Oconomowoc Holiday Events

Pumpkin Run

Fowler Park - 438 N Oakwood Ave, Oconomowoc, WI 53066 26 Oct 2025

The Nutcracker - MainStage Academy of Dance

641 E Forest St, Oconomowoc, WI, United States, Wisconsin 53066 5 Dec 2025

Thanksgiving Eve Party!

Cornerstone Sports Pub & Eatery 26 Nov 2025

Naughty or Nice List 5K

Lake Country DockHounds 6 Dec 2025

Blue Violin Candlelight Christmas Extravaganza

Oconomowoc Arts Center 11 Dec 2025

Power Hour: Winter Networking Blitz

Cornerstone Pub & Eatery, 24 S Main St, Oconomowoc, WI 53066-5219, United States 11 Dec 2025

Disney's Frozen Jr - SLI

641 E Forest St, Oconomowoc, WI, United States, Wisconsin 53066 12 Feb 2026

Christmas With Lorie Line

641 E Forest St, Oconomowoc, WI, United States, Wisconsin 53066 19 Dec 2025

Christmas with Lorie Line 2025

Oconomowoc Arts Center, Oconomowoc, WI 19 Dec 2025

✨ Sweater Weather Soirée: Pumpkins & Prosecco Night ✨ 1 YEAR Celebration

1217 W Wisconsin Ave, Oconomowoc, WI, United States, Wisconsin 53066 23 Oct 2025

An American Christmas Celebration - Wisconsin Philharmonic

641 E Forest St, Oconomowoc, WI, United States, Wisconsin 53066 14 Dec 2025

Jingle Mingle 2025

1280 Brown Street K2, Oconomowoc, WI 21 Nov 2025

Carriages with the Clauses

Oconomowoc Area Chamber of Commerce 11 Dec 2025

Jingle & Mingle 2025

1676 Old School House Rd suite 101, Oconomowoc, WI 14 Nov 2025

Rocky's Den - SATURDAY HOLIDAY SALE EVENT

Oconomowoc High School 20 Dec 2025