Night Out

Loading...

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.

  • Total Bombshell Ruched Mini Dress

    You'll radiate bombshell energy in this chic mini dress! It features a sleeveless square neckline, tank shoulder straps, a corset-designed bodice with structured boning at the bust, ruching down the side seams, and a short, curve-hugging silhouette. Style with fringe earrings and stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Corset-designed bodice, structured boning
    • Back zipper closure
    • High waist seam, ruching down the side seams
    • Mini-length hem, bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4498

    Category Name: Night Out

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Royal Treatment Rhinestone Block Heels

    You can expect the royal treatment with every step in these block heels, showcasing a luxe, puffy rhinestone-embellished strap adding sparkle to your night!

    Fit & Features

    • Block heel
    • Square toe
    • Puffy rhinestone-embellished toe strap
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000183

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lavish In Lace Skater Dress

    Look absolutely lavish in this dress! This beautiful lace dress is the perfect date night outfit to impress from the moment you put it on. The dress features a sleeveless v-neckline, a sexy lace bodice with waist cutout to show off a hint of skin, spaghetti straps that offer support, and a flirty skater silhouette. The dress is composed of lace and crepe fabric combination that offers a form hugging fit with a moderate stretch. Complete your head-turning look with a pair of open-toe mules and a sleek envelope clutch

    Fits & Features

    • Sleeveless v-neckline
    • Spaghetti straps
    • Waist cutout
    • Zipper with hook and eye closure
    • Flirty skater skirt
    • Crepe composition
    • Form hugging fit, moderate Stretch 

     

    Burgundy Dress: Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small. 

    Style Number/Barcode: 05101-8165

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Sun Tie Strap Corset

    Sun's out, shoulders out! This cute corset top features a sleeveless bodice, tie shoulder straps, and a corset-style top with a built-in padded bust and back zipper closure. Complete the look in trendy boyfriend jeans and heels.

    Fit & Features

    • Sweetheart neckline
    • Tie shoulder straps
    • Corset-style bodice
    • Built-in padded bust
    • Back zipper and hook and eye closure
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1938

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dare To Glam Glitter Satin Wrap Mini Dress

    Dare to glam up the night in this glitter satin mini dress designed with a strapless straight neckline with an asymmetric pleated bodice, a pleated faux wrap-front design creating an asymmetric mini-length hem, and a bodycon silhouette to flaunt your curves. Style with a rhinestone jewelry set and metallic heels.

    Fit & Features

    • Glitter satin fabric
    • Strapless straight neckline
    • Asymmetric pleated bodice
    • Pleated faux wrap-front design
    • Asymmetric mini-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5737

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Luxe Faux Suede Mini Skirt

    Wrap yourself in a luxe skirt that elevates your date night or GNO outfits. The skirt features a high rise waist, a wrap design, and a mini length silhouette. The skirt is composed of a faux suede material that offers a form hugging fit. Complete the look with a crop top and wedges. 

    Fit & Features

    • High rise waist
    • Wrap design 
    • Mini length silhouette
    • Faux suede material 
    • Form hugging fit

    Style Number/Barcode: 06401-0294

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Lovely Chiffon Mesh Mini Dress

    Make your lovely entrance in this chiffon mesh mini dress featuring classy, long bishop sleeves with smocked hems, a square neckline, and a bodycon silhouette with side and back ruching detail. Complete the look with a choker necklace.

    Fit & Features

    • Long bishop sleeves, smocked hems
    • Square neckline
    • Back zipper closure
    • Bodycon silhouette, mini-length hem
    • Side and back ruching detail
    • Chiffon mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1653

    Category Name: Night Out

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Steps Floral Low Block Heels

    Step out in these chic floral low block heels featuring an almond-shaped toe and an adjustable ankle strap with a buckle detail.

    Fit & Features

    • Block heel
    • Floral print material
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000109

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Silhouette Scoop Neck Short Sleeve Bodysuit

    A flattering wardrobe staple, this smooth bodysuit has a buttery soft feel to provide a seamless look. With chic short sleeves, a scoop neckline, and a form-hugging fit that accentuates your figure, this bodysuit elevates your everyday style. Complete the look in high-rise denim jeans and hoop earrings for any occasion!

