Dresses

Dresses for Every Plan, Mood & Moment

Dresses are at the heart of Windsor, with decades of expertise behind an assortment made to answer the question, “What am I wearing?” Find all occasion dresses that move from everyday plans to unforgettable celebrations, alongside cute dresses and trendy dresses that capture what’s new right now. As fall turns to winter, expect fresh silhouettes, rich textures, and party-ready details designed to make finding your dress feel like the fun part.

What Kinds of Dresses Can I Find at Windsor?

Your calendar changes, and your dress can change with it. Keep everyday dressing easy with relaxed minis and midis, then turn up the energy with Party Dresses That Bring the Celebration when the group chat makes plans. When the invite calls for something polished, Cocktail Dresses—remixed for 2026 style bring fresh details to a dress-code favorite. Formal gowns, wedding guest looks, and timeless silhouettes round out an assortment built for both the moments you planned and the ones you didn’t.

How Often Does Windsor Get New Dresses?

New dresses arrive every week, so there’s always another reason to look. Fall brings fresh layers, richer colors, and seasonal textures into rotation, while holiday dressing turns up the shine with velvet, sequins, metallic finishes, and elevated details. By NYE, the mood can go full celebration. Windsor balances those right-now trends with silhouettes you’ll reach for beyond a single season.

What Can I Expect When Shopping for Dresses at a Windsor Store?

Sometimes you need to see the dress on before you know it’s the one. At Windsor stores, you can experience fabrics and details up close and try different lengths, silhouettes, and fits IRL. With more than 350 stores across North America, that makes it easier to explore everything from an everyday favorite to a dress worthy of a major moment.

What If I Want Something Beyond the Classic Dress?

Switch up the one-and-done outfit with Women’s Rompers, or take the dress moment somewhere more elevated with Windsor's Luxe Dress Collection. The Luxe edit brings together sophisticated silhouettes, rich fabrics, and distinctive details hand-picked for Windsor when the occasion—or your mood—calls for something unforgettable.

Your next favorite dress might be the one you wear everywhere or the one you’ve been waiting for an excuse to wear. Either way, Windsor is here for the everyday plans, the big celebrations, and every version of your style still to come.

  • Fierce Move Leopard Print Halter Ruffle Romper

    This leopard print halter romper is all about the details. A draped cowl neckline flows into a ruched waist, while the layered ruffled silhouette and a side sash keep the look playful from every angle. Add minimal accessories and let the print stay front and center.

    Fit & Features

    • Leopard-printed mesh fabric, knit lining, high stretch
    • Sleeveless draped cowl neckline
    • Tie-back halter straps, open back with lower tie-back spaghetti straps
    • Ruched waist
    • Layered ruffled mini-length overlay, side sash detail
    • Hidden built-in knit shorts
    • Runs true to size

    Style Number/Barcode: 06503-000424

    Category Name: Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

  • Sleek Move Mock Neck Ribbed Knit Mini Dress

    This ribbed knit mini dress keeps the silhouette sleek from neckline to hem. The fitted shape and mock neckline create a clean, streamlined look, while the side slit adds just enough movement. Style it with knee-high boots or a cropped jacket for a sharp finish.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Mock neckline
    • Long fitted sleeves
    • Side slit
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000470

    Category Name: Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Curve Shift Striped Knit Bell Sleeve Mini Dress

    This bodycon mini dress keeps the silhouette sleek with a softer finish at the neckline. The fitted shape and off-shoulder fold-over detail create a clean line, while the long bell sleeves add movement through the arms. Style it with pointed heels or knee-high boots to keep the proportions sharp.

    Fit & Features

    • Striped knit fabric, high stretch
    • Fold-over off-the-shoulder neckline
    • Long bell sleeves
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000462

    Category Name: Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Knit Shift Boat Neck Ribbed Sweater Mini Dress

    The body-skimming mini dress silhouette balances a relaxed dolman top with a more defined shape through the skirt. The boat neckline keeps the upper half clean and open, while the ribbed texture adds subtle structure throughout. Style it with knee-high boots and bold earrings for a sleek cold-weather look.

    Fit & Features

    • Ribbed knit fabric with stretch
    • Boat neckline
    • Dolman long sleeves
    • Defined waist
    • Mini-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000473

    Category Name: Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Sharp Side One Shoulder Rib Knit Bodycon Midi Dress

    The ribbed texture gives this fitted midi a sleek, tactile finish. This one shoulder bodycon midi dress pairs its asymmetrical neckline with a single long sleeve and side slit for a look that feels sharp without overdoing it. The result is polished, modern, and confidently directional.

    Fit & Features

    • Asymmetrical one shoulder neckline
    • Single long sleeve
    • Ribbed texture
    • Fitted bodycon silhouette
    • Side slit
    • Midi length
    • Runs true to size

    Style Number/Barcode: 06005-000463

    Category Name: Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival