Heart of Winter
Cozy Cafes, Sweet Treats, Local Love
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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
14
Feb
2026
Woodstock Indoor Farmers MarketRepeating Event
All Seasons Orchard
14510 IL Route 176, Woodstock, IL
19
Feb
2026
Creative Living Series: Leigh Omilinsky
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
06
Mar
2026
Mira Sorvino
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
14
Mar
2026
The Best of The Second City!
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
15
Mar
2026
Shamrock Shuffle Family Walk
Emricson Park
900 South St., Woodstock, IL 60098
19
Mar
2026
Creative Living Series: Joseph Luzzi
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
20
Mar
2026
Bean to Bar Class
Ethereal Confections
140 Cass St, Woodstock, IL 60098
21
Mar
2026
The Cleverlys LIVE
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
11
Apr
2026
Cirque Us – One Man’s Trash
Woodstock Opera House
121 Van Buren St. Woodstock, IL 60098
16
Apr
2026
Creative Living Series: David Maraniss
Woodstock Opera House
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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Fall Hikes
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