Event Categories
Events
Cocktails & Carriages Benefit Historic Waynesborough
Historic Waynesborough 2049 Waynesborough Rd, PaoliWeek of Events
39th Annual Phoenixville Run
Oct. 1–25, Virtual Challenge. Oct. 25, in-person 5K and 10K events. Benefits Citizen Advocacy of Chester County. Reeves Park, 2nd Ave. & Main St. 8:30 am. $40. Phoenixville.org
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 - RecurringChaddsford Winery Adult Trick-or-Treat
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October 12, 2025 RecurringTaste Kennett Food Tours
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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.
Chaddsford Winery Adult Trick-or-Treat
Enjoy seasonal fun with an outdoor walking tour where you’ll visit Halloween-themed pairing stations and receive tips, pairing notes and a menu from a wine guide. Food trucks onsite. Chaddsford Winery, 632 Baltimore Pk., Chadds Ford, $44. Noon to 7. Chaddsford.com.
Taste Kennett Food Tours
Savor, stroll, smile! Embark on a culinary adventure through historic downtown Kennett Square. The guided food tour includes an afternoon of visiting five of Kennett Square’s unique restaurants, one wine tasting, as well as a market and local ice cream shop. Tours begin at the Market at Liberty Place, 148 W. State St., Kennett Square. […]
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
No events on this day.
Friday, October 17, 2025
No events on this day.
Saturday, October 18, 2025
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October 18, 2025 - RecurringChaddsford Winery Adult Trick-or-Treat
Chaddsford Winery Adult Trick-or-Treat
Enjoy seasonal fun with an outdoor walking tour where you’ll visit Halloween-themed pairing stations and receive tips, pairing notes and a menu from a wine guide. Food trucks onsite. Chaddsford Winery, 632 Baltimore Pk., Chadds Ford, $44. Noon to 7. Chaddsford.com.