Night Out

Going-Out Outfits for Every Fall & Winter Plan

Windsor’s Going-Out Outfits make getting ready feel effortless, whether the plan is dinner and drinks, a bar night with friends, a date, party, or night at the club. Find curve-hugging minis, statement separates, matching sets, denim, and sexy outfits with bold details that instantly turn up your look. From laid-back nights to full-glam entrances, these night-out outfits make it easy to dress for the vibe while creating a look that feels completely your own.

What Should I Wear for a Night Out?

Start with the mood and where you're headed. For dinner or date night, try a cowl-neck or halter top with embellished jeans or a denim skort for an elevated look that doesn't feel overdone. When drinks turn into dancing, strapless tops, plunging necklines, hardware details, and open-back silhouettes bring more after-dark energy. Explore going-out tops designed to mix, match, and move with you from the first stop to the last.

For an instant outfit, going-out dresses take the guesswork out of getting ready. Bodycon minis, curve-hugging silhouettes, bold prints, and romper dresses with flirty ruffle skirts give you one-and-done options that still make a statement.

Want the whole look with even less styling? Matching sets make getting ready easy, from sparkling coordinates that bring instant party energy to trending denim sets with vests for more laid-back plans. Wear the pieces together for effortless impact, then remix them with other going-out favorites. Discover more matching sets for going-out plans when you want an instantly coordinated look.

What Going-Out Outfits Are Trending in Fall 2026?

Fall going-out style mixes seasonal color and statement denim with silhouettes that still show some skin. Try embellished jeans with a backless top for drinks, a trending denim set for a harvest event, or an asymmetrical mini with boots for a night downtown. Jorts, boleros, bold prints, and unexpected separates also give you more ways to experiment with your look, especially when Halloween plans call for an outfit that can become part of a costume or make a statement all on its own.

For Friendsgiving dinner, pair a halter or cowl-neck top with statement denim for a look that feels dressed up without going full party glam. For bar nights or weekend hangs, balance standout style with an outfit that fits the setting. Get inspired by what to wear to a bar for outfit ideas that work for everything from casual drinks to a livelier night out.

What Should I Wear for a Winter Night Out?

For a winter night out, build your look with pieces that bring the heat while giving you more coverage as temperatures drop. Try a long-sleeve mini or bodycon dress with knee-high boots, or pair a statement top and embellished denim with a faux fur jacket for dinner, drinks, or a night downtown. Gloves and chic layering pieces add extra warmth while keeping the finished outfit polished.

For holiday parties and club nights, turn up the glam with sparkle, plunging or open-back details, sleek boots, and long-sleeve styles that balance the season with after-dark appeal. Heading into New Year’s Eve? Explore Fierce and Sexy Clubwear for bold looks made for celebrating long after midnight.

Find a Going-Out Look That Feels Like You

The best going-out look fits your plans without losing your personality. Keep things casual with denim and a statement top, make getting dressed easy with a matching set, or go all-out in a mini that puts the focus on you. Windsor’s Going-Out Outfits give you the pieces to mix, match, experiment, and create a look for every mood—from laid-back fall hangs to glamorous winter celebrations.

  • Safari Babe Zebra Cowl Midi Dress

    Go on safari looking like a total babe in this zebra midi dress sure to make you in charge of the animal kingdom! It features a sleeveless cowl neckline, dual spaghetti straps, and a form-hugging silhouette. Complete the look in strappy mules for brunch!

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Form-hugging silhouette
    • Midi-length hem
    • Zebra print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2026

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Faux Leather Leggings

    Stay ahead of the trends and snag these faux leather leggings to edge up your fashion closet! They feature a smooth high-rise waist with elastic side panels, a skinny-leg design, and a tapered hem. Complete the look in a bustier and heels.

