27 days in Woodstock & Saint Louis Itinerary

27 days in Woodstock & Saint Louis Itinerary

Created using Inspirock United States tour planner

Make it your trip
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Woodstock
— 16 nights
Drive to Chicago O'Hare International Airport, Fly to Saint Louis
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Saint Louis
— 10 nights

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Woodstock

— 16 nights
Woodstock is a city in and the county seat of McHenry County, Illinois, United States, located 51mi northwest of Chicago. Family-friendly places like Discovery Center Museum and Nicholas Conservatory and Gardens will thrill your kids. You'll find plenty of places to visit near Woodstock: Rockford (Rockford Art Museum, Anderson Japanese Gardens, &more), The Apple Hut (in Beloit) and Janesville (Wisconsin Wagon Company & Rotary Botanical Gardens). And it doesn't end there: relax and rejuvenate at some of the best spas, enjoy some diversion at Timber Lake Playhouse, walk around Krape Park, and examine the collection at Kenosha Public Museum.

For reviews, more things to do, where to stay, and tourist information, read Woodstock travel route builder tool.

Use the Route module to see travel options from your home to Woodstock. In December, daytime highs in Woodstock are 34°F, while nighttime lows are 20°F. Wrap up your sightseeing on the 1st (Fri) early enough to travel to Saint Louis.

Things to do in Woodstock

Parks · Museums · Outdoors · Nature

Side Trips

Saint Louis

— 10 nights

Gateway to the West

Test the local claim that Saint Louis is second only to Washington, D.C. in the number of free activities available by spending your holiday exploring the city's central neighborhoods, famous for their restored century-old red-brick buildings.
Kids will enjoy Missouri Botanical Garden and Forest Park. Explore the numerous day-trip ideas around Saint Louis: Elephant Rocks State Park (in Belleview), Springfield (Dana-Thomas House & Abraham Lincoln Presidential Library and Museum) and Missouri Artists on Main Gallery (in Saint Charles). There's lots more to do: learn about wildlife with up-close encounters at Saint Louis Zoo, pause for some serene contemplation at Cathedral Basilica of Saint Louis, engage your brain at Myseum, and explore the engaging exhibits at The Magic House, St. Louis Children's Museum.

To see more things to do, ratings, where to stay, and other tourist information, refer to the Saint Louis vacation builder tool.

The Route module can help you plan travel from Woodstock to Saint Louis. Traveling from Woodstock in January, expect Saint Louis to be somewhat warmer, temps between 41°F and 23°F.

Things to do in Saint Louis

Museums · Parks · Historic Sites · Childrens Museums

Side Trips