Deer District Holiday Market graphic, November 21–30.

I’m so excited to share that I’ll be part of the Deer District Holiday Market this year! The plaza outside Fiserv Forum is already buzzing with holiday magic, and the giant Deer District Christmas tree will be lit this Friday, officially kicking off the season. From November 21–30, the entire area at 1111 Vel R. Phillips Ave will transform into a festive winter market filled with artists, small businesses, holiday vendors, warm drinks, Live music, and so many cozy seasonal moments. It’s truly one of Milwaukee’s happiest holiday traditions, and I’m so grateful to be part of it.

Santa and Mrs. Claus walking through a festive outdoor holiday market at night.

What the Event Is

Dates: November 21–30
Location: 1111 Vel R. Phillips Ave, Milwaukee (outside Fiserv Forum in the Deer District)
Daily Hours: 4PM-9PM
Special Events and entertainment:
- Small businesses and makers
- Live music
- Holiday entertainment
- Seasonal activities
- The nightly Coors Light Chalet Ice Bar experiences
- A giant Christmas tree lighting
- Photo ops and winter-themed attractions

Vendors at the Holiday Market

The Deer District Holiday Market brings together a wide variety of local talent and holiday favorites, including:

Handmade art + prints
Holiday décor creators
Boutique clothing + accessory shops
Local candle makers
Handmade jewelry designers
Home décor and craft makers
Seasonal food and treat vendors
Milwaukee small businesses offering unique holiday gifts

It’s a beautiful mix of creativity, craftsmanship, and holiday spirit and you’ll be able to discover something new every single day of the event.

Assorted handmade holiday cards by Cayla with watercolor backgrounds and winter illustrations.

What I’ll Be Bringing to the Market

I’m bringing a full variety of artwork, custom experiences, and holiday pieces to make shopping fun and meaningful this season. At my booth, you’ll find:

Live portrait paintings on the spot
Whether it’s you, your partner, your kids, or even your pet, I’ll be creating quick custom portraits right at the market. These make adorable keepsakes and such a fun holiday memory.
Hand-painted holiday ornaments
Every ornament is one-of-a-kind and painted by hand. They’re perfect for gifting or adding something personal and artistic to your tree this year.
Handmade holiday cards
Thoughtful, artistic cards for the people in your life who deserve something more special than a store-bought card.
Art prints of my original work
A great option for art lovers or anyone looking to give unique wall art as a gift.
Tote bags featuring my artwork
Practical, cute, and perfect for stocking stuffers or holiday gifting.
Custom portrait commissions
If you’ve been wanting a personalized piece, you’ll be able to place a custom portrait order directly at the booth or through my website.

I’m really excited to share all of these pieces in person and help you find something special for yourself or someone you love.

Large decorated Christmas tree outside Fiserv Forum at night.

Why This Event Is Special to Me

Being part of the Deer District Holiday Market means so much. Milwaukee has such a strong and supportive creative community, and events like this bring everyone together in the warmest way. It’s also my first big holiday market, which makes it even more exciting. I love meeting people in person, talking about art, and sharing what I do beyond the canvas.

Close-up of hand-painted holiday ornaments by Cayla hanging on a metal display stand

Why You Should Stop By

You can experience live painting right in front of you
You’ll be able to shop unique, locally made art
It’s a fun, festive outing for couples, families, or a cozy date night
The market offers amazing holiday gifts you won’t find anywhere else
You can talk with me about booking your 2025 wedding painting
The atmosphere is warm, bright, and full of Milwaukee holiday magic

Cayla smiling and handing over a branded bag full of goodies.

Come Say Hi!

I would absolutely love to see you at the market. Come watch a mini painting demo, browse prints, pick up a holiday gift card, or just stop by and say hello.
Being part of this event is truly an honor, and I can’t wait to share the holiday week with all of you.

Excited to Announce: I’ll be at the Deer District Holiday Market