September 4–6
78th Annual Ludwig’s Corner Horse Show & Country Fair
With 33 acres of open space, there’s plenty of room to enjoy the horses and vendors that make this one of Chester County’s favorite Labor Day traditions. Uwchland, (610) 458-3344, ludwighorseshow.com
September 10–12
Chester County Balloon Festival
More than 20 balloons take flight twice a day during this three-day event, which includes a beer garden, monster truck rides, live music, crafts from local artists, and a kids’ zone. Willowdale Steeplechase, Kennett Square, ccballoonfest.com
September 10–12
Radnor Hunt Concours d’Elegance
Starting with the Friday-night barbecue and featuring Saturday’s road rally, art auction and black-tie gala, the weekend festivities culminate with Sunday’s show of classic cars, coaches and carriages. Radnor Hunt, Malvern, radnorconcours.org
September 17 & 19
Landhope Challenge Cup
Watch the preliminary matches on Friday and the finals on Sunday at one of the oldest polo clubs in the region. With 122 acres, the family-friendly fields offer plenty of room for spectators, tailgating and the kids. Brandywine Polo Club, Toughkenamon, brandywinepolo.com
September 19
Radnor Fall Festival
Food, friends and family fun are the focus of the Wayne Business Association’s 28th annual festival. Head to North Wayne Avenue to shop, eat, drink and celebrate the township’s small businesses. Noon–4 p.m., radnorfallfestival.com
September 24
Bryn Mawr Night
Boutiques, restaurants and salons celebrate the creativity and resilience of the town’s small businesses with tastings, fashion shows—and the Bryn Mawrtini. 5–8 p.m., brynmawr19010.com
For more Main Line events, click here.