Fit And Flare Holiday Dresses
Fit and Flare Holiday Dresses are here to make you the main character at every celebration. Whether you’re planning a glam night out or just want to twirl through the festivities, these dresses bring all the drama and none of the stress. Slip into your fave fit and flare, cue your best playlist, and get ready for compliments—because you were born to stand out in every group pic.
$36.90
A sage satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$54.90
A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$64.90
A chic black velvet skater dress featuring satin bow straps, a square neckline, and a pleated skirt.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$79.90
A navy blue skater dress with a glitter mesh fabric and cascading ruffled skirt for a voluminous look.
$74.90
A black velvet skater dress featuring a sweetheart neckline, open back cutout, and hidden side pockets.
$69.90
A black glitter skater dress featuring an off-the-shoulder bow neckline and structured corset bodice.
$69.90
A black floor-length formal dress with a glitter mesh fabric and a cowl neckline.
$59.90
A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$36.90
An elegant pink off-the-shoulder midi dress in stretchy knit fabric with a flared hem.
$9.97 $38.90 74% off
A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.
$64.90
A natural floral midi dress featuring a halter neckline, corset bodice, and woven poplin fabric.
$39.90
A vibrant red knit skater dress featuring a plunging halter neckline and strappy open back.
$59.90
A light blue glitter party dress with a strapless V-neckline and hidden side pockets.
$48.90
A breezy white eyelet knit mini skater dress with a flirty tie-back and ruffled hem.
$39.90
A pink strapless mini dress with glitter fabric and a flattering A-line silhouette.
$44.90
A white strapless mini dress featuring lace and chiffon with a ruffle trim neckline and corset bodice.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$139.90
A light blue floral mesh dress with a sheer corset bodice and ruffled A-line silhouette.
$36.90
A light blue glitter knit skater dress with a strapless neckline and uneven mini-length hem.
$19.97 $42.90 53% off
A rust floral skater dress in airy rayon with tie-back halter straps and an open back.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$44.90
A black mesh-lined skater dress featuring a halter neckline, hoop insert, cutout bodice, and ruffled hem.
$49.90
A strapless wine skater dress in smooth ponte fabric with a pleated mini hem for playful style.
$45.90
A black strapless skater dress featuring glitter-flocked floral mesh, a drop waist, and ruffled trim.
$56.90
A light blue mini dress with floral sequins, lace-up back, and flattering A-line silhouette.
$154.90
A light blue glitter mesh formal dress featuring cascading ruffles and a high front slit.
$40.90
An eye-catching wine velvet mini dress featuring glitter accents, a strapless neckline, and an A-line silhouette.
$52.90
A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.
$79.90
A vibrant red A-line dress featuring side pleats, square neckline, and comfortable scuba woven fabric.
$54.90
A brown satin skater dress featuring a sweetheart neckline, twisted bust, drop waist, and ruffled hem.
$42.90
An ivory floral mesh skater dress featuring ruffled tiers, a halter neckline, and a partially open back.
$69.90
A blue mini dress featuring floral sequin embroidery on sheer mesh with a softly flared A-line silhouette.
$39.90
A navy blue knit midi dress featuring a strapless neckline, front slit, and flared hem for movement.
Now Trending
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric
This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric
Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric
Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric
Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric
Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in Pink | Size: L | Rhinestone/Satin Fabric
Fit and Flare Holiday Dresses
When it comes to holiday parties, there’s just something about a fit and flare dress that makes every entrance feel like a main character moment. The magic starts with the silhouette: cinched at the waist, flirty at the hem, and always ready to twirl. Whether you’re headed to a glitzy family gathering, a glam night out with the squad, or a festive dinner date, this style is your ticket to instant confidence. The fit and flare design works like a charm for every body type—hugging your curves in all the right places, while giving you that playful, bouncy skirt that’s just begging for a spin on the dance floor. These dresses are the ultimate crowd-pleasers, perfect for anyone looking to channel a little vintage glam with a modern twist. And let’s be real: if you’re searching for a gift that’s guaranteed to light up someone’s face, a fit and flare holiday dress is a total win. Picture your bestie unwrapping one, already planning her next Insta post, or your sister slipping it on and instantly feeling like she’s stepped into her own rom-com montage.
Choosing the perfect fit and flare holiday dress is all about dialing up the drama—or keeping it sweet and subtle, if that’s your vibe. Think luxe fabrics that catch the light just right, bold jewel tones that make your skin glow, and details like sparkly embellishments, statement sleeves, or a daring neckline. If you want to keep it classic with a twist, check out the endless possibilities in Fit And Flare Black Dresses—because nothing says “effortlessly chic” like a little black dress that’s ready to party. When you’re shopping for yourself, don’t forget to consider the extras: Are you going for comfort that lets you dance all night? Looking for a style that layers perfectly under your favorite faux fur? Maybe you want something that transitions from dinner to after-party with nothing more than a quick change of shoes. If you’re gifting, think about the recipient’s personal style—do they love a pop of color, or are they all about that subtle sparkle? The beauty of fit and flare is that it’s endlessly versatile, making it a go-to for every holiday calendar event, from cozy get-togethers to full-on glam affairs.
No matter how you style it, a fit and flare holiday dress is more than just a pretty piece—it’s a mood, an energy, and a little boost of main character confidence. Imagine walking into a room and feeling like the best-dressed version of yourself, the one who says yes to every dance and never worries about what anyone else is wearing. That’s the power of this silhouette. It’s for the girl who wants to make memories, who loves a good group photo, and who knows how to light up a room just by being herself. So whether you’re shopping for your own next big entrance or picking out the perfect gift for someone who deserves to feel fabulous, fit and flare holiday dresses are always a vibe. And trust us—once you’ve experienced that perfect twirl, you’ll never look back.