Winter Bridesmaid Dresses

Ready to make your bridal squad the ultimate style icons? Winter bridesmaid dresses are here to turn up the glam and keep your crew looking flawless from “I do” to after-party shenanigans. Whether you’re all about classic elegance or want to serve up a little drama, these looks have your besties covered for every magical moment. Get ready to slay those wedding photos and steal the spotlight—because your girls deserve nothing less than unforgettable.

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$29.97 $49.90 40% off

4.777778 star rating

A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.

$69.90

4.857143 star rating

A stunning green satin column gown featuring a pleated strapless neckline and a dramatic high side slit.

Sale

$15.97 $64.90 75% off

4.833334 star rating

A black satin slim fit dress with a square neckline and ruffled high-side slit.

$109.90

4.714286 star rating

An elegant green satin A-line dress with a flirty tie-back and high front slit.

$69.90

4.2 star rating

A green satin midi dress with a lace-up back and faux wrap bodycon silhouette.

Sale

$19.97 $59.90 67% off

4.75 star rating

A white crepe formal dress featuring adjustable straps, ruffle trim, and a dramatic high front slit.

$149.90

5 star rating

A peach column dress with sequin beaded mesh, adjustable straps, and a high side slit.

Sale

$19.97 $69.90 71% off

4.75 star rating

An ethereal ivory mermaid dress with lace, chiffon, and adjustable straps for prom or weddings.

$89.90

4.75 star rating

A chic teal satin formal dress featuring a cold shoulder design and high front wrap slit.

$79.90

5 star rating

A white mesh mermaid dress featuring a floral print, corset bodice, and strapless neckline.

$69.90

A mauve satin mermaid dress with chiffon flutter sleeves and a high front slit.

Sale

$19.97 $89.90 78% off

4.568048 star rating

A sage satin formal dress with a pleated cowl neck, high slit, and empire waistline.

$54.90

4.447761 star rating

A stunning red mesh corset dress with a sweetheart neckline, crisscross back, and high side slit.

$149.90

4.848485 star rating

A luxurious white mesh formal dress with faux pearl beading, cowl neckline, and high front slit.

$49.90

4.827586 star rating

A coral satin mermaid dress featuring a lace-up back, high slit, and adjustable spaghetti straps.

$89.90

4.84 star rating

A stunning red off-the-shoulder mermaid dress with side ruching and a dramatic high front slit.

$69.90

4.4 star rating

A brown satin strapless mermaid dress with a pleated bust and floor-sweeping hem for elegance.

$69.90

4.772728 star rating

A periwinkle mesh off-the-shoulder dress with ruched seams and a mermaid silhouette.

$68.90

4.636364 star rating

An ivory satin skater dress with floral jacquard, corset bodice, and lace-up back design.

$119.90

4.35 star rating

An elegant denim tulle gown with shimmering sequins, adjustable straps, and a captivating strappy back.

$69.90

4.3 star rating

A mauve glitter mermaid dress with adjustable straps, perfect for weddings and formal events.

$59.90

4.85 star rating

An elegant olive green knit column dress featuring a strapless neckline, pleated seams, and a high side slit.

$59.90

4.466667 star rating

A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high slit.

$74.90

4.428571 star rating

An elegant red glitter knit mermaid dress with an off-the-shoulder neckline and high front slit.

$79.90

5 star rating

A stunning white mermaid dress with faux pearl embellishments and a cold shoulder neckline.

$69.90

4.636364 star rating

A captivating denim satin formal dress featuring an off-the-shoulder neckline and alluring front wrap slit.

Sale

$19.97 $59.90 67% off

4.111111 star rating

A sultry light blue mesh formal dress with a square neckline, high slit, and slim silhouette.

$44.90

3.111111 star rating

A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.

$59.90

4.666667 star rating

A sage satin slim-fit formal dress featuring a corset bodice, faux wrap-front, and ruched detailing.

$62.90

4.444445 star rating

A chic green mermaid dress with a cold-shoulder design and a thigh-high front slit.

$89.90

4.625 star rating

A sultry green satin mermaid dress featuring a lace corset bodice and high front slit.

$79.90

4.571429 star rating

A romantic pink mermaid dress adorned with colored rhinestones and faux pearls on mesh and knit fabric.

$69.90

4.5 star rating

A brown mermaid formal dress featuring a halter V-neckline and open back in smooth knit fabric.

