What's on in Oconomowoc for free?
15 upcoming events
We've rounded up 15 upcoming events in Oconomowoc for free — concerts, parties, theatre, exhibitions, family outings — updated every day. Pick a theme or just scroll.
Events in Oconomowoc for free
Sun18
Sunday 18 October
Wed21
Wednesday 21 October
Thu22
Thursday 22 October
Later
Fri 23 · 7 PMFree
🗣️Talk📚Literature
Joshua Becker's Uncluttered Faith Tour
Crosspoint Community Church
Sat 24 · 11 AMFree
📖Story time🎨Creative workshop0–8 yrs
Sara Laux Akin author event for her new book, THE GEYSER SISTERS
Books & Company
Sun 25 · 9 AM$30–50
🏃Running🤾Sports & fitness
Winter Run Series™
Milwaukee Area
Tue 27 · 6 PMFree
📚Literature
2026 Gift Giving Preview Night
Books & Company
Wed 28 · 1 PMFree
📚Literature
Books & Company Afternoon Book Group October 2026 Meeting
Books & Company
Thu 12 · 6 PMFree
📚Literature🗣️Talk
Kathleen Ernst author event for her new book, FLOOD WATERS RISING
Books & Company
Sat 14 Nov · 11 AMFree
🌳Outdoors
2026 Oconomowoc Holiday Craft and Vendor Show
Okauchee Lions Park
Sat 5 Dec · 5 PM$0–29.95
"250 Years of Christmas In America" Oconomowoc Christmas Parade
Oconomowoc
Mon 14 Dec · 6 PMFree
🍽️Food
The Good Hours - No. 01 | Candle & Clove
N781 Erv-Mary Dr
Thu 31 Dec · 10 AM$0–45
🏃Running🌳Outdoors
Noon Year's Eve
1500 Whalen Dr
Sat 13 Mar · 8:45 AM$0–45
🏃Running🤾Sports & fitness
Shake Your Shamrocks
Lucky Chucky's Beach Bar & Grill
See also in Oconomowoc for free
Sun 1 · 8:30 AM
🎫Concert
Pop Up Choir ~ All are Welcomed
Delafield Presbyterian Church
Thu 5 · 7 PM$36–230
🪕Folk / Acoustic🎭Theatre
Pat Barrett
RiverGlen Church - WI, Waukesha
Thu 5 · 7 PM$27.62–86.33
🎫Concert
I’ve Got A Fire Tour with Pat Barrett - Waukesha, WI
RiverGlen Christian Church, Waukesha
At 6 PM
🪕Folk / Acoustic🎙️Small gig
tunes on the terrace
Raised Grain Brewing Co., Waukesha
Tomorrow
🎪Street party🌳Outdoors
Spirit of the Fire - All Hallows Festival
Jennings Holler, EAGLE
Tomorrow · 7 PM$10
🎸Rock🎫Concert
The Deep Blue Crew @ Let It Be
Let It Be, Milwaukee
Sat 24 · 2:30 PM$20
🎻Classical🎫Concert
Menomonee Falls Symphony Halloween Concert October 24
Hamilton Fine Arts Center, Sussex
Tomorrow
🎷Jazz💜Soul / Funk
Adam Deitch @ Sharon Lynne Wilson Center for the Arts
Sharon Lynne Wilson Center for the Arts, Brookfield
Fri 30 · 7:30 PM$37–49
🪕Folk / Acoustic🎫Concert
Simply Three
Sharon Lynne Wilson Center for the Arts, Brookfield
Fri 23 · 6 PMFree
🎉Parties
Moms Night Out: Beads & Booze
Homegrown Provisions, Okauchee Lake
Sat 24 · 12 PM$30
🎉Parties
Creepy Crawl
Historic Downtown Hartland
Tomorrow · 2 PM$14.78–29.31
🌳Outdoors🎊Socials
