15 days in United States Itinerary

15 days in United States Itinerary

Created using Inspirock United States attractions planner

Make it your trip
Fly
1
Boston
— 6 nights
Drive
2
Lenox
— 1 night
Drive
3
Manchester
— 1 night
Drive
4
Burlington
— 1 night
Drive
5
North Conway
— 3 nights
Drive
6
Portland
— 2 nights
Fly

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Boston

— 6 nights

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.
Explore Boston's surroundings by going to Plymouth (Brewster Gardens & Plymouth Rock), Newport (Cliff Walk & The Breakers) and Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens). There's lots more to do: stroll around Boston Public Garden, step aboard Boston Tea Party Ships & Museum, appreciate the extensive heritage of Freedom Trail, and appreciate the history behind New England Holocaust Memorial.

For photos, other places to visit, more things to do, and other tourist information, use the Boston trip itinerary builder website.

Chicago to Boston is an approximately 4-hour flight. You can also drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In September, daytime highs in Boston are 75°F, while nighttime lows are 59°F. On the 14th (Tue), you'll travel to Lenox.

Things to do in Boston

Museums · Parks · Historic Sites · Outdoors

Side Trips

Lenox

— 1 night
Lenox is an affluent town in Berkshire County, Massachusetts, United States. Start off your visit on the 14th (Tue): get interesting insight from Tours.

To find where to stay, photos, reviews, and more tourist information, refer to the Lenox trip itinerary planner.

Drive from Boston to Lenox in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in September, you can expect nighttime temperatures to be a bit cooler in Lenox, with lows of 49°F. Cap off your sightseeing on the 15th (Wed) early enough to go by car to Manchester.

Things to do in Lenox

Outdoors · Tours · Adventure · Parks

Side Trips

Manchester

— 1 night
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. To see traveler tips, maps, reviews, and other tourist information, go to the Manchester trip planning website.

Traveling by car from Lenox to Manchester takes 1.5 hours. Alternatively, you can drive; or take a bus. In September in Manchester, expect temperatures between 74°F during the day and 48°F at night. Wrap up your sightseeing on the 16th (Thu) early enough to drive to Burlington.

Things to do in Manchester

Museums · Parks · Historic Sites

Side Trip

Burlington

— 1 night
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Kick off your visit on the 17th (Fri): see the interesting displays at Shelburne Museum, contemplate the long history of Ethan Allen Homestead, then trek along Burlington Bike Path, and finally hunt for treasures at Church Street Marketplace.

For more things to do, other places to visit, where to stay, and more tourist information, read our Burlington trip itinerary builder site.

Traveling by car from Manchester to Burlington takes 3 hours. Alternatively, you can take a bus. In September, daytime highs in Burlington are 75°F, while nighttime lows are 53°F. Wrap up your sightseeing on the 17th (Fri) early enough to drive to North Conway.

Things to do in Burlington

Museums · Outdoors · Trails · Parks

Side Trip

North Conway

— 3 nights
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.
You'll find plenty of places to visit near North Conway: Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury), West Rattlesnake Mountain (in Holderness) and Grafton Notch State Park (in Bethel). Next up on the itinerary: admire all the interesting features of Kancamagus Highway, take in the dramatic scenery at Glen Ellis Falls, explore the striking landscape at Cathedral Ledge, and explore the activities along Kezar Lake.

To find other places to visit, reviews, ratings, and other tourist information, you can read our North Conway sightseeing planning app.

Getting from Burlington to North Conway by car takes about 3.5 hours. Other options: do a combination of bus and car; or take a bus. When traveling from Burlington in September, plan for little chillier days in North Conway, with highs around 70°F, while nights are about the same with lows around 54°F. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Portland.

Things to do in North Conway

Parks · Nature · Scenic Drive · Outdoors

Side Trips

Portland

— 2 nights

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.
Kick off your visit on the 21st (Tue): visit a coastal fixture at Nubble Lighthouse, appreciate the extensive heritage of Marginal Way Walkway, and then explore the striking landscape at Perkins Cove. Keep things going the next day: take in the architecture and atmosphere at The Cathedral Of The Immaculate Conception, then enjoy the sea views from Portland Head Light, and then sample some tasty brews at The Maine Brew Bus.

For photos, more things to do, reviews, and more tourist information, read our Portland travel route planning website.

Drive from North Conway to Portland in 2 hours. Alternatively, you can do a combination of taxi and bus. In September, daily temperatures in Portland can reach 73°F, while at night they dip to 52°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to fly back home.

Things to do in Portland

Historic Sites · Breweries & Distilleries · Tours · Wineries

Side Trips

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
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.