FRIENDS OF MAIN STREET
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Exhibitor Application

​Saturday, September 27, 2025 | 10am-3pm | Main Street (Rte 44) |
Downtown Winsted, CT
​
  • Set Up Time:  8:30 am to 9:30 am.
  • Inclement Weather:  This is an outdoor event (weather permitting). There are no refunds.
  • Festival Area: The festival area begins at Case Avenue to Union Street.  The Car Show continues down Main Street to High Street – the two northbound lanes.
The Fall Foliage Festival is a terrific opportunity to sell your wares, showcase your business, or promote your cause or organization to Winchester and surrounding town residents and visitors exploring the fall foliage in beautiful Litchfield Hills. Our spectacular Car Show brings many additional patrons from around the state.  There is free parking and a free shuttle helping patrons experience the entire festival from one end to the other - also wheelchair accessible. Book your space today!
Picture
BOOTH SPACE SIZES/RATES
Winsted/Winchester-Based
​ Businesses 
​
Non-Winsted-Based
​ Businesses 
Non-Winsted Food Vendors
 12 x 12  Booth ($25) 
12 ​x 12 Booth ($50)
12 x 12 Booth ($75)
​12 x 24 ​Booth ($40)
 12 x 24 Booth ($80)
 12 x 24 Booth ($125)
 
 
12 x ​36 Booth ($175)
Instructions:
Please follow Step 1, click "SUBMIT," where you will automatically be taken to Step 2 - Payment.
​You will have the option to pay either online or by check. Payment is due immediately to secure your space. 
​
You will receive a confirmation once your payment has been received 

    Step 1. Vendor Application

    Max file size: 20MB
Submit
VENDOR INFORMATION & INSTRUCTIONS

​Contact: Friends of Main Street | [email protected]
​
✔️ Set-Up & Check-In
  • Set-Up Time: 8:30 am – 9:30 am
  • Entrance: Case Avenue only
  • Check-In Deadline: 9:00 am — no call/no show vendors will forfeit their booth space
✔️ Festival Area
  • Vendors are set up from Case Avenue to the YMCA
  • Booths assigned by Friends of Main Street (FOMS)
  • Vendors may not switch spaces without permission
✔️ Political Messaging
  • Allowed only in the Festival area (not in the Car Show area)
  • Space is purchased by political parties or candidates for voter education and to encourage voter participation.
✔️ Booth & Equipment  
  • Tents are strongly recommended and must be weighted and secured by one of the three methods to the right –>>
  • Stay within booth boundaries
  • Vendors provide their own: Tents, Tables & chairs
  • Vehicles cannot be parked alongside booths
✔️ Electricity & Generators
  • No electricity available
  • Notify FOMS in advance if using a generator
✔️ Food Vendor Requirements
  • Email Health Department permits from Torrington Area Health District (http://www.tahd.org)  by September 6th​
✔️ Parking
  • Free vendor parking within walking distance on Center Street - no vehicles next to booth
✔️ Trash & Cleanliness
  • Vendors are responsible for their own trash removal and booth cleanliness
✔️ Licenses & Insurance (see resources below)
  • Vendors must have all required licenses/permits
  • Insurance Requirement:
    • Affordable Short-Term Event Insurance For Artisan/Crafters (below)
    • Add Friends of Main Street Winsted-Winchester Inc. as additional insured
    • Email certificate to [email protected] at least 5 days prior
✔️ Breakdown & Closing
  • No breakdown before 3:00 pm
  • Vehicles may only re-enter the Festival area when directed by Winsted Police
✔️ Weather & Refunds
  • Outdoor, weather-permitting event, No refunds for cancellations due to weather
✔️ Right to Deny
      FOMS reserves the right to deny participation for:
  • Missing deadlines, rule violations, failure to pay in full or lack of proper licenses/insurance

✅ Thank you for being part of the Fall Foliage Festival!
We appreciate your cooperation in keeping this a safe, fun, and successful community event.
RESOURCES (CT Craft Fair Connection) 
  • Affordable Short-Term Event Insurance - ACT Go Coverage Details – Get a quick and easy short-term policy to cover you at a show or event or even a whole season of them.
  1. Artists/Crafters: https://app.actinsurance.com/events/10185
  2. Food Vendors: https://app.fliprogram.com/events/10186
For just a 3 day policy for artists/crafters, it's still $49. Food vendors only have an annual option since their business tend to be their full time jobs but it can be paid monthly and cancelled anytime should anyone need an option for a shorter period of time.
Questions? 
 Aaron Zhang, Veracity Insurance Solutions  [email protected] (watch time zone is in Utah)
  • Laws/Licenses Cottage Food License - If you make food products in your home to sell at fairs and markets, you will need a Cottage Food License.
  • Sales Taxes - If you will be selling goods or services in the State of Connecticut, you must obtain a Sales and Use Tax Permit from the Department of Revenue Services.  
  • Selling at a Fair - Selling at an Arts/Crafts Fair takes a lot of planning, preparation, products, and general supplies. ​
FOOD VENDOR REQUIREMENTS
  • Food Vendors & Restaurants: ​Must secure the proper Health Department permits from Torrington Area Health District (http://www.tahd.org) and email to FOMS a paid receipt 15 BUSINESS DAYS (SEPT 6th) before the event. Email it to "[email protected]".​​
  • Electricity: ​Electricity is NOT available on site. If you plan to bring a generator, you must inform us in advance.
POLITICAL MESSAGING
  • Space is purchased by political parties or candidates for voter education and to encourage voter participation.
  • Allowed only in the Festival area (not in the Car Show area)
© 2026 Friends of Main Street Winsted-Winchester, Inc., PO Box 18, 398 Main Street, Winsted, CT 06098
  • HOME
  • ABOUT
    • Mission, Location & Hours
    • What We Do
    • Work, Play, Day Tripping: Winchester
    • Board of Directors
  • SUPPORT
    • Sponsors
    • Donate & Volunteer
  • EVENTS
    • Bubble & Truffles 2026
    • Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
    • Summer Concert Series
    • Fall Foliage Festival >
      • 25th Fall Foliage Festival
    • Fall River Cleanup
    • Halloween Window Painting
    • A Winsted-Winchester Christmas
  • CALENDAR
    • Community Calendar & THE WEEKLY Newsletter
    • Blog
  • FOOD, BREW, FUN & NECESSITIES
    • Antiques
    • Attractions
    • Food, Brew & Catering
    • Recreation & Exercise
    • Necessities
    • Salons & Personal Services
    • Shopping
  • CONTACT
  • Summer Concert Series