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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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MINGO – Music Bingo

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Karaoke at Oak Hill Outdoor

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West O Trivia Night

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Mini Michelangelo’s | K-2nd

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Art Club | 3rd-6th

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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.

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Escape the Nature Center

Dec 6
4:30pm—7:30pm
Dickinson County Nature Center
22785 Nature Center Rd
Okoboji, IA 51355
Learn More
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The Winery Comedy Tour

Dec 6 – Mar 15
6:00pm—7:30pm
Round Lake Vineyards
30124 MN-264
Round Lake 56167
Learn More
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Jazzed Up Christmas

Dec 6 – Aug 26
7:00pm—12:00am
The Roof Garden Ballroom
91 Lake Street
Arnolds Park, IA 51331
Learn More
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Christmas at the Winery

Dec 7
12:00pm—3:00pm
Round Lake Vineyards
30124 State Hwy 264
Round Lake, MN 56167
Learn More
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Baby Biologist

Dec 8
10:45am—11:15am
Dickinson County Nature Center
22785 Nature Center Road
Okoboji, IA 51355
Learn More
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A Merry Little Holiday Brunch with Sarah Page

Dec 9
11:00am—12:00am
Pearson Lakes Art Center
2201 Hwy 71 N
Okoboji, IA 51355
Learn More
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Silent Book Club

Dec 9
6:00pm—8:00pm
Lakeshore Center
1864 Hwy 86
Milford, IA 51351
Learn More
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Nature Tots: Animals ABC’s!

Dec 10 +1 more
10:30am—11:30am
Dickinson County Nature Center
22785 Nature Center Rd
Okoboji, IA 51355
Learn More
PEARSON LAKES ART CENTER

Damon, Dave, & Ryan – Holiday Show

Dec 11
7:30pm—12:00am
Pearson Lakes Art Center
2201 Hwy 71 N
Okoboji, IA 51355
Learn More
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Shirts and Skins

Dec 12 +1 more
Starts at 9:00pm
Captain’s Getaway
107 Broadway St
Arnolds Park, IA 51331
Learn More
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Wine Pairing Dinner

Dec 12
All day
Round Lake Vineyards
30124 MN-264
Round Lake, MN 56167
Learn More
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Santa’s Village

Dec 13
10:00am—2:00pm
Downtown Spirit Lake
1619 Hill Ave
Spirit Lake, IA 51360
Learn More
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