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Dressy Mommy & Me Style for Winter

December 08, 2025 · by Andrea Long

Creating Moments That Last

There’s something so special about dressing up with your little one. It’s not just about the matching outfits—it’s about the memories behind them. Whether you’re decorating cookies, strolling through a holiday market, or posing for that long-remembered winter family photo, our modest mommy-and-me dresses are designed to help you savor the moment. We recently collaborated with our friend, Mandy, and we love how she and her daughter styled some of our favorite winter dresses. 

Cozy Elegance for Winter

Mandy styled our Winter Gardenia dress in such an elegant way. Metallic heels, opaque black tights, and dainty accessories complete a classy look for church, winter weddings, banquets, family photos, and more!

Darling Looks for the Littlest Ladies

The sweetest little blue Christmas dress - the Treasured Times dress - will make your little lady feel like a princess! Pair with cute Mary Janes for an adorable look for piano recitals, photos, tea parties, and more!

Andrea Long

About Andrea Long

Andrea Long is wife to Clinton and mommy to Clark and Chantry. She is editor and manager of The Dainty Jewells Blog and part of the marketing team of Dainty Jewells. She is also a Registered Nurse turned stay-at-home mom of her two precious boys. Her life is full of adventure as she travels full-time with her evangelist husband and little ones in a "tiny home on wheels". She enjoys decorating her small space, time with her family, holistic health, a good book, a strong cup of coffee, and as much time at her piano as possible. Andrea considers herself very blessed to live this life for her Faithful Friend. Follow Andrea on Instagram @andreagrindlelong.

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