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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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Open Clay Studio

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Holiday Window Lighting

Nov 29
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Grungepop

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Heartland Light Display

Nov 23 – Jan 3
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Iowa Ice Show

Nov 29
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Holiday Window Lighting

Nov 29
Join us to kick off the Holiday Season in downtown Spirit Lake! Come see the beautiful store fronts lit up for the holiday season, some with live window displays. Santa will arrive around 4:30pm at The Venue on a Fire Truck. Saturday, November 29, 20254:30-6pm
LEARN MORE

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.

Pearson Lakes Art Center

Wine Class

Dec 4
Starts at 6:00pm
Pearson Lakes Art Center
2201 Hwy 71
Okoboji, IA 51355
Learn More
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MINGO – Music Bingo

Dec 4 +1 more
Starts at 6:00pm
The Peacock Lounge and Grille
575 Hwy 71
Arnolds Park, IA 51331
Learn More
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Karaoke at Oak Hill Outdoor

Dec 4 +2 more
Occurs weekly on Thursday
7:00pm—10:00pm
Oak Hill Outdoor
2188 IA-86
Milford, IA 51351
Learn More
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West O Trivia Night

Dec 4 +2 more
Occurs weekly on Thursday
7:00pm—9:00pm
West O Beer
503 Terrace Park Blvd
West Okoboji, IA 51351
Learn More
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Holiday Market in the Park

Dec 5
4:00pm—7:00pm
The Roof Garden
244 US-71
Arnolds Park, IA 51331
Learn More
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Live Music Fridays with Dave Anderson & the Invisible String Band

Dec 5 +1 more
Occurs weekly on Friday
6:00pm—8:00pm
Round Lake Vineyard & Winery
30124 MN-264
Round Lake, MN 56167
Learn More
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Circus Street Comedy: Mike Young

Dec 5 +1 more
Starts at 8:00pm
Oak Hill Outdoor – 2188
2188 Hwy 86
Milford, IA 51351
Learn More
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Varsity Rejects

Dec 5 +3 more
Starts at 9:00pm
Captain’s Getaway
107 Broadway St
Arnolds Park, IA 51331
Learn More
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Holiday Vendor Fair

Dec 6 +1 more
9:00am—3:00pm
Old School Mercantile
10 Broadway St
Arnolds Park, IA 51331
Learn More
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Holiday Shopping Extravaganza

Dec 6 – Jul 6
9:00am—3:00pm
Parks Marina
24457 178th Street
Okoboji, IA 51355
Learn More
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Milford Holiday Fantasy Weekend

Dec 6
9:30am—2:00pm
Downtown Milford
Milford, IA 51351
Learn More
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FREE Community Showing of The Grinch

Dec 6
10:00am—12:00am
Great Lakes Cinema 7
1698 Exchange St
Okoboji, IA 51355
Learn More
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