September 2025 Events In and Around Chester County, PA
Our picks for top events this month
Radnor Hunt Concours d’Elegance
September 5–7
Visit this nationally recognized motor car exhibition plus other car events with special guests: racing legend David Hobbs and motorcycle trailblazer Erik Buell. Benefits Thorncroft Equestrian Center. Sept. 5, Welcome Barbecue, 6 p.m.; Sept. 6, The Bill O’Connell Memorial Road Rally, 8 a.m., gala and auction, 6 p.m.; Sept. 7, The Concours d’Elegance, 9 a.m. to 4 p.m. Radnor Hunt, 826 Providence Rd., Malvern. Gen. adm., $40–$80. RadnorConcours.org.
Up On The Roof
September 13
Music and dining at this unique venue make it an unforgettable fundraising effort between the West Chester Downtown Foundation and Downtown West Chester. Enjoy appetizers by Limoncello Ristorante & Caterers and John Serock Catering along with desserts by some of West Chester’s favorite sweet shops. Complimentary beer, plus wine and the always-popular Rooftop Martini. Benefits the beautification of West Chester. 14 E. Chestnut St. Garage. 5 to 8:30 p.m. $90. DowntownWestChester.com; WCDF.org.
Rescued on the Runway
September 14
Francisvale Home for Smaller Animals and Providence Animal Center invite you to an afternoon of adorable fun. Raffle baskets, lunch, music and, most importantly, adoptable pets strutting down the runway looking for the perfect home. Providence Animal Center, 555 Sandy Bank Rd., Media. Noon to 3:30 p.m. ProvidenceAC.org.
Bike the Brandywine
September 20
Explore the scenery, glimpse the history and discover the lure of the Brandywine. Choose from three scenic routes that take in the beautiful Brandywine Creek Greenway and surrounding countryside with distances of 25, 45 and 62 miles. Benefits the Brandywine Conservancy. Chadds Ford Historical Society, 1736 N. Creek Rd., Chadds Ford. 6:30 a.m. to 4:30 p.m. $65. Brandywine.org/Conservancy.
Oktoberfest in West Chester
September 27
Participating restaurants offer $6 fall beers or ciders and fall-themed appetizers. Live music happening around town for you to enjoy as you walk to and from each restaurant. No tickets needed, simply show up at one of the participating locations and ask for the Oktoberfest specials. Note that Gay St. will be closed to vehicles for the Open-Air Market. DowntownWestChester.com.
Main Line Music Festival
September 27
Formerly Paoli Blues Fest, the festival offers blues, R&B, rock ‘n’ roll, and even a little C&W. This is a celebration of music, community and fun. The littlest live music enthusiasts are in for a treat with the KidsZone, and for the adults they’ve added a beer and wine garden to enhance the festivities. Wilson Farm Park, 500 Lee Rd., Wayne. Noon to 8 p.m.. Free, donations accepted. MainLineMusicFest.com.