Long Dresses

Long Dresses for Effortless Fall & Winter Style

Long dresses make getting dressed feel instantly pulled together, whether your day calls for a relaxed floral maxi or your night deserves a floor-sweeping gown. This fall and winter, discover flowing fabrics alongside sculptural floor-length dresses, with casual long dresses for getaways and elevated styles that make special plans feel effortless.

Are All Long Dresses Formal?

Not at all. Fabric, silhouette, and styling can completely change the mood. A relaxed floral maxi can feel easy for Thanksgiving dinner or a weekend away, while satin, sheer details, or a fitted column silhouette can turn the length into evening wear. Formal long dresses and long gowns bring extra polish for holiday office parties and dressier events—the length gives you options rather than defining the dress code.

Which Long Dress Silhouette Should I Choose?

Think about the movement and shape you want. Flowing maxis create an easy, graceful effect, while column styles keep the line sleek and streamlined. Mermaid Dresses bring more structure before flaring toward the hem, and dresses with high slit details add movement to fitted silhouettes. For an engagement photoshoot, those details can give a long dress extra dimension as you move in front of the camera.

Can I Wear a Long Dress to a Wedding?

Absolutely—just let the venue and dress code guide the look. A relaxed print can feel right for a rustic celebration; explore Country Wedding Guest Dresses when that’s the vibe. More polished weddings may call for elevated fabrics, sculptural silhouettes, or details like sheer panels, draped sleeves, ruffles, and statement bows.

Find Your Floor-Length Favorite with Us

Some dresses just need to be tried on IRL. Visit one of Windsor’s 350+ stores across North America to see how the length, fit, and fabric move on you, shop online, or get Windsor's Clothing App for convenient shopping, virtual try-ons, and exclusive perks.

  • Sleek Ruffle Slit Halter Midi Dress

    This sleek midi dress makes getting dressed feel instantly more polished. The halter curve-hugging silhouette pairs a plunging neckline with a ruffle-trimmed slit for a fluid, elongated look. Finish it with heels and delicate jewelry for dressy occasions or plans.

    Fit & Features

    • Sleek knit-lined stretchy fabric
    • Halter V-neckline with tie-back straps
    • Open-back design
    • Ruffle-trimmed front slit
    • Curve-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001518

    Category Name: Long Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Sleek Intent Mesh Bodycon Maxi Dress

    Sleek, sculpted, and doing the most in the right way. This high-stretch mesh bodycon maxi dress hugs the figure with a square neckline, adjustable spaghetti straps, and asymmetric ruching across the bust for a chic finish.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Sleeveless square neckline
    • Ruched asymmetric design at the bust
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001521

    Category Name: Long Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Sybille Front Slit One Shoulder Formal Dress

    Special Occasion

    A sleek mermaid silhouette gives this formal dress an elegant, sculpted profile. The one-shoulder neckline and waist cutout define the upper shape before the fitted skirt flows into a floor-length hem with a high front slit. It feels polished, graceful, and effortlessly chic.

    Fit & Features

    • Smooth knit fabric with stretch
    • One-shoulder neckline
    • Asymmetric bodice with waist cutout
    • Fitted mermaid silhouette
    • High front slit
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, rehearsal dinners, engagement parties, anniversaries, formal celebrations, upscale cocktail parties, red-carpet events, balls

    Style Number/Barcode: 05002-001896

    Category Name: Long Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

    Product Badge:
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  • Laurel Tie-Back Mermaid Formal Dress

    Special Occasion

    Soft chiffon trim and sculpted shape make the Laurel formal dress feel especially current. The strapless mermaid dress balances a flowing finish with a defined fit and tie-back detail for a polished take on modern occasion dressing. The result feels fresh, elegant, and right on trend.

    Fit & Features

    • Smooth knit fabric with sheen, knit lining, high stretch
    • Strapless chiffon neckline, non-slip grip lining, padded bra cups
    • Tie-back design, zipper and hook-eye closure
    • Fitted mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, rehearsal dinners, engagement parties, cocktail soirees, formal celebrations, vacations, honeymoons, resorts, special date nights

    Style Number/Barcode: 05002-001908

    Category Name: Long Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: PLUM

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

    Product Badge:
    • Ships Free
  • Curve Lace Trim Asymmetrical Slip Midi Dress

    A little lace changes the whole direction. This slip midi dress combines a lace-trimmed bust with delicate straps and an uneven hemline for a more distinctive finish. The detailing adds interest while keeping the silhouette clean and fluid.

    Fit & Features

    • Knit fabric
    • Spaghetti straps
    • Lace-trimmed V neckline
    • Slip silhouette
    • Asymmetrical handkerchief-style hem
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-001544

    Category Name: Long Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Side Note Strapless Ruffle Midi Dress

    The slit is doing exactly enough. This strapless midi dress pairs a clean foldover neckline with a high side slit and ruffle hem for a sleek look with a little attitude. The asymmetrical finish keeps it flirty and perfect for wedding guests and dressy parties.

