What are the Entertainment events happening in Waukesha This Weekend January 23-25 2026?

Here are the Entertainment events happening this weekend January 23-25 2026 in Waukesha: Indigo Canyon Live At Let It Be in Waukesha WI is happening on Sat 24 Jan 2026 from 7:00 PM onwards at 716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186 K-Pop Demon Hunters Skate Party is happening on Sat 24 Jan 2026 from 9:30 AM onwards at 1931 E Main St, Waukesha, WI

What are the top Entertainment events happening in Waukesha?

Here are the top Entertainment events in Waukesha: 💘 Smart Mouth returns to Maddy's Waukesha Valentine's Day SAT 2/14 - New.Gen Line-Up Reveal! 🚀 is happening on Sat 14 Feb 2026 from 8:00 PM onwards at Maddy’s Bar and Music Lounge, Waukesha The Dark Romance Ball is happening on Fri 13 Feb 2026 from 5:00 PM onwards at Milwaukee Marriott West, Waukesha Slow Jams Adult Skate (16+) is happening on Sat 31 Jan 2026 from 8:00 PM onwards at Waukesha Skateland The Ultimate Ozzy Experience - Madman's Diary is happening on Sat 11 Apr 2026 from 7:00 PM onwards at Waukesha County Expo Center Indigo Canyon Live At Let It Be in Waukesha WI is happening on Sat 24 Jan 2026 from 7:00 PM onwards at 716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186 Backcountry Discovery Routes MTBDR Screening: Triumph Waukesha is happening on Sat 14 Feb 2026 from 11:00 AM onwards at Triumph Waukesha History after Dark: Movie Night is happening on Thu 12 Feb 2026 from 5:30 PM onwards at 101 W Main St, Waukesha, WI, United States, Wisconsin 53186 K-Pop Demon Hunters Skate Party is happening on Sat 24 Jan 2026 from 9:30 AM onwards at 1931 E Main St, Waukesha, WI Jazz Wednesday's ft. JZ Jazz Trio is happening on Wed 21 Jan 2026 from 7:00 PM onwards at 716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186 PRODIGAL SONS @ SALTY TOAD! is happening on Sat 31 Jan 2026 from 5:00 PM onwards at Salty Toad, Waukesha

What are the Entertainment events happening in Waukesha this January 2026?

Here are the Entertainment events happening in Waukesha in January 2026 : Slow Jams Adult Skate (16+) is happening on Sat 31 Jan 2026 from 8:00 PM onwards at Waukesha Skateland Indigo Canyon Live At Let It Be in Waukesha WI is happening on Sat 24 Jan 2026 from 7:00 PM onwards at 716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186 K-Pop Demon Hunters Skate Party is happening on Sat 24 Jan 2026 from 9:30 AM onwards at 1931 E Main St, Waukesha, WI Jazz Wednesday's ft. JZ Jazz Trio is happening on Wed 21 Jan 2026 from 7:00 PM onwards at 716 Clinton Street, Waukesha, WI, United States, Wisconsin 53186 PRODIGAL SONS @ SALTY TOAD! is happening on Sat 31 Jan 2026 from 5:00 PM onwards at Salty Toad, Waukesha

Waukesha Entertainment Events

Q: What are the top free Entertainment events happening in Waukesha?

Here are the top free Entertainment events in Waukesha: Backcountry Discovery Routes MTBDR Screening: Triumph Waukesha is happening on Sat 14 Feb 2026 from 11:00 AM onwards at Triumph Waukesha

Entertainment events in Waukesha

Sat, 14 Feb, 2026 - 08:00 PM

💘 Smart Mouth returns to Maddy's Waukesha Valentine's Day SAT 2/14 - New.Gen Line-Up Reveal! 🚀

Maddy’s Bar and Music Lounge

146+ Interested
Fri, 13 Feb, 2026 - 05:00 PM

The Dark Romance Ball

Milwaukee Marriott West

USD 142
Sat, 31 Jan, 2026 - 08:00 PM

Slow Jams Adult Skate (16+)

Waukesha Skateland

113+ Interested
Sat, 11 Apr, 2026 - 07:00 PM

The Ultimate Ozzy Experience - Madman's Diary

Waukesha County Expo Center

138+ 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

49+ Interested
Sat, 14 Feb, 2026 - 11:00 AM

Backcountry Discovery Routes MTBDR Screening: Triumph Waukesha

Triumph Waukesha

Free
Thu, 12 Feb, 2026 - 05:30 PM

History after Dark: Movie Night

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

27+ Interested
Sat, 24 Jan, 2026 - 09:30 AM

K-Pop Demon Hunters Skate Party

1931 E Main St, Waukesha, WI

106+ Interested
Wed, 21 Jan, 2026 - 07:00 PM

Jazz Wednesday's ft. JZ Jazz Trio

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

11+ Interested
Sat, 31 Jan, 2026 - 05:00 PM

PRODIGAL SONS @ SALTY TOAD!

