All Upcoming events

• Sat, 20 Dec, 2025 - 07:30 PM

  CIA at Maddy’s Bar & Music Lounge 12-20-25

  Maddy’s Bar and Music Lounge

  94+ Interested
• Mon, 08 Dec, 2025 - 06:00 PM

  Santa & Crew cookie decorating class at Chef Pams Kitchen

  Chef Pams Kitchen

  69+ Interested
• Sat, 13 Dec, 2025 - 10:00 AM

  Triumph Dealer Holiday Party: Triumph Waukesha

  Triumph Waukesha

  Free
• Fri, 09 Jan, 2026 - 07:30 PM

  Outskirts Theatre Co. Presents THE PRODUCERS

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  73+ Interested
• Sat, 07 Mar, 2026 - 05:00 PM

  Signature Event - Angels Among Us, A Midwinter Gala

  Ingleside Hotel

  15+ Interested
• Fri, 06 Feb, 2026 - 07:30 PM

  SENSE AND SENSIBILITY - A Mainstage Classic Comedy

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  17+ Interested
• Sat, 20 Dec, 2025 - 07:00 PM

  The Deep Blue Crew

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186
• Sat, 13 Dec, 2025 - 05:00 PM

  The Cactus Bros. LIVE @TheSaltyToad

  921 Friedman Dr, Waukesha, WI, United States, Wisconsin 53186

  37+ Interested
• Fri, 12 Dec, 2025 - 07:30 PM

  NEWSIES - A Mainstage Musical

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186
• Fri, 12 Dec, 2025 - 06:00 PM

  CCW Class Wisconsin Permit

  D&D Automotive Repair
• Fri, 19 Dec, 2025 - 06:00 PM

  Candlelight Concert for Solstice

  Reaching Treetops Yoga

  26+ Interested
• Fri, 23 Jan, 2026 - 06:30 PM

  Skyline After Dark presents: Wine & True Crime Club!

  2607 N Grandview blvd, Suite 146, Waukesha, WI, United States, Wisconsin 53188
• Sat, 14 Feb, 2026 - 08:00 PM

  Rockin' at the House of Guinness

  House of Guinness

  35+ Interested
• Fri, 12 Dec, 2025 - 08:00 PM

  Classic Rox Band Live!

  Foxx View Lanes
• Sat, 13 Dec, 2025 - 05:00 PM

  Lost In A Name Rocks-- The Salty Toad Waukesha

  Salty Toad

  20+ Interested
• Sat, 03 Jan, 2026 - 08:00 PM

  One Way Out at Maddy's Bar and Music Lounge

  Madison St, Waukesha, WI 53188, United States

  60+ Interested
• Fri, 13 Mar, 2026 - 07:30 PM

  THE PROM - A Mainstage Musical

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  22+ Interested
• Sat, 20 Dec, 2025 - 05:00 PM

  Dinner for Giving… A Holiday Fundraiser!

  2301 Springdale Rd, Waukesha, WI

  13+ Interested
• Sat, 13 Dec, 2025 - 01:00 PM

  Santa's Workshop & Snapshots

  840 N Grand Ave, Waukesha, WI, United States, Wisconsin 53186
• Fri, 12 Dec, 2025 - 05:00 PM

  Downtown Waukesha Jolly Days – Carriage Rides

  431 W Main St, Waukesha, WI 53186-4612, United States
• Tue, 06 Jan, 2026 - 06:30 PM

  AUDITIONS - 'THE PROM'

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  51+ Interested
• Sat, 20 Dec, 2025 - 08:00 PM

  Old School Favorites Adult Skate (16+)

  Waukesha Skateland

  174+ Interested
• Sat, 27 Dec, 2025 - 01:00 PM

  Día de Futsal (Futbol Sala) - Para Jovenes

  1052 White Rock Ave

  Free
• Sat, 27 Dec, 2025 - 08:00 PM

  The American Graffiti Band debuts at Maddy's. Dec 27th at 8pm

  Maddy’s Bar and Music Lounge

  34+ Interested
• Fri, 12 Dec, 2025 - 06:30 PM

  @Waukesha Guitartown Music at Martha Merrell's Books

  231 W Main St, Waukesha, WI, United States, Wisconsin 53186
• Sat, 03 Jan, 2026 - 08:00 PM

  EchoPoint at Maddy's Bar and Lounge

  Maddy’s Bar and Music Lounge

  21+ Interested
• Sat, 17 Jan, 2026 - 08:00 PM

  Andy and Amy are F***’n 50!!