    Fit & Features

    • Ponte fabric
    • Strapless foldover neckline
    • High side slit
    • Curve-hugging silhouette
    • Asymmetrical ruffle hem
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-001625

    Category Name: Long Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: HUNTER

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

  • 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: Long Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: OLIVE

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

  • Mariska Tie Back Mermaid Formal Dress

    Special Occasion

    This mermaid dress pairs a sleek, curve-defining shape with timeless sophistication. The fitted bodice highlights the waist and hips before opening into a fluid floor-length hem, balanced by an off-the-shoulder neckline and statement tie-back bow. The result is graceful, chic, and effortlessly formal.

    Fit & Features

    • Chiffon/smooth knit fabric, knit lining
    • Off-the-shoulder neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Chiffon foldover bust detail with tie-back design
    • Mermaid silhouette with floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, black-tie galas, balls, formal celebrations, anniversaries, rehearsal dinners, engagement parties, upscale birthday dinners, red-carpet events

    Style Number/Barcode: 05002-001932

    Category Name: Long Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: HUNTER

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

    Product Badge:
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  • Yvette One-Shoulder Train Mermaid Formal Dress

    Special Occasion

    Clean lines meet statement detail in this formal dress. The one-shoulder neckline and open back create a sleek frame, while the draped train brings fluid movement to the fitted mermaid silhouette. The result feels polished, dramatic, and refined.

    Fit & Features

    • Smooth lined knit fabric with stretch
    • One-shoulder neckline
    • Fitted bodice
    • Open back
    • Floor-length mermaid silhouette
    • Draped train detail
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, black-tie galas, formal celebrations, red-carpet events, anniversaries, balls

    Style Number/Barcode: 05002-001929

    Category Name: Long Dresses

    Price: $74.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Lettie Ring Detail Halter Mermaid Formal Dress

    Special Occasion

    A streamlined shape gets extra impact from the details. The Lettie ring detail halter mermaid formal dress skims the figure through the bodice and hips before opening into a floor-length flare, with an open back adding contrast. The result is polished, dramatic, and refined.

    Fit & Features

    • Sleek knit fabric, high stretch
    • Sleeveless halter neckline
    • Oversized O-ring hardware
    • Draped cowl front
    • Open back
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, formal dances, prom, black-tie parties, dressed-up dinners, anniversaries, and the opera or theatre.

    Style Number/Barcode: 05002-001950

    Category Name: Long Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Vesper Draped Halter Mermaid Formal Dress

    Special Occasion

    Draped detailing gives the Vesper formal dress a sleek, elegant finish. The halter neckline twists into a front keyhole cutout, while the fitted bodice and mermaid silhouette create a sculpted floor-length shape, finished with a long sash and open back. It’s a polished choice for a wedding guest.

    Fit & Features

    • Lined knit fabric, high stretch
    • Sleeveless draped halter neckline with front keyhole cutout
    • Long sash detail
    • Fitted bodice, ruched detailing
    • Open back
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, anniversary dinners, special nights out, black-tie events, and galas.

    Style Number/Barcode: 05002-001956

    Category Name: Long Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: OLIVE

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

    Product Badge:
    • Ships Free
  • Inessa Strapless Scarf Mermaid Formal Dress

    Special Occasion

    A sleek mermaid silhouette gives the Inessa formal dress an elegant, refined presence. The strapless neckline and attached scarf detail frame the fitted shape, while ruching through the waist and hips adds soft dimension before flowing into a floor-length hem.

    Fit & Features

    • Sleek knit fabric with knit lining, high stretch
    • Strapless straight-across neckline
    • Attached scarf detail
    • Ruched waist and hip detailing
    • Fitted mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Wedding guests, formal parties and dances, black-tie events, galas, date nights, and anniversaries.

    Style Number/Barcode: 05002-001957

    Category Name: Long Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • New Arrival
  • Avielle Short Sleeve Mermaid Formal Dress

    Special Occasion

    This formal dress proves that understated can still feel striking. A fitted mermaid silhouette contours through the waist and hips with gathered ruching before extending into a sleek floor-length hem, finished with a refined mock neckline and short sleeves. 

    Fit & Features

    • Smooth lined knit fabric
    • Mock neckline
    • Short sleeves
    • Ruched waist and hip detailing
    • Fitted mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, galas, cocktail soirees, formal celebrations, black-tie events

    Style Number/Barcode: 05002-001969

    Category Name: Long Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK

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

  • Chic Secret Halter Midi Dress

    A close fit gives the silhouette its clean start. The halter square neckline keeps the top sharp, while the flared midi hem adds just enough chic style with strappy heels and a clutch for dressy occasions.

    Fit & Features

    • Lined knit fabric with stretch
    • Halter square neckline, tie straps
    • Mermaid silhouette
    • Flared midi hem
    • Runs true to size

    Style Number/Barcode: 05101-001588

    Category Name: Long Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

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

  • Sabella Rhinestone Spiderweb Mermaid Dress

    Special Occasion

    A little mystery looks even better with a sculpted silhouette. The Sabella rhinestone mermaid dress keeps the shape sleek and fitted, then adds an off-the-shoulder neckline and sheer bell sleeves for a dramatic Halloween-ready finish. The result feels elevated, sultry, and made for a more glamorous kind of haunting.

