15 days in United States Itinerary

15 days in United States Itinerary

Created using Inspirock United States journey planner

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Route & dates

15 days in United States Itinerary

Start: Chicago
1
Chicago
— 3 nights
Fly:  3​h 15​min
2
Lexington
— 3 nights
Fly:  3​h
3
Washington DC
— 4 nights
Drive:  2​h 45​min
4
Williamsburg
— 3 nights
Drive:  2​h 15​min
5
Charlottesville
— 1 night
Fly:  4​h
End: Chicago

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, historic sites, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, appreciate the extensive heritage of Millennium Park, and examine the collection at The Field Museum.

For traveler tips, where to stay, reviews, and tourist information, use the Chicago day trip planning site .

Use the Route module to find suitable travel options from your home destination to Chicago. In July, daily temperatures in Chicago can reach 83°F, while at night they dip to 67°F. Wrap up your sightseeing on the 18th (Thu) to allow time to travel to Lexington.

Things to do in Chicago

Museums Childrens Museums Parks
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Wrigley Field ©
Wrigley Field

3
nights
Lexington

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Explore Lexington's surroundings by going to Kentucky Artisan Distillery (in Crestwood), Claiborne Farm (in Paris) and Louisville Mega Cavern (in Louisville). Next up on the itinerary: admire all the interesting features of Old Friends at Dream Chase Farm, immerse yourself in nature at Kentucky Horse Park, see the interesting displays at Hunt–Morgan House, and indulge your thirst for a good beer at Lexington Brewing & Distilling Co..

For other places to visit, maps, ratings, and more tourist information, go to the Lexington journey planner .

Traveling by flight from Chicago to Lexington takes 3.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In July, plan for daily highs up to 85°F, and evening lows to 67°F. Cap off your sightseeing on the 21st (Sun) early enough to travel to Washington DC.

Things to do in Lexington

Nature Parks Museums

Side Trips

Old Friends at Dream Chase Farm, Claiborne Farm, William Whitley House, Kentucky Artisan Distillery, Louisville Mega Cavern
Highlights from your plan
Claiborne Farm ©
Claiborne Farm
Old Friends at Dream Chase Farm ©
Old Friends at Dream Chase Farm
Keeneland ©
Keeneland

4
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Washington DC is known for museums, historic sites, nightlife, zoos & aquariums, and parks. Your plan includes some of its best attractions: examine the collection at National Air and Space Museum, pause for some photo ops at Vietnam Veterans Memorial, get a sense of history and politics at Library of Congress, and get a new perspective on nature at Smithsonian National Museum of Natural History.

To find where to stay, more things to do, photos, and other tourist information, read Washington DC trip itinerary builder .

Fly from Lexington to Washington DC in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Lexington in July, plan for a bit warmer nights in Washington DC, with lows around 73°F. Finish your sightseeing early on the 25th (Thu) so you can drive to Williamsburg.

Things to do in Washington DC

Museums Parks Nature

Side Trip

Arlington
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
National Gallery of Art ©
National Gallery of Art

3
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Plan for a day of cool, family-friendly fun on the 27th (Sat) at Busch Gardens Williamsburg. There's lots more to do: contemplate the long history of Colonial Williamsburg, take a tour of Jamestown Settlement, take in the architecture and atmosphere at Bruton Parish Episcopal Church, and explore the world behind art at Abby Aldrich Rockefeller Folk Art Museum.

For ratings, photos, where to stay, and tourist information, you can read our Williamsburg day trip planning site .

You can drive from Washington DC to Williamsburg in 3 hours. Alternatively, you can take a bus; or take a train. In July in Williamsburg, expect temperatures between 91°F during the day and 73°F at night. Wrap up your sightseeing on the 28th (Sun) to allow time to drive to Charlottesville.

Things to do in Williamsburg

Historic Sites Museums Theme Parks
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Historic Jamestowne ©
Historic Jamestowne

1
night
Charlottesville

Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
On the 29th (Mon), sample some tasty brews at a beer tour and tasting, then stop by C'ville Arts: A Cooperative Gallery, and then take in nature's colorful creations at Monticello.

Plan a Charlottesville trip in moments using our itinerary builder.

Traveling by car from Williamsburg to Charlottesville takes 2.5 hours. Alternatively, you can take a bus. Traveling from Williamsburg in July, Charlottesville is slightly colder at night with lows of 68°F. Wrap up your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in Charlottesville

Tours Historic Sites Parks
Highlights from your plan
Beer Tastings & Tours
Monticello ©
Monticello

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