  Maddy’s Bar and Music Lounge

  83+ Interested
• Fri, 19 Dec, 2025 - 08:00 PM

  The Flood @ Maddy's Music Lounge Round 3

  Maddy’s Bar and Music Lounge
• Sat, 13 Dec, 2025 - 01:00 PM

  FREE Photos with Santa! - Downtown Waukesha

  Fisk Avenue
• Fri, 12 Dec, 2025 - 01:30 PM

  Beginner Nose Work Workshop

  301 Commerce St, Waukesha, WI, United States, Wisconsin 53186
• Sat, 20 Dec, 2025 - 11:45 AM

  Rocket Recalls Workshop

  301 Commerce St, Waukesha, WI, United States, Wisconsin 53186
• Sat, 13 Dec, 2025 - 07:00 PM

  TALLY'S MERRY CHRISTMAS PARTY

  Tallys Tap & Eatery

  121+ Interested
• Thu, 11 Dec, 2025 - 07:00 PM

  Inversion Jazz Trio

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186
• Sat, 13 Dec, 2025 - 10:00 AM

  Pictures with Santa Paws

  Dog City Waukesha
• Thu, 11 Dec, 2025 - 09:00 AM

  New Fall Tai Chi for Intermediates Level 1

  1150 Baxter St, Waukesha, WI 53186-3884, United States
• Sat, 20 Dec, 2025 - 12:30 PM

  Family Ugly Sweater Christmas Party with SANTA!!

  1931 E Main St, Waukesha, WI

  12+ Interested
• Sat, 20 Dec, 2025 - 03:30 PM

  Nose Work Odor Recognition Test (ORT) Fun Match

  301 Commerce St, Waukesha, WI, United States, Wisconsin 53186
• Thu, 11 Dec, 2025 - 05:00 PM

  Holiday Cheer at the Museum

  101 W Main St, Waukesha, WI, United States, Wisconsin 53186

  70+ Interested
• Thu, 18 Dec, 2025 - 07:00 PM

  MILWAUKEE BUCKS BASKETBALL

  S31W24661 West Sunset Drive, Waukesha, WI, United States, Wisconsin 53189

  4+ Interested
• Sat, 13 Dec, 2025 - 08:00 PM

  90's and 2000's Adult Skate (16+)

  Waukesha Skateland

  113+ Interested
• Sat, 13 Dec, 2025 - 09:00 AM

  Waukesha Winter Farmers' Market

  231 W Main St, Waukesha, WI, United States, Wisconsin 53186
• Fri, 12 Dec, 2025 - 06:00 PM

  ❄️ Winter Gala: A Night to Shine ✨

  Schuetze Recreation Center

  22+ Interested
• Sat, 20 Dec, 2025 - 09:00 AM

  Chef Pam's Kitchen Winter Farmers Market

  280 W MainStreet, Waukesha, WI, United States, Wisconsin 53186
• Sun, 14 Dec, 2025 - 12:00 PM

  NFL SUNDAYS at FOXX VIEW LANES - ENTER TO WIN A TV!!!

  Foxx View Lanes
• Tue, 09 Dec, 2025 - 07:15 PM

  Adult Hip Hop!

  801 Meadowbrook Rd. Suite 14, Waukesha, WI, United States, Wisconsin 53188
• Sat, 13 Dec, 2025 - 07:00 PM

  Suzanne Grzanna

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186

  9+ Interested
• Fri, 26 Dec, 2025 - 11:00 AM

  Dinosaurs: A Story of Survival

  Horwitz-DeRemer Planetarium

  14+ Interested
• Sat, 13 Dec, 2025 - 09:00 AM

  Community Yoga

  820 N Grand Ave, Waukesha, WI
• Sat, 27 Dec, 2025 - 08:00 PM

  Shuffle/Jam Adult Skate (16+)

  1931 E Main St, Waukesha, WI

  67+ Interested
• Sat, 27 Dec, 2025 - 01:00 PM

  Puppy Aquatics puppies 8 – 16 weeks of age.

