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Top 100 Things To Do In Milwaukee

The opportunities to enjoy the city of Milwaukee are without a doubt as diverse as the individuals living here. Whether you’re an out-of-towner who’s never seen the western shores of Lake Michigan before or a die-hard Milwaukeean who’s been here for years, there’s always something new to do, see and experience. With a little help from Hype MKE’s Facebook homies, we compiled an easily digestable list of the very best Milwaukee has to offer. We hope you’ll use this list as a reference in the future and a catalyst for developing a new found appreciation for the great city we call home. So, without commentary or a specific order, we present our Top 100 Things To Do In Milwaukee. Enjoy.

Create a film for the 48 Hour Film Project

Enjoy some big hockey hits at an Admirals game

Watch planes fly overhead during the Milwaukee Air Show

Experience the AJ Bombers Peanut Bomb

Enjoy a morning cup of Joe at Alterra


Stumble upon bizarre treasures at American Science & Surplus

Practice your British accent while sipping tea on the Anaba Tea Room’s rooftop garden

Support talented artists at the Lakefront Festival of the Arts

Watch the Calatrava flap its wings

Relive your childhood at Art Smart’s Dart Mart

Shop for locally made goods at the annual Arts vs. Crafts

Hop in Doc Brown's DeLorean and warp back in time at At Random

Attack the complimentary basket of bacon at Comet Café on Sundays

Dock at Barnacle Buds and enjoy a Bloody Mary

Get lost in a book at Boswell Books

Put on your fancy pants and have a date at Lake Park Bistro

Spend an afternoon shopping on Brady Street

Cheer on your favorite Brewcity Bruiser team at one of their legendary bouts

Take a cheesy picture with the carbonite version of Henry Winkler

Bask in your 5 seconds of fame by getting on the Jumbotron at a Bucks game

Embrace your hipster side and go see an indie band play at the Cactus Club

Lounge and listen to music at Chill on the Hill

Try chocolate covered bacon on a stick at the Wisconsin State Fair

Admire City Hall’s architecture

Laugh your ass off at Comedy Sportz

Throw dining etiquette out the window with a State Fair cream puff

Channel your inner Popeye aboard the Dennis Sullivan schooner

Dog sled at Lake Park

Escape from the Wisconsin winter at the Domes

Watch (or better yet, participate) in the Downer Classic bike race

Make an appearance at every cultural fest taking place at the Summerfest Grounds

Go see a film everyday of the Milwaukee Film Festival

Take in the Fourth of July fireworks from the water

Attend Fish Fry and a Flick at Pier Wisconsin

Take the young ones to the Globetrotters on New Year’s Eve

Chow down on a meatball sub at Gloriosos

Hike Grant Park’s Seven Bridges Trail

Ride a Milwaukee icon: a Harley motorcycle

Tour the Harley-Davidson Museum

Eat a slice of Mac and Cheese pizza from Ian’s

Relax with breakfast in the library of the Iron Horse Hotel

Sip wine and listen to first-class music at Jazz in the Park

Take to the water on a rented jetski

Kayak along the Milwaukee River

Meet the Kettle Corn Cowboy at the South Shore Farmers’ Market

Go fly a kite… literally

Kite surf at Bradford Beach

Go retro and play Atari at Koppa’s Farwell Foods

Ride the La Perla Chili

Take a trip over to our easterly neighbors with the Lake Express

Walk through the winding ravine trail in Lake Park

Tour the Lakefront Brewery

Bowl with the buddies at Landmark Lanes

Grab a late night cone at Leon’s Frozen Custard

Explore the corridors of the Central Library

Dance till your heart’s content at Mad Planet

Cross the Milwaukee Marathon finish line

Experience Mondo Lucha

Spend St. Patty’s at Mo’s Irish Pub

Cheer on your favorite World Cup futbol team at the Nomad World Pub

Bike the Oak Leaf Trail

Grab a mouth-watering gyro at Oakland Gyros

Do your body good and buy some healthy food at the Outpost

Get your legs moving with the paddleboats on the Veterans Park Lagoon

Release stored up stress at Paintball Dave’s

Do the impossible - drink and exercise at the same time with the Pedal Tavern

Attempt the Pizza Shuttle Challenge

Star gaze at the Daniel M. Soref Planitarium

Fight off your New Year’s hangover by polar bearing

Enjoy lunch at the Public Market

Get the wheels turning at Ray’s Mountain Bike Park

Ice skate and savor a cup of hot chocolate at Red Arrow Park

Visit one of the funkiest places in town: Riverwest Video

Dress up for the Rocky Horror Picture Show at the Oriental Theater

Explore the Safe House and make your “getaway” through the super-secret exit

Join the large group of red suited individuals on a bike ride through the East Side for the annual Santa Rampage

Watch the racing sausages on Opening Day

SCUBA dive and explore the various sunken ships on the bottom of Lake Michigan

Check out the amazing creativity at the annual MIAD senior exhibition

Go midnight sledding on St. Mary’s Hill

Find the infamous “rattlesnake button” at the Milwaukee Public Museum

Challenge a stranger to an epic game of ping-pong at SPiN

Enjoy the free samples on the Sprecher tour

Run through downtown with thousands of Milwaukeeans in the annual Storm the Bastille

Track down the Streetza Pizza food truck for a slice of on-the-go pizza

Attend all 11 days of Summerfest

Learn about urban farming at Growing Power

Break out the brats and the booze while tailgating at Miller Park

Eat dishes from around the world with La Merenda’s tapas

Rock out at the Rave

Disrobe for the Underwear Bike Ride

Gain some knowledge at the Urban Ecology Center

Pick up some rad $5 tees at the Urban Garage Sale

Enjoy the views from the top of the U.S. Bank Center during Doors Open Milwaukee (if it becomes an annual event)

Roam the grounds of the Villa Terrace

Soak in the sun and play volleyball at Bradford Beach

Close Wolski’s and receive the famous sticker

View the animals of the Milwaukee County Zoo

The Low-Down

Download an awesome printable checklist of our Top 100 here.


Major props and thanks to the photographers, especially the extremely talented John DecemberErik Ljung and Luke Lavin.

Leave a Comment

You totally missed some large once a year events at the Milwaukee Mile. The ASA 150 on June 12 and Indy Fest on June 15 & 16. I actually cannot believe you left that out. Sheeeezzz.

I think the Milwaukee Repertory Theatre or the Skylight Opera should be on the list - or for something edgier, how about the Youngblood Theatre Company?

What about the circus parade? And the Safe House?

Such wonderful ideas listed, along with great photography!! And, yes, John December is extremely talented!!!

You forgot "take a ride on the Cream City Rickshaw"! Those guys rock!

Safe house is on there...

great list - but you didn't mention any live theater. i think you should re-do it.

No quiz nights or Quizmaster Cup listed! Good list nonetheless...


Going to a Milwaukee Wave indoor soccer game doesn't even crack the top 100??? C'mon man! So much fun!

Thank you! There are so many great new things but the classics that I remember we're awesome.

We are moving to Milwaukee in a year and wanted to see what kind of fun can be had there. That is when I ran across your site. We LOVE the Top 100 Things To Do Checklist. Thank you for making it! It will take us some time and many of the numbers will take us out of our comfort zone but...we are going to do ALL 100! Thanks again.