Sale

$19.97 $79.90 75% off

4.833334 star rating

A black satin A-line formal dress featuring a chic tie-back and high front slit.

Sale

$19.97 $89.90 78% off

4.666667 star rating

A sage mermaid silhouette dress with a lace-up back and glitter lurex fabric for formal events.

Sale

$19.97 $69.90 71% off

4.8 star rating

A mauve strapless formal dress with ruffles, high side slit, and slim-fitting mesh fabric.

$49.90

4.8 star rating

A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.

Sale

$19.97 $64.90 69% off

4.6 star rating

A green knit mermaid dress with a cowl neckline, spaghetti straps, and a high front slit.

Sale

$19.97 $99.90 80% off

4.6 star rating

A mauve satin mermaid dress with beaded applique neckline, perfect for formal events and weddings.

$139.90

5 star rating

A light blue floral formal dress with romantic ruffles, sheer corset bodice, and adjustable straps.

$54.90

4.5 star rating

An elegant white mesh midi dress featuring faux pearl embellishments and a flattering off-the-shoulder neckline.

$59.90

4 star rating

An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.

$62.90

4.25 star rating

A black satin knit formal dress with a ruched bodice, square neckline, and sultry front slit.

$89.90

3.75 star rating

A lavish rust satin formal dress featuring a cowl sweetheart neckline and high front wrap slit.

$69.90

3.666667 star rating

A sage floral mesh formal dress featuring a lace-up back, cowl neckline, and floor-length train.

$119.90

5 star rating

A white sequin formal dress with a corset bodice and mermaid silhouette for glamorous events.

$89.90

4 star rating

A stunning black satin mermaid dress with applique design and strapless sweetheart neckline.

$49.90

4 star rating

A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.

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Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 star rating

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black
(36) 4.5833335 star rating

The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric

Emmie Lace-Up Mermaid Satin Formal Dress in Brown
(22) 4.590909 star rating

Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric

Winter Bridesmaid Dresses

When the air gets crisp and the world turns into a glimmering wonderland, there’s something undeniably magical about a wedding set against the backdrop of frosty evenings and twinkling lights. Winter bridesmaid dresses are the secret weapon for any bride squad ready to slay the aisle—think luxe fabrics, deep jewel tones, and silhouettes that bring the drama (and the warmth). Whether you’re the bride’s right-hand girl, a bestie who’s been through every group chat meltdown, or a sister who’s basically been planning this day since forever, picking out bridesmaid dresses for winter is all about balancing comfort, style, and that little spark of festive glam. You want looks that keep you cozy during those outdoor photo ops but still bring the heat on the dance floor. That’s where details like long sleeves, velvet textures, and rich, moody shades come in—these aren’t just dresses, they’re your cold-weather armor, ready to make you the best-dressed crew in every candid and carousel post.

Shopping for bridesmaid dresses winter style is like leveling up your squad’s wedding game. Maybe you’re eyeing winter bridesmaid dresses with sleeves for that extra coverage (and let’s be real, a little drama never hurt anyone), or maybe you’re here to snag a killer deal during a bridesmaid dresses Christmas sale because who doesn’t love a little holiday shopping spree? Windsor bridesmaid dresses are designed for the girls who want to look flawless without freezing up—think cozy-chic with a side of sparkle. If you’re gifting one of these looks, it’s the kind of present that goes way beyond the registry. Imagine your bestie unwrapping a dress that’s not just stunning but also totally wearable for those glam holiday parties or a fancy night out with her crew. And if you’re the one picking it out for yourself, you’ll love how these dresses go from ceremony to after-party without missing a beat. The right winter bridesmaid dress isn’t just about matching the wedding palette; it’s about feeling confident, comfortable, and like the main character in every memory you’re making.

And hey, if your group chat is already buzzing about next year’s wedding plans or you’re dreaming up color palettes that go from cozy to cool, don’t miss the inspo waiting for you in our Fall Bridesmaid Dresses collection. Whether you’re all about the drama of a snowy soirée or the golden glow of an autumn bash, there’s a look that’s ready to make your squad shine. So grab your girls, cue up the playlist, and get ready to find the winter bridesmaid dresses that’ll have you feeling like the ultimate ride-or-die crew—because every love story deserves a little extra sparkle, and every Windsor girl deserves to be the best-dressed hype squad in the room.

Top Picks For Winter Bridesmaid Dresses