Created by Robert Thelen
Year-round Oconomowoc events, weekend festivals, live music, and top date-night restaurants, bars, coffee shops
Explore the latest content tracked by Oconomowoc Events & Eats
Make plans for the Special Friday Night Market on July 24—a standout weekend outing with seasonal produce, handmade arts, fresh cheeses, breads, honey, and farm eggs. Perfect for date night or family fun.
Oconomowoc Arts Center's 19th season delivers year-round entertainment ideal for date nights and cultural outings.
Oconomowoc's new dog park is set to open mid to late August 2026 after city crews finish grading, seeding, and watering the turf. Pet owners can follow the Oconomowoc Parks Facebook page for grand opening updates.
Stonecutter Arts offers Clay Handbuilding as a hands-on weekend or date-night option with $45 drop-in availability. Join sessions at 133 E Wisconsin Ave in Oconomowoc from 10:00 AM - 11:30 AM.
Make the short drive to Pewaukee this weekend for the farmers market featuring food trucks, live music, and children's activities – an easy, family-friendly outing right in Waukesha County.
Greek Fest shifts to the Waukesha County Expo Center for its June 19-21 run, giving Oconomowoc residents an easy weekend outing right in the county.
Catch the Waukesha Civic Band on July 16, 2026, rocking pop classics from Simon & Garfunkel, Led Zeppelin, Taylor Swift, and Carole King as part of Lake Country's summer lineup.
Buddy's Beach Bungalow kicks off its popular Bands at the Beach series this summer, drawing crowds for Friday night concerts right by the water. Hit bands will be announced closer to each date.
Waukesha Unlocked delivers a perfect weekend activity for kids, with Touch-A-Truck at City Hall plus Fire and Police open houses.
Join Mom Friends of Oconomowoc this Sunday for a free, casual stroller walk along the Lake Country Trail at Chapman Park, watching the sunset together. A relaxing weekend outing perfect for moms and families.
Head to the Bald Eagle Car Show on June 20 for a perfect summer weekend outing featuring classic cars, food, beer, and music at First Congregational Oconomowoc. $10 entry and biker-friendly vibes make it an easy local win.
Little Garden Market tomorrow offers Oconomowoc locals a fresh weekend outing with produce from Seasonal Roots, organic eggs from Grasshopper Farms,...
Paws to Read at the Oconomowoc Public Library lets kids ages 5-12 build reading confidence by practicing with Louie the Pug. One registration per family covers up to two readers, making it an easy weekend morning option for young families.
Mark your calendars for August 2026 and the annual Oconomowoc Festival of the Arts, one of the top outdoor fine art festivals in the Midwest. A standout summer event for art lovers and families seeking quality local experiences.
Quick hits for Oconomowoc-area fun this weekend:
The Intro to Skateboarding class at Roosevelt Skate Park was postponed due to bad weather. Oconomowoc families should stay tuned for the city's rescheduled date announcement.
