Weekend 101: June 21-23

With the Winnetka Music Festival, Chi-Soul Fest, and Country LakeShake all taking place around Chicago this weekend, there’s a music festival for everyone. Plus, don’t miss two food festivals, a beer festival, and more.

Winnetka Music Festival

June 21-22

Winnetka Music Festival: Moon Taxi
Moon Taxi (Photo courtesy of RCA Records.)

Some of the country’s top up-and-coming artists will perform at this North Shore festival, which features two main stages, a family stage, an acoustic cafe (new this year), food trucks, drinks, and more. This year’s lineup includes Moon Taxi, Dorothy, Spencer Ludwig, and John Splithoff.

Chi-Soul Fest

June 21-22

Chi-Soul Fest at Navy Pier in Chicago
Photo by Vocalo.

This Navy Pier event will take place for the second year in honor of African-American Music Appreciation Month with more than 30 acts.

Country LakeShake

June 21-23

Country LakeShake in Chicago
Photo courtesy of Green Room PR.

For the fifth year, this festival will bring some of country music’s biggest acts, including Miranda Lambert, Maren Morris, Keith Urban, and Luke Bryan, to Northerly Island. Chicago-area native Elizabeth Lyons will also perform on Sunday at the Dish Presents Next From Nashville Stage.

Strawberry Fest

June 21-23
Long Grove

Strawberry Fest in Love Grove, Illinois
Photo by David Boozer on Unsplash.

This annual festival in historic Long Grove will of course feature strawberry food, drinks, and desserts, but it will also include a strawberry pie-eating contest, carnival, live music, and family activities.


June 22

Vegandale Chicago
Left: Evolution Burger; Right: Eat Love (Photos courtesy of Vegandale.)

Are you vegan, or interested in learning more about veganism? Then don’t miss this festival! More than 100 vendors from North America will be serving vegan food and drinks and selling merchandise alongside live music, art, and games.

Chicago Pride Fest

June 22-23

Chicago Pride Fest
Photo courtesy of Choose Chicago.

This annual celebration will feature live music, food, drag shows, more than 100 vendors, and more.

Ravenswood on Tap

June 22-23

Ravenswood on Tap Chicago
Photo courtesy of Ravenswood on Tap.

Breweries and distilleries like Dovetail Brewery, Half Acre Beer Company, KOVAL Distillery, and Smylie Brothers Brewing Co. will showcase the best of “Malt Row” at this annual festival also featuring food, live music, and artists.

More Can’t-Miss Events:

  • The Book Stall in Winnetka will host Scholastic’s Read-A-Palooza Summer Reading Celebration on June 22 with giveaways, crafts, and an appearance by both Clifford the Big Red Dog and Dav Pilkey‘s Dogman. You can also bring a new or gently used book for Bernie’s Book Bank.
  • Putts for Pets on June 22 will give you a chance to show off your mini golf skills while raising funds for Community Animal Rescue Effort (C.A.R.E.).
  • The North Shore Art League’s annual juried art show, Art in the Village, will take place June 22-23 in Winnetka’s Hubbard Woods Park.
  • Evanston’s Fountain Square Artisan SummerFest will celebrate 40 years June 22-23 with roughly 100 artists, family activities, music, food and drink vendors, and more.

Anna Carlson writes the weekly Weekend 101 column and monthly Recommended Events. A graduate of the University of Missouri, her work has been published in Chicago Parent, Inside Columbia Magazine, and Central California Parent Magazine. She is a proud supporter of St. Jude Children’s Research Hospital