2025 Christmas Activities in Downtown Kalamazoo: Holly Jolly Trolley, Santa Visits, Holiday Parade, Photo Ops + Shopping

Holly Jolly Trolley Downtown Kalamazoo

cover image: Downtown Kalamazoo

Experience Holiday Magic in Downtown Kalamazoo

Kalamazoo is ready to wow local families with its holiday décor and beloved, annual Christmas events.

Take a stroll downtown this holiday season and you’ll find beautifully decorated storefront windows, twinkly lights, a very jolly Santa and rides on the Holly Jolly Trolley.

Read on for the best things to do this festive season, plus special events, photo ops and more in our fantastic city:

Downtown Kalamazoo Shopping
đź“·: Downtown Kalamazoo

12 Things to Do in Downtown Kalamazoo at Christmastime

Downtown Kalamazoo has a lot to offer, especially during the holidays.

With decorations galore, plenty of restaurants and shopping, and free rides on the Holly Jolly Trolley to see Santa, it’s hard to know where to start.

We recommend you start here: use this list to maximize your holiday merriment in Kalamazoo.

Downtown-Kalamazoo-Christmas

1 – Visit Santa’s Workshop

City Centre
125 S Kalamazoo Mall, Kalamazoo MI 49007

Where is Santa?
Santa returns to City Centre for 2025. Enter through the City Centre Farmer’s Alley entrance or through the Kalamazoo Mall entrance and walk to the back of the building.

Santa will be ready for visitors starting November 29, 2025. No appointments are necessary, and all visits are FREE.

Santa will have several mailboxes throughout downtown for children to mail their letters.

When You Can Visit Santa
Nov 29 – Dec 24, 2025

• Thursday + Friday: 5PM – 8PM
• Saturday: 12PM – 6PM
• Sunday: 12PM – 4PM

• Monday, Dec 22: 12PM – 6PM
• Tuesday, Dec 23: 12PM – 6PM
• Wednesday, Dec 24: 12PM – 4PM

MORE INFO ON DOWNTOWN SANTA

Downtown Kalamazoo Santa
No appointments are needed to visit Santa downtown
đź“·: Downtown Kalamazoo

Downtown Kalamazoo Christmas
Santa’s Workshop welcomes families with festive decor
đź“·: Downtown Kalamazoo

2 – Ride the Holly Jolly Trolley

Holiday shopping downtown is more fun with a free ride on the Holly Jolly Trolley.

The trolley will run through downtown Kalamazoo from November 29 through December 24, 2025 (plus a special run on New Year’s Eve).

Route Schedule
The trolley runs on the top and bottom of the hour, starting at City Hall (241 W. South Street). The trolley service features seven trolley stops downtown.

Trolley Stops
1. City Hall – South Street
2. The Mall Plaza – Kalamazoo Mall
3. Peregrine Tower– Kalamazoo Mall
4. Bates Alley– Portage Street
5. Bell’s Eccentric Café & General Store – Kalamazoo & Porter Street
6. North Kalamazoo Mall intersection – Water Street
7. Kalamazoo Valley Museum – Rose Street

When You Can Ride the Trolley
Nov 29 – Dec 24, 2025 (Thursday – Sunday) + New Year’s Eve

• Thursday + Friday: 5PM – 9PM
• Saturday: 12PM – 8PM
• Sunday: 12PM – 4PM

• Tuesday, Dec 23: 12PM – 6PM
• Wednesday, Dec 24: 12PM – 4PM

MORE TROLLEY INFO

Catch a free ride on the Holly Jolly Trolley this holiday season
Downtown Kalamazoo Holly Jolly Trolley
The trolley gets dressed up for the holidays, both inside and out
2025 Holly Jolly Trolley Map
đź“·: Downtown Kalamazoo Santa

3 – Buy Downtown Dollars as Gifts

Have someone hard to shop for? Downtown Dollars can be used at over 50 downtown locations and are valid for 5 years.

