Your DO List: Fun Events on Chicago’s North Shore This October
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North Shore Do List October 2022

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Say “hey” to a fabulous Fall with hayrides, pumpkin carving, Big Ten football and a bounty of other outdoor adventures. A little nip in the air and the vibrant display of colored leaves in the trees signal invigorating activities for the whole family. You can find all the autumnal fun on the North Shore because Our Calendar is Full!

The Grove Folk Fest, Glenview

The Grove Folk Fest
The Grove National Historic Landmark, 1421 Milwaukee Ave., Glenview , IL
Sun., Oct. 2,  2022; 11:00 am–5:00 pm
Hop aboard for a happy hayride that will take you on an enchanted sing-a-long trip through the autumn woods and a beautiful Midwestern prairie. Local history comes to life at The Grove Folk Fest when this much-loved, 45-year-old tradition celebrates Glenview’s legacy with many hands-on activities and gathering points. Enjoy live folk music, square dancing, nature walks and so much more! 

Fall Festival & Pumpkin Carving Contest, Evanston

Main-Dempster Mile Fall Festival & Pumpkin Carving Contest
The Mexican Shop, 801 Dempster St., Evanston
Sat., Oct. 8, 2022; 2:00 pm–6:00 pm
Welcome the Fall with your neighbors and take your Halloween costumes for a spin at this super cute fest. The interactive afternoon includes a spooky pumpkin carving contest, live music by The Masters Collection, and many more surprises. While you are in the charming Main Dempster Mile district of Evanston, check out some of the shops and grab a bite at one of the very many tasty restaurants in the area.

Northwestern Wildcats, Evanston

Northwestern Wildcats vs. Wisconsin Badgers, Homecoming
Ryan Field, 1501 Central St., Evanston
Sat., Oct. 8, 2022; 2:30 pm
College football doesn’t get much more exciting than when Big Ten teams square off. The action amps up when the Northwestern Wildcats celebrate students and alumni with an exciting Homecoming game against the Wisconsin Badgers. Make it a weekend getaway

Downtown Evanston Fall Fest, Evanston

Downtown Evanston Fall Fest
Fountain Square, Evanston
Sun., Oct. 9; Noon–5:00 pm
Fountain Square fills with music, art activations and crafts activities, food and beverages (including local craft beer), artist and maker's market, henna designs and more entertainment! Smylie Brothers Brewing Co., Soul and Smoke Food Truck and 5411 Empanadas will serve up popular local fare. 

Touch-a-Tank, Skokie

Touch-a-Tank: World War II Military Vehicles
Illinois Holocaust Museum, 9603 Woods Dr., Skokie
Sun., Oct. 16, 2022; 11:00 am
Enjoy a unique family-friendly outdoor day at this award-wining museum. The tactile experience puts history right in your hands. Touch authentic military vehicles, dress in army gear, and meet active and veteran members of the military community. Food will be available for purchase. Presented in partnership with First Division Museum at Cantigny, the event is free to the public but reservations are required.

Vintage Garage, Evanston

Vintage Garage Sale Evanston
Evanston Parking Garage, 1800 Maple Ave., 5th Floor, Evanston
Sun., Oct. 16; 10:00 am–4:00 pm
Fancy a little time traveling? Style yourself, style your home and score nifty gifts at the ultimate garage sale celebrating all things vintage. You’ll scout treasures from at least half-a-dozen decades ranging from Mid-Century Modern through the 1990s. Peruse vintage clothing, art, jewelry, furniture, vinyl, books, home decor and oodles more. Many items are highly collectible while others are the perfect way to incorporate some vintage into your life. Held in a covered North Shore parking garage, the one-day event is kid-friendly and convenient.

Taste of the Town, Wheeling

Wheeling Taste of the Town
Traditions at Chevy Chase Golf Course, 1000 N. Milwaukee Ave., Wheeling
Wed., Oct. 19, 2022; 5:00 pm–8:00 pm
Bringing together favorite eateries, wineries and more from Wheeling’s famed Restaurant Row and neighboring communities. Providing guests with a true feast for the senses, 20+ fabulous establishments will be offering sensational samples of American, Asian, Italian, Mexican and other flavors. Along with food and drink tasters, enjoy musical entertainment, raffle prizes and much more. Everyone who attends will receive a coupon book with special offers from participating restaurants.


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