Cheerleaders in blue and yellow uniforms with pom-poms perform in the foreground at the entrance of the Jacktown Fair, with a Ferris wheel and fairgoers visible in the background.

Community, History, and Heart: Jacktown Fair

America250, Events, Farm, History

Step into over 160 years of tradition, community, and unforgettable summer fun at the 2026 Jacktown Fair! Held July 14–18 in Wind Ridge, Pennsylvania, this beloved fair brings together thrilling rides, live music, delicious fair food, and crowd-favorite events like the Truck Pulls, Demolition Derby, and the iconic Jacktown Parade. Whether you’re a lifelong visitor or experiencing the magic for the first time, the Jacktown Fair is where history and hometown pride come to life. You won’t want to miss it!

A young woman wearing a crown and a “Miss Rain Day 2025” sash stands outdoors holding a purple umbrella beside a large planter of orange and yellow flowers on a grassy lawn.

A Rainy Celebration

Events, History

The smells of funnel cakes and other festival foods join with the sound of music drifting across the air while hundreds of people gather to shop, enjoy live entertainment, and cheer on their favorite contestants – all while holding their umbrellas in the hope of rain. It’s Rain Day!

Photograph of a female child carrying a decorated umbrella to look like a cake celebrating the 150th birthday of Rain Day in Waynesburg, Pennsylvania.

Summer Festivals & Fairs

Events

Rich in history and tradition, Greene County offers a diverse array of summer activities for visitors to enjoy. From classic agricultural exhibitions to unique weather-predicting celebrations, the options are plentiful. We’ve assembled a guide to Greene County’s exciting summer festivities to help you plan an unforgettable seasonal itinerary.