23 days in New England Itinerary

Created using Inspirock New England sightseeing planner
Make it your trip
Fly
1
Newport
— 3 nights
Fly
2
Provincetown
— 4 nights
Drive
3
Sandwich
— 4 nights
Drive
4
Boston
— 5 nights
Drive
5
Ogunquit
— 1 night
Drive
6
Bar Harbor, Mount Desert Island
— 5 nights
Fly

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Newport — 3 nights

City by the Sea

Step out of Newport to go to Fall River and see Lizzie Borden House, which is approximately 38 minutes away. The adventure continues: examine the collection at The Breakers, appreciate the extensive heritage of Cliff Walk, take a tour by water with Boat Tours & Water Sports, and pause for some serene contemplation at St. Mary's Catholic Church.

To find ratings, maps, other places to visit, and tourist information, read our Newport trip planner.

Berlin, Germany to Newport is an approximately 12-hour flight. Due to the time zone difference, you'll gain 6 hours traveling from Berlin to Newport. In September in Newport, expect temperatures between 27°C during the day and 17°C at night. Cap off your sightseeing on the 26th (Tue) early enough to catch the flight to Provincetown.
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Museums · Historic Sites · Outdoors · Tours
Side Trips

Provincetown — 4 nights

Birthplace of American Liberty

Explore the numerous day-trip ideas around Provincetown: Nauset Beach (in Orleans) and Eastham (Coast Guard Beach, Nauset Light Beach, &more). Spend the 29th (Fri) exploring nature at Cape Cod National Seashore. And it doesn't end there: see the interesting displays at Pilgrim Monument & Provincetown Museum, take a leisurely stroll along MacMillan Wharf, stroll through Corn Hill Beach, and kick back and relax at Race Point Beach.

To see photos, reviews, where to stay, and tourist information, read our Provincetown trip planning website.

You can fly from Newport to Provincetown in 2 hours. Alternatively, you can drive; or do a combination of bus and ferry. In September in Provincetown, expect temperatures between 25°C during the day and 16°C at night. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Sandwich.
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Outdoors · Beaches · Parks · Nature
Side Trips

Sandwich — 4 nights

Explore Sandwich's surroundings by going to Mytoi (in Edgartown), Falmouth (Shining Sea Bikeway, Falmouth Museums on the Green, &more) and Trinity Park Tabernacle (in Oak Bluffs).

To find ratings, other places to visit, more things to do, and more tourist information, refer to the Sandwich journey planner.

You can drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Sandwich are 26°C, while nighttime lows are 15°C. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Boston.
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Museums · Outdoors · Historic Sites · Tours
Side Trips

Boston — 5 nights

Beantown

Change things up with these side-trips from Boston: The House of the Seven Gables (in Salem) and Dolphin & Whale Watching (in Gloucester). And it doesn't end there: take in nature's colorful creations at Boston Public Garden, explore the galleries of Boston Tea Party Ships & Museum, get engrossed in the history at John F. Kennedy Presidential Museum & Library, and take a stroll through North End.

To see more things to do, photos, where to stay, and other tourist information, go to the Boston sightseeing tool.

Traveling by car from Sandwich to Boston takes 1.5 hours. Alternatively, you can take a bus. October in Boston sees daily highs of 20°C and lows of 11°C at night. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Ogunquit.
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Museums · Tours · Parks · Historic Sites
Side Trips

Ogunquit — 1 night

On the 10th (Tue), take in the architecture and atmosphere at St. Ann's Episcopal Church, take in the dramatic natural features at Perkins Cove, and then appreciate the extensive heritage of Marginal Way Walkway.

For reviews, where to stay, ratings, and other tourist information, read Ogunquit travel route planner.

You can drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect little chillier evenings in Ogunquit when traveling from Boston in October, with lows around 3°C. Finish your sightseeing early on the 10th (Tue) so you can drive to Bar Harbor.
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Historic Sites · Nature · Parks
Side Trip

Bar Harbor, Mount Desert Island — 5 nights

Bar Harbor is known for wildlife, adventure, and trails. Your trip includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, take your sightseeing to a higher altitude at Cadillac Mountain, catch all the local highlights with Maine Foodie Tours, and examine the collection at The Seal Cove Auto Museum.

For ratings, maps, more things to do, and other tourist information, refer to the Bar Harbor vacation planning app.

Drive from Ogunquit to Bar Harbor in 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. In October in Bar Harbor, expect temperatures between 17°C during the day and 6°C at night. Finish your sightseeing early on the 15th (Sun) to allow enough time to fly back home.
more
Outdoors · Parks · Tours · Trails
Side Trips