Vendor Events in Windsor, CT

3 farmers markets, craft fairs, festivals, and pop-ups in Windsor, CT. Find booth fees, open spots, and apply to sell.

Different Windsor? Windsor, CA, Windsor, ME, Windsor, CO, Windsor, NS, Windsor, NY, Windsor, ON, Windsor, VA

Festivals in Windsor(3)

Brown’s Harvest Fall Festival

Windsor, CT

October 10-11, 2026

Festival

Each fall, Windsor, Connecticut hosts a community celebration that brings together families, seasonal shoppers, and local vendors for a weekend of harvest-themed activities and shopping. Brown's Harvest Fall Festival, scheduled for October 10-11, 2026, captures that peak autumn moment when the weather turns crisp and people are looking to stock up on seasonal goods, decorations, and handmade items. Fall festivals like this one draw a wide range of vendors because they appeal to a diverse audience in a festive setting. You'll typically find farmers and produce sellers offering the last of the season's crops, local honey, cider, and preserves. Craft vendors bring handmade goods like fall wreaths, pumpkin-themed decor, candles, and seasonal home goods. Artisans selling jewelry, pottery, woodwork, and other handcrafted items also thrive at events like this, where shoppers are in a gift-buying mindset and exploring local makers. Food vendors often set up with comfort foods, baked goods, and warm beverages that fit the season. What makes festivals different from farmers markets or smaller pop-ups is the entertainment component and family focus. Brown's Harvest Fall Festival incorporates kids' activities, games, and face painting alongside the shopping experience, which means you're reaching families who are spending the day at the event rather than making a quick market stop. Parents are often more relaxed and willing to browse, and kids draw additional foot traffic to vendor booths. The October timing is ideal because it falls right in the thick of fall shopping season, Halloween preparation, and early holiday gift hunting. The two-day format gives the event momentum and allows it to draw from a larger geographic area around Windsor. If you sell seasonal items, fall decor, handmade goods, or local products, this is the kind of festival where attendees come specifically to support local vendors and find items they won't find in typical retail stores. It's an opportunity to reach the community during one of the most festive weekends of the year.

Brown’s Fall Festival

Windsor, CT

Saturdays & Sundays from late September through early November 2026

Festival

Brown's Harvest Fall Festival is a seasonal farm event in Windsor, CT, running weekend Saturdays and Sundays from late September through early November. This is an ideal vendor opportunity for craft sellers, local food producers, and artisans. The event features a family-friendly farm setting with corn mazes, hayrides, pumpkin picking, apple cider donuts, and seasonal activities. Hundreds of visitors from Connecticut and Southern Massachusetts attend throughout the season. Vendor spots are 10x10 (larger available) starting at $50 per day with multi-day discounts offered. Events run rain or shine from 10 AM to 4-5 PM daily. The farm attracts families seeking fall entertainment and seasonal products.

Brown's Harvest Spring Fest

Brown's Harvest, 1911 Poquonock Ave, Windsor, CT 06095

May 15, 2027 (expected)

Festival

Windsor Spring Fest is a spring celebration taking place in Windsor, CT on May 16-17, 2026, bringing together the community with a mix of local vendors, family activities, and seasonal entertainment. As a festival rather than a farmers market or dedicated craft fair, this event casts a wider net, drawing both craft makers and various other vendors who appeal to the general public during the prime spring season. The two-day format gives attendees multiple opportunities to visit and browse, while vendors benefit from extended foot traffic across the weekend. Spring festivals like Windsor Spring Fest typically attract a diverse crowd including families with children, neighbors looking to support local makers, and people eager to enjoy outdoor activities after winter. The inclusion of kids activities and gem mining suggests this is an event designed to be a full family outing, which means vendors selling handmade crafts, local products, and items that appeal across age groups tend to do well. You'll likely share space with artisans, small business owners, and community-oriented vendors rather than a lineup focused exclusively on one category like food or antiques. The May timing works in your favor if you make items people are thinking about as spring and summer approach. Families are often out and active during mid-May, planning outdoor projects, looking for gifts, or simply enjoying the warmer weather. The mixed vendor focus of Windsor Spring Fest means there's room for variety, whether you specialize in handmade goods, seasonal products, or items that appeal to a general festival audience. If you're considering applying to this event, it's worth thinking about how your products fit into a broader spring celebration where the emphasis is on community, family fun, and discovering local vendors.

Vendor-Based Stores in Windsor(1)

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Selling in Windsor: common questions

How do I become a vendor at markets in Windsor?

Create a free VendorsMap account, browse the 3 events listed in Windsor, CT, and apply from each event page. Some events accept applications directly through VendorsMap; others link out to the organizer's own application.

How much are booth fees in Windsor?

Booth fees vary by event and organizer. Weekly farmers markets are usually the most affordable, while large festivals and juried craft fairs typically charge more. Each event listing on VendorsMap shows the booth fee when the organizer has published one. Sign in free to see fees and deadlines.

When do applications open for Windsor events?

It depends on the event. Many seasonal markets open applications in late winter or early spring, and annual festivals often open several months before the event date. Check each listing for its deadline, and create a free account to get alerts when applications open.

Is it free to find vendor events on VendorsMap?

Yes. Browsing events in Windsor is free for any signed-in vendor, and a free account shows booth fees, deadlines, and application links. Optional membership adds first-access alerts the moment new Windsor events are approved, plus the Scam Protection Promise, which reimburses up to $500 per claim on fraudulent events.