33 days in United States Itinerary

33 days in United States Itinerary

Created using Inspirock United States trip itinerary maker

Make it your trip
Fly
1
Pigeon Forge
— 3 nights
Fly
2
Indianapolis
— 2 nights
Drive
3
Louisville
— 3 nights
Drive
4
Charleston
— 1 night
Fly
5
Annapolis
— 2 nights
Fly
6
New Haven
— 3 nights
Train to Copley Place across from Back Bay station, Fly to Bar Harbor
7
Bar Harbor
— 4 nights
Fly
8
Burlington
— 4 nights
Fly
9
Detroit
— 2 nights
Fly
10
Buffalo
— 4 nights
Fly
11
Durham
— 1 night
Fly
12
Hilton Head
— 3 nights
Drive

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Pigeon Forge

— 3 nights

Center of Fun in the Smokies

A tiny town with big tourist appeal, Pigeon Forge bills itself as the "Center of Fun in the Smokies." Just a short drive from the national park protecting the diverse plant and animal life of the Great Smoky Mountains, the town features numerous places to visit, such as bars, restaurants, cafes, theaters, and shops.
Alcatraz East Crime Museum and Hollywood Star Cars Museum will appeal to museum buffs. Your cultural itinerary includes sights like Mill Bridge Winery and Tennessee Homemade Wines. Explore the numerous day-trip ideas around Pigeon Forge: Tuckaleechee Caverns (in Townsend) and Foothills Parkway Southwest Parking (in Great Smoky Mountains National Park). And it doesn't end there: brush up on your knowledge of spirits at Ole Smoky Whiskey Barrelhouse, trek along Grotto Falls Parking, head outdoors with Outdoor Activities, and take in the dramatic scenery at Laurel Falls.

For traveler tips, reviews, other places to visit, and tourist information, you can read our Pigeon Forge tour itinerary planning website.

Orlando to Pigeon Forge is an approximately 3.5-hour flight. You can also drive; or do a combination of train, bus, and car. Traveling from Orlando in September, things will get a bit cooler in Pigeon Forge: highs are around 83°F and lows about 62°F. Wrap up your sightseeing on the 12th (Sun) to allow time to fly to Indianapolis.

Things to do in Pigeon Forge

Breweries & Distilleries · Parks · Nature · Wineries

Side Trips

Indianapolis

— 2 nights

Circle City

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Kick off your visit on the 13th (Mon): contemplate the long history of Benjamin Harrison Presidential Site and then examine the collection at The Eiteljorg Museum. Here are some ideas for day two: see the interesting displays at Indianapolis Motor Speedway Museum and then admire the natural beauty at Indianapolis Museum of Art.

To find ratings, reviews, other places to visit, and tourist information, read Indianapolis vacation maker site.

Traveling by flight from Pigeon Forge to Indianapolis takes 6 hours. Alternatively, you can drive; or do a combination of car, bus, and subway. In September, plan for daily highs up to 80°F, and evening lows to 59°F. Finish your sightseeing early on the 14th (Tue) to allow enough time to drive to Louisville.

Things to do in Indianapolis

Museums · Historic Sites · Parks

Louisville

— 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Visit Cave Hill Cemetery and Conrad-Caldwell House Museum (Conrad's Castle) for their historical value. Do some cultural sightseeing at Muhammad Ali Center and My Old Kentucky Home. Change things up with a short trip to Jim Beam American Stillhouse in Clermont (about 32 minutes away). There's still lots to do: learn insider's secrets on a distillery tour and sample the fine beverages at Copper & Kings American Brandy Distillery.

For reviews, maps, and tourist information, use the Louisville trip itinerary builder tool.

You can drive from Indianapolis to Louisville in 2 hours. Alternatively, you can take a bus. In September, daily temperatures in Louisville can reach 82°F, while at night they dip to 61°F. Wrap up your sightseeing on the 17th (Fri) to allow time to drive to Charleston.

