Events
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Walk With Santa
FeaturedBundle up and bring the entire family downtown Sycamore on Friday, December 4, 2026! Join us as we welcome Santa to Sycamore. At 4pm the Sycamore Theater will be The […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Sycamore Winter Chocolate Walk
FeaturedSycamore, Illinois Sycamore, IL, United States🍫 Calling all chocolate lovers! ❤️ Bring your sweetheart or just your sweet tooth to Sycamore's Winter Chocolate Walk on Thursday, December 10, from 4:00–8:00pm! Enjoy an evening of holiday […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Santa House
Featured Santa HouseDeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United StatesSanta takes time off from his workshop to vacation in Sycamore during the holiday season. His “vacation home” is located on the courthouse lawn and is open for visitors starting […]
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Sycamore’s Eat Week
FeaturedSycamore, Illinois Sycamore, IL, United StatesJoin us for Sycamore’s Eat Week - January 18 through January 24, 2026 Get ready to treat your taste buds during Sycamore Eat Week—a culinary celebration you won’t want to […]
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2027 Sycamore Community Expo & Job Fair
FeaturedThis year's Sycamore Community Expo & Job Fair was an exciting day that featured 50 nearly local businesses! The Sycamore Chamber and the Sycamore Park District teamed up to present […]
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Taste of Spring
FeaturedHistoric Downtown SycamoreTaste of Spring 2026 was one for the books! With tickets officially sold out, downtown Sycamore was buzzing with energy for a fabulous, fun-filled evening celebrating the season. Guests strolled […]
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Ribs, Rhythm & Brews Fest
FeaturedJoin us on August 28, 2027! Get ready for an unforgettable evening of award-winning ribs, craft beer, and live music at Ribs, Rhythm & Brews! Join us on Saturday, August […]
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Downtown Sycamore Chalk Walk
FeaturedDowntown Sycamore Chalk Walk Date: September 18Time: 9:00 AM - 3:00 PM Artist registration to open mid-July 2027. Join us for our annual Downtown Sycamore Chalk Walk, a vibrant celebration […]
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Witches Night Out
FeaturedSycamore, Illinois Sycamore, IL, United StatesJoin us my pretties for a WICKED event! Grab a few of your favorite witches for a fun shopping event in Sycamore. Your ticket will include a mystery gift, spell card lanyard (list […]
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Sycamore Pumpkin 10K Run & 1 Mile Family Fun Run
FeaturedThe 49th Annual Sycamore Pumpkin 10K Road Race will be held on Sunday, October 31, 2027! JOIN US THIS YEAR FOR OUR THIRD ANNUAL SYCAMORE PUMPKIN 1 MILE FUN RUN! […]






