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  1. Oconomowoc Rotary Bicycle Tour

    September 16, 2023, 7:00 AM - 2:00 PM

    Roosevelt Park

    Rotary Bicycle Tour set for September 16 The Oconomowoc Rotary Bicycle Tour will take place on September 16 at Roosevelt Park in Oconomowoc. Routes of 12, 27 and 43 miles will be available for riders of all abilities. Registration for the event will include a rest stop during the ride, food, beverages, and entertainment after the ride. All proceeds from the ride will go toward the construction of the Interurban Trail which will connect Watertown with Oconomowoc. More than $6,000 in sponsorships already raised! For more information, to sponsor or to register for the ride, go to Additional questions can be directed to Joel Lammers at 262-560-1047.

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  2. Summer Farmers Market

    September 16, 2023, 8:00 AM - 12:00 PM

    Bank Five Nine Campus Lot, 155 W. Wisconsin Avenue (across from the Community Center) 

    Oconomowoc Summer Farmer's Market is presented by the Oconomowoc Area Chamber of Commerce in downtown Oconomowoc. Shoppers can find a variety of goods including seasonal produce, spices, herbs, soups, handmade arts and crafts, baked goods, plants, honey, cheeses, jams, canned goods, maple syrup, breads, and farm fresh eggs and meats.

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  3. Buddy's Cardboard Boat Regatta

    September 16, 2023, 9:00 AM - 2:00 PM

    City Beach

    Come and watch our contestants race to win! DJ, Food/Drinks, and activities for everyone!

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  4. Fuel Your Passion Car Show

    September 16, 2023, 10:00 AM - 2:00 PM

    YMCA at Pabst Farms

    Join us for our 3rd Annual Car Show at the YMCA at Pabst Farms. • Live classic and contemporary rock, blues and soul music provided by The Hit Men • Food and beverages available for purchase. • First 100 cars will receive a Dash Plaque

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  5. Lake Country Card Show

    September 16, 2023, 1:00 PM - 6:00 PM

    Cornerstone Pub

    ATTENTION SPORTS CARD COLLECTORS: Join us SATURDAY, AUGUST 19TH in Oconomowoc, WI for our next 50 Table Card Show!! Show starts at 1PM! Admission is FREE! And Kids are WELCOME! ADDRESS: Cornerstone Pub & Eatery's Banquet Hall 24 S. Main St., Oconomowoc, WI 53066

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  6. Salsa Manzana

    September 16, 2023, 7:00 PM

    Oconomowoc Arts Center

    Celebrate the beginning of Hispanic Heritage Month with live music from Salsa Manzana, a high-energy, authentic Latin band featuring full horn and rhythm sections. Since 2012, founders Carlos Mendez and Mark Te Tai have been entertaining and educating audiences throughout Wisconsin by promoting the traditional Latin rhythms of salsa, mambo, merengue, cha cha, bachata, bolero, and Latin jazz.

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