Embrace the Season...
Enchanting Lights, Carriage Rides, Classic Holiday Charm, and Cozy Hideaways.
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Christmas Tree Walk
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
Annual Gingerbread House Walk
Old Courthouse Center
101 N Johnson St., Woodstock, IL 60098
Santa Hut Visits
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
The Nutcracker BalletRepeating Event
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
Woodstock Indoor Farmers MarketRepeating Event
Carriage Rides on the Historic SquareRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
Dueling Pianos New Year’s Bash
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
Annual Ladies Night OutRepeating Event
Woodstock Square
121 Van Buren St. Woodstock, IL 60098
News
15 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 MoreThe Travel lists Woodstock in ‘Don’t Miss The Most Beautiful Town Squares In The U.S.’
Read 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 Shopping Gift Guide for: The Child At Heart
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Holiday Shopping Gift Guide for: The Hobbyist
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Holiday Shopping Gift Guide for: The One-of-a-Kind and Handmade
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Holiday Shopping Gift Guide for: The Home Decorator
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Holiday Shopping Gift Guide for: The Vintage Lover
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Holiday Shopping Gift Guide for: The Fashionista
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Holiday Shopping Gift Guide for: The Bookworm
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Holiday Shopping Gift Guide for: The Foodie
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Experience Holiday Magic at Woodstock Opera House
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Experience the Magic of Winter in Woodstock, Illinois: Holiday Lights, Festivities, and Local Charm