    Fit & Features

    • Smooth high-rise waist
    • Elastic side panels
    • Skinny-leg design
    • Tapered hem
    • Faux leather fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2225

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Radiate Glamour Rhinestone Mesh Bolero

    Radiate glam vibes in this trendy embellished bolero! It features long fitted sleeves, an open front, a fitted, ultra-cropped hem, and all-over sparkly rhinestones on the sheer open mesh fabric. Style over a fit and flare skater dress with platform heels for your next fancy party.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Fitted, ultra-cropped hem
    • Rhinestone embellishments
    • Sheer open mesh fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0373

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute For Cocktails Ponte Leggings

    Look cute for cocktail hour in these sleek and chic ponte knit leggings! They feature an elasticized high-rise waistband, faux leather trim pockets, a skinny-leg design, and a tapered hem. Complete the look in a bustier and heels.

    Fit & Features

    • High-rise elasticized waistband
    • Faux leather trim pockets
    • Skinny-leg design
    • Tapered hem 
    • Sculpting design
    • Ponte knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2227

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Regal Velvet 3/4 Sleeve Bolero

    Layer some regalness with this velvet burnout bolero featuring 3/4 length sleeves, an open-front design, and an ultra-cropped hem. Style over a satin skater dress for a formal dance!

    Fit & Features

    • 3/4 length sleeves
    • Open-front design
    • Ultra-cropped hem
    • Velvet burnout pattern
    • Sheer knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06202-0359

    Category Name: Night Out

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hooked On You Long Sleeve Crop Top

    Vibe with this flirty and sultry crop top sure to impress your crush! It features long sleeves, a crew neck, a front diagonal hook, and eye closures on double-lined knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves
    • Crew neck
    • Front diagonal hook and eye closures
    • Cropped hem
    • Double-lined knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1462

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rock Of Ages Faux Leather Straight-Leg Pants

    Whether you have tickets for a rock concert or just want to dress edgy, these faux leather straight-leg pants will give your 'fit a cool vibe! They feature a high-rise waist, front button and hidden zipper closure, five-pocket styling, belt loops, and contrast stitched seams. The sleek faux leather fabric has minimal stretch. Complete the look in a crop top and heels.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops
    • Straight-leg fit
    • Contrast stitched seams
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0594

    Category Name: Night Out

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy At Heart PU Front Slit Pants

    Some days you want an edgy-chic vibe and these PU high-rise pants are it! They feature a front button and hidden zipper closure, belt loops, side pockets, and a skinny-leg design with front slit hems. Complete the look in a corset top for a music concert!

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Belt loops, side pockets
    • Skinny-leg design
    • Front slit hems
    • PU fabrication
    • Fits true to size

    Style Number/Barcode: 06502-2223

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Out And Slay Sweater Top

    Step out and slay your everyday 'fits with this sultry sweater top! It features a plunging V-neckline, a center lattice design at the bust, an open front, long fitted sleeves, and a form-hugging fit. The ribbed sweater knit fabric offers a moderate stretch. Complete the look with a high-rise mini skirt and platform heels.

    Fit & Features

    • Plunging V-neckline
    • Center lattice design at the bust
    • Open front
    • Long fitted sleeves
    • Form-hugging fit
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1636

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Natural Feels Floral Lace-Up Corset

    Unveil your natural beauty in this femme floral print corset top! It features a strapless neckline, front hook and eye closures, a curved crop hem, and an open lace-up back design. The corset is composed of a lined woven fabric with no stretch. Complete the look in faux leather pants for date night!

