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  • CASA Color Run

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    CASA Color Run Saturday, June 6th | 8:00 AM The CASA Color Run is a fun, family-friendly 5K! Walk, jog or sprint - anything is fine so long as you […]

  • Sycamore City-Wide Garage Sales

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    Join us for our annual city wide garage sales! Cruise around Sycamore, June 11 through June 13 to shop our city wide garage sales. While in town stop by and […]

  • America 250 Celebration

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    Commemorate the 250th anniversary of the signing of the Declaration of Independence at the One County, One Nation: America 250 Ceremony on July 8 from 3:00–6:00 PM at the DeKalb […]

  • SYCAMORE STEAM SHOW

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    27707 Lukens R in Sycamore Illnois 27707 Lukens Road, Sycamore, IL, United States

    Show Attractions The Sycamore Steam Show has so many amazing attractions that you really have to just come see it for yourself! Below we’ve featured a few of the attractions […]

  • Drone shot of downtown sycamore event

    Ribs, Rhythm & Brews Fest

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    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

    Downtown Sycamore Chalk Walk

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    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 […]

  • Fall Vintage Shop Hop

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    Hop around Sycamore this Fall enjoying the Vintage Shop Hop!

  • Ladies dressed as witches for Witches Night Out

    Witches Night Out

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    Sycamore, Illinois

    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 […]

  • Image of painted pumpkins on the lawn at the Sycamore Pumpkin Fest

    Sycamore Pumpkin Fest

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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 […]

  • Be who you want to be photo collage of people dressed up for halloween events

    Sycamore Pumpkin 10K Run & 1 Mile Family Fun Run

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    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! […]

  • Santa and Mrs. Claus at the Sycamore Moonlight Magic event

    Moonlight Magic

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    Downtown Sycamore

    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 […]

  • Walking with Santa event photo

    Walk With Santa

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    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 […]

  • Santa House

    Featured Santa House
    DeKalb County Courthouse Lawn 133 W State Street, Sycamore, IL, United States

    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 […]

  • Sycamore Winter Chocolate Walk

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    Sycamore, Illinois

    Bring your sweetheart or just your sweet tooth to Sycamore’s Winter Chocolate Walk on Thursday, December 10, from 4-8pm.  Enjoy decadent chocolate shopping stops and a chance to win one […]