Southwest Wisconsin Poker Ride

The Southwest Wisconsin Annual Poker Ride is a popular regional fundraising event that brings riding enthusiasts together for a scenic ride through the rolling hills and river valleys of southwest Wisconsin while supporting the preservation of Riverside Park in Cassville. Riders travel a route with multiple stops along the way.

The event combines the excitement of a cruise with community fundraising and outdoor recreation. Riders enjoy winding backroads, Mississippi River views and small-town hospitality throughout the day, making the Poker Ride both a social gathering and a scenic touring experience.

The ride concludes in Cassville, where participants gather for food, refreshments, live entertainment, prizes and the final poker hand reveal. Proceeds from the event help fund improvements and maintenance projects at Riverside Park, including upgrades to park facilities and community gathering spaces. The Southwest Wisconsin Annual Poker Ride has become an important tradition that supports both tourism and the continued preservation of one of Cassville’s most valued public spaces.