Join us for a magical and fun filled day at our First Annual Holiday Stroll!

This festive event is the perfect way to kick off the holiday season with family and friends. Stroll through Randolph and adjoining side streets to discover seasonal treats from local businesses.

Specials and promotions for everyone on your shopping list and take part in fun activities for all ages. Enjoy Carolers, Santa and more! 

This is a day filled with holiday cheer and community spirit—an event you won't want to miss!

Santa will be available for free photos at Brooklinen from 2 to 4 pm generously sponsored by ROOP!

Please bring new or gently used winter clothing for our friends at Old St. Pat’s who will be offering free gift wrapping from 2 to 4!

Carolers can be found on Randolph from 1 to 3 pm sponsored by West Loop Community Organization!

• Madison Street Books

  • Holiday treats; free book from holiday stocking with $100 purchase

• Tribeca Boutique | Clothing Store

  • Champagne and cookies

• Billy Reid | Men's and Women's Apparel

  • Lite bites and beverages all day; tastings from Daleys donuts in the morning, floral pop -up from The Floriography Fellows in the afternoon, gift with any purchase

• Uncommon James

  • 30% off select styles + lite bites and beverages

• CorePower Yoga

  • Hot chocolate & treats; 20% off gift cards. Raffle for Manduka Yoga Mat; Free week of yoga 11 to 2 pm

• Framebridge | Custom Framing Shop

  • 10% off entire order

• HIDE+SEEK | Restaurant

  • Gift card special and cocktail special

• Brooklinen | Award Winning Home Good Essentials

  • 20% off Storewide

• Malbon Golf & Golf Clothing Retailer

  • All new customers receive 10% off 1st purchase

    
    

• Emmaus

  • Christmas cookies and hot chocolate. Emmaus helps men that are victims of sex trafficking. Tomorrow they can be found at Uncommon James.

• Voodoo Doughnut

  • Free Blizzard Cake doughnut to all Randolph Row Holiday Stroll guests

• Smitten Boutique | Retail Gift Shop

  • Gift with purchase (while supplies last) and other fun promotions

• Chicago Public Library | West Loop Branch

  • Therapy Dog Meet and Greet, 2:30–4:00, 2nd floor

• Gioia Restaurant e Pastificio

  • Cocktail making demonstration + tasting, 3:00–6:00pm & a 10% coupon

• Allbirds | Sustainable Footwear

  • 20% off Shopcards off a single transaction

• Takohl Custom Jewelry

  • Wine, hot cider & snacks; 10–15% off all in stock jewelry and free purchasing cloth w/ purchase

• The Goddess & Grocer

  • Wine and beer tastings, a cookie decorating station with Goddess Pastry Chef Alysha Dinatale from 3:00–5:00 pm

• Gino & Marty's

  • Boozy hot chocolates $5 from 2:00 to 5:00 pm