Event Categories
Events
Cocktails & Carriages Benefit Historic Waynesborough
Historic Waynesborough 2049 Waynesborough Rd, PaoliWeek of Events
Crush Cancer Wine & Ale Trail
Experience 38 local eateries, wineries, breweries and distilleries with a passport for complimentary beverages. The Wine & Ale Trail app is your ticket to enjoying one complimentary beverage at each location you visit for the entire month of October, so visit as many locations as you can! Benefits Chester County Hospital. $50. CCHCrushCancer.com
Sunday, October 12, 2025
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October 12, 2025 -23rd Annual Chili Cook-Off in West Chester
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October 12, 2025 -Cocktails & Carriages Benefit Historic Waynesborough
23rd Annual Chili Cook-Off in West Chester
Fiorenza’s Food for Friends organizes the event featuring great chili samples, live music and a vendor village. Sample as many as you can and vote for your favorite. Rain date, Oct. 19. W. Gay St., West Chester. Noon to 4 pm. $10. WestChesterChiliCookOff.com.
Cocktails & Carriages Benefit Historic Waynesborough
Enjoy cocktails and hors d’oeuvres and listen for the coachman’s horn as the horses and carriages of the Brandywine Valley Driving Club glide onto the lawn. 2049 Waynesborough Rd., Paoli. 4 to 6. $82. PhilaLandmarks.org.
Monday, October 13, 2025
No events on this day.
Tuesday, October 14, 2025
No events on this day.
Wednesday, October 15, 2025
No events on this day.
Thursday, October 16, 2025
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October 16, 2025 -Eleganza Luncheon & Fashion Show
Eleganza Luncheon & Fashion Show
The Ministry of Caring presents a fashion show, luncheon and live auction to benefit emergency homeless shelters and job placement services. Wilmington Country Club, 4825 Kennett Pk., Wilmington. 11 to 2. Tickets $500 and up. MinistryOfCaring.org.
Friday, October 17, 2025
No events on this day.
Saturday, October 18, 2025
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October 18, 2025 -Garrett Williamson Harvest Festival
Garrett Williamson Harvest Festival
Enjoy a fun-filled day of hayrides, barnyard animals, fall crafts, food trucks, local vendors, games and family fun. Benefits Garrett Williamson's Agriculture Education programs. 395 Bishop Hollow Rd., Newtown Square. 11 to 3. Tickets, $15 advanced, $18 day of; 2 and under, free. GarrettWilliamson.org