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Milwaukee Date Night Ideas

Welcome to the ultimate guide for Milwaukee date night ideas! Whether you’re exploring this rising holiday destination in the summer or winter, Milwaukee has many options to make your date night unforgettable. From scenic rides to fantastic restaurants, this city is one of the best romantic getaways in Wisconsin, gaining popularity as the go-to vacation spot.

Get a Couples Massage

Embark on a journey of relaxation and intimacy at Kohler Waters Spa, one of Wisconsin’s best spa resorts. A couples massage is the perfect way to unwind and show your love.

Rooftop Bar Romance

Experience romance at new heights by enjoying a night out at one of Milwaukee’s spectacular rooftop bars. Cafe Benelux and Stubby’s offer breathtaking views, delicious snacks, and a perfect atmosphere for a memorable evening.


Downtown Milwaukee Bars

Downtown Milwaukee Breweries

Outdoor Movie Screening

Opt for an outdoor screening at Veterans Park or Waukesha’s Monday Night at the Movies for a twist on the classic movie date. Under the stars, even action-packed blockbusters become romantic.

Outdoor Concert

Explore the vibrant summer scene with free outdoor concerts scattered across Milwaukee. Pack a picnic, enjoy the music, and create a memorable date night with your favorite tunes.

Visit Jazz in the Park

Restaurant Delights

Milwaukee’s diverse culinary scene offers an array of date night restaurants. From Farmstead’s rustic charm to the romantic Thursdates at The Melting Pot, there’s a venue for every taste and occasion.

Read about Milwaukee’s Top 5 Restaurants and the Top 5 Vegan Restaurants in Milwaukee

Arcade Adventure

Challenge your partner to some friendly competition at Up Down, the multistory arcade that caters to all gaming preferences. Enjoy a chat on the upper patio away from the arcade’s lively atmosphere.

Escape Room Excitement

Add a touch of mystery to your date night by tackling an escape room together. It’s a fun and adventurous way to test your teamwork and problem-solving skills.

Mitchell Park Domes Exploration

Escape to a tropical or desert paradise within the Mitchell Park Domes. Wander through the themed domes for a unique and romantic experience surrounded by lush greenery.

Kayak The Milwaukee River

Share a kayak and the beauty of the Milwaukee River for an intimate adventure. Paddle solo or tandem, then refuel at Water Street Brewery or Milwaukee Ale House.

Go Hiking

Embark on a hiking date at Adventure Rock, an indoor climbing gym, and follow it up with a meal at a nearby eatery like Beans & Barley. Perfect for adventure-seeking couples.

Also check out the 15 Best Bike Trails in Milwaukee

Bowling Bonding

For a night of retro fun, head to Koz’s Mini Bowl, a vintage bowling alley with affordable lane rentals and refreshing drinks. It’s an excellent spot for a playful and entertaining date!

Romantic Walk on the Lakefront Trail

Witness a breathtaking sunset while strolling hand in hand along the Lakefront Trail. This picturesque and free option offers a tranquil setting by Lake Michigan.

Go Ice Skating

During winter, enjoy a romantic ice skating experience at Red Arrow Park. Skate hand in hand, take in the surrounding beauty, and savor the festive atmosphere.

Learn about December Activities in Milwaukee

Nine Below Mini Golf

Create your own mini-golf holes at Nine Below, an underground pub with a nostalgic vibe. Ideal for group dates or a fun-filled outing for two.

Ghost Walk Adventure

For a unique date night, explore historic Milwaukee on a ghost walk. A mix of history and mystery, it’s a chance to pretend to be brave and share some thrills.

Laser Tag Love

Challenge each other to a thrilling game of laser tag at iCombat. It’s an adrenaline-packed experience, perfect for couples who enjoy a bit of competitive fun.

Museum Magic

Art enthusiasts can explore the Milwaukee Art Museum, while those fascinated by motorcycles can visit the Harley-Davidson Museum. Each provides a unique setting for a date filled with culture and history.

Also Read:

Milwaukee’s Top 5 Museums

Milwaukee’s vibrant and diverse offerings make it a treasure trove of romantic date night ideas. Whether you’re into outdoor adventures, cultural explorations, or playful activities, this city has something special for every couple. So, what are you waiting for? Plan your next date night and make it an unforgettable experience in Milwaukee!

Check out our blog to unearth other Brew City adventures!

