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Milwaukee's Best Group Rides: From Casual Cruises to Fast Training

Looking for people to ride with? Here's a guide to Milwaukee's most popular group rides, from slow social cruises to drop-them-if-you-can training rides.

M
Milwaukee.Bike Editorial
Author
Jul 8, 20262 min read1060 views
Milwaukee's Best Group Rides: From Casual Cruises to Fast Training
#group rides#cycling community#training rides#social rides

Why Ride in a Group?

Group riding is one of the best parts of cycling. You'll go faster, farther, and have more fun than riding alone. Milwaukee has a vibrant group ride scene with options for every speed and style — from beer-fueled slow rolls to no-drop training rides.

Casual & Social Rides

The Bay View Slow Roll is a weekly social ride that explores different Milwaukee neighborhoods. No-drop, 8-10 mph, and usually ends at a bar or brewery. Perfect for new riders and anyone who values conversation over speed.

Milwaukee Beer Barons Ride combines cycling with brewery hopping. It's a fun, casual ride that showcases Milwaukee's craft beer scene.

Intermediate Training Rides

Wheel & Sprocket's Bay View shop hosts regular training rides on Tuesday and Thursday evenings. These are typically 25-35 miles at 16-18 mph with occasional regrouping. They're a great step up from casual rides.

Fast Drop Rides

For experienced riders, the Saturday morning race-pace rides leave from the East Side and cover 40-60 miles at 20+ mph. These are drop rides — if you can't hold the pace, you're on your own. Know the route before you show up.

Etiquette

  • Call out road hazards: 'hole,' 'glass,' 'car back'
  • Don't overlap wheels with the rider ahead of you
  • Take your turn pulling at the front on no-drop rides
  • Bring a tube, pump, and know how to use them

Photo Gallery

Gallery image 1

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