  301 Commerce Street, Waukesha, WI, United States, Wisconsin 53186
• Wed, 17 Dec, 2025 - 07:30 PM

  JOEL KOPISCHKE'S I GOT YULE, BABE - A Mainstage Guest Act

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  11+ Interested
• Fri, 23 Jan, 2026 - 09:00 PM

  RoadX kicks off 2026 at Maddy's!!!

  Maddy’s Bar and Music Lounge
• Tue, 09 Dec, 2025 - 06:30 PM

  AUDITIONS - 'SENSE AND SENSIBILITY'

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  30+ Interested
• Tue, 09 Dec, 2025 - 07:00 PM

  Karaoke @ Maddy's Bar & Music Lounge

  Maddy’s Bar and Music Lounge
• Sat, 13 Dec, 2025 - 08:00 PM

  Insane Octane returns to Maddy's in Waukesha

  Maddy’s Bar and Music Lounge

  82+ Interested
• Tue, 09 Dec, 2025 - 06:30 PM

  Connect & Learn: Stacking Up

  321 Wisconsin Ave, Waukesha, WI, United States, Wisconsin 53186

  6+ Interested
• Thu, 11 Dec, 2025 - 05:30 PM

  Banting Skateland Fundraiser: 12/11/25

  Skateland
• Thu, 22 Jan, 2026 - 06:00 PM

  Sourdough Made Simple Class

  North Pillar Brewing Co

  55+ Interested
• Wed, 14 Jan, 2026 - 06:30 PM

  Emerging Artists Present Ghost in the Graveyard!

  Otteson Theatre

  7+ Interested
• Fri, 19 Dec, 2025 - 07:30 PM

  Choose Something Like a Star at St. Luke's

  St. Luke's Lutheran Church Waukesha, WI

  7+ Interested
• Sun, 14 Dec, 2025 - 10:00 AM

  Santa at The Barbershop Waukesha

  204 E Sunset Dr, Waukesha, WI 53189-7602, United States
• Sat, 13 Dec, 2025 - 08:30 PM

  Fallback at Cue Club of Wisconsin

  Cue Club of Wisconsin

  11+ Interested
• Fri, 19 Dec, 2025 - 07:00 PM

  The Taxmen Christmas Show

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186

  36+ Interested
• Tue, 09 Dec, 2025 - 06:30 PM

  Monthly Booster Club Meeting

  2222 Michigan Ave, Waukesha, WI
• Sat, 13 Dec, 2025 - 08:00 AM

  Bell Ringing

  Pick ‘n Save E Sunset Dr

  4+ Interested
• Sat, 20 Dec, 2025 - 08:00 PM

  Black Moon Lilith at House of Guinness

  House of Guinness

  15+ Interested
• Fri, 26 Dec, 2025 - 08:00 PM

  Foxx View Lanes -Dirty Boogie

  Foxx View Lanes

  112+ Interested
• Sat, 17 Jan, 2026 - 07:00 PM

  Heather Mall Album Release Show

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186

  18+ Interested
• Sun, 14 Dec, 2025 - 11:00 AM

  Polar Express Days!

  319 Williams St, Waukesha, WI, United States, Wisconsin 53186
• Fri, 19 Dec, 2025 - 06:30 PM

  Way of the Wicked - Pathfinder/DnD - Save the Date

  Waukesha Makerspace

  4+ Interested
• Sat, 13 Dec, 2025 - 05:30 PM

  Brew City Wrestling

  2301 Springdale Rd, Waukesha, WI

  9+ Interested
• Sat, 13 Dec, 2025 - 07:00 PM

  The Heartbursts at Crush [Waukesha]

