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In popular movies like Love Actually, singles find each other just in 2 shakes. In real life, Milwaukee residents will have a bit harder time, but don’t lose hope. This sparkling city fascinates with the number of possibilities and offers plenty of Milwaukee date night ideas. Check them below!

You can go to the cinema night, to the theater or even on a bar crawl. If you are tired of classic dating places, then you can go bowling. Most importantly, choose places where both of you will have fun and feel comfortable. So you will keep pleasant memories of the time together and strengthen your relationship.

1. The ComedySportz Theatre

players on the stage
Image source: https://www.facebook.com/comedysportzchi

Everyone loves to laugh, so attending a show on ComedySportz is a great way to relieve the stress of dating a new person. Their comedy impromptu shows are sports competitions in which a referee and two teams play against each other. You may even have the opportunity to show your savvy in front of the date by volunteering to join the game.

Good for: Couples, Performaleces, Comedy lovers 

Address: 420 S 1st St, Milwaukee, WI 53204-1603

Working hours: Mon – Thu 10 am – 5 pm, Fri 6 pm – 1 am, Sat 3 pm – 10 pm and 10:15 pm – 1 am

Phone: +1 414-272-8888

Website: http://www.cszmke.com/

2. Holler House

bowling lanes
Image source: https://www.facebook.com/pages/Holler-House/120806954657593

Holler House may not look promising on the outside, but on the inside, this tavern is home to the oldest sanctioned bowling alley in the United States. This spot started to work in 1908. Up to this day, it retains its reputation as one of the best bars in the country. Be sure to book in advance as the two tracks are so old that the pinsetter will have to look after them while you play. 

It will be a rather unusual date night in Milwaukee to get to know each other better.

Good for: Couples, Sport

Address: 2042 W Lincoln Ave, Milwaukee, WI 53215-2571

Working hours: Sun 12 pm – 5 pm; Tue – Sat 11 am – 7:30 pm

Phone: +1 414-647-9284

Website: https://www.facebook.com/pages/Holler%20House/120806954657593/photos/

3. Shakers Cigar Bar

bar hall
Image source: https://www.facebook.com/shakers.milwaukee/

The Shaker’s cigar bar is a legendary pub once frequented by the infamous Capone brothers. It has been named one of America’s seven most-visited bars by the Huffington Post. Located in the historic Walker Point neighborhood, on the site of a former cemetery, it offers guests daily ghost tours of the premises (apparently at night). 

It is simply a unique place to drink, eat and socialize. Overcome your fear and welcome!

Good for: Couples, Nightlife

Address: 422 S 2nd St, Milwaukee, WI 53204-1611

Working hours: Mon – Thu 5 pm – 2 am, Fri 3 pm – 2:30 am, Sat 3 pm – 2:30 am, Sun 5 pm – 2 am

Phone: +1 414-272-4222

Website: https://www.shakerscigarbar.com/ 

4. Pabst Theater

entrance to the theater
Image source: https://www.facebook.com/PabstTheater/

Pabst, as Milwaukee residents name it, was built by the city’s wealthy brewing family in the late 19th century and is one of the oldest permaleent theaters in the USA. It also houses a historic organ, which was once played to accompany silent films. This popular location currently hosts a busy calendar of annual events, including operas, concerts and ballets. Why not spend a cultural evening with your beloved watching a great performalece?

Good for: Couples, Performaleces

Address: 144 E Wells St, Milwaukee, WI 53202-3519

Working hours: check the events schedule

Phone: +1 414-286-3663

Website: https://pabsttheater.org/

5. Swingin’ Door Exchange

table setting in the restaurant
Image source: https://unsplash.com/

Restaurant visit is a classical date night option Milwaukee offers. Swingin’ Door Exchange offers classic American comfort food perfect for chilly winter days. This is a traditional, cozy restaurant that will create a home-like atmosphere for a casual conversation. What better way to get to know each other than spending the evening at a full bar with special drinks?

Good for: Couples, Foodies

Address: 219 E Michigan St, Milwaukee, WI 53202-4902

Working hours: Sun 10 am – 2 pm, Mon-Sat 11 am – 11:45 pm

Phone: +1 414-276-8150

Website: https://www.swingindoorexchange.com/ 


Invite your love partner and explore date night ideas Milwaukee offers. 

To find your ideal companion for all of life’s adventures, use Holoscreenprotector. Start dating amazing singles right now!

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