27 Fun Things to Do in Milwaukee This June

Your month at a glance – David Sedaris to Downtown Dining Week.

Pastiche. Photo by Adam Ryan Morris
Downtown Dining Week

June 1-8
Various locations

Dig into a three-course prix fixe lunch or dinner menu for a reduced price at 40 restaurants. 


June 2
The Wherehouse

The Wherehouse gets the full Village Vanguard treatment as
Present Music crosses into improvised jazz territory for its final program of the season. Saxophonist Steve Lehman joins pianist Cory Smythe for an “improvised adventure.”  

Photo by Jessica Kaminski

The Milwaukee Pancakes & Booze Art Show

June 2
Turner Hall

All-you-can-eat pancakes, bloodies, live music and art. Fifty-plus local artists in every medium, including body painting. (Who could ask for more?)

Scottish Fest/Highland Games

June 3
Hart Park, Wauwatosa

Feats of skill and strength, along with bagpipes and Tartan aplenty.

UPAF Ride for the Arts

June 4
Routes start and end at Summerfest grounds

If riding your bike across the Hoan Bridge is on your bucket list, join the 25-, 45- or 70-mile route with thousands of other cyclists for this popular ride. There are also five or 12-mile family routes. 

Photo by Red Hammer Photography

Café Sopra Mare

June 4
Mercury Courtyard, Villa Terrace

Live musical performances every Sunday morning begin June 4 and continue every week through September. Coffee, tea and fresh pastries are for sale, but the concerts and the beautiful ambiance are free.

Illustration by Randy Glass
David Sedaris Talk and Book Signing

June 7
Boswell Book Company

In his new memoir, Theft by Finding, Sedaris reveals the contents of his diaries dating back to 1977. Fans will have the chance to meet him and score an autograph on any one of his many hilarious autobiographical books. 

Pasta & Puccini

June 9
Wayne & Kristine Lueders Florentine Opera Center

A fundraiser for Florentine Opera, Pasta & Puccini offers supporters cocktails, an authentic Italian dinner, arias and even a rousing sing-along.

Tango Caliente

June 9-11
The Marcus Center

The Milwaukee Symphony Orchestra hosts singers, dancers and bandoneon player Hector Del Curto for this tribute to the dance and music of the tango.


June 9-11
Henry Maier Festival park and various locations

Flying rainbow flags high since 1987, PrideFest celebrates and educates the LGBT and local community.

Summerfest Rock ‘N Sole Run

June 10
Henry Maier Festival Park

Runners can compete in the half marathon, quarter marathon or 5K.

Wisconsin Blue Ribbon Cheese Fest

June 10-11
The Elegant Farmer, Mukwonago

Try award-winning cow, sheep, goat and mixed milk cheeses, crafted and aged to perfection.

Locust Street Festival of Music and Art

June 11

Lots of live music, art and oddities, but the 1.8-mile beer run is what makes this festival famous.

Tour of America’s Dairyland

June 15-25
Various locations

Don’t blink or you’ll miss the packs of cyclists surging through city streets with incredible speed. Races in Shorewood, Bay View, East Side, Wauwatosa – and elsewhere.

Polish Fest

June 16-18
Henry Maier Festival park

The largest celebration of Polish heritage in the U.S. Raise a glass of vodka to that at the Summerfest grounds.

Lakefront Festival of Art

June 16-18
Milwaukee Art Museum

This long-running event brings over 170 national artists to the Cream City for a family-friendly weekend of art shopping and outdoor activities.

Summer Solstice Soirée

June 17
Riverside Park

The Urban Ecology Center’s annual gala celebrates the longest day of the year at Riverside Park, with a silent auction featuring items for green living and getting out into green spaces.

The Roddis Collection: American Style and Spirit

June 17
Museum of Wisconsin Art, West Bend

Celebrate this stylish exhibition at the State of Fashion opening party and mingle with the artists and curators. This incredible collection of haute couture and everyday women’s clothing was worn by six generations of the Roddis family and spans more than 100 years.

Father’s Day Free Admission [for Dad]

June 18
Harley-Davidson Museum

Give dads what they really want – an afternoon spent gazing at motorcycles – and then follow it up with a beer and burger at MOTOR Bar & Restaurant.

Gloria Trevi vs. Alejandra Guzmán

June 18
Milwaukee Theatre

Two of the most legendary Spanish-language singers will play out their rivalry on stage. Media scandals aside, Trevi and Guzmán are iconic Mexican pop/rock stars.

Juneteenth Day

June 19
Martin Luther King Drive at Center Street

The parade and street festival commemorate the emancipation of slaves and bring the community together with live music, soul food, kids’ activities and more.

Photo by Rebecca Kames

Beautiful: the Carole King Musical

June 20-25
Marcus Center for the Performing Arts

Critics felt the earth move when this Broadway tribute opened in 2014. This touring production features Julia Knitel as the singer.

Photo by Joan Marcus

Verizon Indycar Series Kohler Grand Prix

June 22-25
Road America, Elkhart Lake

An international lineup of drivers will compete in Pirelli World Challenge races, which are run in a timed, sprint format and begin with the series’ trademark standing start.

Radio Milwaukee Street Party

June 24
220 E. Pittsburgh Ave.

To celebrate its 10th anniversary, Radio Milwaukee is taking to the streets of Walker’s Point. Activities happen in and outside the studio all day and night, with local acts and national headliners including Strand of Oaks, Field Report, Noname and Reyna.


La La Land Live

June 23-24
Marcus Center for the Performing Arts

Alliteration wasn’t the only thing on the Milwaukee Symphony Orchestra’s mind when they planned this screening of Damien Chazelle’s story of California dreamers. Justin Hurwitz’s score is full of great melodies that evoke the golden age of Hollywood musicals.

Cedarburg Strawberry Festival

June 24-25
Downtown Cedarburg

Taste strawberry wine or a strawberry brat while perusing hundreds of booths with local artists and activities all around town.


June 28-July 9
Henry Maier Festival Park

The Big Gig is pulling out all the stops for its 50th running, with legendary headliners like Paul Simon, Tom Petty, Willie Nelson and Bob Dylan, plus plenty of pop acts for the young ones. 

‘Agenda: June’ appears in the 2017 City Guide issue of Milwaukee Magazine.

Find it on newsstands beginning May 29, or buy a copy at milwaukeemag.com/shop.

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