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.
2025 Holly Jolly Trolley Route
Click these drop-down menus for details on trolley stops, special events, and sales!
2025 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 – Trolley Welcome Station
1835 W Montrose Ave - Dovetail Brewery
1800 W Belle Plaine Ave - Chicago Glass Collective
1770 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 250 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 Kummer Confections and Hilary’s Cookies for a holiday pop-up sale!
Location: Hazel (1835 W Montrose Ave)
Hours: 11:00 – 2:00 PM
2025 Small Business Saturday Sales
- Amy’s Candy Bar
4704 N Damen Ave
Receive a $10 gift card for a future purchase with every $50 spent on Small Business Saturday!
- Bad Luck Club
2114 W Montrose Ave
Enjoy 15% off all holiday items & candles. Plus additional discounts on select items!
- Bon Femmes
4917 N Damen Ave
From November 28–30, all in-store and online purchases will receive an exclusive Bon Femmes sticker; orders over $45 will get a sticker and a holiday card set; and orders over $100 will receive a sticker, a holiday card set, and a set of Bon Femmes coasters.
- Defy Bags
4043 N Ravenswood Ave
DEFY Bags is hosting a store-wide web sale! Get 20% off for Black Friday through Cyber Monday with discount code BLACK20 at checkout.
- Demo Brewing Company
1763 W Berteau Ave
Receive a free 3″ demo sticker when you purchase a gift card and show your receipt from November 29-December 29.
- Hazel
1835 W Montrose Ave
Enjoy free gift wrapping on all purchases in-store! Hazel will also be giving $500 away in gift cards: 2 for $100, 4 for $50, and 5 for $20. Purchases made at either store on Small Business Saturday qualify for entry!
- Laura Scout Coaching
Online Offer
Enjoy the Black Friday Refueling 4-pack: 4 1:1 coaching sessions for $199 with Laura Scout Coaching! Sessions must be scheduled & used within 100 days of purchase.
- Ponnopozz
1966 W Montrose Ave
The first 10 customers to spend $45 in store will receive a free gift totaling at least $25! Either re-gift or keep for yourself, either way it’s a win-win! Stop by on Cyber Monday for Buy One, Get One Free prints and on Tuesday a portion of sales from all PonnoCat items will be donated to Young At Heart Senior Pet Rescue.
- Ravensgoods
4703 N Damen Ave
Enjoy a free gift with your $25 purchase!
- Smooth House Laser
4043 N Ravenswood Ave
Holiday Glow Express Facial – a 30-minute hydration and glow treatment for $60, available only from 11 AM-5 PM during November and December.
- Time and a half Books
4839 N Damen Ave
Snag a free tote with every $125 you spend in store (or online)!
- Trading Post Pet Supplies
4747 N Clark St
Table Scraps Treats 30% off, All Fall and Halloween 25% off, Buy 2 Get One Free Dog Plushies, BOGO 50% off all Catnip Toys, BOGO Pre-packaged bulk treats, Self-Wash Bundle Deals, plus Shampoo and Grooming Tools 10% off!
