8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England holiday builder

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Route & dates

8 days in New England Itinerary

Start: Minneapolis
Fly:  5​h
1
Boston
— 2 nights
Drive:  3​h
2
North Conway
— 1 night
Drive:  4​h 30​min
3
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  2​h 15​min
4
Rockland
— 1 night
Fly:  3​h 45​min
5
Edgartown, Martha's Vineyard
— 1 night
Fly:  6​h 45​min
End: Minneapolis

2
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.
Kick off your visit on the 22nd (Sun): buy something for everyone on your list at Faneuil Hall Marketplace. On the 23rd (Mon), you'll have a packed day of sightseeing: admire the masterpieces at Museum of Fine Arts, wander the streets of North End, and then get to know the fascinating history of Freedom Trail.

To see ratings, where to stay, photos, and other tourist information, go to the Boston trip planner .

Minneapolis to Boston is an approximately 5-hour flight. You can also do a combination of flight and bus; or drive. Traveling from Minneapolis to Boston, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 75°F in September, and nighttime lows around 59°F. Wrap up your sightseeing on the 24th (Tue) early enough to drive to North Conway.

Things to do in Boston

Museums Parks Historic Sites
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

1
night
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Kick off your visit on the 25th (Wed): look and learn at Mount Washington Observatory Weather Discovery Center, take in the dramatic natural features at Cathedral Ledge, and then explore and take pictures at Kancamagus Highway.

To see photos, more things to do, other places to visit, and other tourist information, read North Conway trip itinerary planning site .

Drive from Boston to North Conway in 3 hours. Alternatively, you can take a bus. Plan for slightly colder temperatures traveling from Boston in September, with highs in North Conway at 70°F and lows at 54°F. Wrap up your sightseeing on the 25th (Wed) to allow time to drive to Bar Harbor.

Things to do in North Conway

Outdoors Scenic Drive Nature
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Cathedral Ledge ©
Cathedral Ledge

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 26th (Thu), enjoy the sand and surf at Sand Beach, take in the dramatic natural features at Otter Cliff, and then hike along Ocean Path. Get ready for a full day of sightseeing on the next day: trek along Champlain Mountain & Beehive Loop Trail, grab your bike and head to Carriage Roads, and then visit a coastal fixture at Bass Harbor Head Lighthouse.

To see photos, more things to do, and tourist information, go to the Bar Harbor trip site .

Drive from North Conway to Bar Harbor in 4.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of car and bus. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Finish up your sightseeing early on the 27th (Fri) so you can go by car to Rockland.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, Bass Harbor Head Lighthouse
Highlights from your plan
Sand Beach ©
Sand Beach
Carriage Roads ©
Carriage Roads
Champlain Mountain & Beehive Loop Trail ©

1
night
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. Kick off your visit on the 28th (Sat): visit a coastal fixture at Owls Head Lighthouse, visit a coastal fixture at Rockland Breakwater Light, then see the interesting displays at Owls Head Transportation Museum, and finally admire the masterpieces at Farnsworth Art Museum.

To find photos, maps, where to stay, and tourist information, you can read our Rockland journey planning app .

Getting from Bar Harbor to Rockland by car takes about 2.5 hours. Other options: take a bus. Expect a daytime high around 69°F in September, and nighttime lows around 51°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to travel to Edgartown.

Things to do in Rockland

Museums Historic Sites Shopping

Side Trip

Owls Head
Highlights from your plan
Farnsworth Art Museum ©
Farnsworth Art Museum
Owls Head Transportation Museum ©
Owls Head Transportation Museum
Owls Head Lighthouse ©
Owls Head Lighthouse

1
night
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 29th (Sun): enjoy the sea views from Edgartown Lighthouse, tour the pleasant surroundings at Katama Beach/ South Beach, then make a trip to Flying Horses Carousel, and finally wander the streets of Martha's Vineyard Camp meeting Association (MVCMA).

For where to stay, traveler tips, more things to do, and other tourist information, use the Edgartown trip itinerary builder website .

You can fly from Rockland to Edgartown in 4 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of car and ferry. In September in Edgartown, expect temperatures between 74°F during the day and 54°F at night. Wrap up your sightseeing on the 29th (Sun) to allow time to travel back home.

Things to do in Edgartown

Outdoors Beaches Parks

Side Trip

Oak Bluffs
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Edgartown Lighthouse ©
Edgartown Lighthouse
Flying Horses Carousel ©
Flying Horses Carousel

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