Events

Welcome to the Sycamore Lions Club Cookie Crawl! Purchase a cookie container online to join the fun! DATE: September 12, 2026 TIME: 10 AM - 4PM CONTAINER PICKUP LOCATION: DeKalb County Courthouse - 133 W State Street Sycamore, IL from 9AM - 11AM At container pickup, receive a map marking all the cookie stations located […]

Join Blumen Gardens on September 12 & 13 for a weekend filled with seasonal shopping, pumpkins, mums, live music, handcrafted cocktails, local food, and beautiful fall inspiration. Sunday is their annual Family Day, featuring our Artist + Maker Market, petting zoo, face painting, glitter tattoos, and more. Free admission. Blumen Gardens403 Edward StreetSycamore, IL

Art in the Park     Sunday, October 6 | 11am-3pm Citizens Memorial Sports Complex, Good Tymes Shelter435 Airport Road, Sycamore FREE! Experience the beauty of art amongst the wonder of nature! View and purchase art | Food Trucks | Activities | and more. Presented in partnership with Jubilee

Be our guest for a magical morning at The Regale! Join Belle for a fun-filled brunch featuring story time, a special photo opportunity, a table activity, and plenty of princess-inspired fun. Each guest will enjoy brunch with tea and juice, along with a party favor to remember the morning. Sunday, September 27, 202610:00 AM – […]

Hop around Sycamore this Fall enjoying the Vintage Shop Hop!

Enjoy Brunch With The Sanderson Sisters! October 18 at 10am - 12pm at The Regale | 124 1/2 South California Street $45 Per Person. Tickets Include: Special Performance, Story Time & Interactions with The Sanderson Sisters, Photo Opportunity, Table Activities for Adults and Kids & a Party Favor. Brunch will be provided by MVP Sports […]

Experience one of Illinois' favorite fall traditions at the Sycamore Pumpkin Festival! Stroll through downtown filled with hundreds of decorated pumpkins, enjoy carnival rides, craft shows, delicious festival food, live entertainment, and fun for the whole family. 2026 Activities Wednesday – October 21st Pumpkin Check-in – Courthouse Lawn. 12 noon to 9 pm Hosted by the […]

Holiday Open House Evening Soirée at Blumen Gardens -- Thursday, November 12th *Ticketed Event* An Exclusive First Look at the Holidays Thursday, November 12th 4PM to 8PM | $20 Tickets On Sale on Thursday, October 1  Be among the first to experience the holidays at Blumen Gardens during an exclusive evening celebrating the beauty, warmth, […]

Experience the Magic of the Season Join us for a three-day celebration as we kick off the holiday season in true Blumen Gardens style! Our historic garden center will be transformed into a winter wonderland—featuring sparkling holiday décor, seasonal gifts, festive greenery, and more. Thursday, November 12th | 4PM to 8PM Holiday Open House Evening […]

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 across the county will create holiday magic throughout the evening.  Shops will stay open late for Moonlight Sales & Holiday Magic on Friday, November 20, […]

Bundle 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 Grinch. Admission is FREE. At 6pm the Sycamore Fire Department will escort Santa and Ms. Claus to the Sycamore Theater. We will then parade Santa […]

🍫 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 shopping, delicious chocolate treats, and festive fun as you explore participating businesses throughout Sycamore. Indulge in a variety of decadent chocolate desserts while checking off […]

Join 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 miss! From cozy cafés to award-winning restaurants, Sycamore’s vibrant dining scene is serving up something special just for you. What to Expect:Indulge in exclusive menus, […]