
EVENT DETAILS
Winchester Fall Fest Chili Cook-Off 2026
Sat, Oct 24
|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?!


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
