Maxi Dresses

Floral Dresses
Ruffled Dresses
Long Dresses
Dresses

Maxi Dresses That Go Wherever the Season Takes You

Maxi dresses make an instant outfit feel anything but basic. This fall and winter, Windsor’s maxi-length dresses move from laid-back days to elevated nights with adjustable fits, flowing layers, sleek shapes, and statement details that make the look your own. Think long-sleeve styles for cooler plans, or long sundresses you can pack when winter calls for a warm-weather escape.

How Do I Wear a Maxi Dress in Colder Weather?

Layer without losing what makes the dress special. Add a cropped jacket or fitted coat over a flowy maxi, or choose long sleeves when you want more coverage built into the look. Boots give casual styles a seasonal switch, while polished outerwear can take a sleek maxi straight into a holiday dinner or evening plans. For the season’s dressier moments, explore Maxi Holiday Dresses with festive details that do more of the styling for you.

Which Maxi Dress Details Make the Biggest Statement?

Start with the feature you want people to notice. Asymmetrical hems and cutouts create unexpected shape, while stones, beads, metallic hardware, or shell accents turn simple silhouettes into conversation starters. A plunge or cowl neckline can bring drama up top, and adjustable straps or backs let you fine-tune the fit. If you want the print to lead, Maxi Floral Dresses range from moody blooms to brighter patterns perfect for a honeymoon or holiday getaway.

Can I Wear a Maxi Dress to a Wedding?

Yes—match the mood to the venue and dress code. A sleek maxi with elevated details can feel right for an evening celebration, while a softer print or flowing silhouette works beautifully for more relaxed settings. Browse maxi wedding guest dresses when you want floor-skimming options already curated with the occasion in mind.

From neutral black and creamy ivory to chocolate brown and seasonal color, the right maxi can feel relaxed, polished, or full main-character. The fun part is deciding which version of you is showing up.

  • Sash Statement One-Shoulder Bodycon Maxi Dress

    The sash understood the assignment. This one-shoulder maxi dress sculpts the frame with waist ruching and a bodycon fit, then brings the drama with an open back and pleated trumpet hem.

    Fit & Features

    • Smooth knit fabric with lining, high stretch
    • Sleeveless asymmetric one-shoulder neckline
    • Tank strap, long sash accent
    • Asymmetric open back
    • Ruched detailing at the waist, bodycon silhouette
    • Maxi-length pleated trumpet hem
    • Runs true to size

    Style Number/Barcode: 05101-001720

    Category Name: Maxi Dresses

    Price: $50.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, M, L, XL

  • Sleek Silhouette Mermaid Maxi Dress

    Consider the silhouette handled. This short sleeve maxi dress pairs a plunging neckline with curve-loving ruching, an open tie-back design, and a dramatic mermaid shape that keeps the look interesting from every angle.

    Fit & Features

    • Sleek knit fabric with lining, high stretch
    • Plunging V-neckline
    • Wide short sleeves
    • Open V-shaped back, top tie-back design
    • Ruched detailing
    • Maxi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001653

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Chic Texture Flocked Floral Mesh Maxi Dress

    The detail is in the texture. This floral flocked mesh maxi dress hugs close with a plunging halter neckline, an open back, and lower ruching that keeps the bodycon silhouette looking extra sculpted.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Sleeveless deep V-neckline
    • Tie-back halter straps
    • Open back, lower back ruching
    • Maxi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001550

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L, XL