Things to do in Louisville

Historic Sites · Breweries & Distilleries · Museums · Tours

Side Trips

Charleston

— 1 night
Charleston is the capital and the largest city in the U.S. state of West Virginia, and the county seat of Kanawha County. Kick off your visit on the 18th (Sat): take a stroll around Culture Center, then take an in-depth tour of West Virginia State Museum, and then appreciate the extensive heritage of East End Historical District.

For ratings, photos, and tourist information, refer to the Charleston online trip itinerary builder.

Traveling by car from Louisville to Charleston takes 4.5 hours. Alternatively, you can fly; or take a bus. In September in Charleston, expect temperatures between 80°F during the day and 58°F at night. Finish up your sightseeing early on the 18th (Sat) so you can catch the flight to Annapolis.

Things to do in Charleston

Museums · Shopping · Historic Sites
Highlights from your trip

Annapolis

— 2 nights
Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
On the 19th (Sun), expand your understanding of the military at U.S. Naval Academy and then take a stroll through Annapolis Historic District. On the 20th (Mon), you'll have a packed day of sightseeing: see the interesting displays at Chesapeake Bay Maritime Museum and then head outdoors with Outdoor Activities.

For other places to visit, photos, where to stay, and more tourist information, you can read our Annapolis driving holiday planner.

You can fly from Charleston to Annapolis in 3 hours. Other options are to drive; or do a combination of train and bus. Traveling from Charleston in September, you can expect nighttime temperatures to be a bit warmer in Annapolis, with lows of 66°F. Finish up your sightseeing early on the 20th (Mon) so you can catch the flight to New Haven.

Things to do in Annapolis

Museums · Neighborhoods · Tours · Outdoors

Side Trip

New Haven

— 3 nights
New Haven, in the U.S. state of Connecticut, is the principal municipality in Greater New Haven, which had a total population of 862,477 in 2010. You'll discover tucked-away gems like The Mark Twain House & Museum and Gillette Castle State Park. Do some cultural sightseeing at The Submarine Force Museum and Yale University Art Gallery. There's more to do: get a new perspective on nature at Yale Peabody Museum of Natural History and stroll through Hammonasset Beach State Park.

To see reviews, traveler tips, photos, and tourist information, read our New Haven trip planner.

Getting from Annapolis to New Haven by flight takes about 3 hours. Other options: drive; or do a combination of bus and train. Traveling from Annapolis in September, expect a bit cooler with lows of 59°F in New Haven. Finish up your sightseeing early on the 23rd (Thu) so you can travel to Bar Harbor.

Things to do in New Haven

Museums · Nature · Historic Sites · Parks

Side Trips

Bar Harbor

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll discover tucked-away gems like Shore Path and Carriage Roads. Escape the urban bustle at Kayaking & Canoeing and Pirate's Cove Miniature Golf. There's still lots to do: walk around Village Green, hike along Bar Island Trails, stroll through Bubble Rock, and make a trip to Land Bridge to Bar Island.

To see other places to visit, maps, where to stay, and tourist information, refer to the Bar Harbor day trip planner.

Do a combination of train and flight from New Haven to Bar Harbor in 6 hours. Alternatively, you can drive; or do a combination of train and bus. In September, Bar Harbor is a bit cooler than New Haven - with highs of 70°F and lows of 52°F. Wrap up your sightseeing on the 27th (Mon) early enough to fly to Burlington.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Adventure

Side Trips

Burlington

— 4 nights
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Your inner history buff will appreciate Shelburne Farms and Smugglers Notch State Park. Discover out-of-the-way places like Shelburne Museum and Mount Mansfield State Forest. Explore Burlington's surroundings by going to Smugglers' Notch Distillery - Maple Products - Gift Shop - Local Products (in Jeffersonville) and Stowe (Stowe Recreation Path & Moss Glen Falls). It doesn't end there: trek along Burlington Bike Path and indulge your taste buds at Food & Drink.

For photos, other places to visit, ratings, and other tourist information, read our Burlington trip planning website.

You can fly from Bar Harbor to Burlington in 6.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 75°F, and evening lows to 53°F. Cap off your sightseeing on the 1st (Fri) early enough to catch the flight to Detroit.

Things to do in Burlington

Parks · Outdoors · Nature · Historic Sites

Side Trips

Detroit

— 2 nights

The Motor City

Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
On the 2nd (Sat), see the interesting displays at Greenfield Village and then explore the world behind art at Detroit Institute of Arts. Keep things going the next day: steep yourself in history at The Ford Piquette Avenue Plant, steep yourself in history at Motown Museum, and then take an in-depth tour of Detroit Historical Museum.

For more things to do, maps, reviews, and other tourist information, read Detroit trip itinerary planning tool.

Traveling by flight from Burlington to Detroit takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and train. In October, daytime highs in Detroit are 63°F, while nighttime lows are 48°F. Finish up your sightseeing early on the 3rd (Sun) so you can catch the flight to Buffalo.

Things to do in Detroit

Museums · Historic Sites

Side Trip

Buffalo

— 4 nights

Queen City

The most populous city in the state after New York, Buffalo serves as the gateway to Niagara Falls and Canada for many travelers.
Satisfy your inner culture vulture at Frank Lloyd Wright's Martin House and Buffalo & Erie County Naval and Military Park. Get some historical perspective at Old Fort Niagara and Forest Lawn. Get out of town with these interesting Buffalo side-trips: Niagara Falls (Niagara Falls, Whirlpool State Park, &more) and Niagara Jet Adventures (in Youngstown). There's more to do: explore the world behind art at Albright-Knox Art Gallery and contemplate in the serene atmosphere at Our Lady of Victory National Shrine & Basilica.

To find other places to visit, traveler tips, photos, and other tourist information, read Buffalo trip itinerary planner.

Traveling by flight from Detroit to Buffalo takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. In October, daytime highs in Buffalo are 62°F, while nighttime lows are 46°F. Wrap up your sightseeing on the 7th (Thu) early enough to fly to Durham.

Things to do in Buffalo

Historic Sites · Museums · Nature · Parks

Side Trips

Durham

— 1 night

Flowers of the Carolinas

Once the seat of a thriving tobacco industry, Durham has seen some significant moments in American history.
Start off your visit on the 8th (Fri): tour the pleasant surroundings at Umstead State Park and then explore the world behind art at North Carolina Museum of Art.

To see ratings, where to stay, and other tourist information, you can read our Durham trip itinerary builder website.

You can fly from Buffalo to Durham in 3.5 hours. Other options are to drive; or take a bus. Traveling from Buffalo in October, things will get somewhat warmer in Durham: highs are around 74°F and lows about 52°F. Finish up your sightseeing early on the 8th (Fri) so you can catch the flight to Hilton Head.

Things to do in Durham

Museums · Nature · Wildlife · Parks

Side Trip

Highlights from your trip

Hilton Head

— 3 nights
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Get in touch with nature at Fishing Charters & Tours and Sea Pines Forest Preserve. You'll explore the less-touristy side of things at Folly Field Beach Park and Spas. The adventure continues: take a stroll through Old Town Bluffton, take in the architecture and atmosphere at The Church of the Cross, and examine the collection at Coastal Discovery Museum.

To see reviews, traveler tips, photos, and other tourist information, use the Hilton Head trip tool.

You can fly from Durham to Hilton Head in 5 hours. Other options are to drive; or do a combination of train and bus. Traveling from Durham in October, expect somewhat warmer with lows of 62°F in Hilton Head. Wrap up your sightseeing on the 11th (Mon) to allow time to drive back home.

Things to do in Hilton Head

Outdoors · Wildlife · Parks · Spas

Side Trip

United States travel guide

4.5
Specialty Museums · Beaches · History Museums
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.