Upcoming Fall Events in Chester County & Delaware County, PA
Fall is the perfect time to explore Chester County and Delaware County! Whether you’re looking for family-friendly activities, seasonal festivals, or local arts and crafts, the region offers plenty of fun ways to enjoy autumn. Here’s your guide to a few upcoming fall events in Chester County and Delaware County for 2025.
Chester County & Nearby Fall Events
Oktoberfest in West Chester
Date: Saturday, September 27, 2025 (All day)
Location: Downtown West Chester
Raise a stein and stroll the streets during West Chester’s 4th Annual Oktoberfest. Participating restaurants will offer $6 fall beers, ciders, and seasonal small plates. Live music and fall flavors accompany this community celebration throughout downtown.
More info: downtownwestchester.com/oktoberfest
Warwick Fall Festival
Date: Saturday, September 27, 11:00 AM – 4:00 PM
Location: Warwick County Park
Enjoy pumpkin patches, inflatables, pony rides, food trucks, face painting, and more at this free fall celebration. Perfect for families looking for a fun and casual Saturday outing in Chester County.
Oxford Harvest Festival (formerly OPC Apple Festival)
Date: Saturday, September 27, 10:00 AM – 4:00 PM
Location: Oxford Area Recreation Authority Park, 900 W. Locust St, Oxford, PA
Apple picking, live music, hayrides, and local vendors await at Oxford’s beloved autumn festival. This growing event combines tradition and seasonal fun for all ages.
More info: oxfordpa.org/harvest-festival
Downingtown Fall Fest
Date: Sunday, October 5, 11:00 AM – 4:00 PM
Location: Green Street & E. Pennsylvania Avenue, Downingtown, PA
This vibrant one-street festival features craft vendors, food, live entertainment, and a beer garden. A great day out for families and friends looking for a lively fall event in Chester County.
Delaware County & Surrounding Fall Events
Pumpkinland at Linvilla Orchards
Dates: September 6 – November 2, 2025
Location: Linvilla Orchards, Media, PA
A fall staple for Delaware County — pick pumpkins, ride the train, explore corn mazes, enjoy seasonal treats, and experience the spooky “Hayrides to the Witch’s House” in the evenings. Perfect for families looking for multi-week autumn fun.
Media Apple Festival (Linvilla Orchards)
Date: Saturday, September 27, 2025
Location: Linvilla Orchards, Media, PA
Celebrate the peak apple harvest with live entertainment, hayrides, and seasonal treats. A must-visit event for families and foodies in Delaware County.
Delco Arts: Fall Fest Fine Arts & Crafts Market & Open House
Date: Sunday, October 12, 11:00 AM – 4:00 PM
Location: Community Arts Center, Wallingford, PA
Discover local creativity at this Delaware County festival featuring 30+ art vendors, live music, demonstrations, kids’ crafts, pumpkin painting, and the chance to meet local artists.
Plan Your Autumn Adventures
This is just the start of the fall fun happening in Chester and Delaware Counties. As the season unfolds, more festivals, parades, and community traditions will bring people together to celebrate. We’ll be sharing even more highlights and events in our upcoming blogs, so be sure to check back for the latest ways to make the most of the season!