From orchard visits to neighborhood fests, fall is full of excuses to get outside and soak it all in. We’ve rounded up a few local happenings to add to your list.
Eat, Drink, and Give Back at Taste of Evanston
Sample the best of Evanston’s food scene at the 11th Taste of Evanston, set on the lakeside lawn of the historic Charles Gates Dawes House. Local restaurants, breweries, and wine shops serve up everything from small bites to sweet treats, while musical guest Donovan’s Garage takes over the sounds. The event benefits local nonprofits, making it a chance to eat, sip, and give back all in one afternoon.
Date: September 21
Time: 3PM-6PM
Cost: $25+
Location: Charles Gates Dawes House, 225 Greenwood St, Evanston
More Info: tasteofevanston.org
Celebrate Fall at Oktoberfest
Join neighbors and friends at Oktoberfest, a weekend of live music, seasonal brews, and classic Bavarian games like Hammerschlagen and Masskrugstemmen. Little ones can enjoy kid-friendly activities during Family Hour, while everyone else cheers on stein-holding contests, listens to live bands, and dons dirndls and lederhosen for a festive community celebration.
Date: September 19-20
Time: Fri 5PM-10PM; Sat 1PM-4PM
Cost: $28
Location: Mickey Finn’s Brewery, 345 N Milwaukee Ave, Libertyville
More Info: mainstreetlibertyville.org
Have Fun at Harvest Fest
Start your morning at the farmers market or check out the Touch-a-Truck experience before the Cruise into Harvest Fest Car Show rolls through the streets. As the afternoon unfolds, local bands keep the energy high while food and drinks are available throughout the festival. Don’t miss the bags tournament or stop by the beer and wine tent for a seasonal sip.
Date: September 20
Time: 7AM-10PM
Cost: Free
Location: Robert York and Park Avenues, Deerfield
More Info: deerfield.il.us
Go to the Hawthorn Summer Market
Summer’s not over yet in Vernon Hills! Hawthorn Row comes alive with the Summer Market Series, featuring local vendors, food trucks, music, and activities for all ages. Kids can enjoy story times and games on the green, while adults browse unique handmade goods and enjoy seasonal treats.
Date: September 20
Time: 10AM-1PM
Cost: Free
Location: Hawthorn Row, 750 Hawthorn Row, Vernon Hills
More Info: visithawthorn.com
Fall is in the Air at Kroll’s Farm: Fall Flower Fest & Art Show
Kroll’s Farm celebrates the season with the Fall Flower Fest, including special plant sales and a free Arts & Crafts Show. Local vendors offer handmade goods and live demonstrations, giving visitors a chance to shop, learn, and enjoy a festive fall day surrounded by blooms and creativity.
Date: September 20-21
Time: 12PM-5PM
Cost: Free
Location: Kroll’s Farm, 133236 W Town Line Rd, Waukegan
More Info: waukeganil.gov
