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.
Get Your Summer Started at the Libertyville Days Festival
Downtown Libertyville turns into a carnival ground for this event, a hometown tradition featuring rides, live music, a parade, a beer garden, and a craft fair. With activities for kids and adults, plus plenty of classic festival fare, it’s a weekend-long celebration that draws locals and visitors every June.
Date: June 13-15
Time: Fri & Sat 11AM-11PM; Sun 12PM-6PM
Cost: Free
Location: 135 W Church St, Libertyville
More Info: libciviccenter.org
Sip for a Cause at Grayslake Craft Beer Fest
With over 150 craft beers are on tap, beer lovers can sample a wide range of brews-from crisp ciders to bold stouts-from breweries like 3 Floyds, Alter Brewing, and 2 Towns Ciderhouse. This annual event includes food vendors, live music, and plenty of shade to sip and relax. Even better? Proceeds support scholarships for Grayslake students, with $28,000 awarded last year alone.
Date: June 14
Time: 12PM-5PM
Cost: $45+
Location: Grayslake Festival Grounds, 33 S Whiteney St, Grayslake
More Info: grayslakebeerfest.com
Have a Blast at Lake County PrideFest
A family-friendly favorite in the north suburbs, Lake County PrideFest returns to Round Lake Beach with an all-day celebration of love, identity, and community. The event features drag shows, live music, local vendors, a resource fair, games, food trucks, and creative activities for kids and teens. Whether you’re coming with friends, family, or solo, it’s a welcoming, high-energy space for LGBTQ+ folks and allies to connect and celebrate.
Date: June 14
Time: 12PM-10PM
Cost: $5
Location: Round Lake Beach Cultural and Civic Center, 2007 N Civic Center Way, Round Lake Beach
More Info: pridechicago.org
Enjoy Community at the Juneteenth Celebration
Oakton Park comes alive with live performances by Corey Bless, Tony Garrett, and line dance instructor Roz. The afternoon features food from local Black-owned businesses like Soul Good Coffee and Babito’s Bites, plus a vendor marketplace, community resources, and family-friendly fun.
Date: June 14
Time: 1PM-5PM
Cost: Free
Location: Oakton Park, 4701 Oakton St, Skokie
More Info: skokieparks.org
Unwind at Grapes on the Green
Grapes on the Green brings a little sophistication to Village Green Park with wine tastings, live swing music from The Flat Cats, and a relaxed picnic atmosphere. Guests can sample up to 12 varietals from Chicago Wine, enjoy complimentary snacks, enter giveaways, and take home a keepsake wine glass and tote.
Date: June 14
Time: 4PM-8PM
Cost: $30
Location: Village Green Park, 1810 Walters Ave, Northbrook
More Info: nbparks.org