Downtown Dollars is a local currency program that keeps spending within Downtown Kalamazoo: think of them like a gift certificate you can use at all the super cool places downtown.

Downtown Dollars can be used at downtown shops, salons, and restaurants, and can even be emailed to gift recipients.

Need store suggestions? We have plenty in the Kalamazoo Holiday Shopping Guide.

Downtown Dollars
Downtown Dollars can be printed or used directly from your phone
đź“·: Downtown Kalamazoo

4 – Visit the Decorated Shops

Downtown Kalamazoo Collective

Downtown Kalamazoo’s storefronts get decorated for the holidays, too.

See all of the festive decor as you are transported into a wintry adventure.

đź“·: The Spirit of Kalamazoo

5 – Ooh and Ahh over the Twinkling Lights

Downtown Kalamazoo

Take advantage of early winter sunsets and schedule some of your holiday shopping after the skies darken and the streets are illuminated with sparkling lights.

6 – Stroll Down Candy Cane Lane in Bronson Park

Bronson Park
200 S Rose St, Kalamazoo, MI 49007

While you can’t eat these candy canes, they are a fantastic photo op for families each year.

Candy Cane Lane

7 – Indulge your Merry Taste Buds with a Monster Shake or Hot Chocolate

Cherri’s Chocol’art
101 S Kalamazoo Mall, Kalamazoo, MI 49007

Known for its decadent chocolate, a seasonal Monster Shake from Cherri’s Chocol’art lives up to its name in both size and creativity.

Pictured is the Holly Jolly Monster Shake. This seasonal favorite includes vanilla ice cream, buttercream, frosting, sprinkles, whipped cream, peppermint bark, Christmas tree cake and cotton candy.

Prefer a warm beverage? Try the from-scratch hot chocolate with homemade marshmallows.

đź“·: Cherri’s Chocol’art

8 – Score Nostalgic & Ultra Cool Toys at Uncle Buddy’s Toy Stash

Uncle Buddy’s Toy Stash
125 S Kalamazoo Mall, Kalamazoo, MI 49007

Uncle Buddy’s Toy Stash is a must-see for toy enthusiasts of all ages: lava lamps, sock monkeys, Lite-Brites, Melissa & Doug toys, stuffies and more are all in one shop.

In a time when true toy stores are hard to find, Uncle Buddy’s delivers in spades.

Find this cool shop on the mall downtown.

Uncle Buddy's Toy Stash

9 – Take a Photo with the Giant Santa

North Kalamazoo Mall, Kalamazoo, MI 49007

The big guy in statue form is definitely worthy of an annual photo; find him on the North Kalamazoo Mall.

10 – Shop Small Business Saturday

November 28, 2025, is Small Business Saturday in Downtown Kalamazoo and a fantastic time to visit your favorite shops.

And while November 28 is listed as the “official” day to shop local, Downtown Kalamazoo also marks *every* Saturday in December as Small Business Saturday.

Look for special promotions and in-store specials at your favorite, locally owned stores.

Amy Zane

Earthly Delights by Amy Zane

Terrapin World Imports

Terrapin World Imports

11 – Attend the Kalamazoo Holiday Parade

Bundle up and grab a seat for the annual Holiday Parade in Kalamazoo. The Maple Hill Holiday Parade starts Saturday, November 22, at 11:00 AM.

12 – Turn the Lights on at Bronson Park at the Tree Lighting Ceremony

Bronson Park Tree Lighting Ceremony

See the City of Kalamazoo’s Annual Tree Lighting Ceremony on Friday, November 28, 2025, in Bronson Park.

Festivities start at 5:00 PM, with the lighting of the park at approximately 6:00 PM.

Tree Lighting Bronson Park Kalamazoo

PSA: Free Parking Downtown

Public ramps offer 90 minutes of complimentary parking in Downtown Kalamazoo.

đź“·: Downtown Kalamazoo

Does your family have any downtown Kalamazoo holiday traditions?

Comment below and share your holiday fun!



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