Discover Delavan: Weekend Events – May 21st-23rd

The weekend is here! Lets kick back, relax, and discover something different in Delavan Wisconsin.

Transform Nation Cruisin’ 5k

Dust off your running shoes and hit the pavement, its time to kick off your weekend with a family 5k! Join Transform Nation for the Cruisin’ 5k benefitting the Delavan Lions Club and Diabetes Awareness on Saturday, May 22nd at 9 am. The race will wind through two of the city’s beautiful parks, down the historic brick street, and loop through the Truck Show downtown. Register today!

Spring Into Summer Truck Show

Join us in historic downtown Delavan, for an open truck show for all classic and modified trucks! For the feature truck, we will celebrate the 50ish anniversary of the Chevrolet and GMC C/K lines of Trucks, Blazers and Suburbans. Enjoy food and drinks as you stroll through the show and enjoy performances from Zac Matthews Band and local legend, Pat McCurdy! See you at the show, Saturday May 22nd, 10-6pm!

Delavan Wine Walk After Party

In town for the Delavan Wine Walk? You’re invited to the Wine Walk After Party at The Treasury in downtown Delavan! This free event will be packed with live music, bubbly, and bites. Underground Sound Jazz Orchestra will be playing their hearts out to keep the party swingin’ into the night.

Discover more in Delavan this weekend by visiting our Event Calendar at!

Sip, Shop, Stroll, Repeat: Delavan Wine Walk 2021

Sip, stroll, and shop throughout Historic Downtown at the Delavan Wine Walk, Saturday, May 22nd! Sample tastings of fine wines from various regions throughout the world and discover the treasures of the historic downtown.

Each Wine Walk Participant will enjoy tastings at 13 downtown businesses as well as receive a tasting passport, event map, a complimentary bottle of water, and a souvenir glass tucked inside a Wine Walk tote!

Stop in at the open storefront located at 237 E. Walworth Avenue for check-in beginning at 3:00 p.m. From there, Wine Walkers will make their way through the Downtown and complete their tasting passports. Tasting locations include:

  • Beall Jewelers
  • Brick Street Yarn
  • Delavan-Delavan Lake Area Chamber of Commerce
  • Delavan Homestyle Bakery
  • Jonathan’s on Brick Street
  • Licoreria La Costera
  • LSJ Music Company
  • Oficina de Multiservicios
  • Ol’ Wisco Bar and Grill
  • Rural Mutual Insurance Company
  • The Treasury
  • Unique Home Decor
  • Utiger Jewelry Inc.

For those who find a wine or two that are a “must enjoy again”, participants will have the opportunity to purchase the wines at the end of the event at Licoreria La Costera. 

Turn your Wine Walk experience into a weekend getaway with the Spring Wine & Dine Weekend package with Lake Lawn Resort. Starting at $499, this package brings together great wine, great food, and great friends. Start your weekend with a Tuscan Wine Dinner Friday evening followed by a Saturday afternoon leisurely tour of Delavan Lake Resort aboard the Lake Lawn Queen. You’ll then sip your way through downtown Delavan with tickets and shuttle transportation to the Delavan Wine Walk on Saturday,May 22nd from 3:30 PM until 7:30 PM.

Wine Walk registrants must be 21+ to participate. Only 150 tickets will be sold and can be purchased at for $25. Designated Driver tickets will be sold for $15 in advance or at the door.

As always, we encourage participants to drink responsibly and have a designated driver or arranged transportation for this event.

For more events and information, please go to Cheers!