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.
Holly Jolly Trolley Route
Click these drop-down menus for details on trolley stops, special events, and sales!
2024 Trolley Stops + Nearby Shopping
We’ll have 3 trolleys making 7 stops around the neighborhood. The Holly Jolly Trolley is free to ride from 11 AM to 5 PM.
- Hazel – Trolley Welcome Station
1835 W Montrose Ave - Bad Coffee
1801 W Berteau Ave - Chicago Artisan Market
4325 N Ravenswood Ave - Urban Pooch
4501 N Ravenswood Ave - Is/Was Brewing
5121 N Ravenswood Ave - Salsa’s Family Market
4852 N Damen Ave - Amy’s Candy Bar
4704 N Damen Ave
📍 Click here to view the Google Map of our route with info on nearby shops and restaurants.
Get Your Free Ravenswood Shopping Bag
The first 200 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!
We’ll also be joined by Hilary’s Cookies for a holiday pop-up sale!
Location: Hazel (1835 W Montrose Ave)
Hours: 11:00 – 2:00 PM
2024 Small Business Saturday Sales
- Hazel
1835 W Montrose Ave
Enjoy free gift wrapping on all purchases in-store. Hazel will also be giving away $500 in gift cards! Purchased made at either store on Saturday qualify for giveaway entry.
- KOVAL Distillery
4241 N Ravenswood Ave
Enjoy 10% off your in-store purchase at the Distillery Store.
- MOLASSES
4919 N Damen Ave
Free gift with purchase and festive beverages in-store!
- Bon Femmes
4917 N Damen Ave
Gift bundle with purchase while supplies last!
- Ponnopozz
4839 N Damen Ave
Spend $50 and receive a limited edition sparkly cat sticker, spend $150 and get an exclusive Ponnopozz suncatcher, & purchases over $250 will receive an exclusive Ponnopozz Baggu AND a $50 gift card to use 1/1/25-3/31/25.
- District
4835 N Damen Ave
Enjoy special discounts, snacks & cocktails ALL DAY to celebrate!
- Amy’s Candy Bar
4704 N Damen Ave
For every $50 spent, you’ll receive a $10 gift card to use in January 2025!
- Mindful Baking
1942 W Montrose Ave
Buy 2 items get 3rd free for all drinks and desserts plus $25 off all custom cake pre-orders for Christmas week pickups!
- Bad Luck Club
2114 W Montrose Ave
Celebrate with BLC and take 15% off all candles and holiday items—perfect for gifting or treating yourself!
2024 Small Business Events & Promotions
Trolley Welcome Station @ Hazel
1835 W Montrose Ave
The first 200 shoppers to stop by our Small Biz Sat Welcome Station will receive a Ravenswood 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! 11am-2pm (while supplies last!)
Chicago Artisan Market @ Artifact Events
4325 N Ravenswood Ave
The Chicago Artisan Market returns to Artifact Events on Small Business Saturday & Sunday. The newly expanded market will feature 200+ talented local artisans in food, fashion, home & art- along with two stocked bars, expanded bistro seating, plated food, and artisan coffee, tea, pastries & desserts. 11am-5pm, $8+ More Info
Pictures With Santa at Urban Pooch
4501 N Ravenswood Ave
Bring your pet to Urban Pooch on Small Business Saturday and take their photo as they visit with Santa Claus! 1-3pm More Info
Dovetail Holiday Market
1800 W Belle Plaine Ave
Visit the Dovetail Brewery taproom on Saturday November 30th for unique, thoughtful, and locally-made handcrafted items, kind of like their beer! 12-6pm More Info
Defy Bags Annual Black Friday Sale
4043 N Ravenswood Ave
DEFY Bags are hosting a store-wide web sale. Get 20% off for Black Friday through Cyber Monday with discount code BLACK20 at checkout. More Info
Barry Sweets Pop-Up at Platform 47
4709 N Damen Ave
Barry Sweets transforms local brewery spent grains into sweet and savory treats! Whether you’re planning a special event or just craving something delicious while you’re shopping local, Barry Sweets provides high-quality, made-to-order baked goods that are perfect for any occasion. 1pm-4pm More Info
Begyle Brewing
1800 W Cuyler Ave
Enjoy $5 pints of Free Bird (American Pale Ale) and mix-and-match 6 pack case deals all day. Zelda’s Sandwich Joint pop-up as well from 2pm-7pm More Info
Chicago Glass Collective
1770 W Berteau Ave (Suite 303)
Enjoy open studio hours at Chicago Glass Collective to shop or view their beautiful gallery space! 12pm-2pm More Info
Pottery Chicago Open Studio
1770 W Berteau Ave (Suite 203)
Visit Pottery Chicago to check out their new space in the Deagan Building! There will be plenty of snacks and fun surprises awaiting visitors throughout the day! 12pm-5pm More Info
Lillstreet Art Center Trunk Sale
4401 N Ravenswood Ave
Celebrate the holidays and give back at Lillstreet! 10% of all retail sales from their gallery in November will be donated to CERF+ to support artists in need. Explore a curated selection of handmade gifts, and enjoy a festive day of shopping and community!
Lillstreet jewelry designer Lisa Slodki will also be hosting the first day of her trunk sale. Meet the artist and bring home one of her handmade designs! 10am-5pm More Info
Is/Was Brewing
5121 N Ravenswood Ave
Enjoy the 2024 Vintage of Is/Was’s Tree Tipper, a saison brewed with spruce tips and honey, and a Gin barrel aged version of the same beer! 12pm-12am More Info
Mindful Baking Market
1942 W Montrose Ave
Is/Was Brewing
5121 N Ravenswood Ave
Shop Mindful’s supply of gifts and goodies made by local vegan businesses! Explore on-site guest vendors, buy 2 items get 3rd free for all drinks and desserts, and enjoy $25 off all custom cake pre-orders for Christmas week pickups! 1pm-5pm More Info
The 2024 Holly Jolly Trolley and Small Business Saturday in Ravenswood are presented by Chicago Artisan Market, Erwin Law, Urban Pooch, Hazel, 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 50 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 6, 2025.
- No gift receipts allowed. Receipts will not be returned.
