The Windsor Fall Weekend Festival returns on Saturday, September 27, 2025, bringing a full day of food, fun, and community spirit. Located in the heart of Windsor, Connecticut, this festival offers something for everyone—families, friends, and food lovers—making it the perfect way to welcome the autumn season.
Festival Date and Hours
Plan your visit to enjoy all the activities and attractions the festival has to offer.
- Date: Saturday, September 27, 2025
- Time: 10:00 AM to 6:00 PM
- Admission: Free entry for all visitors
Location and Setting
The festival takes place in downtown Windsor, providing a central, accessible, and family-friendly environment.
- Venue: Downtown Windsor, Connecticut
- Type: Open-air space suitable for food stalls, rides, and entertainment
- Parking: Ample parking available nearby for attendees
Delicious Food and Refreshments
Food is a key highlight of the festival, with options for all tastes. Enjoy local vendors, food trucks, and seasonal treats while exploring the festival grounds.
- Food Vendors: Local and regional meals and snacks
- Food Trucks: Festival favorites, desserts, and seasonal items
- Beverages: Soft drinks, cider, and other refreshing drinks
Fun Rides and Family Activities
The festival offers numerous activities and attractions for children and adults alike, ensuring a fun experience for the whole family.
- Children’s Rides: Safe and entertaining options for kids
- Games: Carnival-style games for visitors of all ages
- Pumpkin Patch: Seasonal favorite for photos and family fun
- Interactive Activities: Arts, crafts, and hands-on stations for children
Live Music and Entertainment

A lively entertainment lineup keeps the festival atmosphere exciting all day.
- Live Performances: Local bands and solo artists on multiple stages
- Cultural Shows: Dance, theater, and community performances
- Evening Highlights: Special performances as the sun sets
Local Vendors and Shopping Opportunities
Support local artisans and explore unique handcrafted items during the festival.
- Handmade Goods: Jewelry, artwork, crafts, and seasonal décor
- Local Businesses: Booths featuring products and services from Windsor vendors
- Shopping Fun: Perfect for fall decorations or early holiday gifts
Visitor Comfort and Facilities
Organizers ensure a convenient and safe environment for all attendees.
- Rest Areas: Shaded seating and spots to relax
- Restrooms: Accessible facilities throughout the festival grounds
- First Aid: On-site assistance for emergencies
Experience the Fall Spirit
The Windsor Fall Weekend Festival 2025 is the ultimate way to enjoy the season in Connecticut. From delicious food and live music to rides, games, and local shopping, there’s something for everyone. Celebrate the community and fall spirit on September 27, 2025, in downtown Windsor.

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