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EVENT DETAILS

Winchester Fall Fest Chili Cook-Off 2026

Sat, Oct 24

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Apple Blossom Mall

Join us October 24, 2026 at Apple Blossom Mall for the first annual Fall Festival featuring the sought after CHILI COOK-Off celebration featuring business sponsors and vendors, wine, live music, local bands, food trucks, food vendors, and entertainment for the entire family! Did we mention CHILI?!

Winchester Fall Fest Chili Cook-Off 2026
Winchester Fall Fest Chili Cook-Off 2026

Time & Location

Oct 24, 2026, 11:00 AM – 6:00 PM

Apple Blossom Mall, 1850 Apple Blossom Dr, Winchester, VA 22601, USA

About the event

Inaugural Fall Fest and Chili Cook-Off kicks off on October 24, 2026 at APPLE BLOSSOM MALL!


Enjoy a full day of:

  • Delicious bites from local food trucks and specialty food vendors

  • Live music and performances from talented local bands

  • Wine tasting

  • Interactive vendor booths and business sponsors showcasing local services and products


Tickets

  • Event SPONSOR

    An organization that provides financial and/or in-kind support to help fund and elevate the event while receiving brand exposure, on-site visibility, and direct engagement with attendees.

    $3,000.00

    +$75.00 ticket service fee

  • Stage SPONSOR

    The exclusive partner supporting the main entertainment stage, helping bring live music and performances to life while receiving prominent brand recognition throughout all stage programming.

    $1,500.00

    +$37.50 ticket service fee

  • Platinum Vendor

    Our highest vendor tier offering premium, high-visibility placement within the event footprint. Platinum Vendors receive expanded booth space, allowing for larger displays, interactive elements, and a more dynamic brand presence throughout the festival.

    $700.00

    +$17.50 ticket service fee

  • Gold Vendor

    A premium vendor level featuring high-visibility placement within the festival layout and booth space up to 10’ x 20’. This tier provides excellent exposure and ample room for branded displays, product showcases, or interactive engagement.

    $500.00

    +$12.50 ticket service fee

  • Silver Vendor

    Includes a 10’ x 10’ booth space within the festival footprint, offering a strong presence and access to high attendee traffic. Ideal for businesses seeking effective exposure and community engagement.

    $400.00

    +$10.00 ticket service fee

  • Bronze Vendor

    A 10’ x 10’ booth space providing accessible participation and meaningful community engagement at an affordable investment level.

    $200.00

    +$5.00 ticket service fee

  • Crafter / Artisan Vendor

    Includes a 10’ x 10’ booth space within the event footprint, reserved for vendors offering handcrafted, original, or artisan-made products. This level provides an accessible opportunity for creative entrepreneurs to engage directly with attendees and showcase their work.

    $100.00

    +$2.50 ticket service fee

  • Food vendor SPONSOR LOCATION

    High visibility and promotion. You will be near entertainment and high traffic area.

    $700.00

    +$17.50 ticket service fee

  • Standard Food Vendor

    Food trucks and food vendors. Standard placement. Collect your own proceeds and keep. This is NOT a ticketed event.

    $250.00

    +$6.25 ticket service fee

  • Chili Cook-Off Contestant

    Think you have the best chili around? Enter our Fall Festival Chili Cook-Off - it’s free to participate! Contestants must provide a valid County health permit (we can assist with the application process). Compete for cash prizes, recognition, and serious bragging rights!

    $0.00

Total

$0.00

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