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01
May
2025
Nashville Recording Artist Dylan Raymond
Benton Street Tap
219 N. Benton Street, Woodstock IL
09
May
2025
The Stinky Cheese Man and Other Fairly Stupid Tales
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
13
May
2025
Author Event with Christina Clancy
Stage Left
125 W Van Buren St. Woodstock, IL 60098
24
May
2025
Melissa O’Leary Memorial Splash Bash 5k & Family Water Run
Woodstock Water Works
1313 Kishwaukee Valley Rd., Woodstock, IL 60098
24
May
2025
Mississippi Heat
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
31
May
2025
Sixtiesmania
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
News
12 Illinois Towns With Unforgettable Main Streets
Guess who just made the list of 12 Illinois Towns With Unforgettable Main Streets? (Spoiler: It’s us.) Our historic Square is the real main character—charming,Read More15 Charming Small Towns In Illinois That Will Make You Feel Like You’re In A Hallmark Movie
Woodstock, IL was featured in Family Destination Guide’s article about charming small towns! Check out the article below: Family Destinations Guide – 15 Charming SmallRead MoreChicago Tribune Road Trip
Woodstock, IL was featured in Chicago Tribune’s Road Trip section! Check out the article below: Woodstock, IL – Chicago Tribune Road TripRead MorePlan Your Trip
Plan your next day in Woodstock with our insider recommendations to experience the best that Woodstock has to offer.
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Weird & Wonderful Things in Woodstock: Part 2
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Weird & Wonderful Things in Woodstock: Part 1
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Celebrate National Margarita Day in Woodstock
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How to Spend Your Galentine’s Day in Woodstock
Date Night
Romantic Spots for a Cocktail in Woodstock, Illinois
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Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL