The 22nd annual Southport Holiday Stroll kicks off the holiday season in the neighborhood. The event features photos with Santa plus festive entertainment, refreshments and holiday specials at participating businesses all evening long. Don't miss this popular neighborhood tradition!
Advance registration is required for photos with Santa. Sign up here
New this year: Participate in the Southport Holiday Stroll Passport program by receiving stamps at participating businesses during the weekend of the Stroll. Get two or more stamps and you'll be entered for a chance to win one of three prize packages. The more businesses you visit, the more you could win, with the grand prize valued at more than $1,000!
Grab a passport during the Stroll at any of the following participating businesses: Aligned Modern Health, BabyDolls Boutique, Benefit Cosmetics, Bentley's Pet Stuff, Candyality, Click Shoes & More, Corridor Brewery & Provisions, D'Agostino's Pizza, Fleet Feet Sports Chicago, Frankie's on the Park, Froyo Chicago, Grassroots Eatery, Jeni's Splendid Ice Creams, Kendra Scott, M2 Boutique, Mercury Theater Chicago, She One, Southport Grocery & Cafe, The Red Balloon Co., and Wildwood Photography.