11 days in United States Itinerary

11 days in United States Itinerary

Created using Inspirock United States holiday planner
Make it your trip
1
Boston
— 1 night
Drive
2
Stockbridge
— 1 night
Drive
3
Woodstock
— 1 night
Drive
4
Stowe
— 2 nights
Drive
5
North Conway
— 1 night
Drive
6
Bar Harbor
— 2 nights
Drive
7
Ogunquit
— 1 night
Drive
8
Boston
— 1 night

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.
Kick off your visit on the 22nd (Fri): appreciate the extensive heritage of Freedom Trail, then walk around Boston Public Garden, and then admire the masterpieces at Museum of Fine Arts.

To find more things to do, ratings, where to stay, and more tourist information, you can read our Boston trip itinerary builder app.

The Route module shows you all the different ways you can get to Boston. In September, daytime highs in Boston are 75°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 23rd (Sat) so you can go by car to Stockbridge.
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Museums · Parks · Historic Sites
Find places to stay Sep 22 — 23:

Stockbridge — 1 night

Stockbridge is a town in Berkshire County in western Massachusetts, United States. Start off your visit on the 23rd (Sat): contemplate in the serene atmosphere at National Shrine of the Divine Mercy, look for gifts at Williams & Sons Country Store, then steep yourself in history at Chesterwood Museum, and finally admire the masterpieces at Norman Rockwell Museum. On the next day, steep yourself in history at Olana State Historic Site, then take your sightseeing to a higher altitude at Monument Mountain, and then admire the natural beauty at Naumkeag.

For more things to do, maps, and more tourist information, read our Stockbridge vacation builder.

Drive from Boston to Stockbridge in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Boston in September, plan for little chillier nights in Stockbridge, with lows around 49°F. Finish your sightseeing early on the 24th (Sun) so you can drive to Woodstock.
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Historic Sites · Parks · Museums · Nature
Side Trips
Find places to stay Sep 23 — 24:

Woodstock — 1 night

Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 25th (Mon): explore the galleries of Billings Farm & Museum, then experience rural life at Sugarbush Farm, then explore the stunning scenery at Quechee Gorge, and finally snap pictures at Taftsville Covered Bridge.

To find traveler tips, reviews, and tourist information, refer to the Woodstock holiday app.

You can drive from Stockbridge to Woodstock in 3 hours. Alternatively, you can do a combination of bus, train, and taxi; or take a bus. September in Woodstock sees daily highs of 75°F and lows of 50°F at night. Wrap up your sightseeing on the 25th (Mon) early enough to drive to Stowe.
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Parks · Nature · Museums · Historic Sites
Side Trip
Find places to stay Sep 24 — 25:

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.
Kick off your visit on the 26th (Tue): look for gifts at Stowe Maple Products, then take in the awesome beauty at Mount Mansfield State Forest, then stroll through Stowe Recreation Path, and finally take in the dramatic scenery at Moss Glen Falls.

For other places to visit, ratings, maps, and more tourist information, refer to the Stowe visit planner.

Traveling by car from Woodstock to Stowe takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and train. In September, daily temperatures in Stowe can reach 73°F, while at night they dip to 48°F. Cap off your sightseeing on the 27th (Wed) early enough to go by car to North Conway.
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Parks · Nature · Trails · Outdoors
Find places to stay Sep 25 — 27:

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.
On the 27th (Wed), take in the dramatic scenery at Diana's Baths, take a memorable drive along Kancamagus Highway, and then take in the views from Saco River Covered Bridge.

To see maps, ratings, where to stay, and more tourist information, go to the North Conway online trip maker.

You can drive from Stowe to North Conway in 3 hours. Other options are to take a bus; or take a bus. Traveling from Stowe in September, North Conway is a bit warmer at night with lows of 54°F. Finish your sightseeing early on the 28th (Thu) to allow enough time to drive to Bar Harbor.
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Scenic Drive · Outdoors · Parks · Nature
Side Trip
Find places to stay Sep 27 — 28:

Bar Harbor — 2 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 28th (Thu): take a tour by water with Boat Tours & Water Sports, don't miss a visit to Land Bridge to Bar Island, and then look for all kinds of wild species at Shore Path. Keep things going the next day: capture your vacation like a pro with an inspiring photography tour, then take in the awesome beauty at Cadillac Mountain, and then take a memorable drive along Park Loop Road.

For more things to do, other places to visit, reviews, and tourist information, refer to the Bar Harbor day trip site.

You can drive from North Conway to Bar Harbor in 4.5 hours. Alternatively, you can do a combination of car and bus; or do a combination of bus and flight. September in Bar Harbor sees daily highs of 70°F and lows of 52°F at night. Cap off your sightseeing on the 30th (Sat) early enough to go by car to Ogunquit.
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Outdoors · Tours · Parks · Scenic Drive
Side Trip
Find places to stay Sep 28 — 30:

Ogunquit — 1 night

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 30th (Sat): enjoy the sea views from Nubble Lighthouse, then pick up a one of a kind souvenir at Uniques and Antiques, then explore the striking landscape at Perkins Cove, and finally appreciate the extensive heritage of Marginal Way Walkway. On the next day, stop by Scalawags Pet Boutique, then get a new perspective on things with Boat Tours & Water Sports, then take in the architecture and atmosphere at St. Ann's Episcopal Church, and finally kick back and relax at Ogunquit Beach.

To find photos and tourist information, read our Ogunquit holiday builder.

You can drive from Bar Harbor to Ogunquit in 4 hours. Alternatively, you can do a combination of flight, train, and bus; or take a bus. In September, daytime highs in Ogunquit are 74°F, while nighttime lows are 48°F. Finish up your sightseeing early on the 1st (Sun) so you can go by car to Boston.
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Historic Sites · Parks · Outdoors · Beaches
Side Trips
Find places to stay Sep 30 — Oct 1:

Boston — 1 night

Beantown

Start off your visit on the 2nd (Mon): walk around Boston Common, then traverse land and water with a duck tour, and then get a taste of the local shopping with Faneuil Hall Marketplace.

For more things to do, where to stay, photos, and other tourist information, read Boston tour itinerary planner.

You can drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Ogunquit in October, plan for a bit warmer nights in Boston, with lows around 50°F.
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Parks · Tours · Shopping
Find places to stay Oct 1 — 2:

United States travel guide

4.6
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
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