    Fit & Features

    • Strapless neckline
    • Front hook and eye closures
    • Curved crop hem
    • Open lace-up back design
    • Floral print
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2091

    Category Name: Night Out

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Modern Sixties Babe PU Flare Pants

    Trend-right with this sixties-inspired PU flare pants featuring a high-rise waist with a front button and hidden zipper closure, side pockets, belt loops, a hip-hugging fit, and pintuck seams down the front. Complete the look in a printed blouse for a party.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Side pockets, belt loops
    • Hip-hugging fit
    • Pintuck seams down the front
    • Flare-leg silhouette
    • Non-stretch PU fabric, lined
    • Runs true to size

    Style Number/Barcode: 06402-0591

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sultry Lace Chiffon Bodysuit

    Both sweet and sultry, this lace chiffon bodysuit will leave them swooning! It features a partially lined lace bodice with a V-neckline, a sheer lace back, long sheer chiffon peasant sleeves with cinched hems, a cheeky bottom with a dual snap button closure, and a form-hugging fit. Style with denim for a casual look or faux leather pants for a dressier vibe.

    Fit & Features

    • Sheer lace bodice, nude knit front lining, sheer lace back
    • V-neckline, scalloped lace trim
    • Long sheer chiffon peasant sleeves, elastic cinched hems
    • Cheeky bottom, dual snap button closure
    • Form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4603

    Category Name: Night Out

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not Over Satin Halter Corset Top

    Once you catch sight of this satin corset top, you'll be falling for it over and over again! The sleeveless top features a halter plunge V-neckline with tie-back closure, low-cut sides with lace-up packets, hidden front hook and eye closures, flexible boning inserts, a cropped hem, and a partial open-back. Style with sleek skinny pants to complete the look!

    Fit & Features

    • Sleeveless halter plunge V-neckline, tie-back closure
    • Low-cut sides, lace-up plackets
    • Hidden front hook and eye closures
    • Flexible boning inserts, cropped hem
    • Partial open-back
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2261

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross Your Mind X-Back Short Dress

    You'll cross their mind once they catch you in this sleeveless short dress featuring a sweetheart neck, wide tank-style straps that cross in the back, a padded bust, and side ruched seams that accentuate your curves. Complete the look with a sparkly bracelet and clutch.

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide-tank style straps, criss-cross back
    • Padded bust
    • Side ruched seam, bodycon fit
    • Short-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-6006

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruby Formal Sequin Lace-Up Midi Dress

    Special Occasion

     Light-catching sequins shape the Ruby formal dress to bring sparkle to dinner banquets and engagement parties! She features a sleeveless plunge sweetheart neck with a v-wire insert, spaghetti straps, a lace-up back design, a bodycon fit, and a flirty slit along her midi-length hem. The formal dress is composed of a sequin scroll mesh fabric with a knit lining and minimal stretch. Style with teardrop earrings and heels to complete the look!

    Fit & Features

    • Sleeveless plunge sweetheart neck, v-wire insert
    • Spaghetti straps, back zipper and hook-eye closure
    • Lace-up back design
    • Bodycon fit, front slit, midi-length hem
    • Sequin scroll mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1284

    Category Name: Night Out

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Affection Ruched Crop Bustier

    Watch everyone give you sweet affection for looking so stunning in this mesh crop bustier perfect for styling with your favorite denim! It features a sleeveless sweetheart neck with front lattice straps, adjustable spaghetti straps, a ruched built-in padded bust with underwire, a sheer bodice with flexible boning, and back hook-eye closures. Complete the look in flare jeans.

    Fit & Features

    • Sleeveless sweetheart neck, lattice straps
    • Adjustable spaghetti straps
    • Ruched built-in padded bust with underwire
    • Sheer bodice, flexible boning, cropped hem
    • Back hook-eye closures
    • Partially lined mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4876

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Babe Satin Mesh Corset Top

    You'll be a total babe in this trendy satin mesh corset top that is perfect for a night out! It features a sleeveless sweetheart neckline, a structured and padded bust with pleated satin fabric, adjustable spaghetti straps, a sheer mesh corset-designed bodice with flexible boning, and a fitted, angled, cropped hem. Style with a mini skirt and strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Structured and padded bust, pleated satin fabric
    • Adjustable spaghetti straps, multiple back hook and eye closures
    • Sheer mesh corset-designed bodice, flexible boning
    • Fitted, angled cropped hem
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4591

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Darling Glitter Marabou Top

    Showcase your sweet side darling in this glitter crop top for the perfect statement look! The crop top features a strapless marabou trim neckline and a back zipper with hook-eye closure. Style the strapless top with high-rise jeans for a birthday dinner!

