8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England tour planner

Make it your trip
Fly
1
Boston
— 1 night
Fly
2
Bar Harbor, Mount Desert Island
— 2 nights
Drive
3
Portland
— 1 night
Drive
4
North Conway
— 1 night
Drive
5
Stowe
— 2 nights
Fly

S M T W T F S
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Boston

— 1 night

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.
Start off your visit on the 9th (Sat): get engrossed in the history at Gallows Hill Museum/Theatre, then see the interesting displays at Salem Witch Museum, then contemplate the long history of The House of the Seven Gables, and finally take a tour by water with Boat Tours & Water Sports. Keep things going the next day: steep yourself in history at Bunker Hill Monument, stop by North End, appreciate the extensive heritage of Freedom Trail, then don't miss a visit to Faneuil Hall Marketplace, then admire the natural beauty at Boston Public Garden, and finally walk around Boston Common.

To see ratings, traveler tips, reviews, and other tourist information, go to the Boston road trip planning app.

Atlanta to Boston is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and train. In October, Boston is little chillier than Atlanta - with highs of 64°F and lows of 50°F. Wrap up your sightseeing on the 10th (Sun) early enough to fly to Bar Harbor.

Things to do in Boston

Historic Sites · Museums · Parks · Tours

Side Trip

Bar Harbor, Mount Desert Island

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 11th (Mon): trek along Great Head Trail, enjoy the sand and surf at Sand Beach, then explore the striking landscape at Otter Cliff, then hike along Ocean Path, and finally explore the striking landscape at Thunder Hole. Here are some ideas for day two: take in the awesome beauty at Cadillac Mountain, grab your bike and head to Carriage Roads, then take in the architecture and atmosphere at St. Saviour's Church :, then get interesting insight from Tours, and finally tour the pleasant surroundings at Champlain Mountain & Beehive Loop Trail.

For more things to do, maps, ratings, and more tourist information, read our Bar Harbor trip planner.

Getting from Boston to Bar Harbor by flight takes about 3 hours. Other options: drive; or take a bus. Prepare for slightly colder weather when traveling from Boston in October: high temperatures in Bar Harbor hover around 59°F and lows are around 42°F. Cap off your sightseeing on the 12th (Tue) early enough to go by car to Portland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trip

Portland

— 1 night

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Start off your visit on the 13th (Wed): stop by L.L. Bean Factory Store, indulge your thirst for a good beer at Allagash Brewing Company, then get engrossed in the history at Victoria Mansion, then visit a coastal fixture at Portland Head Light, and finally stroll around Fort Williams Park.

To see where to stay, reviews, other places to visit, and other tourist information, refer to the Portland road trip tool.

Drive from Bar Harbor to Portland in 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In October, daily temperatures in Portland can reach 62°F, while at night they dip to 43°F. Finish your sightseeing early on the 13th (Wed) so you can drive to North Conway.

Things to do in Portland

Breweries & Distilleries · Shopping · Historic Sites · Parks

Side Trips

North Conway

— 1 night
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.
Start off your visit on the 14th (Thu): cruise along Kancamagus Highway, then stop by Zeb's General Store, then look and learn at Mount Washington Observatory Weather Discovery Center, and finally explore the striking landscape at Cathedral Ledge.

To find photos, reviews, maps, and tourist information, go to the North Conway online tour planner.

Getting from Portland to North Conway by car takes about 2 hours. Other options: do a combination of bus and taxi. In October, daily temperatures in North Conway can reach 62°F, while at night they dip to 45°F. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Stowe.

Things to do in North Conway

Scenic Drive · Outdoors · Shopping · Nature

Stowe

— 2 nights

The Ski Capital of the East

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
On the 15th (Fri), take in the dramatic scenery at Moss Glen Falls, then hit the slopes at Stowe Mountain Resort, then take a memorable drive along Smugglers Notch State Park, and finally take in the awesome beauty at Mount Mansfield State Forest. Here are some ideas for day two: sample some tasty brews at a beer tour and tasting, stroll through Burlington Bike Path, then walk around Waterfront Park, and finally contemplate the long history of Shelburne Farms.

To see other places to visit, more things to do, reviews, and more tourist information, read Stowe trip itinerary maker.

You can drive from North Conway to Stowe in 3 hours. Alternatively, you can take a bus; or take a bus. Plan for little chillier nights when traveling from North Conway in October since evenings lows in Stowe dip to 39°F. Wrap up your sightseeing on the 16th (Sat) to allow time to fly back home.

Things to do in Stowe

Parks · Nature · Outdoors · Historic Sites

Side Trips