Last updated: November 11, 2024
Unwrap the festive magic of Woodstock with our detailed event guide. From long-time residents to new arrivals, our guide reveals the festive wonders of Woodstock.
Popular events this holiday season include the delightful Cookies & Churros with Santa, where families can enjoy sweet treats while sharing their wishes with Santa himself. The enchanting Christmas Tree Walk transforms the town into a winter wonderland, showcasing beautifully decorated trees that capture the spirit of the season. And the Horse-Drawn Carriage Rides are something you definitely don't want to miss, providing a charming way to experience the sights and sounds of Woodstock during Christmas. See more details on these and other fun events and activities below!
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Woodstock Holiday Light Displays
Christmas Tree Walk
- What to Expect
- Decorated tree display at the Woodstock Opera House.
- Description
- The Christmas Tree Walk at the Woodstock Opera House features a beautifully decorated tree display from November 24 to December 31, offering a serene and festive atmosphere.
- Where
- Woodstock | More Info : Christmas Tree Walk
Horse-Drawn Carriage Rides
- What to Expect
- Historic horse-drawn carriage rides through beautifully lit streets.
- Description
- Take a leisurely ride through historic Woodstock's brick-paved streets and enjoy the tens-of-thousands of lights illuminating the festive atmosphere.
- Where
- Woodstock | More Info : Horse-Drawn Carriage Rides
Lighting of the Square
- What to Expect
- Community gathering featuring a grand light display and live performances.
- Description
- The Lighting of the Square transforms the heart of Woodstock into a vibrant display of lights and seasonal cheer. Families gather to witness the grand illumination, complemented by live performances, local vendors, and holiday treats. This event fosters a sense of community spirit as attendees celebrate the joys of the season together.
- Where
- Woodstock | More Info : Lighting of the Square
Woodstock Holiday Markets and Shopping
Ladies Night Out
- What to Expect
- Complimentary tote bags and local deals.
- Description
- Join us for Woodstock's annual Ladies Night Out tradition, where you can shop and sip your way around the festively-lit Woodstock Square with your favorite friends and family. Enjoy seasonal music, live performances, and local deals. This delightful evening will feature a complimentary tote bag and coupon book, along with the famous Ladies Night Out lidded cup.
- Where
- Woodstock | More Info : Ladies Night Out
Woodstock Holiday Shows and Entertainment
White Christmas the Musical
- What to Expect
- Classic holiday musical with Irving Berlin's iconic songs.
- Description
- White Christmas the Musical is a classic holiday production featuring Irving Berlin's timeless songs and a heartwarming story of love and friendship.
- Where
- Woodstock | More Info : White Christmas the Musical
The Nutcracker Ballet
- What to Expect
- World-class ballet performance with elaborate sets and costumes.
- Description
- The Nutcracker Ballet, presented by Judith Svalander Ballet School, brings Tchaikovsky's world-renowned music to life on the Woodstock Opera House stage. Witness Clara's journey through a realm of fantasy with the school's talented ballet company.
- Where
- Woodstock | More Info : The Nutcracker Ballet
Annual Christmas Parade
- What to Expect
- Community celebration featuring floats and performances by local schools and groups.
- Description
- The Annual Christmas Parade in Woodstock, IL, showcases community spirit with colourful floats, local school marching bands, and festive performances. Participants of all ages unite to celebrate the holiday season, creating a lively atmosphere filled with cheer and camaraderie. The parade weaves through the streets, drawing spectators who revel in the traditions and lively displays.
- Where
- Woodstock | More Info : Annual Christmas Parade
Woodstock Other Holiday Activities
Cookies & Churros with Santa
- Free cookies and churros with Santa.
- Join the Woodstock Area Chamber of Commerce and Industry for a free event featuring cookies, churros, and Santa. Enjoy this festive gathering immediately after the Annual Woodstock Christmas Parade.
- Woodstock | More Info : Cookies & Churros with Santa
Gingerbread Houses
- What to Expect
- Custom gingerbread house decorating with endless supplies and hot chocolate.
- Description
- Celebrate the holiday season with your child by designing and decorating your very own gingerbread house. Our experienced instructors will guide you through every step, ensuring a fun and memorable experience for all.
- Where
- Bannockburn | More Info : Gingerbread Houses