Music in the Garden at MVPs
MVP Sports Bar 124 S California Street, Sycamore, IllinoisLive music in the garden with JJ Smith Band
Evening Soirée – Holiday Open House at Blumen Gardens
vening Soirée – Holiday Open House at Blumen Gardens Date: Thursday, November 7th Time: 4:00 PM – 8:00 PM Location: Blumen Gardens 403 Edward Street Sycamore, IL Join us for […]
Jack Whittle LIVE
Jack Whittle Live at PJ's Courthouse Tavern
Stop. Drop. Rewind. LIVE
Live at PJ's Courthouse Tavern
Moonlight Magic
Downtown SycamoreWatch storefront windows “come alive” as local arts, theater and dance groups perform from 6 to 8pm. Arts and entertainment groups from all over the county will be participating. All […]
Shop Small Crawl
hoppers are encouraged to visit as many businesses over the course of the four days for a chance to win gift cards. For every 5 businesses you visit and get […]
Walk With Santa
Downtown SycamoreBundle up and bring the entire family downtown Sycamore on Friday, December 6!! Join us as we welcome Santa to Sycamore. At 4:50p.m. a double feature of the 1966 version […]
Sycamore Winter Chocolate Walk
Sycamore, IllinoisBring your sweet heart or just your sweet tooth to Sycamore’s Winter Chocolate Walk on Thursday, December 12, from 4-8pm. Enjoy decadent chocolate shopping stops and a chance to win […]
Sycamore’s Eat Week
Sycamore, IllinoisJoin us for Sycamore’s Eat Week - January 20 through January 26 2025 We are pleased to highlight our culinary excellence as well as family fun dining by offering an […]
Sycamore Community Expo & Hiring Fair
Sycamore Park District Community Center 480 S. Airport Road, Sycamore, IL, United StatesJoin us for this year's Sycamore Community Expo! The Sycamore Chamber and the Sycamore Park District are teaming up to present the 2025 Sycamore Community Expo & Hiring Fair. THINK […]
Taste of Spring
Historic Downtown SycamoreEnjoy an evening of wine, tasty treats, & friends in Sycamore. We look forward to hosting you during this very special evening! There's nothing like friends & folly to kick […]
Dirty Bird’s Annual Cruise Night
Join us for a classic car show, live music, food trucks, and ice cold beer! Free event in downtown Sycamore hosted by The Dirty Bird. Visit https://www.thedirtybird815.com/projects-3 for details.
The 24th Annual Fizz Ehrler Memorial Turning Back Time Car Show
Sunday, July 25, 2025 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 […]
Ribs, Rhythm & Brews Fest
Join us on August 23, 2025! Bigger and better than ever! More ribs, beer and music! The Fest will be held August 23 from 4 pm to 10 pm downtown […]
Downtown Sycamore Chalk Walk
Downtown Sycamore Chalk Walk Date: September 13Time: 9:00 AM - 4:00 PMRegistration Opens early August! Join us for the inaugural Downtown Sycamore Chalk Walk, a vibrant celebration of creativity and […]
Fall Vintage Shop Hop
CALL THE GIRLS! CLEAN OUT THE TRUNK! HIT THE ROAD! It's the BEST. ROAD TRIP. EVER. for you and your road trip buddies!!!! Shop owners roll out the red carpet […]
Witches Night Out
Sycamore, IllinoisJoin 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 […]
Sycamore Pumpkin Fest
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 […]
Sycamore Pumpkin 10K Run & 1 Mile Family Fun Run
The 46th Annual Sycamore Pumpkin 10K Road Race will be held on Sunday, October 27, 2024! JOIN US THIS YEAR FOR OUR SECOND ANNUAL SYCAMORE PUMPKIN 1 MILE FUN RUN! […]