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Our Favorite Small Shops (Holiday Gift Guide)

November 02 2023 – Chelsey Walker

Our Favorite Small Shops (Holiday Gift Guide) - Chelsey Walker Creative, LLC
Our Favorite Small Shops (Holiday Gift Guide) - Chelsey Walker Creative, LLC
We love shopping and supporting small businesses especially during the holiday season. I know we get excited when we make a sale and imagining someone else feeling the same joy when I hit "add to cart" makes shopping that much more fun (and a little more meaningful). 
We've rounded up a few of our favorite small shops here to help make your holiday shopping a little easier this year. While some are local to our Madison, WI area, others I've connected with on Instagram over the years. But don't worry, they each have a website and offer shipping so you can support them this season no matter your location. And if your holiday shopping is already done consider showing your support for these businesses by sharing this guide with others and following them all on social media. 
Happy Holidays!

Ansley McLeod is a Madison-based artist specializing in custom watercolor paintings. She finds fulfillment in painting what her clients value most - their homes, travels, and loved ones. Creating personalized heirloom pieces is what gives her work meaning; and she especially loves forming connections with her clients as this allows her to tailor the design process and each painting to the individual. Ansley is inspired by nature, color, and her clients - who often describe her work as colorful, joyful, and whimsical.

Find her artwork at and @AnsleysArt

Shown: Custom Artwork
Shown: Custom Artwork
The Sage Apothecary is a one-of-a-kind natural health boutique that offers professional lines of supplements as well as high-quality natural home, beauty, baby, and personal care products. The Sage Apothecary only sells products that are as natural and organic as possible, often eco-friendly or zero-waste, and always free from harmful chemicals.
Shown: Fontana Candle
Shown: Astra Solid Perfume
Cedar is a Madison, WI based photographer with a passion for photographing all of the dogs and the human love surrounding them. She's recently combined her passion for artwork into custom illustrations of people's pets in the form of printables. They are a great way to showcase your pet's personality while also giving your home a touch of color and unique character. 
Find her work at and follow @CedarSiouxPhotography
Shown: Custom Artwork
Shown: Custom Artwork

Lindsay Letters was founded by Lindsay Sherbondy in 2009. Our woman-owned company offers an expansive catalogue of abstract, typography, and vintage art that is customizable to suit a wide variety of spaces & styles, and is made in the USA. With thousands of happy reviews and an engaged following, Lindsay Letters caters to clients who value meaningful pieces and a personal experience at a range of price points.

Find her work at and follow

Shown: Sugar House
Shown: Wild Garland
Willow Crowns was started by Megan Birkle in 2013. After 10 years in business they are currently a team of stay at home moms based out of Dallas and Houston, TX. They curate and design classic, high quality hair accessories, jewelry, hair styling and storage solutions, and more for women and the girls in their lives. 
Shop at and follow @WillowCrowns
Shown: Bows
Shown: Embroidered Bow
Cheyenne is a Saint Louis, MO based Christian artist that loves painting flowers and people's special moments. She currently offers products at the Painted Tree Boutique in Ballwin, MO in booth G7. The name "The Small Moments Too" came from a deep love of noticing and celebrating life's small moments. She is a wife + mom of 2 and has days filled with little pockets of sweet moments!
Find her work at and follow @TheSmallMomentsToo
Shown: Floral Bouquet & Custom Painted Hat
Shown: Custom Ornament
Started as a passion project in 2023, Cassia and Co. Designs offers digital downloads, paper goods, and gifts to simplify your life. 
Shop on Etsy at Cassia and Co Designs and follow @CassiaandCoDesigns

Shown: Holiday Gift Tags
Shown: Mail Carrier Thank You


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