Fall into Fun: Chester County’s Best 2025 Festivals

📍 Kennett Square, PA 📅 September 4–7, 2025 🕒 Thurs: 6 PM-8 PM | Sat: 10 AM–6 PM | Sun: 9 AM–4 PM

The 40th Annual Mushroom Festival kicks off with a whimsical parade, featuring floats, mushroom-themed costumes, and lively performances that set the tone for the weekend. Across the festival grounds, there’s fun for the whole family: the “Cute as a Button” baby photo contest, Bounce Zone and Bungee Jump, face painting, sand art, Lego Masters displays, and the new Punch and Judy Puppet Show. Visitors can also meet the Mushroom Mascot, enjoy the Antique and Classic Car Show, and take in live music from bands throughout the festival. Food lovers can sample soups, shop fresh mushrooms from local growers, and watch top chefs compete in the “Chopped”-style mushroom cooking contest or give live demonstrations. With all this and more, the Mushroom Festival is an immersive way to experience Kennett Square’s community, creativity, and of course, mushrooms in every form imaginable.

Presented by Casa Guanajuato, this full-day celebration brings vibrant culture to Kennett Square—live music, traditional food, cultural performances, a car & bike show, and family activities. Keep the energy going at the After Party at Kennett Creamery with Latin music, food, and fashion.

📍Oxford Area Recreation Authority Park, 900 W Locust St, Oxford, PA 📅 September 21, 2025 🕒 10 AM–4 PM 📲 IG: @oxfordpachamber

A family-friendly day in the park featuring vendors, food, crafts, and seasonal fun. It’s a community-centered event where families can enjoy autumn activities together and celebrate local culture and artisans.

📍 Warwick County Park, 191 County Park Rd, Pottstown, PA
📅 September 27, 2025
🕒 11 AM–4 PM

Packed with autumn fun: music, food trucks, craft vendors, pumpkin patch, wagon rides, face painting, bubble shows, inflatables, and tabletop games. A family favorite with something for all ages. The Warwick Fall Festival is packed with autumn fun for the whole family. Guests can enjoy music, food trucks, craft vendors, a pumpkin patch, wagon rides, bubble shows, inflatables, tabletop games, and face painting. This free, family-friendly festival offers a lively fall experience that combines entertainment, crafts, and seasonal treats in one accessible event.

📍 600 S Broad St, Kennett Square, PA 📅 October 4, 2025 🕒 1:30–5 PM 📲 IG: @kennett.brewfest

The Kennett Brewfest is a beloved tradition for craft beer enthusiasts, celebrating 28 years of local brews, food, and community spirit. Attendees can enjoy a carefully curated selection of craft beers from local and regional breweries, paired with delicious food from nearby vendors. Live music adds to the vibrant atmosphere, creating an afternoon of camaraderie and celebration. Whether you’re a seasoned beer lover or just looking for a fun fall outing, the Brewfest offers a taste of Kennett Square’s best brews in a lively, festive environment.

📍 113 East Street Road, Kennett Square, PA 19348 📅 October 2–5, 2025

This fair celebrates over a century of agricultural tradition with family fun, contests, and community spirit. Festivities kick off Thursday with the Fair Queen Pageant and a lively Tailgate Hoedown featuring music, food trucks, and local cider. All weekend long, visitors can enjoy hayrides, kids’ games, live music, a beer & wine garden, antique cars, and animal shows. Favorites like the Lip Sync Contest, Haunted Tent, Cow Milking Contest, Scarecrow Making, Tractor Parade, and Cow Pie Bingo keep the fair buzzing with energy. With exhibits, contests, and even a Sunday night auction, this beloved fair is a true Chester County fall tradition.

📍 Chadds Ford Historical Society, 1736 Creek Rd, Chadds Ford, PA
📅 October 16–18, 2025

A three-day Chadds Ford tradition where over 70 giant pumpkins are carved by local artists, then lit and displayed. Visitors can also enjoy a Haunted Trail, live music, food, beer, and wine. The Great Pumpkin Carve is a three-day tradition that lights up Chadds Ford with over 70 giant pumpkins carved by local artists. Visitors can admire the illuminated pumpkin displays while exploring a Haunted Trail, listening to live music, and enjoying food, craft beer, and wine available for purchase. This festive event combines artistry, spooky fun, and fall spirit, creating an unforgettable autumn experience for the whole family.

📍 Downtown Oxford, PA 📅 Thursday, October 30, 2025 🕒 6:30 PM

Downtown Oxford comes alive for the biggest Halloween Parade in Chester County! Families, bands, and costumed crowds line the streets for an unforgettable night of community spirit. Towering floats roll by, while candy is handed out to children in costume. The whole community gathers together to celebrate Halloween in true small-town style.