Packed with unique shops, delicious food, skilled artists and friendly people, Ravenswood is a delightful place to explore this season for those seeking thoughtful, out-of-the-ordinary gifts. The Greater Ravenswood Chamber of Commerce (GRCC) is encouraging everyone to shop small over the holidays by making it simple, fun and rewarding to support our favorite local businesses. We’re looking forward to another magical Small Business Saturday in Ravenswood!
Ride the Holly Jolly Trolley
We’re excited to bring back one of Ravenswood’s favorite holiday traditions— the Small Business Saturday Holly Jolly Trolley!

Our trolleys will make multiple stops around the neighborhood, connecting you to hundreds of incredible small businesses without any stress about parking! No tickets are necessary and riders of all ages are welcome aboard.
2022 Trolley Route

Trolley Stops + Nearby Shopping
We’ll have 3 trolleys making 8 stops around the neighborhood. The Holly Jolly Trolley is free to ride from 11 AM to 5 PM.
- Hazel Gift Store
1835 W Montrose Ave - Begyle Brewing
1800 W Cuyler Ave - Chicago Artisan Market
4325 N Ravenswood Ave - Lillstreet Art Center
4401 N Ravenswood Ave - O’Shaughnessy’s Public House
4557 N Ravenswood Ave - R&A Sourdough
1938 W Lawrence Ave - Amy’s Candy Bar
4704 N Damen Ave - River Valley Market
1820 W Wilson Ave
📍 Click here to view the a Google Map of our route with info on nearby shops and restaurants.
Get Your Free Ravenswood Shopping Bag
The first 100 shoppers to stop by the GRCC’s Small Biz Sat Welcome Station will receive a FREE “Shop Small” tote bag with offers and items from local businesses- plus an Unwrap Ravenswood rewards application. Spend $300 at at least 3 neighborhood small businesses to earn $75 in gift cards to local shops and restaurants!
Our friends at Hazel will be offering complimentary hot cider to trolley riders. We’ll also be joined by Hilary’s Cookies for a holiday pop-up sale!
Location: Hazel Gift Store (1835 W Montrose Ave)
Hours: 11:00 – 2:00 PM
Small Business Saturday Sales
- Shop Local Happy Hour: $1 off all pints at Begyle Brewing from 11am-2pm. (1800 W Cuyler Ave)
- Enjoy 1.5 hours of mimosas with brunch for $18 per person at Land & Lake Ravenswood from 10am-3pm (1970 W Montrose Ave)
- Buy a 1-Hour Home Brew Equipment Kit and get a 1-Hour Recipe Kit for $15 off at Gnome Brew (2026 W Montrose Ave)
- 10% off when you spend $100 and 20% off when you spend $200 at Her & Ziba (4919 N Damen Ave)
- 15% off goods that are Made in Chicago at Neighborly (4710 N Lincoln Ave)
- 20% off in-store purchases at Ravensgoods (4703 N Damen Ave)
- 50% off all clothing at Family Tree Resale (5066 N Lincoln Ave)
- BOGO 50% off art prints at Ponnpozz Studio + Store (4839 N Damen Ave)
- Holiday Art Sale at Lillstreet Gallery (4401 N Ravenswood Ave)
Small Business Events & Promotions
Trolley Welcome Station @ Hazel Gift Store
1835 W Montrose Ave
Visit the Greater Ravenswood Chamber of Commerce outside of Hazel for FREE tote bags and hot cider!
The first 100 shoppers to stop by the GRCC’s Small Biz Sat Welcome Station will receive a “Shop Small” tote bag with offers and items from local businesses and an Unwrap Ravenswood rewards application. Spend $300 at at least 3 neighborhood small businesses to earn $75 in gift cards to local shops and restaurants!
Plus, Hilary’s Cookies will be on-site hosting a holiday cookie sale! 11am-2pm, FREE More Info
Chicago Artisan Market @ Artifact Events
4325 N Ravenswood Ave
Twice a year, the Chicago Artisan Market comes to Ravenswood to showcase the best in Chicago and Midwest food, fashion, home goods and art. This curated market celebrates the ingenuity of independent, small businesses who channel their passions into creating one-of-a-kind products. 10am-4pm, $8+ More Info
Free Artist Demos & Kids Workshops @ Lillstreet Art Center
4401 N Ravenswood Ave
Stop by Lillstreet to do some holiday shopping and enjoy artist demos and free kids art activities from 11am to 5pm! More Info
Happy Hour @ Begyle Brewing
1800 W Cuyler Ave
Hop off the trolley for a hoppy beer during Happy Hour at Begyle! Enjoy $1 off all prints from 11am-2pm. More Info
Lillstreet Gallery’s Holiday Sale Begins 11/26
4401 N Ravenswood Ave
Starting on Small Biz Saturday, each day a new category of artist-made goods from Lillstreet’s gallery (like mugs, earrings, and textiles) will go on sale in-person and online. More Info
Art Sale & Pop-Up Plant Shop @ Ponnopozz
4839 N Damen Ave
Adrianne Hawthrone’s colorful, maximalist studio and store has several offers running for Small Biz Sat. Specials include BOGO 50% off art prints and a free Ponnopozz Baggu bag on purchases over $100. There will also be a special pop-up from Feeding People Through Plants, a non-profit that aims to alleviate the struggles of our Chicago neighbors experiencing homelessness. Anyone who buys a plant will receive a 20% off coupon for a single item at Ponnopozz. 10am-6pm More Info
Free Beer Samples @ Gnome Brew
2026 W Montrose Ave
Stop by Gnome Brew home brew supply store on Small Business Saturday for free beer tastings! Sample beer brewed with Gnome Brew’s “Simply Brewing” home brew kits, which are on sale through 11/30/22. 11am-6pm More Info
The 2022 Holly Jolly Trolley and Small Business Saturday in Ravenswood are presented by Chicago Artisan Market, Hazel, Erwin Law, Greater Ravenswood Chamber of Commerce, and Special Service Area #31.
Unwrap Ravenswood Rewards Program