2025 Small Business Events & Promotions
Trolley Welcome Station @ Hazel
1835 W Montrose Ave
The first 250 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
Dovetail Holiday Market
1800 W Belle Plaine Ave
Visit the Dovetail Brewery taproom on Saturday November 29th for unique, thoughtful, and locally-made handcrafted items, kind of like their beer! 12-6pm More Info
Pop Up Market @ Platform 47
4709 N Damen Ave
Join Platform 47 for their Small Business Saturday Pop Up Market, a vibrant celebration of local artisans showcasing handcrafted goods, unique gifts, and creative talent. Support small businesses and find one-of-a-kind treasures just in time for the holiday season! 12pm-4pm More Info
Annual Holiday Glass Sale @ Chicago Glass Collective
1770 W Berteau Ave, Suite 203B
Discover the magic of glass at Chicago Glass Collective. Their beautiful Ravenswood studio welcomes people of all skill levels to learn, create, and explore the art of glass. More Info
Collage Club @ The Pottery Loop
1770 W Berteau Ave, Suite 407
Join The Pottery Loop and Mixed Mediums for Collage Club, a free community art event on Small Business Saturday! Create and take home your own collage masterpiece during one of two free sessions (RSVP required: 10am-12pm, 12pm-2pm) More Info
Pictures With Santa @ The Perfect Cup
4700 N Damen Ave
Santa will be visiting Ravenswood during Small Business Saturday, courtesy of the LSRCC, giving young neighbors the opportunity to get their pictures taken with him! 10am-12pm More Info
Pictures With Santa @ 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
Holiday Market @ Farm Bar
4405 N Damen Ave
Support local creators. Discover one-of-a-kind gifts. Enjoy rooftop views. Warm up with a seasonal beverage! 2pm-7pm More Info
Pop Up @ Bad Luck Club
2114 N Montrose Ave
HTML.Food will be popping up at the store from 11am-2pm or sold out! They will have cupcakes, scones, and empandias! Get some sustenance while you shop! 10am-7pm More Info
Pop-Up Market @ The Hive
4709 N Damen Ave
The Hive is hosting an Artist Makers Market followed by two evening classes, 7pm Intro to Hip-Hop, and 8pm Contemporary Hip-Hop that are beginner friendly! 3pm-6pm More Info
Open Studio @ Little Fire Ceramics
4541 N Ravenswood Ave #202
This holiday season, celebrate local craftsmanship! Visit on Small Business Saturday to shop one-of-a-kind handmade pieces, crafted right in the LFC studio. Purchases over $80 receive a complimentary limited-edition gift (while supplies last). 11am-4pm More Info
Open Cafe Hours @ Mindful Baking
4201 N Ravenswood Ave
Mindful Baking, your go-to gluten-free, vegan bakery in Chicago, is open and ready to welcome you this Small Business Saturday. Come by and celebrate with delicious plant-based treats crafted with care and love. 10am-3pm More Info
Launch Party @ Is/Was Brewing
5121 N Ravenswood Ave
Stop by for the launch party for their holiday seasonal beer, Tree Tipper, along with two limited variants: a Gin Barrel-Aged and a Malört Barrel-Aged version. Pre-packaged Tree Tipper bundles featuring beer, merch, and honey will also be available, perfect for holiday gifting. 12pm-12am More Info
Dear Thistle Pop Up @ Ponnpozz
1966 W Montrose Ave
Join Ponnopozz for treats and a pop up from local favorite, Dear Thistle! 10am-6pm More Info
Tchotchke & Mug Exchange @ Ridman’s Coffee
4758 N Clark St
Bring a mug or tchotchke take a mug or tchotchke this Small Business Saturday! The exchange is free and open to all and you don’t need to give to take. Sharing is nice and free stuff can make a great gift! 12pm-3pm More Info
Open House @ BMC Performance Coaching
1802 W Berteau Ave, Suite 102
Stop by BMC Performance Coaching on Small Business Saturday along the Holly Jolly Trolley route! They’re opening their private training facility to the public—come see where athletes train and meet the coaches. Learn about their services, including personal training, triathlon and IRONMAN prep, kettlebell coaching, and more! 11am-2pm More Info
Open Studio Event @ Tytin Jewelry
4101 N Lincoln Ave
Tytin Jewelry is hosting an open studio event for the public where visitors can shop their jewelry, try on rings, or chat with them about custom design. Enjoy15% off your in-studio purchase on Small Business Saturday! 11am-4pm More Info
The 2025 Holly Jolly Trolley and Small Business Saturday in Ravenswood are presented by Chicago Artisan Market, Erwin Law, Dovetail Brewery, Hazel, Platform 47, BMC Performance Coaching, Urban Pooch, Little Fire Ceramics, 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.
