Events

Downtown Sycamore Chalk Walk Date: September 12Time: 10:00 AM - 4:00 PMArtist's registration opens in July! Join us for our annual Downtown Sycamore Chalk Walk, a vibrant celebration of creativity […]

Hop around Sycamore this Fall enjoying the Vintage Shop Hop!

Join 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  souvenir goblet, spell card (list […]

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 […]

The 48th Annual Sycamore Pumpkin 10K Road Race will be held on Sunday, October 25, 2026! JOIN US THIS YEAR FOR OUR SECOND ANNUAL SYCAMORE PUMPKIN 1 MILE FUN RUN! […]