Spring has sprung across Chicagoland and there many exciting events to fill your calendar! From family events to date night activities, there’s something for everyone—here are a few of our top picks to check out this weekend.
Go to the Kick-Off to Summer Carnival
Highwood officially welcomes summer with its annual carnival, featuring three days of rides, games, and all the funnel cake you can eat. Designed to mark the end of the school year, this family-friendly celebration also includes an adult beverage booth so parents can sip while the kids spin. Whether you’re in it for the thrill rides or just there for the snacks, it’s a festive way to kick off the season.
Date: June 6-8
Time: Fri 5PM-10PM; Sat 1PM-10PM; Sun 1PM-8PM
Cost: Free
Location: Highwood Metra Station Parking Lot, 406 Sheridan Rd, Highwood
More Info: celebratehighwood.org
Discover Treasure at the Reclaimed Artisans Inc Outdoor Market
Vintage lovers, DIY decorators, and handmade goods enthusiasts converge at this 14th annual outdoor market in Libertyville. Dozens of local vendors set up shop across the Reclaimed Artisans parking lot, offering everything from home décor and jewelry to upcycled treasures. Grab a bite from Pizzaria DeVille, sip a drink, and enjoy live tunes from Kyle Young while you browse.
Date: June 7
Time: 9AM-4:30PM
Cost: Free
Location: 302 Peterson Rd, Libertyville
More Info: facebook.com
Thrift Your Heart Out at the Illinois Vintage Fest
Dig through racks of throwback tees, snap up vintage home décor, and hunt for collectible gems at this sprawling two-day fest. Held indoors and outdoors at the Lake County Fairgrounds, the event showcases a curated mix of vendors offering secondhand and retro goods across all styles and decades. Food trucks will be on hand to fuel your search, and entry is free, just bring your best thrifting instincts.
Date: June 7-8
Time: 11AM-6PM
Cost: Free
Location: Lake County Fairgrounds, 1060 E Peterson Rd, Grayslake
More Info: lcfairgrounds.com
Grab a Pint at the 2025 Craft Beer Festival
Now in its 13th year, this beloved fest curated by Tighthead Brewing brings together 40 craft breweries from across Chicagoland for a low-key, high-quality day of tastings and tunes. Held at the Village Hall Plaza, the festival features live music, bags games, food trucks, and shaded seating for sipping in comfort. General admission includes unlimited samples and a souvenir glass.
Date: June 7
Time: 1PM-5PM
Cost: $56
Location: 444 E Courtland St, Mundelein
More Info: mundeleincommunityconnection.org
Cheer Along at the Mighty Kids Triathlon
Calling all young athletes: this kid-focused triathlon invites competitors ages 6-12 to swim, bike, and run their way through a fun and challenging course. Races start with laps in the Lakeview Fitness pool and finish with a ride and run through nearby Deerpath Park. All participants receive race gear and a medal, with awards for top finishers in each age group. Parents, don’t forget your camera!
Date: June 7
Time: 9AM-12PM
Cost: $40
Location: Lakeview Fitness, 700 Lakeview Pkwy, Vernon Hills
More Info: vhparkdistrict.org