Flannel Fest & Chili Cookoff on the Farm CARLOAD TICKET
Holy Hill Art Farm, Hubertus
Tomorrow · 3:30 PM$17.85–76.54
🍽️Food
Wauk-Tober 2026: Downtown Waukesha Beer & Wine Walk
Downtown Waukesha
Tomorrow · 4:30 PMFree
🎊Socials
Brookfield Grand Opening
19035 W Capitol Dr, Brookfield
Tomorrow · 2 PM$15.90–29.31
🪕Country🌳Outdoors
Flannel Fest Line Dancing / Holy Hill Art Farm / Hubertus- Wisconsin
Holy Hill Art Farm, Hubertus
Fri 13 · 7 PM$39
🎭Theatre🕺Musical
Grease - The Musical
Oconomowoc Arts Center
At 6 PM$55
🎭Theatre
SPIRITS AND SPIRITS: A Spooky & Comedic Cocktail Event
Grey House Studio, Wauwatosa
Today$5–83.11
🎤Stand-up
Chris Porter
Milwaukee Improv, Brookfield
Tomorrow · 6:30 PM
🎤Stand-up
Chris Porter @ Main Room, Milwaukee Improv
Main Room, Milwaukee Improv, Brookfield
Fri 23 · 7 PM
🎤Stand-up😂Comedy
D.L. Hughley @ Main Room, Milwaukee Improv
Main Room, Milwaukee Improv, Brookfield
Sun 25 · 6 PM
🎤Stand-up😂Comedy
Pat Mcgann @ Main Room, Milwaukee Improv
Main Room, Milwaukee Improv, Brookfield
Tomorrow · 9 AM
🗣️Talk
TEDxOconomowoc
Oconomowoc
At 5 PM$20
🍽️Food🌳Outdoors
Roll with It: Sushi & Sips
Waterford Wine & Spirits - Delafield*
Tomorrow · 1 PM
🏰Heritage🗺️Guided tour
Museum and History Center Open for Tours
Hawk's Inn
Sat 7 · 9 AM
🧺Market🪡Crafts
2026 Hartland-Lakeside Merry Market
North Shore Middle School, Hartland
Thu 22 · 6 PMFree
🗣️Talk🔬Science
The Wellness Way Approach to Inflammation
Good Harvest Market, Pewaukee
Thu 22 · 7 PM$39.19–44.52
🍽️Food🗣️Talk
The Evolution of Style: Trappist Beers
212 E North St, Waukesha
Sat 24 · 6 PMFree
🏰Heritage
Night at the Museum
Waukesha County Historical Society and Museum
Mon 2 · 5 PM$55.20
🗣️Talk🔬Science
Induction of Labor: Understanding Your Options
Family Focused Midwifery, Waukesha
Thu 12 · 8:30 AMFree
🗣️Talk🕊️Human rights
Supporting & Building Resilience in Students who are Grieving
Ellenbecker Investment Group, Waukesha
Fri 23 · 4 PMFree
🍽️Food🤝Volunteering
Fish Fry Dinner
4550 N Brookfield Rd
Sat 24 · 12 PM$13.45
🎬Cinema
"Wicker" Movie Screening w/ The Well Red Damsel
Marcus Majestic Cinema, Waukesha
Thu 12 · 6 PM$25.31–44.52
🗣️Talk
The Golden Hour
McCann Chiropractic, Brookfield
Your passions nearby
Tap what you're into — we'll find the outings around you.
Venues in Oconomowoc for free
Oconomowoc Arts Center
28 events
641 E Forest St
1 event
Crafty Cow - Burgers & Fried Chicken
1 event
Books & Company
6 events
104 E Wisconsin Ave
1 event
304 W. Wisconsin Ave
1 event
1020 Oconomowoc Pkwy
1 event
1500 Whalen Dr
1 event
1011 Blue Ribbon Cir N
1 event
Crosspoint Community Church
1 event
37505 Genesee Lake Road
1 event
The Place
2 events