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The Sycamore Pumpkin Festival takes place in downtown Sycamore, Illinois, with hundreds of Pumpkins on the Historic DeKalb County Courthouse Lawn, Fall Food Vendors, Carnivals, Craft Shows, and FREE FAMILY FUN […] 
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The 47th Annual Sycamore Pumpkin 10K Road Race will be held on Sunday, October 26, 2025! JOIN US THIS YEAR FOR OUR SECOND ANNUAL SYCAMORE PUMPKIN 1 MILE FUN RUN! […] |
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Holiday Evening Soirée – Holiday Open House at Blumen GardensThursday, November 6, 20254 – 8 PMJoin us for a magical evening as we kick off the holiday season in true […] |
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Holiday Open House at Blumen Gardens Friday, November 7th – Sunday, November 9thDaily | 9:00 AM – 4:00 PM Experience the Magic of the Season Join us for a three-day […] |
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Moonlight Magic – Holiday Kickoff in Downtown Sycamore Watch downtown storefronts “come alive” as local arts, theater, and dance groups perform from 6–8 PM. Talented artisans, musicians, and performers from […] |
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Holiday Artist & Maker Market at Blumen Gardens Get into the festive spirit at our Holiday Artist & Maker Market at Blumen Gardens! Wander through our enchanting indoor and outdoor […] |
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5th Annual Shop Small Crawl: Friday, November 28th-Monday, December 1st Get ready for a shopping adventure like no other! Join us for the Shop Small Crawl and discover the hidden gems […] |
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Bundle up and bring the entire family downtown Sycamore on Friday, December 5, 2025!! Join us as we welcome Santa to Sycamore. At 4pm the Sycamore Theater will be featuring […] |
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Santa 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 […] |
Holiday Open House – Evening Soiree
Moonlight Magic
Holiday Artist & Makers Market
Shop Small Crawl
Shop Small Crawl
Shop Small Crawl
Shop Small Crawl
