13 days in New England Itinerary

13 days in New England Itinerary

Created using Inspirock New England holiday maker

This plan was created by another user.  Make it your plan

Route & dates

13 days in New England Itinerary

Start: East Bridgewater
Drive:  4​h 15​min
1
Stockbridge
— 1 night
Drive:  30​min
2
Pittsfield
— Few hours
Drive:  45​min
3
North Adams
— 1 night
Drive:  2​h
4
Woodstock
— 1 night
Drive:  1​h 45​min
5
Burlington
— Few hours
Drive:  45​min
6
Stowe
— 1 night
Drive:  2​h 45​min
7
North Conway
— 1 night
Drive:  1​h 45​min
8
Kennebunkport
— 1 night
Drive:  45​min
9
Portland
— Few hours
Drive:  3​h 30​min
10
Bar Harbor, Mount Desert Island
— 1 night
Drive:  2​h
11
Camden
— 1 night
Fly:  3​h 15​min
12
Hyannis
— 1 night
Drive:  1​h 30​min
13
Boston
— 3 nights
End: Boston

1
night
Stockbridge

Stockbridge ©
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Start off your visit on the 29th (Sun): contemplate in the serene atmosphere at National Shrine of the Divine Mercy.

For where to stay, maps, other places to visit, and tourist information, refer to the Stockbridge trip itinerary app .

East Bridgewater to Stockbridge is an approximately 2.5-hour car ride. When traveling from East Bridgewater in September, plan for little chillier days in Stockbridge, with highs around 72°F, while nights are about the same with lows around 49°F. On the 30th (Mon), wrap the sightseeing up by early afternoon so you can drive to Pittsfield.

Things to do in Stockbridge

Parks Museums Historic Sites
Highlights from your plan
Naumkeag ©
Naumkeag
Norman Rockwell Museum ©
Norman Rockwell Museum
National Shrine of the Divine Mercy ©

few
hours
Pittsfield

Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. On the 30th (Mon), contemplate the long history of Hancock Shaker Village.

For maps, traveler tips, where to stay, and more tourist information, you can read our Pittsfield online trip maker .

Pittsfield is very close to Stockbridge. September in Pittsfield sees daily highs of 72°F and lows of 49°F at night. Finish your sightseeing early on the 30th (Mon) so you can drive to North Adams.

Things to do in Pittsfield

Museums Historic Sites
Highlights from your plan
Hancock Shaker Village ©
Hancock Shaker Village

1
night
North Adams

North Adams ©
North Adams is a city in Berkshire County, Massachusetts, United States. On the 1st (Tue), see human ingenuity at work at Appalachian Trail, then admire the masterpieces at The Clark Art Institute, and then admire the majestic nature at Natural Bridge State Park.

For traveler tips and tourist information, read North Adams route builder tool .

Drive from Pittsfield to North Adams in an hour. In September, daytime highs in North Adams are 74°F, while nighttime lows are 50°F. Finish your sightseeing early on the 1st (Tue) so you can travel to Woodstock.

Things to do in North Adams

Parks Nature Museums

Side Trip

The Clark Art Institute
Highlights from your plan
Natural Bridge State Park ©
Natural Bridge State Park
The Clark Art Institute ©
The Clark Art Institute

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 2nd (Wed), browse the exhibits of Billings Farm & Museum and then experience rural life at Sugarbush Farm.

Discover how to plan a Woodstock trip in just a few steps with Inspirock's itinerary builder.

Drive from North Adams to Woodstock in 2.5 hours. Expect a daytime high around 62°F in October, and nighttime lows around 40°F. Wrap up your sightseeing on the 2nd (Wed) early enough to drive to Burlington.

Things to do in Woodstock

Museums Historic Sites
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Sugarbush Farm ©
Sugarbush Farm

few
hours
Burlington

Burlington
Burlington is the most populous city in the U.S. Take the guesswork out of planning a Burlington vacation by using our trip itinerary maker.

Traveling by car from Woodstock to Burlington takes 2 hours. Alternatively, you can take a bus. October in Burlington sees daily highs of 62°F and lows of 44°F at night. You will leave for Stowe on the 2nd (Wed).

Things to do in Burlington

Parks Outdoors Nature

1
night
Stowe

Stowe ©
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.
Kick off your visit on the 3rd (Thu): take in the awesome beauty at Mount Mansfield State Forest and then hike along Stowe Recreation Path.

To see traveler tips, more things to do, where to stay, and more tourist information, read Stowe day trip planning site .

Traveling by car from Burlington to Stowe takes an hour. Alternatively, you can take a bus. Traveling from Burlington in October, expect slightly colder with lows of 39°F in Stowe. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to North Conway.

