Friday Night Live- Jason Kincel
6:00 PM - 9:00 PM
Join us on The Lake View Deck in Preservation Plaza for FREE music performed by some of the areas best artist from 6-9pm! Full bar along with select food will be available to enjoy.
University of Okoboji Oktoberfest
The 34th Annual University of Okoboji Oktoberfest will be held on Saturday, September 27, 2025! Learn more at www.uofooktoberfest.com
Lakes Area Farmers Market
7:30 AM - 12:00 PM
Lakes Area Farmers Market every Wednesday 3:30pm-7:00pm and Saturdays from 7:30am-12:00pm at the Dickinson County Fairgrounds!
Boats & Bloodies at Oak Hill Marina
9:00 AM - 4:00 PM
2026 Regals & Centurions just arrived! Try on a Supreme & Highfield! Check out the new, luxe Alera Pontoon! See Sylvan Pontoons upstairs on our 2nd level! HAVE ONE ON US! Join us for BOATS & BLOODIES this Saturday, September 27th! • Enjoy bloody marys ...
Ok-Tiki-Fest @ The Barefoot Bar
11:00 AM - 5:00 PM
Saturday Sep 27 Barefoot Bar 11 AM hammerschlagen & beer & live music & german eats & dancing & other fun stuff music with Mighty Mayhem at 1 PM
Live Music at the Winery @ Round Lake Vineyards & Winery
2:00 PM - 6:00 PM
Join us every Saturday from May-September for live music on the Patio from 2-6 PM!
Scotty Rohlfsen- Next Level Rooftop Series @ Captain's Getaway
4:00 PM - 7:00 PM
Scotty Rohlfsen- Next Level Rooftop Series @ Captain's Getaway starting at 4pm.
Oktoberfest with Kris Lager @ The Okoboji Store
6:00 PM - 11:00 PM
🍻🎶 Oktoberfest + Live Music! Celebrate at The Okoboji Store with Kris Lager, Saturday, Sept 27 at 6PM — right after the Iowa Game Day with Biggie G. Oktoberfest food & drink features all weekend!
Run 4 Wine 5K
10:00 AM - 12:00 PM
Come and join us for a family and pet friendly 5K run/walk remembering Benjamin Bruce! Register with the link to get your free t-shirt and glass of wine! All proceeds go to the U of M Masonic Children’s Hospital Big Brave Benjamin Bruce Pediatric ICU ...
Okoboji Writers' & Songwriters Retreat
12:00 PM - 12:00 AM
This year's Okoboji Writers' & Songwriters Retreat is taking place September 28, 29, 30 and October 1st! Visit https://okobojiwritersretreat.com to learn more!
Live Music at the Winery @ Round Lake Vineyards & Winery
2:00 PM - 6:00 PM
Join us every Sunday from May-September for live music on the Patio from 2-6 PM!
