22 days in New England Itinerary

22 days in New England Itinerary

Created using Inspirock New England trip builder

Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 3 nights
Drive
2
Boothbay Harbor
— 3 nights
Drive
3
Ogunquit
— 1 night
Drive
4
Boston
— 5 nights
Fly
5
Provincetown
— 3 nights
Drive
6
Sandwich
— 3 nights
Drive
7
Newport
— 3 nights
Fly

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Bar Harbor, Mount Desert Island

— 3 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Go for a jaunt from Bar Harbor to Winter Harbor to see Schoodic Point about 46 minutes away. The adventure continues: take a memorable tour with Tours, contemplate the waterfront views at Frenchman Bay, take your sightseeing to a higher altitude at Cadillac Mountain, and hike along Great Head Trail.

For other places to visit, maps, reviews, and tourist information, go to the Bar Harbor online trip planner.

Charlotte to Bar Harbor is an approximately 8-hour flight. You can also drive; or do a combination of train and bus. Prepare for slightly colder weather when traveling from Charlotte in September: high temperatures in Bar Harbor hover around 70°F and lows are around 52°F. Finish your sightseeing early on the 4th (Sun) so you can drive to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Nature · Outdoors · Trails

Side Trips

Boothbay Harbor

— 3 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Camden (Mount Battie & Curtis Island Light), Owls Head Transportation Museum (in Owls Head) and Pemaquid Point Lighthouse (in Bristol). And it doesn't end there: admire the natural beauty at Coastal Maine Botanical Gardens, pause for some serene contemplation at The Wilson Memorial Chapel, identify plant and animal life at Boothbay Region Land Trust, and see majestic marine mammals with Cap'n Fish's Cruises.

To find photos, maps, and tourist information, use the Boothbay Harbor trip itinerary builder tool.

Traveling by car from Bar Harbor to Boothbay Harbor takes 3 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 73°F in September, and nighttime lows around 51°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Ogunquit.

Things to do in Boothbay Harbor

Parks · Wildlife · Tours · Outdoors

Side Trips

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.
On the 8th (Thu), head outdoors with Fisherman's Walk, visit a coastal fixture at Nubble Lighthouse, then take in the dramatic natural features at Perkins Cove, and finally get to know the fascinating history of Marginal Way Walkway.

To find ratings, more things to do, maps, and other tourist information, read Ogunquit day trip planning tool.

You can drive from Boothbay Harbor to Ogunquit in 2 hours. Other options are to do a combination of taxi and train; or do a combination of taxi and bus. Expect a daytime high around 74°F in September, and nighttime lows around 48°F. Finish your sightseeing early on the 8th (Thu) so you can drive to Boston.

Things to do in Ogunquit

Historic Sites · Nature · Parks · Outdoors

Side Trip

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.
Explore the numerous day-trip ideas around Boston: Gloucester (Beauport, the Sleeper-McCann House & Dolphin & Whale Watching). There's lots more to do: take in nature's colorful creations at Boston Public Garden, get to know the fascinating history of Freedom Trail, get your bearings at John F. Kennedy Presidential Museum & Library, and explore the world behind art at Isabella Stewart Gardner Museum.

For where to stay, more things to do, and tourist information, read our Boston tour planner.

Traveling by car from Ogunquit to Boston takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ogunquit in September, Boston is a bit warmer at night with lows of 59°F. Wrap up your sightseeing on the 13th (Tue) to allow time to travel to Provincetown.

Things to do in Boston

Museums · Parks · Tours · Historic Sites

Side Trips

Provincetown

— 3 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 out of town with these interesting Provincetown side-trips: Eastham (Salt Pond Visitor Center & Nauset Light Beach) and Chatham (Chatham Lighthouse Beach & Atwood Museum). There's still lots to do: appreciate the history behind Pilgrim Monument & Provincetown Museum, take in the views from Uncle Tim's Bridge, stroll through Cape Cod National Seashore, and take a leisurely stroll along MacMillan Wharf.

For ratings, reviews, photos, and tourist information, you can read our Provincetown road trip planning website.

Getting from Boston to Provincetown by flight takes about 2 hours. Other options: ride a ferry; or drive. In September, plan for daily highs up to 71°F, and evening lows to 57°F. Finish your sightseeing early on the 16th (Fri) to allow enough time to drive to Sandwich.

Things to do in Provincetown

Outdoors · Beaches · Parks · Museums

Side Trips

Sandwich

— 3 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Take a break from Sandwich with a short trip to Highfield Hall & Gardens in Falmouth, about 34 minutes away. There's much more to do: examine the collection at Heritage Museums & Gardens, take an in-depth tour of Plimoth Patuxet, admire the natural beauty at Brewster Gardens, and tour the pleasant surroundings at Shining Sea Bikeway.

For ratings, more things to do, reviews, and other tourist information, use the Sandwich holiday maker site.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. September in Sandwich sees daily highs of 73°F and lows of 55°F at night. Wrap up your sightseeing on the 19th (Mon) early enough to drive to Newport.

Things to do in Sandwich

Museums · Outdoors · Wildlife · Parks

Side Trips

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Newport is known for historic sites, museums, and scenic drive. Your plan includes some of its best attractions: see the interesting displays at The Breakers, get a new perspective on things with Boat Tours & Water Sports, sample some tasty brews at Rhode Island Red Food Tours, and take a memorable drive along Ocean Drive Historic District.

To find where to stay, maps, ratings, and tourist information, read Newport trip planner.

You can drive from Sandwich to Newport in 1.5 hours. Other options are to take a bus; or do a combination of bus and train. In September, plan for daily highs up to 74°F, and evening lows to 58°F. Wrap up your sightseeing on the 22nd (Thu) to allow time to travel back home.

Things to do in Newport

Historic Sites · Tours · Outdoors · Museums

Side Trips