The holidays are just around the corner, and we’re already reaching for the pieces that feel festive, timeless, and fun to wear. This season, plaid is having a moment—though really, it never went out of style.

 From bold tartans to soft winter checks, plaid dresses bring that perfect blend of cheer and charm, making them an easy go-to for everything from office parties to evenings by the tree. They’re flattering, comfortable, and full of personality—just what the season calls for.

The Return of Velvet

Velvet always finds its way back into our wardrobes this time of year, and it pairs beautifully with plaid. Rich, soft, and instantly elegant, velvet adds a warm, luxurious touch to holiday dressing. It’s a cozy, polished way to dress up for cooler evenings without sacrificing comfort. Shop all of our velvet styles here! 

Plaid Patterns Take Center Stage

Plaid is front and center this season, from classic tartans to fresh, modern takes. Expect traditional holiday hues—reds, greens, and navies alongside updated palettes that feel new but still timeless. Whether you gravitate toward a flirty A-line silhouette or something more sleek and tailored, there’s a plaid dress that fits the moment. The key is finding the pattern and shape that makes you feel your best—plaid truly has something for everyone.

Layering for the Chill

As the winter breeze rolls through Old Town, layering becomes part of the style story. Throw a tailored trench, or a faux fur cardigan over your plaid dress to add warmth without losing polish. These layers not only keep you comfortable but also create dimension and texture in your outfit. With the right outerwear, your plaid dress moves seamlessly from a daytime coffee run to a festive evening out! 

Plaid for Every Occasion

The beauty of plaid is its versatility. For dressier gatherings, choose refined tones like deep burgundy, forest green, or jewel blue and pair them with pearls or gold accents. For something more relaxed, a shirt dress or wrap silhouette with a cozy knit adds effortless charm. With the right accessories—statement earrings, a chic belt, or a structured handbag—your plaid dress can go anywhere the season takes you.

Why It Works

Plaid simply feels like the holidays—warm, cheerful, and full of spirit. It’s a pattern that has rooted tradition, yet still feels fresh year after year. When softened with textures like velvet or paired with seasonal layers, it becomes the hero piece of your winter wardrobe. Comfortable, flattering, and festive—plaid dresses are stepping into the spotlight this season and staying there.