13 days in New England Itinerary

13 days in New England Itinerary

Created using Inspirock New England holiday maker

Plan created by another user. Make it yours

Route & dates

1
Stockbridge
— 1 night
2
Pittsfield
— Few hours
3
North Adams
— 1 night
4
Woodstock
— 1 night
5
Burlington
— Few hours
6
Stowe
— 1 night
7
North Conway
— 1 night
8
Kennebunkport
— 1 night
9
Portland
— Few hours
10
Bar Harbor, Mount Desert Island
— 1 night
11
Camden
— 1 night
12
Hyannis
— 1 night
13
Boston
— 3 nights

1
night
Stockbridge

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

For more things to do, reviews, other places to visit, and more tourist information, you can read our Stockbridge travel itinerary planner.

East Bridgewater to Stockbridge is an approximately 2.5-hour car ride. Traveling from East Bridgewater in September, you will find days in Stockbridge are a bit cooler (°F), and nights are about the same (°F). Wrap up your sightseeing by early afternoon on the 30th (Mon) to allow time for the car ride 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 ©
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.

Find out how to plan Pittsfield trip without stress by asking Inspirock to help create an itinerary.

Pittsfield is just a stone's throw from Stockbridge. In September, plan for daily highs up to °F, and evening lows to °F. 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), admire the engineering at Appalachian Trail, thenexplore the world behind art at The Clark Art Institute, and then admire the majestic nature at Natural Bridge State Park.

For other places to visit, traveler tips, photos, and more tourist information, go to the North Adams vacation planning tool.

Getting from Pittsfield to North Adams by car takes about an hour. September in North Adams sees daily highs of °F and lows of °F at night. Cap off your sightseeing on the 1st (Tue) early enough to travel to Woodstock.

Things to do in North Adams

Parks Nature Outdoors

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. Start off your visit on the 2nd (Wed): steep yourself in history at Billings Farm & Museum and then relax in the rural setting at Sugarbush Farm.

To find where to stay, photos, other places to visit, and more tourist information, read Woodstock online driving holiday planner.

Getting from North Adams to Woodstock by car takes about 2.5 hours. Expect a daytime high around °F in October, and nighttime lows around °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. To see other places to visit, where to stay, and tourist information, read Burlington trip maker website.

Traveling by car from Woodstock to Burlington takes 2 hours. Alternatively, you can take a bus. In October in Burlington, expect temperatures between °F during the day and °F at night. On the 2nd (Wed), you're off to Stowe.

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

Plan my Stowe trip by asking Inpirock to come up with tips and suggestions.

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

Things to do in Stowe

Parks Nature Outdoors
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.
Kick off your visit on the 4th (Fri): admire the sheer force of Diana's Baths, take a memorable drive along Kancamagus Highway, and then stop by Naked Bohemian.

To find maps, other places to visit, traveler tips, and other tourist information, read North Conway trip planning website.

Traveling by car from Stowe to North Conway takes 3 hours. Alternatively, you can take a bus. Traveling from Stowe in October, plan for somewhat warmer nights in North Conway, with lows around °F. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Kennebunkport.

Things to do in North Conway

Outdoors Scenic Drive Nature
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, thenget to know the fascinating history of Marginal Way Walkway, thentake in the architecture and atmosphere at St. Ann's Episcopal Church, and finally look for gifts at Scalawags Pet Boutique.

To see photos, traveler tips, maps, and more tourist information, read Kennebunkport planning tool.

Traveling by car from North Conway to Kennebunkport takes 2 hours. Alternatively, you can take a bus. Expect little chillier evenings in Kennebunkport when traveling from North Conway in October, with lows around °F. On the 5th (Sat), wrap the sightseeing up by early afternoon so you can drive 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.
Kick off your visit on the 5th (Sat): sample the tasty concoctions at Allagash Brewing Company.

To see photos, traveler tips, and more tourist information, refer to the Portland online vacation planner.

Traveling by car from Kennebunkport to Portland takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. October in Portland sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 5th (Sat) so you can 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.

To see more things to do, where to stay, maps, and more tourist information, use the Bar Harbor attractions planner.

Getting from Portland to Bar Harbor by car takes about 3.5 hours. Other options: take a bus; or do a combination of bus and flight. In October, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing by early afternoon on the 6th (Sun) to allow time for the car ride to Camden.

Things to do in Bar Harbor

Nature Parks

Side Trip

Cadillac Mountain
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain

1
night
Camden

Camden ©
On the 7th (Mon), immerse yourself in nature at Camden Hills State Park, thentake in the awesome beauty at Mount Battie, and then contemplate the long history of High Street Historic District.

To find where to stay, more things to do, maps, and other tourist information, use the Camden travel route planning app.

You can drive from Bar Harbor to Camden in 2 hours. Another option is to take a bus. In October, daytime highs in Camden are °F, while nighttime lows are °F. Finish up your sightseeing early on the 7th (Mon) so you can travel to Hyannis.

Things to do in Camden

Nature Parks 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.
On the 8th (Tue), examine the collection at Heritage Museums & Gardens, sample the tasty concoctions at Cape Cod Beer, thenpause for some photo ops at John F. Kennedy Memorial, and finally don't miss a visit to Main Street Hyannis.

Ask Inspirock to suggest an itinerary and make planning a trip to Hyannis fast, fun, and easy.

Fly from Camden to Hyannis in 5 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer temperatures traveling from Camden in October, with highs in Hyannis at °F and lows at °F. Wrap up your sightseeing on the 8th (Tue) early enough to drive to Boston.

Things to do in Hyannis

Museums Neighborhoods Breweries & Distilleries

Side Trip

Heritage Museums & Gardens
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Cape Cod Beer ©
Cape Cod Beer
Main Street Hyannis ©
Main Street Hyannis

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, and parks. Your plan includes some of its best attractions: walk around Boston Public Garden, get to know the fascinating history of Freedom Trail, get advice or help at Boston Public Library, and admire the masterpieces at Museum of Fine Arts.

To find traveler tips, more things to do, maps, and more tourist information, use the Boston road trip planning tool.

You can drive from Hyannis to Boston in 1.5 hours. Other options are to take a bus; or do a combination of . Expect a daytime high around °F in October, and nighttime lows around °F. Cap off your sightseeing on the 11th (Fri) early enough to travel back home.

Things to do in Boston

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

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