    Fit & Features

    • Rhinestone-embellished, spiderweb pattern
    • Lined mesh fabric
    • Off-the-shoulder neckline, plunge V-neckline, wired insert
    • Back zipper and hook-eye closure
    • Long sheer bell sleeves
    • Fitted mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Halloween parties, formal events and occasions

    Style Number/Barcode: 05002-001980

    Category Name: Long Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Ships Free
  • Petra Glitter Leopard Mermaid Formal Dress

    Special Occasion

    The leopard pattern gets an elevated finish with allover glitter. This mermaid formal dress pairs a fitted shape with a lace-up open back for added definition. The textured shine gives the statement print a polished edge.

    Fit & Features

    • Glitter leopard print mesh fabric, knit lining, high stretch
    • V-neckline, padded bra cups, spaghetti straps
    • Lace-up open back
    • Fitted mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, cocktail soirees, formal events, anniversaries

    Style Number/Barcode: 05002-002015

    Category Name: Long Dresses

    Price: $89.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Salt Air Striped Knit Cutout Maxi Dress

    Vacation photos are optional, but compliments won't be. This striped knit cutout maxi dress hugs your curves with statement O-ring details and a leg-baring slit that was made for turning heads.

    Fit & Features

    • Abstract striped textured knit fabric, moderate stretch
    • Sleeveless sweetheart neckline
    • O-ring halter design, tie-back halter spaghetti straps
    • Waist cutout with O-ring design
    • Open back, bar strap with hook-eye closure, lower back zipper closure
    • Maxi-length hem, high-cut side slit, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000590

    Category Name: Long Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lush Floral Print Strapless Maxi Dress

    Summer plans just found their dress. The floral print maxi dress pairs a softly draped strapless neckline with a high side slit for an effortless statement. Wear it to destination celebrations, cocktail parties, and on vacation dinners.

    Fit & Features

    • Floral print, mesh fabric, brushed knit lining
    • Strapless draped neckline
    • High side slit
    • Sleek curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001634

    Category Name: Long Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: OLIVE

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

  • Vacation Booked Tropical Floral Cutout Maxi Dress

    This deserves a spot in your vacation photo dump. This tropical floral cutout maxi dress pairs a bodycon fit with a striking waist cutout, statement hardware detail, and a sweeping silhouette made for unforgettable entrances.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Large tropical floral print
    • Sleeveless sweetheart neckline, metal hardware accent
    • Adjustable spaghetti straps, partially open back
    • Front waist cutout
    • Maxi-length hem with high-cut side slit, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000673

    Category Name: Long Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • Vacay Mode Tropical Floral Maxi Tube Dress

    The suitcase practically packed itself. This tropical floral maxi tube dress combines a sleek bodycon fit with an oversized floral print for a look that feels effortless, elevated, and ready for every vacation itinerary.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline
    • High-cut back slit
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000688

    Category Name: Long Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Getaway Glam Tropical Floral Maxi Tube Dress

    One dress, endless compliments. This tropical floral maxi tube dress combines a sleek bodycon fit with oversized blooms for a look that feels both getaway and glam.

    Fit & Features

    • Knit fabric with lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000644

    Category Name: Long Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Passport Ready Sequin Sheer Knit Maxi Dress

    Vacation photos called—they want this dress in every frame. This sequin embroidered sheer knit maxi dress pairs a sculpting bodycon fit with a striking hardware cutout and leg-baring slit that was made for rooftop dinners, destination weddings, and every RSVP in between.

    Fit & Features

    • Sheer textured knit fabric, mini-length knit lining, moderate stretch
    • Sequin embroidery
    • Strapless sweetheart neckline, bust cutout with asymmetric metal hardware accent
    • Open tie-back design
    • Maxi-length hem with high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000632

    Category Name: Long Dresses

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Worth The Wait Chain Detail Maxi Dress

    The kind of dress that changes the whole plan. This abstract print maxi dress combines a plunging cowl neckline, draped chain detail, and an open-back silhouette for a look that's both art exhibit and dinner reservation.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless plunging cowl neckline, triple chain strap accents
    • Tie-back halter straps, open back
    • Maxi-length hem, high-cut back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000370

    Category Name: Long Dresses

    Price: $22.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S

    Product Badge:
    • Sale
  • Keep It Chic Knit Lace-Up Maxi Dress

    A guaranteed yes when the group chat asks what you're wearing. This knit lace-up maxi dress hugs in all the right places, while the open back and textured finish keep things chic from every angle.

    Fit & Features

    • Textured knit fabric, lined, moderate stretch
    • Sleeveless high crew neckline
    • Halter spaghetti straps
    • Open cross-back lace-up design with tie closure, lower back cutout
    • Maxi-length hem with high-cut back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000366

    Category Name: Long Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale