Spring Ahead!
Springtime Whimsy, Timeless Traditions & Quirky Adventures
Featured Events
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22
Mar
2025
Afternoon Tea: Get LuckyRepeating Event
Casting Whimsy
203 N Madison St, Woodstock, IL
26
Mar
2025
Painting Party at the Woodstock Opera House (Spring Themed)
Stage Left
125 W Van Buren St. Woodstock, IL 60098
29
Mar
2025
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
19
Apr
2025
2025 Easter Eggstravaganza Hunt
Woodstock Square
121 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
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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Featured
Weird & Wonderful Things in Woodstock: Part 2
Featured
Weird & Wonderful Things in Woodstock: Part 1
Featured
Celebrate National Margarita Day in Woodstock
Day Trip
How to Spend Your Galentine’s Day in Woodstock
Date Night
Romantic Spots for a Cocktail in Woodstock, Illinois
Featured
Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL