October 2025 Events In and Around Chester County, PA
Our picks for top events this month
Fall Gallery Walk in West Chester
October 3
Explore the vibrant art scene in downtown West Chester. Multiple galleries combine with additional “one-night-only” show hosts throughout the downtown business area to showcase local Chester County artists. Presented by Founders Brewing Co. and hosted by Downtown West Chester. 4 p.m. to 8 p.m. Free parking. DowntownWestChester.com
Paoli Hospital Auxiliary Presents A Passion for Fashion
October 3
Save the date for this event featuring a fashion show highlighting the latest trends and styles from local boutiques, a premier raffle and luncheon. Proceeds help provide state-of-the-art equipment at Paoli Hospital, including the da Vinci 5 Robot for minimally invasive surgery. Desmond Hotel, One Liberty Blvd., Malvern. 11 a.m. to 3 p.m. $85. Events.org/ES/PHAFashionShow25
Radnor Hunt Pony Club Spooktacular Snow & Event
October 4
Ride in the classes, enter the hobby horse competition on foot, enter to win raffle baskets and enjoy a parade of costumed riders and horses. Open to all ages and sizes. Radnor Hunt Pony Club, 810 Providence Rd., Malvern. 9 a.m. to 3 p.m. Free. RadnorHuntPonyClub.org
State Street Fall Festival in Media
October 5
Enjoy a mix of artists, crafters, nonprofits, along with food, music and lots of family fun as State Street comes alive with more than 150 exhibitors offering something for everyone. Find local and global food favorites, one-of-a-kind artwork and jewelry, unique home decor and handcrafted gifts. State Street, Media. 11 a.m. to 5 p.m. Free. VisitMediaPA.com
The Classics at Brantwyn
October 5
Brandywine Valley Symphony (formerly Kennett Symphony) hosts this event featuring automobiles from the beginning of the 20th century to the present. The garden party offers an open bar, gourmet brunch catered by the DuPont Country Club and musical entertainment. Benefits the symphony. Brantwyn Estate, 600 Rockland Rd., Wilmington. 10:30 a.m. to 2 p.m. $110. BVSymphony.org
The Great Pumpkin Carve in Chadds Ford
October 16–18
Over 70 giant pumpkins are carved by local artists and will then be lit and displayed. Enjoy a kid-friendly Haunted Trail, raffle prizes and live music. Food, local craft beer and wine are available. Chadds Ford Historical Society, 1736 Creek Rd., Chadds Ford. Thurs., 2 to 9 p.m.; Fri., 2 to 10 p.m.; Sat, noon to 10 p.m. $5–$15. ChaddsFordHistory.org