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.
Labor Day Flea Market – Treasure Village
Aug 30This event occurs on multiple dates
The annual Labor Day Flea Market will be held Aug 30 – Sept 1 on Saturday, Sunday, and Monday at Treasure Village at Lake Okoboji, IA. They will offer a wide variety of handy, decorative, delicious, wearable, or collectible items. A concessions trailer will offer a delicious menu for meals…
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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.
Tank Anthony – Next Level Rooftop
Aug 28This event occurs on multiple dates
Starts at 4:00pm
Captain’s Getaway Rooftop107 W Broadway
Arnolds Park, IA 51331
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Siesta Cruise
Aug 28This event occurs on multiple dates
5:00pm—6:15pm
The Barefoot Bar24457 178th St
Okoboji, IA 51355
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Summer Cruise-In at Oak Hill Outdoor
Aug 28
5:00pm—7:00pm
Oak Hill Outdoor2767 Okoboji Ave
Milford, IA 51351
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Milford Kiwanis Bingo Night
Aug 28This event occurs on multiple dates
6:00pm—8:00pm
Spirit Lake VFW914 Lake St
Spirit Lake, IA 51360
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Jen Johnson
Aug 28This event occurs on multiple dates
6:00pm—9:00pm
Block Party Retro Pub1107 Sanborn Avenue
Okoboji, IA 51355
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Live Music at the Winery: Sonya Johnsen
Aug 28
6:00pm—8:00pm
Round Lake Vineyards & Winery30124 State Highway 264
Round Lake, MN 56167
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Big Nacho Karaoke
Aug 28This event occurs on multiple dates
Starts at 6:00pm
The Barefoot Bar24457 178th Street
Okoboji, IA 51355
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A Taste of New Orleans
Aug 28
Starts at 6:00pm
Pearson Lakes Art Center2201 Highway 71 N
Okoboji, IA 51355
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Art After Hours
Aug 28This event occurs on multiple dates
Starts at 6:00pm
Pearson Lakes Art Center2201 Highway 71 N
Okoboji, IA 51355
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MINGO – Music Bingo
Aug 28This event occurs on multiple dates
6:30pm—8:30pm
The Peacock Lounge and Grille575 Hwy 71
Arnolds Park, IA 51331
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West O Trivia Night
Aug 28This event occurs on multiple dates
7:00pm—9:00pm
West O Beer503 Terrace Park Blvd
West Okoboji, IA 51351
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Casey Muessigmann
Aug 28
7:00pm—10:00pm
Oak Hill Outdoor2188 Hwy 86
Milford, IA 51351
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