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Springtime Whimsy, Timeless Traditions & Quirky Adventures
Featured Events
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25
Apr
2025
Alice’s 5-Course Pairing Menu
Casting Whimsy
203 N Madison St, Woodstock, IL
25
Apr
2025
Firelight Family Walk
Merryman Fields
2800 Raffel Road, woodstock IL
25
Apr
2025
Assisted Living The Musical
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
26
Apr
2025
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
26
Apr
2025
Independent Bookstore Day
Read Between the Lynes
111 E Van Buren St, Woodstock, IL 60098
26
Apr
2025
Assisted Living The Musical
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
27
Apr
2025
Mayhem Poets
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
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
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 1
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Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL