October 2026 Events in the Brandywine Valley

Art in the Woods

October 10

Celebrate the beauty of autumn at this Chester County Art Association event. The scenic woods behind CCAA will be transformed into an outdoor art festival for strolling and discovering works available for purchase handmade by 80 talented local artists. Music, sound bath, plus a canned soup drive for the West Chester Food Cupboard — bring a can to donate. 100 N. Bradford Ave., West Chester. 11 to 4. ChesterCountyArts.org

Oktoberfest at Devon

October 10 & 11

Continue the fall equestrian season at the iconic Devon Horse Show grounds at Oktoberfest, where local riders compete throughout the weekend at the historic showgrounds, with lead line and more events. Enjoy the changing seasons and experience Devon in a more relaxed autumn setting. 23 Dorset Rd., Devon. Hours and admission TBA. DevonHorseShow.net

Yellow Springs Fall Festival

October 11

Celebrate autumn in this historic Chester Springs village with live music, village tours, a haunted history house, artist demonstrations, pumpkin painting and the Great Pumpkin Classic. A pumpkin carving contest adds to the festive fun. Rain or shine, free and open to the public. 1685 Art School Rd., Chester Springs. Noon to 4. YellowSprings.org

Fall Festival of Homes

October 16

Spend the day on this self-guided tour of six extraordinary homes, from Villanova to West Chester. On this reimagined, returning house tour, discover beautifully designed interiors, gorgeous gardens and surprises at every stop. A memorable day celebrating the beauty, history and charm of the Main Line and Chester County. Benefits Bryn Mawr Hospital. 10 to 4. Tickets: $85, $105 with boxed lunch. Devon-Country-Fair-Events.com

Frog Hollow Art Show

October 16–18

Local artists display original work in a uniquely restored four-story mill house at this curated show featuring paintings, ceramics, jewelry, fiber art and more, with plenty of one-of-a-kind finds. Meet the artists, explore the creative setting and enjoy a visit to the countryside. Fri., 5 to 9; Sat. & Sun., 10 to 6. 1655 Hollow Rd., Birchrunville. FrogHollowArtShow.com