Holly Jolly Trolley Returns to Connect Ravenswood Shoppers on Small Business Saturday
By Socialhood News · Il/Chicago/Ravenswood ·
Ravenswood residents looking to support local businesses this holiday season will have a festive transportation option as the popular Holly Jolly Trolley returns to the neighborhood on Saturday, November 29. The Greater Ravenswood Chamber of Commerce is organizing three free trolleys to transport shoppers between local businesses from 11 a.m. to 5 p.m., making eight stops throughout the community including Urban Pooch, Hazel, and Dovetail Brewery.
The first 200 shoppers who visit the Small Business Saturday Welcome Station at Hazel Gift Store (1835 W. Montrose) from 11 a.m. to 2 p.m. will receive a complimentary 'Shop Small' tote bag filled with special offers from neighborhood businesses and information about the 'Unwrap Ravenswood' rewards program. This initiative rewards residents who spend $300 at a minimum of three local businesses with $75 in gift cards to Ravenswood shops and restaurants. Several businesses along the route are offering special discounts, including Begyle Brewing providing
Community members can make a full day of local shopping by also visiting the Chicago Artisan Market at Artifact Events, which will showcase over 200 local and Midwest artisans selling food, fashion, home goods, and art across two buildings. The market serves as an official trolley stop, making it easy to experience the best of Ravenswood's shopping destinations without parking concerns.
Sources:
1. https://www.chicagofoodmagazine.com/news/free-holly-jolly-trolley-returns-to-ravenswood-for-small-business-saturday
2. https://windycitytimes.com/2025/11/23/savor-holly-jolly-trolley-michelin-stars-and-spotlighting-a-mexican-restaurant/
3. https://www.lincolnsquare.org/small-business-saturday
4. https://patch.com/illinois/chicago/calendar/event/20251129/65498332-0f13-42ed-bb9d-1cded46e1b81/chicago-artisan-market-in-ravenswood-sat-sun-nov-29-30-thanksgiving-weekend