Mark Your Fall 2026 Calendar

It’s time to hit the road and travel across County Lines country to enjoy some of these great events — or maybe all of them! Be sure to check our monthly Best Local Events listings in the magazine, on our website and twice-monthly Events Newsletter for many more fabulous things to do in the coming months.

September

5–7, 83rd Annual Ludwig’s Corner Horse Show & Country Fair. A Chester County tradition over Labor Day. Horse Show Grounds, 1326 Pottstown Pk., Glenmoore. LudwigsHorseShow.com

10–13, Devon Fall Classic. Join the crowds at Devon’s historic show grounds for the Devon Fall Classic, reintroducing and reimagining a beloved tradition. Devon Horse Show Grounds, 23 Dorset Rd., Devon. DevonHorseShow.net

11–13, Radnor Hunt Concours d’Elegance. Nationally recognized motor car exhibition and other car events. Radnor Hunt, 826 Providence Rd., Malvern. RadnorConcours.org

12, Up On The Roof in West Chester. Great food, beer, wine and signature martini on the rooftop of the Chestnut Street Garage. Supports cleaning, flower beautification and marketing of Downtown West Chester. 14 E. Chestnut St. DowntownWestChester.com

12–13, 41st Annual Mushroom Festival. The festival celebrates mushrooms, mushroom farms and Kennett Square — the Mushroom Capital of the World. State St. in Kennett Square Borough. MushroomFestival.org

19, Chester County Art Walk. Over 100 artists line the trails at East Goshen Park. Enjoy the food trucks and musical acts as you view the artwork on display. 1661 Paoli Pk., West Chester. 10 a.m. to 4 p.m. EastGoshen.org

19, Media Borough Porchfest 2026. Enjoy performances from local bands and artists on porches, in yards and driveways throughout the borough. VisitMediaPA.com

20, 34th Annual Radnor Fall Festival. Fun for the whole family with local vendors, live entertainment, kids activities, Top Dog contest and more. N. Wayne & West Aves., Wayne. RadnorFallFestival.com

20, 45th Annual Chester County Restaurant Festival. This major foodie event is full of entertainment, information booths, local artisans and tons of delicious food from around Chester County. Gay St., West Chester. West-Chester.com

20–26, Plantation Field International Horse Trials & Fair. Top riders compete in dressage, cross country and show jumping. 387 Green Valley Rd., Unionville. PlantationFieldHorseTrials.com

26, Paoli Battlefield Heritage Day. The whole family will enjoy a visit with Benjamin Franklin, demonstrations and food trucks, craftspeople and vendors. Monument Ave., Malvern. PBPFInc.org

26, Canine Partners for Life’s Fall Festival. Family fun at this festival with a kennel tour, demos, vendors, food trucks and Cow Bingo. 334 Faggs Manor Rd., Cochranville. K94Life.org

October

2, Fall Gallery Walk. Explore the vibrant art scene in downtown West Chester. Free, on-street parking starting at 4 p.m. DowntownWestChester.com

3, Oktoberfest in West Chester. Participating locations have a select list of $6 fall beers or ciders and fall-themed appetizers. Live music around town. DowntownWestChester.com

3, 85th Chester County Day Tour. Begin the day at the foxhunt, then tour the beautiful homes of Chester County, this year featuring the northwest quadrant. Benefits Chester County Hospital. ChesterCountyDay.com

4, State Street Fall Festival in Media. State Street in downtown Media will be alive with a mix of food, music, artists, crafters, nonprofits and family fun. VisitMediaPA.com

4, Westtown Day 2026. Live music, food trucks, petting zoo, historical reenactors, inflatable axe throwing, emergency vehicle touch-a-truck and more. Oakbourne Park, 1014 S. Concord Rd., West Chester. WesttownPA.org

10, Kennett Square Brewfest. Enjoy 90 regional microbrewers offering samples, plus food from local restaurants. Benefits Kennett Collaborative. 600 S. Broad St. KennettBrewfest.com

10, East Goshen Township Food Truck and Music Festival. Featuring a massive lineup of local food trucks, live musical performances, and beer and wine. 1661 Paoli Pk., West Chester. FriendsofEastGoshen.org

11, 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. Rain date, Oct. 19. W. Gay St. WestChesterChiliCookOff.com

11, 5th Annual Historic Yellow Springs Fall Festival. Enjoy live music, a pumpkin race, a history haunted house, pumpkin painting, tours and more. 1685 Art School Rd., Chester Springs. YellowSprings.org

15, West Chester Preservation Awards. West Chester Downtown Foundation recognizes projects that highlight the borough’s historic character. Chester County History Center, 225 N. High St. WCDF.org

15–17, The Great Pumpkin Event. Over 70 giant pumpkins are carved by local artists, then lit to light up the night. Chadds Ford Historical Society, Rt. 100 N., Chadds Ford. ChaddsFordHistory.org

18, 2nd Annual Nemours Children’s Health Run & Walk, Delaware Valley. A family‑friendly 5K and Fun Run benefits Nemours Children’s Compassionate Care Fund. Nemours Estate, 1600 Rockland Rd., Wilmington. Nemours.org/DVRun

November

1, 91st Running of PA Hunt Cup. Timber racing, tailgating, carriages. Benefits Chester County Food Bank. Rt. 926 & Newark Rd., Unionville. PAHuntCup.org

1, Good Food Fest. Enjoy music, food trucks, a pouring room, kids activities and farm animals. Kimberton Fair Grounds, 762 Pike Springs Rd., Phoenixville. GoodFarmsGoodFood.com

5, Harvest–Unite for HER Chef and Wine Tasting. A farm-to-table tasting event. Benefits Unite for HER, serving women affected by breast cancer. Phoenixville Foundry, 2 N. Main St., Phoenixville. UniteForHER.org/Harvest

14–15, Kennel Club of Philadelphia National Dog Show. Top breed dogs contend for Best in Show. Broadcast from the Greater Philadelphia Expo Center, 100 Station Ave., Oaks. Aired on Thanksgiving Day. NDS.NationalDogShow.com

18–Jan. 3, Peoples Light Presents “Cinderella: A Musical Panto.” The wildly popular holiday confection is back with a brand-new staging. Cinderella is chock-full of villains and heroes, shenanigans and unfettered joy. 39 Conestoga Rd., Malvern. PeoplesLight.org

27–Jan. 2, Chester County Hospital Lights Up Holiday Weekends in West Chester. Christmas parade, tree lighting, music and many special events throughout the borough. GreaterWestChester.com

27–Jan. 3, Media Theatre Presents “Charlie and the Chocolate Factory.” Based on the beloved novel by Roald Dahl, this musical is your golden ticket to a sweet adventure the whole family can enjoy. 104 E. State St., Media. MediaTheatre.org

December

5, 15th Annual Holiday Home Tour in West Chester. Tour decorated homes in the borough. All proceeds benefit West Chester Public Library and the community it serves. WCPublicLibrary.org