Juliana Yeager 

Photo by 金枫 郭

Lincoln Square Ravenswood Apple Fest

This yearly fall street festival makes its way back to Lincoln Square for a weekend packed with all things apple. Browse seasonal products at the market, enjoy apple-inspired treats like tamales and doughnuts from nearby eateries, and sip on cider or apple-infused beers. Live music will fill the air, and there will be plenty of autumn-themed activities for kids. It’s hard to find a more delightful way to celebrate the arrival of fall! 

Photo by Gallagher Way

Harvest Hangout at Gallagher Way

Gallagher Way is the place to be for a weekend packed with autumn festivities, offering a variety of activities for all ages. Families can enjoy live music, lawn and carnival games, a giant inflatable corn maze, face painting, and a petting zoo. On Saturday and Sunday, you can catch college and NFL football games on the big screen, while grabbing themed food and drinks available for purchase.

Photo by Jonquil Park

Lincoln Park Wine Festival

Want to expand your wine knowledge? Visit Jonquil Park for the Lincoln Park Wine Fest, where experts like sommeliers and brand representatives will guide you through a two-hour tasting experience. A general admission ticket provides access to 12 different wine samples and a keepsake tasting glass, while upgrading to VIP grants you an additional five premium wines to try. As you savor your selections, enjoy live music performances throughout the event.

Photo by Fifty Grande

Chicago Beer Festival

Ever wanted to sip a beer beneath Máximo the titanosaur in the Field Museum’s iconic Stanley Field Hall? You’ll have the chance when the Chicago Beer Festival takes over this renowned venue. With more than 65 breweries participating, attendees can sample a wide range of craft beers, including options from local favorites like 3 Floyds, Revolution, and Half Acre, as well as breweries from across the country. Each guest receives 40 tasting tokens, which can be exchanged for pours throughout the event. For an added perk, early admission tickets grant an extra hour of tasting inside the museum.