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
01 - 23
Dec
2025
Santa Hut Visits
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
21
Dec
2025
Carriage Rides on the Historic SquareRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
31
Dec
2025
New Year’s Eve Bash with Felix and Fingers
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
03
Jan
2026
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
18
Jan
2026
Frozen Cocoa Hour
Old Courthouse Center
101 N Johnson St., Woodstock, IL 60098
02
Feb
2026
Groundhog Days – Prognostication
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
04
Feb
2026
Frindle
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
07
Feb
2026
12
Feb
2026
Valentine’s Dinner
Emerson & Oliver
140 Cass St Basement, Woodstock, IL 60098
13
Feb
2026
Galentine’s 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 Hobbyist
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Holiday Gift Shopping Guide for: The Vintage Lover
Fall Hikes
Celebrate National Take a Hike Day: Explore Woodstock’s Scenic Fall Trails