8 Events to Celebrate Leap Day in Milwaukee This Year

Leap Day is almost here, and Milwaukee has plenty of ways to celebrate the rare occasion that comes once every four years.

LEAP DAY ONLY COMES ONCE EVERY FOUR YEARS, so why not celebrate the rare occasion? From specialty Leap Day brews to special brunch deals Milwaukee has plenty of ways to celebrate! We rounded up 8 events that celebrate Leap Day.




Leap Day and Recovery at Crossroads Collective

Saturday, February 29, 11a.m.-10p.m. and Sunday, March 1, 11 a.m.-4 p.m.

Crossroads Collective is celebrating Leap Day not one, but two days. If you’re a Leap Day baby, they’ll give you a $15 gift card for any food vendors. Not a Leap Day baby? There will still be plenty of drink specials available all day. Then on Sunday, Crossroads will bring in Great Lakes Distillery for a menu of exclusive brunch cocktails. Enjoy yummy food, music from DJ Kreiate, and $5 Bloody Marys and mimosas.

Cost: free

Address: 2238 North Farwell Avenue




Leap Day Brunchin’

Saturday, February 29, 10 a.m.-2 p.m.

Once every four years, Leap Day babies get the best of the best! The Iron Horse Hotel will treat all Leap Day babies to a free brunch entree. Even if you aren’t a Leap Day baby, the Iron Horse will be serving up a $10 specialty Leap Day cocktail originated in London in 1928 at the famous Savoy Hotel.

Cost: free

Address: 500 W Florida Street

The Yard at The Iron Horse Hotel. Photo via Facebook.




Leap Year – Leap Day – Leap Ride

Saturday, February 29, 1-5 p.m.

Celebrate the extra day of the year with a special ride through MKE. Join other Milwaukeeans on a bike ride starting at the Fyxation Bicycle Shop for 14.5 miles toward the River Glen trails. On the way back, all riders can stop at Sprecher Brewery for a beverage or two.

Cost: free

Address: 2943 N Humboldt Boulevard




Leap Year at the Cactus Club

Saturday, March 7, 2 p.m.-1 a.m.

There’s nothing quite like enjoying local Milwaukee musicians. Leap into 2020 by jamming out to ten local like-minded artists at the Cactus Club. Day performances run from 2p.m.-8p.m. for $7 and the late show performances begin at 8p.m. for $12 (unless you’ve been there all day and want to stay – then it’s just $3 more). Some artists include Large Print, Haunter, Vanity Plates, and more!

Cost: $7-$12

Address: 2496 S Wentworth Avenue

The Cactus Club. Photo by Adam Rogan.




Leap Day Party – Real Life is for March

Saturday, February 29, 12 p.m.-10 p.m.

Third Space Brewing takes Leap Day seriously in the best way possible. Wear the Leap Day colors (blue and yellow of course), and you’ll get $1 off pints all Leap Day long! They’ll have special Leap Day-only brews, food from Limpia City (from 1p.m.-6p.m.), Rhubarb for chewing, and more. Third Space is even running a marathon showing of the Leap Day classic staring Jim Carey: Leap Dave Williams. It’s safe to say this event will capture all your Leap Day dreams.

Cost: free

Address: 1505 W St Paul Avenue

Photo Courtesy of Third Space Brewing





Leap Day Celebration

Saturday, February 29, 7:30 p.m.-9:30 p.m.

Even if you don’t want to go all out for Leap Day, you can still celebrate the extra 24 hours. All In Productions hosts their first Leap Day fundraiser, with an evening full of stories and short plays. They’ll also have a 50/50 raffle running through the night.

Cost: $20-$25

Address: 420 S 1st Street




Leroy’s Leap Day

Saturday, February 29, 5 p.m.-10 p.m.

Normally when Wisconsinites hear the word ‘leap,’ they think of the Lambeau Leap, and this event includes both! Green Bay Packers great and creator of the Lambeau Leap, LeRoy Butler, will host a special meet and greet to benefit the homeless. LeRoy will talk about his experience overcoming poverty and then take questions.

Cost: $100-$250

Address: 500 W Florida Street




Let’s Drink 1,000 PBR’s

Saturday, February 29, 8 a.m.-2 a.m.

Yes, you read that right. Nomad World Pub is encouraging Milwaukee to get up and drink plenty of PBR. While there aren’t specific Leap Day baby deals, a day full of PBRs sounds pretty enticing to us.

Cost: free

Address: 1401 E Brady Street



Caroline Blair is a digital marketing intern for Milwaukee Magazine. She just finished her sophomore year at Syracuse University studying magazine journalism and marketing. She grew up in Milwaukee and is excited to be spending her summer here interning at Milwaukee Magazine.