Things to do in Stowe

Parks Nature Trails
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

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.
On the 4th (Fri), admire the sheer force of Diana's Baths, then admire all the interesting features of Kancamagus Highway, and then look for gifts at Naked Bohemian.

To see maps, more things to do, traveler tips, and tourist information, go to the North Conway trip itinerary builder tool .

Getting from Stowe to North Conway by car takes about 3 hours. Other options: take a bus. Expect somewhat warmer evenings in North Conway when traveling from Stowe in October, with lows around 45°F. Wrap up your sightseeing on the 4th (Fri) early enough to drive to Kennebunkport.

Things to do in North Conway

Scenic Drive Outdoors Parks
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Diana's Baths ©
Diana's Baths
Naked Bohemian ©
Naked Bohemian

1
night
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 5th (Sat): take in the exciting artwork at Compliments, then appreciate the extensive heritage of Marginal Way Walkway, then take in the architecture and atmosphere at St. Ann's Episcopal Church, and finally look for gifts at Scalawags Pet Boutique.

To see traveler tips, maps, ratings, and more tourist information, use the Kennebunkport road trip site .

You can drive from North Conway to Kennebunkport in 2 hours. Another option is to take a bus. Traveling from North Conway in October, Kennebunkport is slightly colder at night with lows of 38°F. Wrap up your sightseeing by early afternoon on the 5th (Sat) to allow time for the car ride to Portland.

Things to do in Kennebunkport

Historic Sites Shopping Museums

Side Trip

Marginal Way Walkway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church
Scalawags Pet Boutique ©
Scalawags Pet Boutique

few
hours
Portland

Portland ©
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.
On the 5th (Sat), indulge your thirst for a good beer at Allagash Brewery.

To see where to stay, photos, other places to visit, and other tourist information, you can read our Portland trip itinerary tool .

You can drive from Kennebunkport to Portland in an hour. Other options are to take a bus; or do a combination of bus and train. In October, daily temperatures in Portland can reach 62°F, while at night they dip to 43°F. Wrap up your sightseeing on the 5th (Sat) to allow time to drive to Bar Harbor.

Things to do in Portland

Breweries & Distilleries
Highlights from your plan
Allagash Brewing Company ©
Allagash Brewing Company

1
night
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 6th (Sun): take in the awesome beauty at Cadillac Mountain and then head off the coast to Mount Desert Island.

To find other places to visit, more things to do, reviews, and tourist information, you can read our Bar Harbor trip planner.

Traveling by car from Portland to Bar Harbor takes 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. In October in Bar Harbor, expect temperatures between 59°F during the day and 42°F at night. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Camden.

Things to do in Bar Harbor

Parks Nature

Side Trip

Cadillac Mountain
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. On the 7th (Mon), admire the majestic nature at Camden Hills State Park, then take in the awesome beauty at Mount Battie, and then wander the streets of High Street Historic District.

For other places to visit, more things to do, maps, and tourist information, use the Camden tour planner .

You can drive from Bar Harbor to Camden in 2 hours. Alternatively, you can take a bus. In October in Camden, expect temperatures between 58°F during the day and 42°F at night. Wrap up your sightseeing on the 7th (Mon) early enough to travel to Hyannis.

Things to do in Camden

Parks Nature Neighborhoods
Highlights from your plan
Mount Battie ©
Mount Battie
Camden Hills State Park ©
Camden Hills State Park
High Street Historic District ©
High Street Historic District

1
night
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Kick off your visit on the 8th (Tue): examine the collection at Heritage Museums & Gardens, then sample the tasty concoctions at Cape Cod Beer, then pause for some photo ops at John F. Kennedy Memorial, and finally wander the streets of Main Street Hyannis.

To see maps, reviews, where to stay, and more tourist information, you can read our Hyannis day trip planning tool .

Getting from Camden to Hyannis by flight takes about 3.5 hours. Other options: do a combination of flight and bus; or drive. Expect somewhat warmer temperatures when traveling from Camden in October; daily highs in Hyannis reach 64°F and lows reach 48°F. Finish up your sightseeing early on the 8th (Tue) so you can go by car to Boston.

Things to do in Hyannis

Museums Breweries & Distilleries Neighborhoods

Side Trip

Heritage Museums & Gardens
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Cape Cod Beer ©
Cape Cod Beer
John F. Kennedy Memorial ©
John F. Kennedy Memorial

3
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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, take a stroll through North End, make a trip to Boston Public Library, and get a variety of perspectives on a duck tour.

To see other places to visit, ratings, traveler tips, and more tourist information, refer to the Boston journey planner.

Drive from Hyannis to Boston in 1.5 hours. Alternatively, you can take a bus; or fly. October in Boston sees daily highs of 64°F and lows of 50°F at night. Finish your sightseeing early on the 11th (Fri) to allow enough time to travel back home.

Things to do in Boston

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

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