Oconomowoc Fall Festival
September 11 @ 4:00 pm - 9:00 pm
Free
Downtown Oconomowoc’s main street (Wisconsin Ave.) will close as vendors line both sides selling wares, food and more for the 15th annual Fall Festival in 2026. Free children’s games and an entertainment stage that will feature dance groups and live music will be on tap as well as a beer tent on Saturday, September 12. All the vendor market shopping is Saturday only.
Oconomowoc Fall Festival FRIDAY NIGHT, September 11, 2026
Kick things off with live music from local favorite from Rebel Grace, 5:30 pm – 9 pmenjoy a crisp drink in the Beer Garden, and grab dinner from a variety of tasty food trucks.
Beer Garden and Food Trucks open from 4 – 9 pm.
It’s the perfect Friday night vibe for friends, families, and out-of-town guests!
Oconomowoc Fall Festival SATURDAY, September 12, 2026
Stroll through a vibrant market of craft and merchant vendors (9 AM – 6 PM), discover handmade goods and unique finds, and treat the kids to fun activities in the Kids Area hosted by St. Paul’s Lutheran Church (10 AM–4 PM). The Beer Garden and food trucks will be serving all day. So come hungry and ready to relax!
NOTE: Wisconsin Avenue from Cross Street to Main Street will be closed from 6:45 a.m. to 10 p.m. on Saturday, September 12. Planning to attend? Park outside downtown and ride the trolley this year courtesy of Downtown Oconomowoc! Running from 11:00 am to 9:00 pm.
Trolley Service: Complimentary Trolley will be running continuous loops to and from the Village Green. From 9:00 am – 9:00 pm (Saturday Only)
Parking Pick-up Locations:
- Oconomowoc Police Department: 630 E Wisconsin Ave, Oconomowoc, WI 53066
- Wisconsin Ave Metro Market: N48W36903 E Wisconsin Ave, Oconomowoc, WI 53066
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2026 Fall Festival Entertainment
Musical Performances on Saturday
- Slim Rox: 1PM–3PM
- Dirty Boogie: 3:30PM–5:30PM
- Sons of Sconnies: 6PM–9PM
See our past fall fest fun HERE on Instagram.
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