Holiday Horse-Drawn Carriage Rides on the Woodstock Square

Experience the magic of the holiday season in Woodstock, voted the Most Festive Christmas Town in Illinois!

Take in the lights, charming storefronts, and festive atmosphere of the Historic Woodstock Square with a nostalgic horse-drawn carriage ride! It's a wonderful way to slow down, enjoy the sights, and make lasting holiday memories with family and friends.

These festive carriage rides are proudly provided by the City of Woodstock and the Woodstock Area Chamber of Commerce & Industry, bringing a little extra holiday magic to our community!

Dates, Time & Location

Dates: Sundays, December 6, 13 & 20, 2026
Time: 2:00–4:30 PM
Location: Historic Woodstock Square, Downtown Woodstock, IL
Pick-Up Location: In front of the Woodstock Opera House, 121 W. Van Buren Street, Woodstock, IL 60098

Important Information

Carriage rides are offered on a first-come, first-served basis and are a popular holiday tradition! We encourage guests to dress warmly, grab a hot beverage from a local business, and be prepared to wait outdoors.

Please note:

• Rides end promptly at 4:30 PM. To protect the health and well-being of the horses, their workday is limited to 2½ hours. Rides will end at the scheduled time, even if guests are still waiting in line.

• Weather permitting. Carriage rides will be canceled if temperatures drop below 25°F or if rain, ice, or snow is forecast during travel times.

• Show your driver some holiday cheer! Tips are greatly appreciated and are a wonderful way to thank your driver for helping make this holiday tradition special.

Bundle up, bring your holiday spirit, and experience the charm of Christmas in Woodstock from a whole new perspective