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31
Oct
2025
Halloween on the Square
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
01
Nov
2025
Woodstock Farmers MarketWeekly
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
07
Nov
2025
An Evening with the Celebrity Housewives with “Delores Catania & Sonja Morgan”
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
08
Nov
2025
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
08
Nov
2025
An Evening with Jeff Daniels
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
20
Nov
2025
Creative Living Series: Tommy Walton
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
24
Nov
2025
Wine Pairing
Sofie's Whiskey & Wine
28
Nov
2025
Annual Lighting of the Square
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
30
Nov
2025
Cookies & Churros with Santa
Trademark Banquets
240 Throop Street, Woodstock, IL 60098
04
Dec
2025
Annual Ladies Night OutRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
05
Dec
2025
Wine, Chocolate and Cheese Pairing
Ethereal Confections
140 Cass St, Woodstock, IL 60098
07
Dec
2025
Carriage Rides on the Historic SquareRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
News
Hit Play on Summer in Woodstock
Real Woodstock just dropped a sun-soaked soundtrack to carry you through the season! Our Woodstock Summer 2025 Mixed Tape is packed with feel-good tunes perfect forRead More12 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 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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