Cowapolooza draws thousands on sweltering weekend

Outlaw State of Mind, a Chris Stapleton tribute band, thrilled the audience Friday night. (Ron Yuzark photo)

Ron Yuzark, Echo Correspondent

Woodstock’s signature summer festival, Cowapolooza, returned to Southside Park for its 22nd year on August 8 and 9, offering two days of free entertainment, family-friendly activities, live music, and community celebration.

Thousands of attendees gathered over the weekend to enjoy Cowapolooza Country, Cowapolooza Kids, and Cowapolooza Rocks, three themed programs that brought diverse entertainment to festivalgoers of all ages. The festivities kicked off Friday evening with Cowapolooza Country. From 6 p.m. to 10 p.m., country music lovers filled the park for performances by Coty Robinson, Ryan Langdon, and the headlining act, Outlaw State of Mind, a Chris Stapleton tribute band.

Guests enjoyed local fare, shopping in the vendor marketplace, and relaxing in the beverage garden while taking in the music. Saturday afternoon was all about families during Cowapolooza Kids. Children explored inflatables, soft play areas, a photo booth, and hands-on activities presented by the Woodstock Public Library. Live pro wrestling matches by Independent Pro Wrestling captivated the crowd throughout the afternoon. The evening wrapped up with Cowapolooza Rocks, as the Joel Dupuis Band, Harm & Ease, and Big Wreck took the stage to deliver powerful performances from 6 p.m. to 10 p.m., electrifying the crowd and closing the festival on a high note. Throughout the weekend, guests browsed food, beverage, and marketplace vendors, with an ATM and cashless payment options available on-site. The beverage garden offered a prime view of the main stage and remained a popular destination for festivalgoers.

Cowapolooza continued its commitment to sustainability in 2025, with the support of the festival’s Green Team, helping to reduce environmental impact and promote eco-friendly practices. Free shuttle buses from Civic Centre Arena and extended transit service until 11 p.m. helped ensure safe and accessible transportation for all attendees.

The event continues to rely on the dedication of community partners, sponsors, and a team of enthusiastic volunteers who help bring the event to life each year.