Milwaukee Runs & Rides 2019

Get active this summer with an organized run or bike ride.


UPAF Ride for the Arts

Date: June 2
Distance: 5, 12, 45, 70 mile routes

Sponsored by Miller Lite, the UPAF ride travels along Lake Michigan with routes going to and from Port Washington and South Milwaukee. In 2018, the race had more than 3,600 riders.

Fat Tire Tour

Date: June 15
Distance: 15-20 miles over 6-7 hours

This should be on every cyclist’s bucket list. The Fat Tire Tour not only takes you throughout Milwaukee, but it stops at surprise breweries along the way. Start at Best Place at the Historic Pabst Brewery, then take the next 6-7 hours riding and sipping away.

Polish Moon Ride

Date: June 21
Distance: 8 miles

Join this police-led bike ride in the evening and even catch your chance to ride beneath the stars and the moon. Begin at Fuel Café, where you’ll get a free Polish Moon Beer and your choice of an empanada or polish sausage. Kids get a free scoop of ice cream too.

Colectivo Coffee Bean Classic

Date: July 21
Distance: 35, 60, 85, 105, 110, 120 minutes

This is the course all cyclists should conquer, through the moraines of Minooka Park. You’ll confront the steep climbs and ease over the flat land, then refresh yourself with a free Colectivo coffee.

Riverwest 24

Date: July 26-27
Distance: 24 hours

Consider this race a 24-hour tour of all Riverwest has to offer. The Riverwest 24 is open for anyone to join, or you can just grab a lawn chair and watch from the sidelines. Ride the entire 24-hour period or split it up into a team.

Ride Across Wisconsin

Date: Aug. 16-18
Distance: 225 miles in one day or two

Ride from La Crosse to Green Bay and enjoy the quintessentially Wisconsin vistas in the Ride Across Wisconsin bike ride. Bike up the hills and past the dairy lands — this year’s ride has a new route, too.

Hitting 4 the Cycle

Date: Aug. 24
Distance: 25 miles

Start and end at Miller Park and bike along the beautiful Lake Michigan shoreline in a race that benefits the Urban Ecology Center, Dreambikes and UWM’s Life Impact Program. You’ll finish at Miller Park just in time to catch the Brewers play the Diamondbacks. It’s $41 to sign up, but for children under 13 it’s free.

Matthew Stachelski Memorial Bike Ride

Date: Sept. 15
Distance: 5 miles

Honor the life of MSOE alum Matthew Stachelski who passed away in 2015. Participants ride not only to remember and honor his life, but to give and donate to the Matthew Stachelski scholarship fund, which is given to a deserving MSOE student each year.


Run for Hope Revival

Date: June 1
Distance: 5K

Help raise awareness and funds for the disadvantaged and disabled in the Milwaukee community and around the world. Race starts in Veterans Park and includes a free t-shirt.

Lighthouse Run

Date: June 15
Distance: 2, 4, 10 miles

This race, in its 49th year and benefiting the YMCA Strong Kids Campaign, begins on Lake Avenue at the Racine Family YMCA and swings by the Wind Point Lighthouse en route. 

Wisconsin Trail Assail – Father’s Day

Date: June 16
Distance: 5K, 10K

Spend the day with your dad at Menomonee Park and participate in either the 5K or 10K — run or walk. The race concludes with a fresh fruit bar and includes a t-shirt. Register your dad if you’d rather not get him yet another tie.

Pet Walk Milwaukee

Date: June 22
Distance: 5K

Run with your furry best friend at the Pet Walk Milwaukee, starting at Veterans Park. Not only will you race together, but all the proceeds will go to the Wisconsin Humane Society too, to help more furry friends in need.

The Cream Puff 5K

Date: July 17
Distance: 5K run/1K walk

Race or walk along the Milwaukee Mile Speedway and some of the best spots at the State Fair Park. At the finish line, you’ll be treated with the State Fair’s famous Cream Puff.

Brewers Community Foundation 5K Famous Racing Sausage Run/Walk

Date: July 27
Distance: 5K

Proceeds from this race will benefit the Brewers Community Foundation and the Fisher House Wisconsin, which provides a home for military and veterans’ families to be close during any hospitalization.

The Olympian 5K/10K

Date: Aug. 10
Distance: 10K/5K

Support the Wisconsin Senior Olympics in this race along the Racine lakefront. It’s a flat course, so bring all the cheers and support you can to ramp it up.

MPS Run Back to School

Date: Aug. 24
Distance: 5K run /1.5 mile walk

All proceeds from this race will go toward supporting MPS youth recreation programs. What better way to start the school year off than with some great exercise for a great cause?