Breakers and Cliff Walk will thrill your kids. Explore Newport's surroundings by going to Colt State Park (in Bristol), Main Street Park, Essex Village (in Essex) and Mystic (Mystic Aquarium & Mystic Seaport Museum). There's lots more to do: head outdoors with Outdoor Activities, shop like a local with Thames Glass, examine the collection at Newport Car Museum, and tour in style with a train tour.

To see reviews, maps, where to stay, and other tourist information, use the Newport road trip planner.

You can drive from Falmouth to Newport in 1.5 hours. Other options are to drive; or take a bus; or do a combination of bus and train. September in Newport sees daily highs of 27°C and lows of 17°C at night. Finish your sightseeing early on the 27th (Wed) so you can drive to Boston.
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Museums · Parks · Outdoors · Tours
Side Trips

Boston — 7 nights

Beantown

Family-friendly places like Dolphin & Whale Watching and Freedom Trail will thrill your kids. Explore the numerous day-trip ideas around Boston: Louisa May Alcott's Orchard House (in Concord) and Beauport, the Sleeper-McCann House (in Gloucester). Next up on the itinerary: admire the natural beauty at Boston Public Garden, take an in-depth tour of Boston Tea Party Ships & Museum, take a stroll through North End, and admire the masterpieces at Isabella Stewart Gardner Museum.

For other places to visit, traveler tips, where to stay, and more tourist information, use the Boston road trip planning tool.

You can drive from Newport to Boston in 2 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In September, daily temperatures in Boston can reach 28°C, while at night they dip to 17°C. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Ogunquit.
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Museums · Parks · Tours · Outdoors
Side Trips

Ogunquit — 3 nights

You'll visit kid-friendly attractions like Marginal Way Walkway and St. Ann's Episcopal Church. Step out of Ogunquit with an excursion to Portland Head Light in Cape Elizabeth--about 1h 5 min away. And it doesn't end there: explore the striking landscape at Perkins Cove, head outdoors with Outdoor Activities, enjoy the sand and surf at Ogunquit Beach, and visit a coastal fixture at Nubble Lighthouse.

To find where to stay, maps, ratings, and more tourist information, use the Ogunquit trip planner.

You can drive from Boston to Ogunquit in 1.5 hours. Other options are to take a bus; or do a combination of train and bus. Traveling from Boston in October, plan for little chillier nights in Ogunquit, with lows around 3°C. Finish your sightseeing early on the 7th (Sat) so you can drive to Boothbay Harbor.
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Historic Sites · Parks · Outdoors · Beaches
Side Trips

Boothbay Harbor — 6 nights

Bring the kids along to Mount Battie and Cabbage Island. Get out of town with these interesting Boothbay Harbor side-trips: Joshua L. Chamberlain Museum (in Brunswick), Camden (Boat Tours & Water Sports, Uncle Willy's Candy Shoppe, &more) and Pemaquid Point Lighthouse (in New Harbor).

To see ratings, reviews, and other tourist information, refer to the Boothbay Harbor trip planner.

Traveling by car from Ogunquit to Boothbay Harbor takes 2 hours. Alternatively, you can do a combination of taxi and train. In October, daily temperatures in Boothbay Harbor can reach 19°C, while at night they dip to 5°C. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Bar Harbor.
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Parks · Nature · Outdoors · Trails
Side Trips

Bar Harbor, Mount Desert Island — 7 nights

Kids will appreciate attractions like Boat Tours & Water Sports and Precipice Trail.

To find photos, maps, ratings, and tourist information, you can read our Bar Harbor trip itinerary planner.

Traveling by car from Boothbay Harbor to Bar Harbor takes 3 hours. Alternatively, you can do a combination of taxi and bus. October in Bar Harbor sees daily highs of 17°C and lows of 6°C at night. Finish your sightseeing early on the 20th (Fri) so you can fly back home.
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Parks · Outdoors · Trails · Nature
Side Trips