Southport Holiday Stroll & Cocktail Crawl

Get in the holiday spirit by tasting 10+ different holiday-themed cocktails at participating businesses along Southport Ave while you shop the Southport Holiday Stroll! This ticketed Cocktail Crawl features two routes and takes place alongside the festivities of the Southport Holiday Stroll. The Southport Holiday Stroll is free to attend and includes special deals from local businesses, carolers, photos with Santa, holiday treats, and other surprises.

Route A includes businesses along Southport Ave from Addison to Irving Park

Mahogany Builders: 3823 N Southport Ave

Steingolds of Chicago 3737 Southport

SUVARNA chiropractic3651 N Southport Ave

Big City Optical3708 N Southport Ave

Candyality 3737 N Southport Ave

312 Estates 3753 N Southport Ave

The Guild 3717 N Southport Ave

Music Box Lounge & Garden 3733 N Southport Ave

Batik 3746 N Southport Ave

Cafe Tola 3612 N Southport Av

Dona Tola 3751 N Southport Ave

Click Shoes 3729 N Southport Ave

Route B includes businesses along Southport Ave from Belmont to Addison

Denim Lounge For Men 3544 N Southport Ave

Galleria Liqueurs-Southport 3409 N Southport Ave

Kendra Scott 3426 N Southport Ave

AURA Candle Bar 3338 N Southport Ave

Crosby’s 3455 N Southport Ave

Tuco & Blondie 3358 N Southport Ave

D'Agostino's Pizza and Pub Wrigleyville 1351 W Addison St

Todd Gentile Allstate Insurance Agency 1410 W Belmont Ave

Konbini and Kanpai 1433 W Belmont Unit 1

You are welcome to visit businesses on the opposite route as part of the Southport Holiday Stroll, but you will only be able to receive cocktail tastings at the businesses along your ticketed route.

A limited number of early-bird tickets are on-sale for $25 while supplies last. General admission tickets are $35.

Each Cocktail Taster will receive a commemorative tasting glass, cocktail samples on either Route A or Route B along the stroll and an event guide listing the cocktails and business locations.

Check-in Locations for Ticket Holders (Check-in is from 4:45pm - 7:30pm day of the event):

*This is a rain or shine event. All ticket-holders must be of legal drinking age. ID’s will be checked at time of registration.

**All tastings take place within the businesses listed on each ticketed route. Cocktail pours are offered in 2 ounce tasting portions at each business.10+ different cocktails will be available to taste along each route. Businesses listed on each route are subject to change.

Thank you to our event partner, Garfield's Beverage.

Host or Publisher Lakeview Roscoe Village Chamber of Commerce