Traveler’s Guide To Quirky Milwaukee

Looking for quirky things to do in Milwaukee? Then you’re in the right place!

Milwaukee is full of unique experiences that go beyond great beer. On my recent trip, I discovered some hidden gems that made the city truly memorable.

From historic bowling alleys to art-filled bars, add these unique spots to your itinerary for a memorable trip:

1. The Holler House

2042 W Lincoln Avenue

Bowl on real wood laid in 1908 at the Holler House, the oldest certified lanes in the country.

Don’t forget to tip your personal pin setter as you go back in time to the original days of bowling.

The historic, two-story house also features a main-floor bar with eclectic decorations dating back to the early 1900s, like signs advertising 25-cent beef sandwiches and Polish falcon crests showing the ethnic background of the old neighborhood.

There is also an extensive collection of autographed brassieres “donated” by patrons dangling from ceiling fans. Lanes are close together, there are no chairs and scores are taken with pencil and paper.

The best part about the Holler House might not be the what, but the who, in the form of owner Marcy Skowronski – a sassy woman who made history for the venue.

In fact, it was she who started the tradition of drinking with friends and taking their bras off, and the bar now has over 1,000 of them.

2. Splash Studio

184 N. Broadway

Splash Studio isn’t just a bar or an art studio, it’s both in one. As you sip your beer or wine you’ll sit down in front of a canvas and create something beautiful with paint.

The venue offers a three-hour experience with a local artist who will help you create an original masterpiece. It’s great if you’re solo, with friends, or looking for fun things to do in Milwaukee for couples.

No need to get up from your work, as waitresses and waiters are attentive and make sure you’re never without a drink.

Best of all, you’ll take home a momento you made yourself without having to worry about cleanup.

3. Brewhouse Inn & Suites

1215 N 10th Street

Brewhouse Inn & Suites reflects Milwaukee’s local beer culture in a variety of ways.

Housed in the Brew House of the historic Pabst Brewery, the 90-room, all-suite property features five original copper brew kettles in the second floor lobby; a stained glass window of King Gambrinus, the patron saint of beer; an outdoor beer garden for sampling delicious brews; and the Jackson’s Blue Ribbon Pub, which offers a great happy hour.

4. Pedal Tavern Pub Crawl

Various Milwaukee locations

For a truly unusual pub crawl, sign up for a Pedal Tavern Pub Crawl. You’ll hop aboard a 16-person bicycle, creating your own stops or have a Pedal Tavern guide plan an itinerary for you in the Historic Third Ward and Walker’s Point neighborhoods.

They also have a gay-bar themed tour that stops at La Cage, Fluid, Walker’s Pint and Harbor Room.

Some of the other stops on their other tour routes include Milwaukee Ale House, Club Charlies, Woody’s, Shakers, and, my personal favorite, Cafe Benelux, which has a great rooftop scene offering aerials views of the Public Market and Historic Third Ward.

5. Forest Home Cemetery & Arboretum

2405 W Forest Home Avenue

At the Forest Home Cemetery & Arboretum, you’ll be able to pay respects to Milwaukee’s elite, including mayors, politicians, leading industrialists, successful businessmen, trailblazing women, war heroes and more.

In the “Beer Barons” corner of the cemetery, you’ll find the mausoleums of three brewing icons known as the Beer Barons: Jacob Best, August Krug, Valentin Blatz, Frederick Pabst, August Uihlein and Joseph Schlitz.

It’s a unique pilgrimage for any beer lover.

6. The Bronze Fonz

100 E Wells Street

In August 2008, Arthur Fonzarelli came home to Milwaukee as The Bronze Fonz, a life-sized, bronze statue of the popular “Happy Days” character.

The Fonz can be found in his leather jacket, forever holding his famous thumbs-up “Aaay!” pose just south of Wells Street on Milwaukee’s Riverwalk.

During the holidays, Fonz has been spotted wearing everything from a Santa hat to bunny ears.

7. Wisconsin Cheese Mart

215 W Highland Avenue

Wisconsin Cheese Mart, a Milwaukee staple since 1938, offers over 200 varieties of Wisconsin’s finest cheeses, from classic cheddars to unique artisan creations.

Visitors can sample a diverse selection, gaining insight into the state’s renowned cheesemaking traditions.

Love a good pairing? The adjacent Cheese Bar provides a cozy setting to enjoy curated cheese flights paired with local beers and wines for a unique and delicious experience!

8. Milwaukee Art Museum

While unusual, watching the Milwaukee Art Museum “spread its wings” is a beautiful experience.

