21 Things to Do in Milwaukee This Week · May 7–10, 2026

Music & Nightlife

Big Beat MKE 2026 at The Cooperage

Annual beat battle tournament returns to The Cooperage every Thursday in May, featuring four battles per night plus Milwaukee-area performers and sounds by DJ Topher.

Thursday, May 7, 2026 · The Cooperage, Milwaukee

George Lopez at Milwaukee Improv

Comedy legend George Lopez brings his stand-up to the Milwaukee Improv Main Room for four shows — almost sold out, so move fast.

Friday, May 8, 2026 · Milwaukee Improv, Main Room

Avery Anna – Girl Of Constant Sorrow Tour

Country rising star Avery Anna brings her Girl Of Constant Sorrow Tour to The Rave/Eagles Club.

Friday, May 8, 2026 8:00 PM · The Rave / Eagles Club, Milwaukee

Lunar Vacation w/ Runner and Bobby at The Argo

Indie darling Lunar Vacation plays The Argo in Whitefish Bay with support from Runner and Bobby.

Friday, May 8, 2026 8:00 PM · The Argo, Whitefish Bay

House Circuit Rooftop Season Opener at Pilot Project

House Circuit opens rooftop season at Pilot Project with Chicago DJ Rose headlining and A.B. setting the vibe from 5–9 PM.

Saturday, May 16, 2026 5:00 PM · Pilot Project Brewing, Milwaukee

Arts & Culture

Gallery Opening: We The People: Portraits of Veterans in America

Opening reception for watercolor artist Mary Whyte's remarkable portrait series honoring military veterans of all ages and walks of life at the Grohmann Museum.

Thursday, May 7, 2026 5:00 PM · Grohmann Museum, 1000 N. Broadway, Milwaukee

ComedySportz Rec League Spring 2026

Workshop students battle for laughs powered by audience suggestions in this $10-a-ticket Thursday night improv league at ComedySportz Milwaukee.

Thursday, May 7, 2026 7:00 PM · ComedySportz Milwaukee, 420 S 1st Street

Social Society Craft Club at Pomeroy MKE

Social Society Milwaukee's monthly Craft Club returns for an afternoon of creating, chatting, and community connection at Pomeroy MKE.

Thursday, May 14, 2026 · Pomeroy MKE, Milwaukee

Joel Kim Booster: Chose This Way

Rising comedy star Joel Kim Booster performs his sharp and personal stand-up show at the Milwaukee Improv.

Thursday, May 14, 2026 7:00 PM · Milwaukee Improv, Main Room

Family-Friendly

Dog Mom Day Celebration

Celebrate Dog Mom Day with your pup at The Hounds & Tap for a full afternoon of fun, community, and canine joy.

Saturday, May 9, 2026 12:00 PM · The Hounds & Tap, Milwaukee

Sesame Street Live! Elmo's Got the Moves

Elmo and the Sesame Street gang take the stage at Miller High Life Theatre for a live, high-energy kids' show.

Sunday, May 10, 2026 2:00 PM · Miller High Life Theatre, Milwaukee

Big Truck Day

Milwaukee Downtown's annual Big Truck Day brings big vehicles downtown for families and kids to explore up close.

Saturday, May 16, 2026 · Downtown Milwaukee

Festivals & Special Events

Mother's Day Pop-Up

A Mother's Day pop-up market event at the Bay View Community Center with 121+ people already interested.

Saturday, May 9, 2026 4:30 PM · Bay View Community Center, Milwaukee

Gateway to Asia – Asian Culture Festival featuring AAPI Celebration

A cultural festival celebrating Asian American and Pacific Islander Heritage Month with food, performances, and community at Bayshore in Glendale.

Saturday, May 16, 2026 11:00 AM · Bayshore, Glendale

Food & Drink

MKE Mahjong x Pilot Project Pop Up!

MKE Mahjong community takes over Pilot Project Brewing for a fun pop-up combining craft beer and mahjong play.

Thursday, May 7, 2026 5:00 PM · Pilot Project Brewing, Milwaukee

Milwaukee's First Ever Cheese Swap

A one-of-a-kind inaugural cheese swap event at The New Fashioned — bring a cheese, leave with something new.

Saturday, May 9, 2026 11:00 AM · The New Fashioned, Milwaukee

Date Night

Date Night Paint & Sip

A fun couples-friendly paint and sip evening at Vibez Creative Art Space on the North Shore.

Saturday, May 9, 2026 6:30 PM · Vibez Creative Art Space

Outdoors & Active

Fitness on the Plaza

Free outdoor fitness session in the heart of Deer District at the plaza — a great way to kick off the week.

Thursday, May 7, 2026 6:00 PM · Deer District, Milwaukee

Buena Tierra Run Club x Brooks Running Ghost 18 Demo at Shaker's

Buena Tierra Run Club hosts a fun run with Good Miles Running and Brooks Running's Ghost 18 shoe demo, plus a shoe giveaway at Shaker's Cigar Bar.

Thursday, May 7, 2026 6:00 PM · Shaker's Cigar Bar, Milwaukee

Full Moon Beach Yoga – Season Opener

Girls Who Walk Milwaukee's full moon outdoor yoga returns for Season 3 at Atwater Beach, happening once a month May–October.

Thursday, May 7, 2026 7:00 PM · Atwater Beach, Milwaukee

City Limits Run Club at Pomeroy MKE

City Limits Run Club meets at Pomeroy MKE for a group run followed by yoga upstairs led by Kylee Weiher and iced coffee.

Saturday, May 9, 2026 9:30 AM · Pomeroy MKE, Milwaukee