17 days in United States Itinerary

17 days in United States Itinerary

Created using Inspirock United States itinerary planner

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Route & dates

17 days in United States Itinerary

Start: Boston
bus:  1​h
1
Sandwich
— 2 nights
Drive:  1​h 15​min
2
Little Compton
— 1 night
Drive:  1​h 30​min
3
Putnam
— 1 night
Drive:  1​h 30​min
4
Torrington
— 1 night
Drive:  1​h 45​min
5
North Adams
— 2 nights
Drive:  1​h 45​min
6
Cornish
— 1 night
Drive:  2​h 45​min
7
Gorham
— 2 nights
Drive:  45​min
8
Kennebunkport
— 2 nights
Drive:  1​h 45​min
9
Boston
— 4 nights
End: Boston

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 5th (Thu), contemplate the long history of Quaker Friends Meetinghouse. Here are some ideas for day two: examine the collection at Heritage Museums & Gardens, get engrossed in the history at Plimoth Plantation, then contemplate the long history of Mayflower II, and finally appreciate the history behind Plymouth Rock.

To find more things to do and other tourist information, read Sandwich trip itinerary builder website .

Boston to Sandwich is an approximately 1-hour bus ride. You can also drive. In September in Sandwich, expect temperatures between 73°F during the day and 55°F at night. Wrap up your sightseeing on the 7th (Sat) to allow time to drive to Little Compton.

Things to do in Sandwich

Museums Historic Sites Outdoors

Side Trips

Plymouth, Shining Sea Bikeway
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

1
night
Little Compton

Little Compton ©
Little Compton is a town in Newport County, Rhode Island, United States. Kick off your visit on the 8th (Sun): learn about winemaking at Westport Rivers Vineyard & Winery, learn about winemaking at Newport Vineyards, and then enjoy the sand and surf at Sachuest Beach (Second Beach).

To find maps, other places to visit, and tourist information, go to the Little Compton sightseeing planning website .

Drive from Sandwich to Little Compton in 1.5 hours. In September, daily temperatures in Little Compton can reach 74°F, while at night they dip to 58°F. Finish up your sightseeing early on the 8th (Sun) so you can travel to Putnam.

Things to do in Little Compton

Wineries Outdoors Parks

Side Trips

Middletown, Westport Rivers Vineyard & Winery
Highlights from your plan
Newport Vineyards ©
Newport Vineyards

1
night
Putnam

Putnam ©
Putnam is a town in Windham County, Connecticut, United States. Start off your visit on the 9th (Mon): immerse yourself in nature at Pulaski State Park and Recreational Area, then admire the natural beauty at Logee's Greenhouses, and then tour the pleasant surroundings at Airline North State Park Trail.

To see reviews, ratings, photos, and tourist information, use the Putnam trip itinerary builder .

Traveling by car from Little Compton to Putnam takes 1.5 hours. In September, daytime highs in Putnam are 77°F, while nighttime lows are 54°F. Wrap up your sightseeing on the 9th (Mon) early enough to travel to Torrington.

Things to do in Putnam

Parks Wildlife Nature

Side Trips

Airline North State Park Trail, Pulaski State Park and Recreational Area, Logee's Greenhouses
Highlights from your plan
Logee's Greenhouses ©
Logee's Greenhouses

1
night
Torrington

Torrington ©
Torrington is the largest city in Litchfield County, Connecticut and the Litchfield Hills region. Start off your visit on the 10th (Tue): wander the streets of Hopkins Vineyard, then steep yourself in history at Tapping Reeve House and Law School, then do a tasting at Haight-Brown Vineyard, and finally contemplate in the serene atmosphere at Our Lady of Lourdes' Shrine.

To find maps, other places to visit, reviews, and tourist information, refer to the Torrington trip planner.

Drive from Putnam to Torrington in 2 hours. Expect a daytime high around 74°F in September, and nighttime lows around 54°F. Finish your sightseeing early on the 10th (Tue) so you can travel to North Adams.

Things to do in Torrington

Historic Sites Wineries Neighborhoods

Side Trips

Litchfield, Hopkins Vineyard
Highlights from your plan
Tapping Reeve House and Law School ©
Tapping Reeve House and Law School
Haight-Brown Vineyard ©
Haight-Brown Vineyard

2
nights
North Adams

North Adams ©
North Adams is a city in Berkshire County, Massachusetts, United States. Start off your visit on the 11th (Wed): admire the majestic nature at Natural Bridge State Park, admire the masterpieces at MASS MoCA, then explore the world behind art at The Clark Art Institute, and finally look for gifts at The Apple Barn and Country Bake Shop. On the 12th (Thu), you'll have a packed day of sightseeing: get engrossed in the history at The Mount, Edith Wharton's Home, then get a new perspective on nature at New York State Museum, and then explore the different monuments and memorials at The Old First Church.

