Pumpkin spice is in the air, leaves are crunching underfoot, and Downingtown is gearing up for a fall season bursting with festive fun! Whether you’re an apple cider enthusiast, a corn maze extraordinaire, or just here for the Halloween candy, Downingtown has something cozy (and maybe even a little spooky) brewing for everyone. From fall festivals to trunk or treats, Downingtown is bursting with ways to make your autumn season memorable.
VFW Post First Annual FallFest | September 27 | 2 PM – 6 PM
The Downingtown VFW Post 845 is hosting their first ever FallFest event! Attendees will experience an unforgettable day filled with good times, great company, and incredible activities, all while supporting our Veterans. The $30 ticket includes domestic, craft, and fall draft beer, delicious food, entry to the Cash Bash Drawing every half hour, chances to win raffle items, and groovy live music to get you in the fall spirit.
Downingtown Fall Fest 2025 | October 5 | 11 AM – 4 PM
Held on Green Street and East Pennsylvania Avenue, Downingtown Fall Fest is a large community event that brings thousands of visitors seeking great food, crafts and of course, the Victory Beer Garden! Admission to the festival is free and pay-as-you-go to different restaurants, vendors, and beer.
Pumpkin Spice Essential Oils Class | October 7 | 6:30 PM – 7:30 PM
Are you a big pumpkin spice fan? Join Downingtown Library to learn all about this fall fan-favorite. During class, students will learn how to use essential oils to stay healthy and focused in a non-toxic and environmentally-friendly manner. Students will even be able to make and take home an oil-infused product.
Downingtown Fall Arts Fest | October 11 | 3 PM – 6 PM
Join Downingtown Parks and Recreation and Chester County Mural and Arts Project for an exciting art festival at Kerr Park. The festival helps bring murals and visual arts to the borough of Downingtown. There will be vendors, live music, kids activities, and food trucks for attendees to enjoy.
West Bradford Family Fall Festival | October 11 | 4 PM – 7 PM
The annual Fall Family Fun Festival at Broad Run Park is the perfect outing for the whole family! Families can expect exciting, fun-filled, fall-themed family activities for all ages. With pumpkin and face painting, old-fashioned hayrides, great music, and a lively bonfire, every family member will enjoy the festival.
21st All Oldsmobile Fall Show | October 12 | 9 AM – 3 PM
Held at Kerr Park and hosted by the Delaware Valley Oldsmobile Club, this event boasts trophies, dash plaques, door prizes, long distance award, 50/50 (which benefits RE Olds Transportation Museum), and delicious food by a local Scout troop. Bring your daily driver to show car, all years and model Oldsmobiles welcome! You do not have to be a member OCA or DVOC to attend the event or win an award. Pre-register at $15/ticket or buy the day of for $20/ticket.
Halloween Yoga Camp-in-a-Day | October 20 | 9 AM – 2 PM
Yoga with Ms. Rebecca is hosting a fun Halloween-themed day camp at Alert Fire Co. No. 1 for children on October 20. The camp falls in line with a Downingtown Area School District inservice day. What a great way for children to enjoy the day off while their parents work! The Halloween camp will feature yoga, crafts, games, and tons of spooky fun to get children excited for the holiday. Before and after care is available for an additional cost.
Trunk or Treat | October 26
Texas Roadhouse, located at 1205 E. Lancaster Avenue in Downingtown, is hosting their annual Trunk or Treat on October 26! Participants will decorate the trunks of their cars with kid-friendly Halloween decorations while children (dressed in their costumes!) collect candy and other treats. Currently the restaurant is still looking for businesses, schools, and other organizations to participate in the event.
What’s your favorite fall event or activity in Downingtown?
