Live music in Waukesha County, WI

Every live show around Waukesha County this week, each one checked against where it was posted.

9 shows this weekChecked Wednesday, October 21

Live music this week

9 shows across Waukesha County this week. All events →

Friday, October 23

6 shows

  • 6pm

    Concert Series - Haley and Leland

    Pewaukee · Good Harvest Market and Hop Harvest & Vine, 2205 Silvernail Rd

    Haley Griffin and Leland Hyman bring a warm, acoustic-forward performance to Good Harvest Market and Hop Harvest & Vine, weaving soulful lead vocals with tight harmonies and agile guitar. Their set spans singer-songwriter favorites, pop staples, timeless oldies, and original songs. Highlights include Devotion and ELSE, both available on streaming platforms. Devotion was mastered at Abbey Road Studios by Alex Gordon, whose credits include work with Florence + The Machine and Sigrid. Haley is a summa cum laude graduate of Berklee College of Music and holds a master’s degree from USC. Her background includes PR work for Kool & the Gang and for Phillip Phillips, the winner of American Idol, alongside a full-time performing schedule. She teaches voice at Lake Country Conservatory, is a regular soloist at Christ the King in Delafield, and appears frequently with Sunset Playhouse in Elm Grove. Leland comes from Madison’s music community with 17 years of blues, funk, and folk guitar experience and a foundation in classical piano. His versatility includes time with Saaz, an Indian fusion ensemble at UW-Madison, and ongoing work in Oconomowoc as he continues to pick up new instruments. Their collaboration began as a teacher-student connection and grew into a creative duo after Haley recognized Leland’s expressive guitar work and musical instinct.

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  • 7pm

    Day Trippers Beatles 1965 Tribute

    Waukesha · Let It Be Music Club, 716 Clinton St

    Day Trippers pay tribute to the Beatles’ landmark 1965 period, highlighting songs from Help! and Rubber Soul along with additional selections. This performance is sold out. Expect rich vocal harmonies and faithful, detail-focused renditions that honor the originals.

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  • 7pm

    Halloween Dance & Costume Party

    New Berlin · New Berlin VFW Post 5716, 17980 W Beloit Rd

    A Halloween dance and costume party at the New Berlin VFW Post features Floor It performing favorites from the '50s and '60s plus rockabilly and surf. Costumes are encouraged for a cash-prize contest with awards for top entries, including second and third place. The large dance floor sets the scene to mix and mingle with ghouls and goblins. Attendees can also enter a 50/50 drawing and a liquor raffle for chances to win. Admission is $10 per person, and proceeds support needy veterans. Sponsored by Post 5716 and Brookfield VFW Post 8320.

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  • 7pm

    DISNEY'S DARE TO DREAM JR. - Academy Musical

    Hartland

    Set in Hartland, WI, this Academy Musical follows day-one trainees at a Disney Imagineering studio who are challenged to dream big. The high-energy revue spans two decades of Disney favorites, featuring songs from Encanto, Coco, Frozen II, and Moana. As the trainees support one another, the story celebrates imagination, friendship, and the courage to pursue what you love. Designed with young performers in mind and especially welcoming to very young audiences, it runs 60 minutes with a 15 minute intermission. Rated G. Admission is $15. Disney's Dare to Dream Jr. is presented by special arrangement with Music Theatre International and Disney Theatrical Licensing, with authorized performances listed through MTI.

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  • 8:30pm

    Shelly Mack and The ReUnion return to Schmidty's-Brookfield!

    Brookfield · Schmidty's Bar & Grill , 16755 West Lisbon Rd.

    Shelly Mack and The Boys are back with favorite roadhouse tunes.

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  • 9pm

    Acoustic Fun with Kayce & Rod

    Oconomowoc · Thirsty Bird Saloon, 119 S Main St

    Thirsty Bird Saloon in Oconomowoc hosts an acoustic evening with Kayce and Rod, featuring songs that span rock, pop, and country. Kayce, the vocalist for 2AM, joins Rod, drummer and vocalist with The Decade: An 80's Rock Experience, for a collaborative acoustic set.

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Saturday, October 24

1 show

  • 9pm

    Mission Accomplished

    Waukesha · Nice Ash, 323 W Main St

    Mission Accomplished returns to Nice Ash, right in Waukesha’s heart, for an evening of music, drinks, and the option to enjoy a smoke.

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Tuesday, October 27

2 shows

  • 6:30pm

    Music Bingo

    Sussex · The GOAT

    Free

    Sing along, share a laugh, and try your luck at music bingo at The GOAT in Sussex. This family friendly activity has no cost to participate and features well known songs from across many genres. Gather with friends, enjoy a drink, and put your music knowledge to work for a chance to take home prizes. Expect upbeat energy and friendly company throughout the event.

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  • 7:45pm

    Line Dance Party

    Oconomowoc · Shotzy's Country Rock Bar, 111 S Main St

    At Shotzy's Country Rock Bar in Oconomowoc, DJ Redd starts the evening with an instructional session, then the dance floor opens for plenty of line dancing. Expect a mix of classic and current country, pop, and other favorites. Beginners are welcome, and there is a $5 cover.

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