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Okoboji Events for Every Season

There’s always something happening in Okoboji! From lively summer festivals and family-friendly celebrations to live music, sporting events, and seasonal traditions, the region offers a packed calendar of activities year-round. Browse our Events Calendar to find upcoming happenings, or check out this weekend’s top events to make the most of your visit!

Upcoming Events

Big weekends, live music, local traditions — you never know what you’ll find, but you’ll always be glad you came. Explore the events calendar to join in the fun.

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Milford Kiwanis Bingo Night

May 22This event occurs on multiple dates
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Boss’ Patio Parties

May 22This event occurs on multiple dates
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West O Trivia Night

May 22This event occurs on multiple dates
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Live Music Fridays with Dave Anderson & the Invisible String Band

May 23This event occurs on multiple dates
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The Dirty Rotten Scoundrels

May 23This event occurs on multiple dates
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University of Okoboji Homecoming Races

Jul 19
The University of Okoboji Homecoming Races have been an annual tradition since 1978. Enjoy the scenic route around West Lake Okoboji while competing in one of the many races over University of Okoboji Homecoming weekend. Races Include: Triathlon, Team Triathlon, Half-Marathon, 10K & 5K Triathlon & Team Triathlon Swim, bike, and…
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Mark Your Calendar for Okoboji Fun

Our events calendar is packed with concerts, celebrations, and can’t-miss happenings. See what’s going on when you’re in Okoboji.

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Two Ol’ Fishheads on Captains Rooftop

May 25
4:00pm—8:00pm
Captain’s Getaway
107 W Broadway St
Arnolds Park, IA 51331
Learn More
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Live Music at the Winery: Landon Weis

May 26
2:00pm—6:00pm
Round Lake Vineyards & Winery
30124 State Highway 264
Round Lake, MN 56167
Learn More
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Sounds Fishy – Next Level Rooftop

May 26This event occurs on multiple dates
Starts at 4:00pm
Captain’s Getaway Rooftop
107 W Broadway
Arnolds Park, IA 51331
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John Griggs

May 26This event occurs on multiple dates
Starts at 6:00pm
The Barefoot Bar
24457 178th Street
Okoboji, IA 51355
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Dick Bauman Big Band

May 26This event occurs on multiple dates
7:00pm—9:00pm
Pearson Lakes Art Center
2201 US-71
Okoboji, IA 51355
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Big Nacho Karaoke

May 29This event occurs on multiple dates
Starts at 6:00pm
The Barefoot Bar
24457 178th Street
Okoboji, IA 51355
Learn More
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WailTail

May 29
Starts at 9:00pm
Captain’s Getaway
107 W Broadway St
Arnolds Park, IA 51331
Learn More
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Matthew Griswold – Next Level Rooftop

May 30This event occurs on multiple dates
Starts at 4:00pm
Captain’s Getaway Rooftop
107 W Broadway
Arnolds Park, IA 51331
Learn More
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Friday Night Live | Canaan James

May 30
6:00pm—9:00pm
Lake View Deck
243 W Broadway St
Arnolds Park, IA 51331
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Hicktown Mafia

May 30This event occurs on multiple dates
Starts at 6:00pm
The Barefoot Bar
24457 178th Street
Okoboji, IA 51355
Learn More
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The Five-O

May 30This event occurs on multiple dates
6:00pm—9:00pm
Oak Hill Outdoor
2188 IA-86
Milford, IA 51351
Learn More
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Birdchild

May 30This event occurs on multiple dates
8:00pm—11:00pm
The Okoboji Store
1404 US-71
Okoboji, IA 51355
Learn More
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