By Molly Snyder Senior Writer Published May 27, 2025 at 5:01 PM

The 21st Annual Shorewood Criterium Classic takes place once again on the streets of Shorewood.

The event is set for Friday, June 27. The first event starts at 10:45 a.m. and the last begins at 7 p.m. The route runs from Marion Street to Oakland Avenue to Kensington Boulevard to Maryland Avenue.

For a full list of events and more information, go here.

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21 years of racing at the Shorewood Criterium Classic Shorewood will return to playing host for a day to the largest cycling event in the country, the 21st Annual Shorewood Criterium Classic on Friday, June 27th! This full day of racing, features a popular kids’ bike race, Dairyland Mile running race as well as a full slate of cycling all afternoon and evening. Food, beer and family fun at the Kensington Street Block Party promise to bring pro teams and riders from around the world to this great Shorewood event! Learn more Shorewood Criterium Classic · Shorewood, WI

The Kwik Trip Tour of America’s Dairyland features 11 days of competitive racing around Wisconsin and brings in riders from amateurs to professionals. This local event includes kids races (littles, middles and tweens) and invites everyone to the Kensington Square neighborhood party at Three Lion's Pub from 5 to 8 p.m.

Basically, it's a family-friendly neighborhood block party with entertainment, food, drink – and it's free to attend!

Here are six establishments on or near the bike route to visit on race day.

draft & vesselX

1. Draft & Vessel
4417 N. Oakland Ave., (414) 533-5599
draftandvessel.com
A great libation selection paired with a cozy community vibe makes Draft & Vessel a fun stop any time of year, but since it's sponsoring the race again, it's worth an extra visit.

riley'sX

2. Riley's Sandwich Co.
4473 N. Oakland Ave., (414) 616-1811
rileysandwich.com
If you're out and about on race day with your dog, might as well stop into this pup-friendly sandwich joint for tacos or a steak sandwich.

blackbearX

3. Blackbear Children's Boutique
4312 N. Oakland Ave., (414) 368-0110
https://blackbearboutique.com/
Shop for the tiny and darling person in your life at a shop where, literally, everything is tiny and darling. 

benji'sX

4. Benji's Deli
4156 N. Oakland Ave., (414) 332-7777
benjisdeliandrestaurant.com
Benji's is a legendary Shorewood eatery. Sit down for a plate of Hopple Popple or grab a bag of bagels to go. Either way, delight shall ensue.

foxholeX

5. Foxhole Craft Beer & Kitchen
4144 N. Oakland Ave.
foxholeshorewood.com
It's new, it's trendy and the word-of-mouth has been favorable. Foxhole is as much of a community gathering spot as a bar and restaurant and it's kid-friendly. 

nino'sX

6. Nino's Southern Sides
4475 N. Oakland Ave., (414) 964-6433
ninos-southernsides.com
Comfort food never goes out of season. Stop in, sit on their patio with a pork chop and some mac and cheese and watch the bikers whiz by.

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Molly Snyder Senior Writer


Molly Snyder started writing and publishing her work at the age 10, when her community newspaper printed her poem, "The Unicorn.” Since then, she's expanded beyond the subject of mythical creatures and written in many different mediums but, nearest and dearest to her heart, thousands of articles for OnMilwaukee.

Molly is a regular contributor to FOX6 News and numerous radio stations as well as the co-host of "Dandelions: A Podcast For Women.” She's received five Milwaukee Press Club Awards, served as the Pfister Narrator and is the Wisconsin State Fair’s Celebrity Cream Puff Eating Champion of 2019.