Merry & Bright
Frosty Fun, Twinkling Lights, Warm Traditions
Featured Events
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28 - 27
Nov - Dec
2025
Christmas Tree Walk
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
28 - 21
Nov - Dec
2025
Annual Gingerbread House Walk
Old Courthouse Center
101 N Johnson St., Woodstock, IL 60098
30
Nov
2025
Cookies & Churros with Santa
Trademark Events
240 N. Throop Street, Woodstock, IL 60098
01 - 23
Dec
2025
Santa Hut Visits
Woodstock Square
121 Van Buren St. 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
06
Dec
2025
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
07
Dec
2025
Carriage Rides on the Historic SquareRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
11
Dec
2025
Creative Living Series: Shelby Van Pelt
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
13
Dec
2025
Tinsel & Treasures Holiday MarketDaily
Woodstock Square Mall
110 Johnson St., Woodstock, IL 60098
13
Dec
2025
Confections Class
Ethereal Confections
140 Cass St, Woodstock, IL 60098
13
Dec
2025
Gilmore Girls Inspired Winter Cookie Workshop
Ethereal Confections
140 Cass 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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Holiday Gift Shopping Guide for: The Bookworm
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Six Gourmet Finds to Elevate Your Thanksgiving Table in Woodstock, IL
Fall Hikes
Celebrate National Take a Hike Day: Explore Woodstock’s Scenic Fall Trails
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Holiday Gift Shopping Guide for: The Foodie