Milwaukee Public Market

Milwaukee Public Market

Milwaukee Public Market is a feast for the senses! The industrial-chic building is home to a curated selection of local delights, from freshly baked goods and artisanal cheeses to savory meats, fresh produce, and ready-to-eat Read More »

Fiserv Forum

Fiserv Forum

Fiserv Forum is the newest arena in Downtown Milwaukee. More specifically, in the Deer District. Home to the Milwaukee Bucks and Marquette University Golden Eagles, it hosts many events and concerts 12 months a year. Read More »

Red Arrow Park

Red Arrow Park

Red Arrow Park is a city green space with lush lawns, inviting benches, and, to top it all off – a seasonal outdoor ice-skating rink. Red Arrow Park Access The wheelchair-accessible parking lot and entrance Read More »

Milwaukee Art Museum

Milwaukee Art Museum

In 1888, Frederick Layton erected an art gallery adjacent to Cathedral Square, while other community-minded individuals established the Milwaukee Art Association, which later became the Milwaukee Art Institute. In 1957, the Layton Art Gallery relocated Read More »

About Streetcar Flats

Streetcar Flats is Downtown Milwaukee’s Newest apartment community located at 828 N Broadway. Streetcar Flats incorporates modern luxuries with the vintage charm of our hundred-year-old landmark building. What was once the Underwriter’s Exchange Building is now Streetcar Flats, your future home in Downtown Milwaukee, perfectly located along The Hop’s M-Line, Milwaukee’s new streetcar system. 

View Our Other Articles!

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Milwaukee’s Top 5 Parks

Fun Things to Do in Milwaukee

Milwaukee Art Museum

Fun Things to Do in Milwaukee

Harley Davidson Museum

Discover Milwaukee

Downtown Milwaukee Banks

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Rental Criteria

One Adult – Gross income must meet or exceed 3 times the apartment rental rate. Roommates – The combined gross income must meet or exceed 3 times the apartment rental rate. If you are self-employed or retired, you must provide your most recent tax filing or consecutive bank statements from the past six (6) months to verify your income.

Your credit score must meet or exceed six hundred fifty (650). You will automatically be denied rental if any monies are owed to a previous landlord or management company. If you owned a home and it has been foreclosed upon, you will be denied rental. If you have been sued in an attempt to obtain a monetary judgment against you within the last five (5) years you will be denied rental. If you have a monetary judgment against you that is older than five (5) years you must have legally satisfied that judgment or you will be denied rental.

A verifiable history of apartment rental or mortgage payments. If there is no verifiable housing and you are a first-time renter, a Guarantor will be required, along with a security deposit of one (1) month’s rent. Any previous eviction judgment is an automatic basis for rejection of an application. Any negative reference from a prior landlord will cause you to be denied rental.

OCCUPANCY STANDARDS Maximum limits are as follows:

  • Studio: 2 individuals maximum
  • 1 Bedroom: 2 individuals maximum
  • 2 Bedroom: Not to exceed 4 individuals with no more than 3 unrelated adults
  • 3 Bedroom: Not to exceed 6 individuals with no more than 3 unrelated adults o
    • Children under the age of 2 are not included in the calculation


Should an applicant not qualify in terms of credit history, the applicant, at the discretion of the landlord, may have the lease guaranteed by another party. Guarantor(s) must meet or exceed the rental criteria as stated above.

Each Guarantor must provide sufficient income verification equal to three (3) times the amount of the rent to guarantee the apartment rental.

If applicant has been convicted of illegally manufacturing or distributing a controlled substance as defined in sec. 102 of the Controlled Substances Act (21 U.S.C. 802) their application will be denied.

If applicant is subject to a state lifetime sex offender registration program their application will be denied.

If applicant has not been otherwise disqualified based on the above factors, and the applicant has been convicted of a felony or released from custody or supervision for a felony conviction, whichever occurred later, within the last six years, or a misdemeanor within the last three years, and the crime shows a demonstrable risk to tenant safety and/or property, their application may be denied after consideration of the nature and severity of the crime, the applicant’s age at the time of the conduct, and the amount of time that has passed since the criminal conduct occurred. Other factors may be considered on a case by case basis. Applicant shall provide any mitigating information or documentation that he or she would like to be considered regarding any criminal convictions.

*If management is unable to verify any information on your rental application, including but not limited to your prior rental history and employment, you will be denied rental. If you misrepresent your application information, you will be denied rental.

Date Started Using: May 16, 2023