Our annual winter rewards program invites shoppers to Unwrap Ravenswood! From Black Friday through Christmas Eve, shoppers that spend $300 between a minimum of 3 qualifying local businesses will receive $75 in gift cards to local stores and restaurants.
Boundaries: Clark St west to Leavitt St (1 block west of Damen Ave), and Foster Ave south to Irving Park Rd
Ravenswood Rewards Application: Click here to download
Unwrap Ravenswood Rewards Program Rules
- Download the Application (PDF)- Click here to download
- Holiday Shoppers that spend a total of $300 within the above boundaries on retail products, dining, gift certificates, or services will be eligible to receive a rebate of $75 in the form of 3 $25 gift cards to Ravenswood businesses.
- Shoppers must complete and send in a Holiday Shopper Rewards Form (found above) with qualifying receipts from a minimum of 3 businesses.
- A minimum of $25, before tax and gratuity, must be spent at a qualifying business for a receipt to be included in the total. A maximum of $100 can be utilized for groceries and/or liquor. Medications or memberships are not allowed to be included in total.
- Ineligible purchases include but are not limited to memberships, medication, legal or accounting services, postage, automobile repairs, business-to-business purchases and gasoline.
- Completed Rewards Forms and copies of receipts must be mailed to the Greater Ravenswood Chamber of Commerce office (1770 W. Berteau Avenue, Suite 101 Chicago IL 60613).
- All copies of receipts should be submitted with a completed Shopper Rewards Form, including name, return address, phone number, email address and zip code.
- Rewards in the form of 3 $25 gift certificates to Ravenswood business will be distributed to the first 150 qualifying shoppers who submit a completed form. Limit one submission per household. Gift cards will be randomly selected.
- Copies of receipts and a completed form must be submitted by Monday, January 9, 2023.
- No gift receipts allowed. Receipts will not be returned.