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  • Silver Circle Trivia - Ocon [runsignup.com]

    Thu, Jun 18, 2026 at 6:30 PM

    Description

    Looking for a fun way to spend a winter afternoon? Join Silver Circle Trivia and the Oconomowoc Beer Garden for FREE trivia! Warm up your brain and enjoy great company in a cozy atmosphere.

    Why Join...

    Looking for a fun way to spend a winter afternoon? Join Silver Circle Trivia and the Oconomowoc Beer Garden for FREE trivia! Warm up your brain and enjoy great company in a cozy atmosphere.

    Why Join Us?

    • It’s Free: No entry fee—just bring your knowledge and enthusiasm!

    • Food & Drink Specials: Oconomowoc Beer Garde will be serving delicious bites and refreshing beverages. 🍔🍹

    • Perfect Summer Fun: A great way to kick back, play some trivia and enjoy the Oconomowoc Summer!

    Important:

    Preregistration is required for the entire team so Oconomowoc Beer Garde can ensure appropriate staffing levels, assign tables and create a smooth, enjoyable experience for everyone. Don’t miss out—secure your spot today!

    Grab your friends and make it an afternoon to remember. See you there!

    Upcoming Trivia Events!

    Registration for future events will open after the most recent event happens.

    9.7 km
    104 E Wisconsin Ave, Oconomowoc, Wisconsin, 53066, United States
    OpenStreetMap Google Maps

    Run

  • Lad Lake's Kettle Classic Bike- Walk- Run Event 2026 [ladlake.org] [Register at runsignup.com]

    Sat, Jun 20, 2026 at 6:45 AM

    Description

    Join us at our annual Kettle Classic, Bike Walk Run Event

    Join us for the Kettle Classic, Lad Lake’s annual Bike • Walk • Run event celebrating community, movement, and impact. This family-friendly...

    Join us at our annual Kettle Classic, Bike Walk Run Event

    Join us for the Kettle Classic, Lad Lake’s annual Bike • Walk • Run event celebrating community, movement, and impact. This family-friendly day brings people together to support more than 1,100 youth and families across Wisconsin through Lad Lake’s trauma-informed, evidence-based programs focused on mental health, healing, and education.

    Whether you’re cycling through the scenic Kettle Moraine, tackling the 5K Trail Challenge, walking at your own pace, there’s an option for everyone. Enjoy music, kids’ activities, a delicious barbecue lunch, and great company all while making a meaningful difference.

    Your participation powers life-changing support for youth and families across Wisconsin.

    Schedule|Event Experiences

    Important Note: All events must be completed by 12:45 PM.

    Bike Rides

    Choose from three non-competitive routes through the scenic Kettle Moraine, all with SAG support and rest stops.

    100K Ride

    Start: 7:00 AM (Line up at 6:45 AM)

    15-mile & 30-mile Rides

    Start: 9:00 AM (Line up at 8:45 AM)

    5K Trail Run / Walk – Challenge Event

    Start Time: 9:30 AM (Line up at 9:15 AM)

    🏅 Awards:

    The top 3 male and female finishers will receive a custom medal immediately after finishing.

    2-Mile Walk ((Line up at 9:45 AM)

    Start Time: 10:00 AM

    Not interested in a 5K? Join us for a relaxed 2-mile walk and enjoy the scenic views of our campus. A great option for families and anyone looking to support a great cause at their own pace.

    🌍 Go Virtual

    Can’t attend in person? Participate from anywhere!

    Bike, walk, or run wherever you are—on a treadmill, around your neighborhood, or even in your living room. Your virtual participation still supports Lad Lake’s mission and makes a real difference.

    Event Day Fun

    • Music

    • Delicious barbecue lunch (11am- 1:00pm)

    • Kids’ activities

    • Free raffle drawing

    • Learn more about Lad Lake and our impact

    Registration Details

    Advance registration is strongly encouraged

    Race-day registration is electronic only

    T-Shirt Deadline: Friday, May 29

    👉 Please consider making a donation above your registration fee, or becoming a fundraiser to further support youth and families served by Lad Lake.

    5.1 km
    W350 S1401 Waterville Road, Waukesha County, Wisconsin, 53118, United States
    OpenStreetMap Google Maps

    5k 15 Miles 30 Miles 62 Miles Cycling Run Trail Virtual Walk

  • Lake Country Freedom 5K & 10K [runsignup.com]

    Sat, Jul 04, 2026 at 8:45 AM

    Description

    Celebrate summer, community, and freedom at the Lake Country Freedom 5K/10K Run, Walk & Ruck in beautiful Oconomowoc, Wisconsin! Held during the city's 151st Hometown Celebration, this...

    Celebrate summer, community, and freedom at the Lake Country Freedom 5K/10K Run, Walk & Ruck in beautiful Oconomowoc, Wisconsin! Held during the city's 151st Hometown Celebration, this family-friendly event offers something for everyone—whether you're running for a personal best, walking with friends, or rucking in honor of our service members.

    Choose between the 5K or 10K course, both showcasing scenic Lake Country views. Every participant receives a finisher’s medal, event t-shirt, and—true to American tradition—a hot dog at the finish line!

    Join us for this patriotic celebration of fitness, fun, and community spirit.

    Here's what awaits you:

    👪Family friendly

    🚶Walker friendly 2 mile option

    🧒FREE kiddos 1K

    🏃‍♀️ 5K & 10K run or Ruck options on a super flat and fast course

    🌭FREE finisher hot dogs + fixins & sides

    🏅Finisher woodles from Oconomowoc's very own Ridgeway Woodworks

    🐶Dog friendly event

    🛹Make it a day and let the kids skate at the Ocon skatepark & splash pad!

    Whether you're a seasoned runner or a casual walker, we have a distance for you!

    103 W. Jefferson Roosevelt Park (S Main & E Forest) Oconomowoc, WI US 53066


    9.8 km
    103 W. Jefferson, Oconomowoc, Wisconsin, 53066, United States
    OpenStreetMap Google Maps

    2 Miles 3.1 Miles 5k 6.2 Miles 10k 15.5 Miles Run Walk

  • Prowl The Peak [finishers.com]

    Thu, Aug 06, 2026

    6.4 km
    Delafield, Wisconsin, United States
    OpenStreetMap Google Maps

    Run Trail

  • Lake Country Half Marathon [runsignup.com]

    Sat, Aug 29, 2026 at 8:00 AM

    Description

    The ONLY race around Lac La Belle!

    8 Mile & Half Marathon Run 🏃‍♀️🏃‍♂️

    Discover the beauty of Lac La Belle 🌊 on this unforgettable 8-Mile and Half Marathon course. Starting at the Village Green in...

    The ONLY race around Lac La Belle!

    8 Mile & Half Marathon Run 🏃‍♀️🏃‍♂️

    Discover the beauty of Lac La Belle 🌊 on this unforgettable 8-Mile and Half Marathon course. Starting at the Village Green in downtown Oconomowoc 🏞, runners head north along the picturesque isthmus between Fowler Lake and Lac La Belle. The course then winds west through the charming Village of Lac La Belle 🏡, tracing the shoreline before opening into peaceful countryside roads 🌳.

    On the return, the route hugs the lake’s western edge, offering sweeping water views 🌅 all the way back to Wisconsin Avenue. The final stretch is a flat, fast push to the finish at City Beach 🏖—right on the shores of Lac La Belle.

    9.7 km
    104 E Wisconsin Ave, Oconomowoc, Wisconsin, 53066, United States
    OpenStreetMap Google Maps

    8 Miles 13.1 Miles Half Marathon Run

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