    Fit & Features

    • Strapless marabou trim neckline
    • Fitted crop hem
    • Back zipper and hook-eye closure
    • Glitter fabric, sewn-in lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4599

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Going Anywhere Mesh Corset Bodysuit

    You'll go just about anywhere to be seen in this daring mesh bodysuit perfect for spicing up your outfit! It features an off-the-shoulder, sweetheart neckline, sheer ruched long sleeves, a padded underwire bust with a mesh overlay, flexible boning inserts, a thong bottom, and snap-button closures. Complete the look in trendy distressed jeans.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer ruched long sleeves
    • Padded underwire bust, mesh overlay
    • Flexible boning inserts, back zipper closure
    • Thong bottom, snap-button closures
    • Partially lined mesh fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4594

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Bling Six-Pack Ring Set

    Elevate your look with some luxe bling! This six-pack ring set features assorted styles with rhinestone embellishments, twists, chains, and signet accents. Complete the look with a crossbody purse!

    Fit & Features

    • Six-pack set
    • Two rhinestone-embellished rings
    • One twist ring
    • One chain link ring
    • One signet ring
    • One textured ring

    Style Number/Barcode: 07004-0316

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Runway Ready Legging Stiletto Boots

    It's time to strut in style and treat every street like your runway in these bold legging stiletto boots! Channel iconic celebs in these pants featuring a high-rise elasticized waist, a curve-hugging silhouette, and attached pumps with a pointed toe and a sleek stiletto heel. The silky-smooth nylon fabric offers a high amount of stretch making it super flexible for comfortable wear. Complete your look with a sparkly rhinestone bustier and statement earrings.

    Fit & Features

    • High-rise elasticized waist
    • Pull-on design
    • Form-hugging silhouette
    • Attached pumps, pointed toe, stiletto heel
    • Smooth lightweight nylon fabric
    • High amount of stretch, super flexible
    • Runs true to size

    Style Number/Barcode: 07402-0858

    Category Name: Night Out

    Price: $12.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Status One-Shoulder Mini Dress

    Level up your sultry status in this alluring mesh mini dress! It features a one-shoulder neckline with a tank strap with knotted details, a bold front cutout above the bust, a wired bust to provide structure, and a ruched corset-designed bodice with flexible boning. The high waist seam leads to a ruched skirt with a mini-length hem and a bodycon silhouette that will hug your curves. The lined mesh fabric offers a moderate stretch. Complete your night-out look with platform heels.

    Fit & Features

    • One-shoulder neckline, tank strap, knotted details
    • Asymmetric front cutout above the bust, wired bust
    • Ruched corset-designed bodice, flexible boning
    • High waist seam, back zipper, hook and eye closure
    • Mini-length hem, ruched detailing, bodycon fit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4759

    Category Name: Night Out

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless 'Fit Corset Bodycon Mini Dress

    Show off a flawless 'fit at your next party in this curve-hugging bodycon mini dress. It features an off-the-shoulder sweetheart neckline, short sleeves, a corset-designed bodice with sheer inserts and piping accents, ruching down the side and back seams, and a mini-length hem. Style with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeves
    • Corset bodice, sheer inserts, piping accents
    • High waist seam, back zipper closure
    • Ruched detailing down the side and back seams
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, partial knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2014

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Bold Chain Link Earrings

    Sleek and bold, create an eye-catching look accessorizing with these chain link earrings! They have a post-back closure and rubber stopper for a secure fit. Complete the look with a bracelet and necklace.

    Fit & Features

    • Chain link
    • Post-back closure
    • Rubber stopper for a secure fit

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1445

    Category Name: Night Out

    Price: $1.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale