Events

Join us for Sycamore’s Eat Week - January 19 through January 25 2026 Get ready to treat your taste buds during Sycamore Eat Week—a culinary celebration you won’t want to […]

Taste of Spring returns to downtown Sycamore for an evening of wine, shopping, and springtime charm!  Guests will enjoy a self-guided wine tasting experience throughout downtown, visiting participating businesses listed […]

Sunday, July 26, 2026 The Fizz Ehrler Memorial Car Show comes to Downtown Sycamore once again this summer!!! Join us! Nearly 1000 cars from drag racing to street performance including […]

Join us on August 22, 2026! Bigger and better than ever! More ribs, beer and music! The Fest will be held August 22 from 4 pm to 10 pm downtown […]

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! […]