The Stockton Park District hosts outdoor community events throughout the year, including craft fairs, basketball tournaments, and 5K and 10K run/walks. Brothers Steve, Andy, and Tom Jordan organized the first annual 5K in 2008. They used their skills from hosting a 3-on-3 basketball tournament to plan and advertise the event. The first year, they signed up 91 runners and raised money for a tennis court behind the high school and a paper-airplane factory at the middle school. Since then, the brothers have worked to improve the race and transform it into a community event with entertainment and an increasingly challenging and interesting course.
Travelers follow Jo Daviess County's sprawling fields and undulating hills toward Massbach Ridge Winery’s 18+ acre estate. Founded by the Harmston family in 2003, the winery’s proprietors select grapes grown in Jo Daviess County to concoct their batches of reds and whites. Members of the winery family escort guests on impromptu tours before rendezvousing in the tasting room or on the patio for samplings. The outdoor patio grants a heightened view of the vineyards below, which visitors can wander through on quests for vine-ripe copies of The Grapes of Wrath. In addition to its frequent tastings and tour sessions, Massbach Ridge Winery hosts a number of wine-related events each year.
Instructors at Pierce Athletics flip limbs and encourage limbering back bends and high-flying leaps in an 11,500-square-foot gym during an array of tumbling classes. Muscles stretch and bodies soar during 60- to 90-minute classes divided by age and skill level. Each course holds a few sessions per week; this Groupon covers one session per week for nine weeks. Adults tag along with miniature athletes for Tiny Tumblers classes, introducing tykes as young as 18 months to coordination and flexibility, and older newbies in the Beginner or Advanced Beginner courses learn cartwheels and round-offs to serve them throughout life's dance-offs.