10 Things to Do in Milwaukee This Week · August 27–30, 2026

Music & Nightlife

Lucki – The Bad*Influence Tour

Hip-hop artist Lucki brings the Bad*Influence Tour to The Rave with support from Sk8star.

Thursday, August 27, 2026 8:00 PM · The Rave / Eagles Club, Milwaukee

ComedySportz Match Friday 10:00pm

Late-night improv comedy match at ComedySportz Milwaukee with audience-driven games and laughs.

Friday, August 28, 2026 10:00 PM - 11:30 PM · ComedySportz Milwaukee, 420 South 1st Street, Milwaukee

Holy Pinto Album Release Show

Local indie-pop act Holy Pinto celebrates their debut album 'Wedding Season' with a release show at Vivarium.

Saturday, September 5, 2026 · Vivarium, Milwaukee

Arts & Culture

Ian Fidance at Milwaukee Improv

Stand-up comedian Ian Fidance headlines four shows across Friday and Saturday at the Milwaukee Improv's Main Room.

Friday, August 28, 2026 · Milwaukee Improv, Milwaukee

ComedySportz Match Friday 7:30pm

Two teams of improv players compete in comedy games inspired by audience suggestions at ComedySportz Milwaukee.

Friday, August 28, 2026 7:30 PM - 9:00 PM · ComedySportz Milwaukee, 420 South 1st Street, Milwaukee

Family-Friendly

Circus World Jubilee 250 – Baraboo

A star-spangled big-top circus celebration of America's 250th anniversary featuring clowns, jugglers, and a parade of critters at Circus World in Baraboo.

Thursday, August 27, 2026 · Circus World, 550 Water St, Baraboo, WI

Paws & Pours: Crave Cart Coffee & Matcha

A dog-friendly pop-up featuring Crave Cart coffee and matcha drinks at 925 East Ogden Avenue.

Saturday, August 29, 2026 10:00 AM · 925 East Ogden Avenue, Milwaukee

Festivals & Special Events

WFB Night Market

A lively outdoor night market in Whitefish Bay along E Silver Spring Drive with local vendors and community vibes.

Saturday, August 29, 2026 5:00 PM · 325 E Silver Spring Drive, Whitefish Bay

Free Events

Trivia Night at Stone Creek Coffee – Whitefish Bay

Weekly pub trivia every Monday evening at Stone Creek Coffee in Whitefish Bay on the North Shore.

Monday, August 31, 2026 6:00 PM - 8:00 PM · Stone Creek Coffee, Whitefish Bay

Outdoors & Active

Buena Tierra Run Club Wednesday Run at Zócalo

Weekly community run with Buena Tierra Run Club meeting at Zócalo Food Park for miles through the city, all paces welcome.

Wednesday, September 2, 2026 6:00 PM · Zócalo Food Park, Milwaukee