Southport Holiday Stroll & Cocktail Crawl

December 6

5pm-9pm

Enjoy holiday decorations, carolers, photos with Santa, holiday-themed cocktails, treats, special offers & other festivities!

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

Route A: Addison to Irving Park Rd - Check in at Chamber Office, 1409 W. Addison St

Route B: Belmont to Addison - Check in at Sheil Park, 3505 N. Southport Ave

Ticketed Cocktail Crawl

You can choose between two routes for the ticketed Cocktail Crawl and taste 10+ different holiday-themed cocktails on your route while you enjoy the festivities of the Southport Holiday Stroll and shop for gifts at local stores!

The Cocktail Crawl ticket includes a commemorative tasting glass, event guide listing stops along the route, and tastings of the holiday-themed cocktails.


Route A Businesses (Irving Park to Addison)

Mahogany Builders: 3823 N Southport Ave

Steingolds of Chicago: 3737 Southport

Candyality: 3737 N Southport Ave

312 Estates: 3753 N Southport Ave

Music Box Lounge & Garden: 3733 N Southport Ave

Dona Tola: 3751 N Southport Ave

BabyDolls Boutique: 3717 N Southport Ave

Click Shoes & More: 3729 N Southport Ave

 

Route B Businesses (Addison to Belmont)

Denim Lounge For Men: 3544 N Southport Ave

Galleria Liqueurs-Southport: 3409 N Southport Ave

Kendra Scott: 3426 N Southport Ave

Crosby’s: 3455 N Southport Ave

Tuco & Blondie: 3358 N Southport Ave

Konbini and Kanpai: 1433 W Belmont Unit 1

Arc'teryx: 3441 N Southport Ave

Itoko: 3325 N Southport Ave

Framebridge: 3453 N Southport Ave

Little Goat Diner: 3325 N Southport Ave

Southport Holiday Stroll

The Southport Holiday Stroll is a longstanding tradition in West Lakeview where break out the holly and stay open late offering special holiday deals and festivities. The Southport Holiday Stroll is free to attend and includes special deals from local businesses, carol singers, photos with Santa, holiday treats, and other surprises!

*Photos with santa- SIGN UP HERE

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