29 days in United States Itinerary

29 days in United States Itinerary

Created using Inspirock United States journey planner
Make it your trip
Drive
1
East Stroudsburg
— 4 nights
Drive
2
Lenox
— 5 nights
Drive
3
Boston
— 7 nights
Fly
4
Wheeling
— 3 nights
Drive
5
Weston
— 3 nights
Fly
6
Gatlinburg
— 6 nights
Fly

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East Stroudsburg — 4 nights

Named after one of the area's prominent original settlers, East Stroudsburg is a lively college town located in the Poconos region of Pennsylvania.
You'll find plenty of places to visit near East Stroudsburg: Jim Thorpe (Asa Packer Mansion & Episcopal Parish of St. Mark and St. John), The Lands at Hillside Farms (in Shavertown) and Frances Slocum State Park (in Wyoming). There's much more to do: take in the dramatic scenery at Dingmans Falls, stroll through Kettle Creek Environmental Education Center, stroll around George W. Childs Park, and get engrossed in the history at Monroe County Historical Association.

To see reviews, other places to visit, ratings, and other tourist information, refer to the East Stroudsburg attractions website.

New York City to East Stroudsburg is an approximately 1.5-hour car ride. Expect a bit cooler temperatures when traveling from New York City in October; daily highs in East Stroudsburg reach 60°F and lows reach 42°F. Finish your sightseeing early on the 22nd (Fri) so you can travel to Lenox.
Parks · Nature · Museums · Historic Sites
Side Trips

Lenox — 5 nights

Lenox is an affluent town in Berkshire County, Massachusetts, United States. Explore the numerous day-trip ideas around Lenox: Adams (Mount Greylock & Ashuwillticook Rail Trail) and The Clark Art Institute (in Williamstown). There's much more to do: explore the world behind art at Norman Rockwell Museum, tour the pleasant surroundings at Pleasant Valley Sanctuary, take your sightseeing to a higher altitude at Lenox Mountain, and take in the spiritual surroundings of National Shrine of the Divine Mercy.

To see where to stay, photos, traveler tips, and other tourist information, read our Lenox online trip builder.

Getting from East Stroudsburg to Lenox by car takes about 3.5 hours. In October, daily temperatures in Lenox can reach 60°F, while at night they dip to 40°F. Finish your sightseeing early on the 27th (Wed) to allow enough time to drive to Boston.
Parks · Museums · Historic Sites · Nature
Side Trips

Boston — 7 nights

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 the numerous day-trip ideas around Boston: Salem (The House of the Seven Gables, Salem Witch Museum, &more), Sandwich Glass Museum (in Sandwich) and Plymouth (Plymouth Rock & Brewster Gardens). There's still lots to do: get to know the fascinating history of Freedom Trail, admire the masterpieces at Museum of Fine Arts, walk around Boston Public Garden, and browse the different shops at Faneuil Hall Marketplace.

To find more things to do, photos, ratings, and more tourist information, use the Boston sightseeing planner.

You can drive from Lenox to Boston in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Lenox in October, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 50°F. Finish your sightseeing early on the 3rd (Wed) so you can fly to Wheeling.
Museums · Historic Sites · Parks · Shopping
Side Trips

Wheeling — 3 nights

Wheeling is a city in Ohio and Marshall counties in the U.S. state of West Virginia. Step out of Wheeling with an excursion to Archive of the Afterlife, "A Paranormal Museum" in Moundsville--about 42 minutes away. There's lots more to do: take in the architecture and atmosphere at Cathedral of St. Joseph, don't miss a visit to Artworks Around Town, gain insight at West Virginia Independence Hall, and see the interesting displays at Castle Halloween Museum.

For photos, where to stay, more things to do, and other tourist information, go to the Wheeling trip planner.

Traveling by flight from Boston to Wheeling takes 3.5 hours. Alternatively, you can fly; or drive; or do a combination of train and bus. In November, daytime highs in Wheeling are 52°F, while nighttime lows are 35°F. Wrap up your sightseeing on the 6th (Sat) early enough to drive to Weston.
Historic Sites · Museums
Side Trips

Weston — 3 nights

Weston is a city in Lewis County, West Virginia, United States. You'll find plenty of places to visit near Weston: Elkins (Monongahela National Forest, Elkins Depot Welcome Center CVB, Inc., &more) and Kumbrabow State Forest (in Huttonsville). Next up on the itinerary: contemplate the long history of Trans-Allegheny Lunatic Asylum and take in the exciting artwork at Appalachian Glass.

For where to stay, traveler tips, and more tourist information, you can read our Weston trip planner.

Traveling by car from Wheeling to Weston takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In November in Weston, expect temperatures between 53°F during the day and 34°F at night. Finish up your sightseeing early on the 9th (Tue) so you can catch the flight to Gatlinburg.
Parks · Museums · Historic Sites · Nature
Side Trips

Gatlinburg — 6 nights

Nestled in the lush, wooded forests of the Great Smoky Mountains National Park, Gatlinburg is Tennessee’s premier mountain resort destination.
Explore the numerous day-trip ideas around Gatlinburg: Great Smoky Mountains National Park (Foothills Parkway Southwest Parking, Cades Cove, &more) and Helicopter Tours (in Sevierville). Spend the 10th (Wed) exploring nature at Great Smoky Mountains National Park. There's lots more to do: brush up on your knowledge of spirits at Sugarlands Distilling Company, learn about winemaking at Tennessee Homemade Wines, observe the fascinating underwater world at Ripley's Aquarium of the Smokies, and tour the pleasant surroundings at Roaring Fork.

For where to stay, traveler tips, more things to do, and other tourist information, you can read our Gatlinburg trip itinerary maker tool.

You can fly from Weston to Gatlinburg in 5.5 hours. Other options are to fly; or drive; or do a combination of bus and car. Traveling from Weston in November, you will find days in Gatlinburg are somewhat warmer (60°F), and nights are about the same (39°F). Wrap up your sightseeing on the 15th (Mon) to allow time to fly back home.
Parks · Breweries & Distilleries · Nature · Theme Parks
Side Trips

United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
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.

Berkshires travel guide

4.6
Art Museums · History Museums · Zipline

West Virginia travel guide

4
Historic Sites · State Parks · Zipline
The Mountain State
Located entirely within the Appalachian Mountain region, the aptly nicknamed "Mountain State" represents the highest state east of the Mississippi River with an average elevation of about 460 m (1,500 ft) above sea level. With an official motto of "Mountaineers are always free," West Virginia is home to a fiercely independent people, proud of their state's rich natural resources, physical beauty, and traditional culture. The state is often overlooked by tourists, and its major attractions retain an off-the-beaten-path character and exemplify a laid-back pace of life. West Virginians like to describe their part of the country as both wild and wonderful, a claim you can easily test on a holiday here by filling your itinerary with exploration of the state's green mountains, white-water rivers, and historical small towns.