To find more things to do, traveler tips, ratings, and tourist information, read North Adams attractions planning tool .

Traveling by car from Torrington to North Adams takes 2 hours. Expect a daytime high around 74°F in September, and nighttime lows around 50°F. Cap off your sightseeing on the 12th (Thu) early enough to travel to Cornish.

Things to do in North Adams

Museums Parks Historic Sites

Side Trips

Bennington, The Mount, Edith Wharton's Home, New York State Museum, The Clark Art Institute
Highlights from your plan
MASS MoCA ©
MASS MoCA
The Clark Art Institute ©
The Clark Art Institute
The Mount, Edith Wharton's Home ©
The Mount, Edith Wharton's Home

1
night
Cornish

Cornish ©
On the 13th (Fri), stroll around Mt Ascutney, then see the interesting displays at American Precision Museum, and then pause for some photo ops at Saint-Gaudens National Historic Site.

For more things to do, photos, maps, and more tourist information, read our Cornish tour itinerary planner.

Traveling by car from North Adams to Cornish takes 2 hours. September in Cornish sees daily highs of 74°F and lows of 49°F at night. Cap off your sightseeing on the 13th (Fri) early enough to travel to Gorham.

Things to do in Cornish

Winter Sports Outdoors Parks

Side Trip

Windsor
Highlights from your plan
Mt Ascutney ©
Mt Ascutney
Saint-Gaudens National Historic Site ©
American Precision Museum ©
American Precision Museum

2
nights
Gorham

Gorham ©
Gorham is a town in Cumberland County, Maine, United States. Kick off your visit on the 14th (Sat): explore the landscape on two wheels at Presidential Rail Trail, then explore and take pictures at Mt Washington Auto Rd, and then tour the pleasant surroundings at Highland Lake Beach. On the 15th (Sun), you'll have a packed day of sightseeing: explore the world behind art at Portland Museum of Art, examine the collection at Portland Head Light, then do a tasting at Maine Mead Works, and finally kick back and relax at Old Orchard Beach.

To find maps, other places to visit, ratings, and other tourist information, read Gorham travel website .

Getting from Cornish to Gorham by car takes about 3 hours. Traveling from Cornish in September, expect nights in Gorham to be slightly colder, around 39°F, while days are cooler, around 50°F. Finish your sightseeing early on the 15th (Sun) so you can drive to Kennebunkport.

Things to do in Gorham

Outdoors Parks Beaches

Side Trips

Portland, Portland Head Light, Highland Lake Beach, Old Orchard Beach
Highlights from your plan
Mount Washington Auto Road ©
Mount Washington Auto Road
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art

2
nights
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 16th (Mon): kick back and relax at Ogunquit Beach, then take in the dramatic natural features at Perkins Cove, then get to know the fascinating history of Marginal Way Walkway, and finally take in the exciting artwork at Compliments. Keep things going the next day: take in the architecture and atmosphere at St. Ann's Episcopal Church, admire all the interesting features of Walker's Point, then take a memorable drive along Ocean Ave, and finally stop by Scalawags Pet Boutique.

For reviews, where to stay, and other tourist information, read Kennebunkport trip planner .

You can drive from Gorham to Kennebunkport in an hour. While traveling from Gorham, expect much hotter days and a bit warmer nights in Kennebunkport, ranging from highs of 74°F to lows of 48°F. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Boston.

Things to do in Kennebunkport

Outdoors Scenic Drive Parks

Side Trip

Ogunquit
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove
Ogunquit Beach ©
Ogunquit Beach

4
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.
Freedom Trail and Museum of Fine Arts are good opportunities to explore the local culture. You'll explore and learn at John F. Kennedy Presidential Museum & Library and Louisa May Alcott's Orchard House. You'll find plenty of places to visit near Boston: Dolphin & Whale Watching (in Gloucester) and Walden Pond State Reservation (in Concord). The adventure continues: admire all the interesting features of Fenway Park, take a stroll through Beacon Hill, admire the natural beauty at Boston Public Garden, and don't miss a visit to Newbury Street.

To see photos, ratings, other places to visit, and tourist information, refer to the Boston road trip site .

Getting from Kennebunkport to Boston by car takes about 2 hours. Other options: take a bus; or take a train. Traveling from Kennebunkport in September, Boston is a bit warmer at night with lows of 59°F. Finish your sightseeing early on the 21st (Sat) so you can travel back home.

Things to do in Boston

Museums Historic Sites Neighborhoods

Side Trips

Concord, Dolphin & Whale Watching
Highlights from your plan
Freedom Trail ©
Freedom Trail
Museum of Fine Arts ©
Museum of Fine Arts
Louisa May Alcott's Orchard House ©
Louisa May Alcott's Orchard House

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