Salty Toad

18+ Interested
Thu, 19 Feb, 2026 - 07:30 PM

CARMEN NICKERSON with special guests KOSTIA & STAS - A Mainstage Guest Act

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

11+ Interested
Fri, 27 Mar, 2026 - 08:00 PM

3/27: Pretty When She’s Angry Rocks at Maddy's

Maddy’s Bar and Music Lounge

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

Ten Feet Tall at Maddy's

Maddy’s Bar and Music Lounge

127+ Interested
Sat, 21 Feb, 2026 - 05:00 PM

8th annual shrimp boil

Waukesha Masonic Lodge # 37

33+ Interested
Mon, 16 Feb, 2026 - 07:00 PM

AUDITIONS - GIVE ME MOONLIGHT, A Black Box Production

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

10+ Interested

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Upcoming Entertainment events in Waukesha

Date	Event	Venue
14 Feb 2026	Smart Mouth returns to Maddys Waukesha Valentines Day SAT 214 - New.Gen Line-Up Reveal	Maddy’s Bar and Music Lounge, Waukesha
13 Feb 2026	The Dark Romance Ball	Milwaukee Marriott West, Waukesha
14 Feb 2026	Backcountry Discovery Routes MTBDR Screening Triumph Waukesha	Triumph Waukesha
24 Jan 2026	K-Pop Demon Hunters Skate Party	1931 E Main St, Waukesha, WI
31 Jan 2026	PRODIGAL SONS SALTY TOAD	Salty Toad, Waukesha
27 Mar 2026	327 Pretty When Shes Angry Rocks at Maddys	Maddy’s Bar and Music Lounge, Waukesha
07 Mar 2026	Ten Feet Tall at Maddys	Maddy’s Bar and Music Lounge, Waukesha
27 Jan 2026	Culvers Night - Woodmans Location	Culver's, Waukesha

Date

Event

Venue

14 Feb 2026

Smart Mouth returns to Maddys Waukesha Valentines Day SAT 214 - New.Gen Line-Up Reveal

Maddy’s Bar and Music Lounge, Waukesha

13 Feb 2026

The Dark Romance Ball

Milwaukee Marriott West, Waukesha

14 Feb 2026

Backcountry Discovery Routes MTBDR Screening Triumph Waukesha

Triumph Waukesha

24 Jan 2026

K-Pop Demon Hunters Skate Party

1931 E Main St, Waukesha, WI

31 Jan 2026

PRODIGAL SONS SALTY TOAD

Salty Toad, Waukesha

27 Mar 2026

327 Pretty When Shes Angry Rocks at Maddys

Maddy’s Bar and Music Lounge, Waukesha

07 Mar 2026

Ten Feet Tall at Maddys

Maddy’s Bar and Music Lounge, Waukesha

27 Jan 2026

Culvers Night - Woodmans Location

Culver's, Waukesha

Entertainment events in Waukesha

? Love Is in the Air- An Elegant Valentine Candlelight Violin Experience-Brookfield

Entertainment events in Waukesha

Entertainment events in Waukesha

💘 Smart Mouth returns to Maddy's Waukesha Valentine's Day SAT 2/14 - New.Gen Line-Up Reveal! 🚀

The Dark Romance Ball

Slow Jams Adult Skate (16+)

The Ultimate Ozzy Experience - Madman's Diary

Indigo Canyon Live At Let It Be in Waukesha WI

Backcountry Discovery Routes MTBDR Screening: Triumph Waukesha

History after Dark: Movie Night

K-Pop Demon Hunters Skate Party

Jazz Wednesday's ft. JZ Jazz Trio

PRODIGAL SONS @ SALTY TOAD!

CARMEN NICKERSON with special guests KOSTIA & STAS - A Mainstage Guest Act

3/27: Pretty When She’s Angry Rocks at Maddy's

Ten Feet Tall at Maddy's

8th annual shrimp boil

AUDITIONS - GIVE ME MOONLIGHT, A Black Box Production

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Upcoming Entertainment events in Waukesha

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Entertainment events in Waukesha

? Love Is in the Air- An Elegant Valentine Candlelight Violin Experience-Brookfield

Entertainment events in Waukesha

Entertainment events in Waukesha

💘 Smart Mouth returns to Maddy's Waukesha Valentine's Day SAT 2/14 - New.Gen Line-Up Reveal! 🚀

The Dark Romance Ball

Slow Jams Adult Skate (16+)

The Ultimate Ozzy Experience - Madman's Diary

Indigo Canyon Live At Let It Be in Waukesha WI

Backcountry Discovery Routes MTBDR Screening: Triumph Waukesha

History after Dark: Movie Night

K-Pop Demon Hunters Skate Party

Jazz Wednesday's ft. JZ Jazz Trio

PRODIGAL SONS @ SALTY TOAD!

CARMEN NICKERSON with special guests KOSTIA & STAS - A Mainstage Guest Act

3/27: Pretty When She’s Angry Rocks at Maddy's

Ten Feet Tall at Maddy's

8th annual shrimp boil

AUDITIONS - GIVE ME MOONLIGHT, A Black Box Production

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Upcoming Entertainment events in Waukesha

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Here are the top free Entertainment events in Waukesha:

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Here are the top Entertainment events in Waukesha:

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