It happens every morning at 10am when the museum opens, and the sides of the building will literally open up like wings, matching the same wing span of a Boeing 747-400 airplane. It’s very moving, albeit out of the norm.

9. Kochanski’s Concertina Hall

1920 S 37th Street

Built in the 1900s, the building’s original purpose was to house celery farm workers, and then as a brothel. After being used for a few other purposes, the venue was acquired by Polish businessman Andy Kochanski, who turned it into a quirky entertainment venue.

A “normal” night at Kochanski’s Concertina Bar could include regulars playing a game of Sheep’s Head, groups of all ages clapping and whirling around the dance floor to live polka music or a full out accordion jam session in the middle of the bar.

Dueling polka, rockabilly bands, open mic Polka, and odd decor like a year-round upside Christmas tree are also to be expected.

This historical polka beer hall also boasts the largest assortment of Polish and German imported beer this side of the Atlantic.

10. SafeHouse

779 N. Front Street

In the Intelligence trade, a safe house is “a secret refuge for spies engaging in covert operations.” These places look unassuming on the outside, and good luck finding the door, but on the inside are spaces for conducting clandestine activities.

Serving hungry agents since 1966, SafeHouse is a spy-themed restaurant containing mysteries and even a hidden exit.

Wandering down dark, narrow hallways, you’ll find a phone booth where you can get an alibi if you blow your cover, as well as a wall of mysterious moving puzzle pieces and clues.

The building is hidden in an alley and misleadingly labeled International Exports Ltd. You’ll need a password to enter, or at least enough sense of humor to make animal sounds and do silly poses until the doorman lets you in.

Hint: Control never turned away agents on the run because they didn’t know the password.

Drinks take on a classic cocktail philosophy that coincides with the spy theme, like the “Spy’s Demise” and the “Double Agent.”

11. Bryant’s Cocktail Lounge

1579 S 9th Avenue

No jukebox, only a record player with classical tunes. No menu, only 450 classic, artisan or Depression-era cocktails to choose from that are ordered based on what you’re “in the mood” for. No wallpaper or paint, but plush velvet walls.

That’s what you’ll find at Bryant’s Cocktail Lounge, Milwaukee’s oldest cocktail lounge, established in 1938.

Originally a “tied house,” many regulars that go to the bar today come in and talk of when their grandparents used to frequent the venue.

Tip: From 5:00 PM to 9:00 PM Tuesday through Friday, Bryant’s serves up Depression-era cocktails for half-off.

12. Lakefront Brewery’s Palm Garden Fish Fry

1872 N Commerce Street

Get to know your neighbors elbow-to-elbow at a community table as you feast on beer battered fish plates, heaping stacks of homemade potato pancakes, soft slabs of rye bread, creamy coleslaw and tart applesauce.

Every Friday night at Lakefront Brewery’s Palm Garden, the beer venue transforms into an authentic fish fry.

The sounds of the squeezeboxes and banjos of The Brew House Polka Kings, whose act features a functioning bubble machine, allow locals aged two to 92 to polka all night.

Established by brothers Russ and Jim Klisch twenty years ago, Lakefront offers more than a dozen original brews including the nation’s very first 100% organically brewed ale, Organic Extra Special Bitter Ale.

Quirky Milwaukee Travel Map

To help you explore Milwaukee’s unique attractions, here is a map with the above-mentioned places pre-plotted:

Hotels In Milwaukee

Looking for Milwaukee accommodation?

Click here for a list of nearby hotels!

Prefer self-contained stays? 

Click here to check out unique local rentals! 

You can also use the map below to search for local stays:

Renting A Car In Milwaukee

While Milwaukee has some walkable neighborhoods and a good public transportation system, to really experience the whole city you’ll want to rent a car.

My recommendation:

Use Discover Cars to quickly compare your car rental options.

Their comparison tool does the homework for you, so there’s no need to have up 10+ tabs trying to figure out which company is the most affordable. Actually, you can save up to 70% using their tool!

Milwaukee Travel Insurance

When visiting Wisconsin — or anywhere else in the world — make sure to get travel insurance.

In my opinion, the best travel medical insurance for travelers is SafetyWing as they’ve got a large network and offer both short-term and long-term coverage — including coverage if you’re traveling for months as well as limited coverage in your home country).

Additionally, SafetyWing is budget-friendly and offers $250,000 worth of coverage with just one low overall deductible of $250.

Click my referral link here to price out travel insurance for your trip in just a few clicks.

What are your favorite quirky things to do in Milwaukee, Wisconsin?

This post was adapted from my original article on Gadling.