Guide to Shorewood’s 2026 Tour of America’s Dairyland

Tour of America’s Dairyland in Shorewood

Save the Date for the 22nd Annual Shorewood Criterium Classic, hosted by the Shorewood Business Improvement District, on Friday, June 26, 2026 from 11:00 am to 8:00 pm.

With the plan of Oakland Avenue to be under construction, the race has shifted the route to just slightly to the West. A new, temporary route for this fun one-day event showcases riders from near and far!

​The Tour of America's Dairyland (ToAD), the nation's largest competitive road cycling series, is set to return June 18-28, 2026. This race series offers an exhilarating experience for families, combining high-speed racing with community festivities.​

It’s also one of the many totally FREE North Shore events to enjoy over the summer.

2026 Race Schedule

10:45 – 11:05am – Junior Girls and Boys 9-12 Series Finale
11:15 – 11:45am – Junior Girls and Boys 13-14 Series Finale
11:55 – 12:30pm – Women Cat 4/Novice Series Finale & Junior Girls 15-18 Cat 4/N Series Finale
12:40 – 1:20pm – Men Cat 3/4 & Junior Boys 15-18 Cat 3/4 Series Finale
1:30 – 2:20pm – JR Boys 15-18 Cat 1 /2/3 ACC/Series Finale
2:30 – 3:20pm – Women Cat 2/3 & JR Girls 15-18 Cat 2/3 ACC/Series Finale
3:30 – 4:20pm – Masters 50+/60 & Cat 1/2/3 Series Finale
4:30 – 5:45pm – Women Pro/1/2
6:00 – 7:00pm – Kid Races* & Dairyland Mile**
7:00 – 8:15pm – Men Pro/1/2

Kids Races

If you are interested in the kids races, head over to the BLUE North Shore Bank & Little Sprouts Play Cafe tents located on the East side of the street across from Draft & Vessel no later than 5:30pm to sign a waiver and get ready to line up.  Decorating and face painting will be available from 1:30 – 6:00pm.  The age grouping for the kids races will be ages 3/4, 5/6, 7/8 and 9-12 year old’s.  No scooters allowed for safety purposes.  All kids MUST be wearing a helmet and sign the waiver prior to racing. 

Shorewood Bikes is proud to support riders at the Shorewood Criterium with free emergency repairs throughout the race. Swing by their tent located near the kids bike race registration for quick fixes to keep you rolling strong!

 At the end of the kids races, Culvers will be handing out free frozen custard – so this is an event not to miss for the kiddos!

Dairyland Mile Running Race

Back again is the Dairyland Mile Series, with a 1-mile running road race organized by Infinity Running! This race is short and fast. Come on out to Shorewood (and Downer Avenue) during the Tour Of Americas Dairyland. Register here.

Prime Viewing Spots

The criterium, a multi-lap race on a closed circuit, allows spectators to witness the action up close. In Shorewood, the race typically winds through the heart of the village, with the start/finish line often located near the intersection of Oakland Avenue and Kensington Boulevard. Positioning your family near this area ensures a thrilling view of the cyclists as they sprint toward the finish. Arriving early to secure a good spot is advisable, as the event draws significant crowds.​

Family-Friendly Activities

Beyond the races, the Shorewood Criterium offers a range of activities tailored for families:

  • Kids' Races: Children can participate in their own races, fostering a love for cycling from a young age. These races are typically categorized by age groups, ensuring a safe and enjoyable experience for all participants. ​

  • Kensington Square Block Party: This festive gathering features live music, food vendors, and interactive activities, making it a perfect spot for families to relax and enjoy the community spirit. ​

Tour of America's Dairyland Kids race

Shorewood hosts a kids’ race at the Tour of America’s Dairyland

Dining Options

Shorewood boasts a variety of family-friendly restaurants and bars where you can dine before, during, or after the race, including of Shorewood’s outdoor dining patios:​

  • Three Lions Pub: An authentic British pub offering a blend of English culinary classics and American favorites. With a cozy atmosphere and a menu featuring items like fish and chips and shepherd's pie, it's a hit among families.

  • Camp Bar: Known for its rustic Northwoods-inspired decor, Camp Bar provides a warm ambiance and a selection of craft beers, cocktails, and a variety of pizzas. It's an excellent spot for families seeking a relaxed dining experience. ​

  • Cloud Red: This eatery offers a casual setting with a menu featuring sandwiches, salads, and shareable plates. Their outdoor patio is particularly inviting during the summer months.​

  • Nino's Southern Sides: For those craving comfort food, Nino's serves up Southern classics like fried chicken, mac 'n' cheese, and collard greens, all in a family-friendly environment.​

Additional Tips

  • Transportation: Given the road closures for the event, consider walking or biking to the venue if you're nearby. Alternatively, check for designated parking areas and plan your route accordingly.

  • Stay Informed: Keep an eye on the official ToAD website for any updates regarding race times, activities, and potential changes to the schedule. ​

Attending the Shorewood Criterium Cycling Classic offers a fantastic opportunity for families to engage with the community, enjoy world-class cycling, and create lasting memories.

Discover more summer adventures

North Shore Family Adventures

North Shore Family Adventures was created by a dad to two (one boy, one girl), who is always looking for entertainment and activities in all season for his kids. His favorite area hike is Lion’s Den Gorge and favorite biking path is the Oak Leaf Trail. Come explore with us.

https://www.northshorefamilyadventures.com/about
Previous
Previous

What’s Up With the Bright New Streetlights in Shorewood?

Next
Next

Shorewood High School Cross Country Claims 2025 State Title