Explore the vibrant neighborhoods of Chicago this season! From the festive charm of Andersonville’s Swedish Heritage celebrations to the historic Bronzeville’s Shop Local event, there’s something for everyone. Join us as we take you on a journey through these unique neighborhoods and their exciting events. Discover more at choosechicago.com/neighborhoods.
Winter is the perfect season to experience Andersonville’s Swedish Heritage. Join Santa, Sip on Simon’s Tavern’s Famous Glögg, and Ride the Festive Holiday Trolley on Clark St. Don’t Miss the Enchanting St. Lucia Festival of Lights, a Magical Candlelit Procession.
The historic Bronzeville neighborhood, known as the “Black Metropolis,” will play host to Shop Local Bronzeville for the 11th year. It starts on Small Business Saturday—Nov. 25—and runs through Dec. 31. Head to shoplocalbronzeville.com to see the lists of shops, restaurants, activities and events.
For more than 20 years, the Haunted Paseo Boricua has been held along Humboldt Park’s Division St. on Oct. 31. During the day-long, family-friendly event, the street will be decorated for Halloween and local businesses, organizations and residents come together to celebrate, with candy for children and other activities.
Every two years, wine lovers from all over Chicago head to Lincoln Square and Ravenswood for the Fall Wine Stroll. Those who partake can choose from five routes that take them throughout the neighborhood, where they can enjoy 2 oz. portions of more than 25 wines, while enjoying hors d’oeuvres from local restaurants. The 2023 installment takes place on Nov. 2, and tickets must be purchased online.
There’s no better way to wrap up spooky season in Chicago than at the Haunted Halsted Halloween Parade. Named one of the 10 best Halloween celebrations in the U.S., the 26th annual parade features cash prizes for the best costumes, and it concludes with a live performance and dance party. You can either stand on the sidewalks or walk the parade route, which requires registration at northalsted.com.
On the second Friday of every month, the more than 30 galleries that comprise the Chicago Arts District welcome the public to show off their newest exhibitions. The free evenings promise art in disciplines ranging from traditional to modern, and the gallery owners and artists are on-site to discuss the works on display. You can see more information at chicagoartsdistrict.org.
Visitors can explore the fascinating history of the South Side neighborhood of Pullman on Oct. 7-8 during the 50th Annual Historic Pullman House Tour. Participants can see the interiors of some of the best-preserved late-19th century homes in Pullman, which was designated a National Historic Park in 2022. The House Tour will also feature live music, exhibits and, on Sunday, a display of antique cars.
Chicago’s craft beer scene will be spotlighted during the Lincoln Ave. & Roscoe St. Beer Stroll. More than 30 businesses on three routes will welcome visitors with samples of local beer on the afternoon of Oct. 21. The Halloween-themed event requires tickets purchased in advance at lakeviewroscoevillage.org.
In the mid-afternoon to early evening of Dec. 9, the streets of Wicker Park and Bucktown will be lit up for the holidays for Light Up WPB. Folks can shop the main commercial corridors and travel the streets via lit-up rickshaws, which will be equipped with QR codes containing specials, deals and other goodies.
OPEN HOUSE CHICAGO
On the weekend of Oct. 14-15, more than 170 sites in 20+ communities throughout the city will be open to the public as part of the Chicago Architecture Center’s Open House Chicago. The list of buildings includes historic homes, business and places of worship. Open House Chicago also gives participants the opportunity to soak up the color of the neighborhoods and support local businesses. Visit openhousechicago.org for full details.
Need more inspiration for a visit to one of Chicago’s 77 neigborhoods? Visit www.choosechicago.com/neighborhoods