Upcoming Events – Downtown Waukesha

Waukesha Janboree

January 17th - 26th, 2025
Various Locations

Waukesha Janboree, WI – Official Website | Official Website Wisconsin’s Premier Winter Festival JANUARY 17-26, 2025

J. Lohr Winery- Spring City Wine House

January 22nd - 22nd, 2025 @ 7:45pm
336 W Main Street
$45
$35 for club members

Spring City Wine House – Events Wednesday January 22nd Wednesday, January 22nd 6:00 (SOLD OUT) and 7:45 PM ...

Mike Derose, Live Music- Nice Ash Cigar Bar

January 23rd - 23rd, 2025 @ 8pm-11pm
323 W Main Street

Calendar – Nice Ash Cigar Bar

Flashback 40 Glow Walk- Waukesha JanBoree

January 24th - 24th, 2025 @ 5:30pm-7pm
Frame Park (Rotary Building)

Flashback 40 Glow Walk | Waukesha Janboree, WI – Official Website Bring leg warmers and prepare for an...

Matt Haeffel, Live Music- Nice Ash Cigar Bar

January 24th - 24th, 2025 @ 9pm-12am
323 W Main Street

Calendar – Nice Ash Cigar Bar Mathew Haeffel is a songsmith working in the medium of vocals on...

Sweet Bobby & Da Tommy Gunn Show, Live Music- Maddy’s Bar & Music Lounge

January 24th - 24th, 2025 @ 7pm-10:30pm
200 Madison Street

Maddy’s Music Lounge | Waukesha, WI | Live Bands Every Weekend

Ice Sculpting Competition- Waukesha Janboree

January 25th - 25th, 2025 @ 9am-2pm
Downtown Waukesha

Ice Sculpting Competition | Waukesha Janboree, WI – Official Website Downtown Waukesha Watch invited carvers compete for prize...

Frosty 5K Run/Walk- Waukesha Janboree

January 25th - 25th, 2025 @ 8:45am-10am
Schuetze Recreation Center
$40 on day
Discounts Early

Frosty 5K Run / Walk | Waukesha Janboree, WI – Official Website Bring the whole family to enjoy...

Dave Imperial Band- Nice Ash Cigar Bar

January 25th - 25th, 2025 @ 9pm-12am
323 W Main Street

Calendar – Nice Ash Cigar Bar

Amethyst, Live Music- Mainstream Bar & Grill

January 25th - 25th, 2025 @ 8:30pm
404 W Main Street

Live Music | mainstream-2