  Crush

  18+ Interested
• Sat, 07 Mar, 2026 - 08:00 PM

  Ten Feet Tall at Maddy's

  Maddy’s Bar and Music Lounge

  61+ Interested
• Sat, 20 Dec, 2025 - 02:30 PM

  Annual Holiday String - Along

  2101 Springdale Rd

  Free
• Sun, 28 Dec, 2025 - 04:00 PM

  NACSW NW2/NW1 Trial

  301 Commerce St, Waukesha, WI, United States, Wisconsin 53186
• Fri, 19 Dec, 2025 - 07:00 PM

  The Difference Christmas Show @ Let It Be

  Let It Be Music Club

  5+ Interested
• Fri, 19 Dec, 2025 - 07:00 PM

  The Destination Ugly Sweater Party

  218 E. Main St, Waukesha, WI, United States, Wisconsin 53186

  45+ Interested
• Wed, 31 Dec, 2025 - 06:00 PM

  The Taxmen New Years Eve Show

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186
• Sat, 24 Jan, 2026 - 10:30 AM

  Foster Foundations: Neonatal & Young Kitten Care Seminar

  701 Northview Rd, Waukesha, WI, United States, Wisconsin 53188
• Sun, 21 Dec, 2025 - 01:00 PM

  Backstreet’s Cribbage Tournament

  711 Morgan Avenue, Waukesha, WI
• Fri, 27 Feb, 2026 - 07:30 PM

  HADESTOWN TEEN EDITION - A Black Box Academy Teen Production

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186
• Sat, 28 Feb, 2026 - 07:00 PM

  Paddygrass at House of Guinness

  House of Guinness

  6+ Interested
• Fri, 12 Dec, 2025 - 07:00 PM

  Live Music! Andy Braun holiday show at Let It Be

  Let It Be Music Club

  7+ Interested
• Sun, 14 Dec, 2025 - 09:00 AM

  Jingle Bell Jump-A Pier Pups Event

  Think Pawsitive Dog Training & K9 Splash Swim Center

  22+ Interested
• Sat, 14 Mar, 2026 - 07:00 PM

  Casino Night

  Carroll University

  55+ Interested
• Thu, 11 Dec, 2025 - 07:00 PM

  Live @ BB’s on Main

  BB's on Main

  50+ Interested
• Fri, 26 Dec, 2025 - 08:00 PM

  Abracadabra is Back at Maddy's!

  200 Madison Street, Waukesha, WI, United States, Wisconsin 53188
• Sat, 13 Dec, 2025 - 01:00 PM

  Introducing Sourdough

  820 N Grand Ave, Waukesha, WI

  14+ Interested
• Mon, 08 Dec, 2025 - 04:45 PM

  Candy Cane Dance Camp!

  801 Meadowbrook Rd. Suite 14, Waukesha, WI, United States, Wisconsin 53188
• Sat, 17 Jan, 2026 - 08:00 PM

  the foxfire affair at House of Guinness

  House of Guinness

  5+ Interested
• Tue, 30 Dec, 2025 - 06:00 PM

  K-Pop Demon Hunters Skate Party

  1931 E Main St, Waukesha, WI
• Wed, 31 Dec, 2025 - 10:00 PM

  Claptonation New Years Eve Show

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186
• Fri, 17 Apr, 2026 - 07:30 PM

  GIVE ME MOONLIGHT a Black Box New Work

  264 W Main St, Waukesha, WI, United States, Wisconsin 53186

  12+ Interested
• Wed, 17 Dec, 2025 - 07:00 PM

  Jazz Wednesday's ft. JZ Jazz Trio

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186

  4+ Interested
• Sat, 13 Dec, 2025 - 05:00 PM

  Kids Sing

  S46W24130 Lawnsdale Rd, Waukesha, WI, United States, Wisconsin 53189

  19+ Interested
• Sun, 21 Dec, 2025 - 06:00 PM

  HBCU Skate Night Fundraiser

  Waukesha Skateland

  13+ Interested
• Sat, 24 Jan, 2026 - 07:00 PM

  Indigo Canyon Live At Let It Be in Waukesha WI

  716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186

  25+ Interested
• Sat, 20 Dec, 2025 - 09:00 AM

  Wisconsin Rummage-O-Rama

  1000 North View RD, Waukesha, WI

  81+ Interested
• Thu, 18 Dec, 2025 - 05:00 PM

  Action Power Sports 20th Annual Christmas Celebration

  S14W22605 Coral Dr., Waukesha, WI, United States, Wisconsin 53186

  123+ Interested