Event Category: Community Events & Celebrations

  • Tractor ride around West Lake Okoboji

    Tractor ride around West Lake Okoboji

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    Start your Sunday with a scenic ride! At 8:00 AM, the FFA is hosting tractor rides around beautiful West Lake Okoboji. Climb aboard for a relaxing cruise, enjoy the views, and celebrate Pioneer Days with this unique small-town tradition! 

  • pioneer Days parade

    pioneer Days parade

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    Celebrate community spirit at the Milford Pioneer Days Parade! Starting at 11:00 AM, enjoy floats, music, local groups, and festive fun for all ages as they roll through the heart of Milford. Don’t forget your lawn chair and candy bucket! 

  • You’re a good man, Charlie Brown

    You’re a good man, Charlie Brown

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    Okoboji Summer Theatre proudly presents the beloved musical You’re a Good Man, Charlie Brown. Based on the iconic Peanuts comic strip by Charles M. Schulz, this heartwarming production offers a joyful and honest look at childhood through a series of playful scenes filled with humor, imagination, and sincerity.  Audiences will reconnect with favorite characters like…

  • Bikes, Brews & bites

    Bikes, Brews & bites

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    Live music, tasty bites, and great brews. Dickinson County Trails Fundraiser at Maser Monarch Lodge July 18th 6:00-10:00 P.M.

  • We will okoboji Classic

    We will okoboji Classic

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    Join fellow Cyclones for a day of golf Thursday, July 17th, 2025 to support Iowa State athletes through the We Will Collective. Emerald Hills Golf Course, Hwy 71, Arnolds Park, IA 9:00 am Registration 11:00 am Shotgun Start 5:00 pm Social Hour at Oak Hill Outdoors 6:00 pm Dinner at Oak Hill Outdoors Dinner to…

  • Cattleman’s regatta charity golf classic

    Cattleman’s regatta charity golf classic

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  • Wags & Whiskers in the Park

    Wags & Whiskers in the Park

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    David Harris is an Emmy Award Winning comedian and actor who has been entertaining audiences for over 30 years. He regularly appears at top clubs, theaters, colleges and corporate events across the US and Canada including the New York Comedy Club, the Grand Sierra Resort in Reno, Goodnight’s Comedy Club in Raleigh, Second City in…

  • RAGBRAI Party

    RAGBRAI Party

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    Celebrate RAGBRAI in Milford, Iowa • Sunday, July 20th from 1-10PM • Easy Parking • Great Menu • Drink Specials • Lounge Seating • No Cover • DJ Jimy Mac rocks the house from 1-5 • The Five-O Band live from 6-9! 

  • Fireworks

    Fireworks

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  • fireworks

    fireworks

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