    Fit & Features

    • Buttery soft, double-lined stretchy knit fabric
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1752

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Shimmer Sequin Mini Dress

    Bring the sparkle to the dance floor in this illuminating sequin mini dress! It features a sleeveless V-neckline, a built-in padded bust that eliminates the need for a bra, adjustable spaghetti straps for a customized fit, a cross-back strap design, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features all-over sequin embroidery in a stunning vintage-inspired scroll pattern. Style this dress with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Built-in padded bust
    • Adjustable spaghetti straps, cross-back strap design
    • Back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidered scroll pattern
    • Runs true to size

    Style Number/Barcode: 05101-1648

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Spotlight Rhinestone Platform Heels

    Elevate your look with dazzling spotlight rhinestone platform heels. Featuring a block heel, triple-row rhinestone straps, and cushioned insole for luxe comfort. Perfect for any glam night out!

    Fit & Features

    • 4.5" Block heel
    • Faux nubuck material
    • Open almond toe
    • Triple-row rhinestone strap design, adjustable ankle and heel strap with buckle detail
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5149

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bling Behavior Jewel Satin Bra Top

    This jewel-studded bra top is made to steal the spotlight with a flirty halter cut and glam satin base.

    Fit & Features

    • Satin fabric
    • Plunge halter neckline
    • Padded bra cups
    • Dual tie-back straps
    • Jewel-embellished bra cups
    • Runs true to size

    Style Number/Barcode: 06003-000108

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Fave Linen Slingback Stiletto Pumps

    These slingback stiletto pumps will be your new summer fave, designed with circular buckle accents and chic linen material.

    Fit & Features

    • Stiletto heel
    • Linen material
    • Closed pointed toe
    • Circular buckle accents
    • Slingback adjustable strap
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000077

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Silhouette Mock Neck Top

    This simple and chic mock neck top will give you that smooth and sleek silhouette you love! It features a sleeveless bodice, a mock neckline, tank shoulder straps, a mid-length hem with ruched side seams, and a form-hugging fit. The double-lined stretchy knit fabric offers a seamless design and has an ultra-soft buttery feel. Style with high waist bottoms and strappy mules.

    Fit & Features

    • Sleeveless bodice
    • Mock neckline
    • Tank shoulder straps
    • Mid-length hem, ruched side seams
    • Form-hugging fit
    • Double-lined, buttery soft knit fabric, seamless design
    • Runs true to size

    Style Number/Barcode: 06002-1537

    Category Name: Night Out

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Your Mark Slingback Stiletto Heels

    Elevate your style with make your mark slingback stiletto heels. Featuring a chic pointed toe, sheer mesh, and quilted faux leather insole for luxe comfort. Perfect for making a statement!

    Fit & Features

    • Stiletto heel
    • Closed pointed-toe
    • Slingback ankle strap
    • Sheer mesh exterior
    • Quilted faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5138

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flocked Velvet Leopard Print Bodysuit

    Rock a wild look in this bodysuit that keeps it chic! The bodysuit features an off-the-shoulder neckline with a sweetheart bust, a flocked velvet fabric, and a trendy leopard print. Complete look with high waist jeans

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, no-slip strip, padded cups
    • Long sleeves 
    • Flocked velvet fabric
    • Leopard print 
    • Thong bottom, dual snap-button closure
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-2828

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Glam Beaded Butterfly Top

    Showcase beautiful glamour in this embellished butterfly top! It features a sleeveless V-neckline, spaghetti straps, an open back with lace-up straps, and a front butterfly design with stunning beaded detailing and center gemstone embellishments. Complete your look with radiant duster earrings and fitted shorts.

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Spaghetti straps
    • Open back, lace-up straps
    • Front butterfly design, beading, gemstone embellishment
    • Cropped, form-hugging fit
    • Lined nylon fabric
    • Runs true to size

    Style Number/Barcode: 06003-1447

    Category Name: Night Out

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shake And Shimmy Fringe Mini Dress

    Shake and shimmy in this dance-ready mini dress for your next celebration or themed party! It features a sleeveless V-neck, adjustable spaghetti straps, a bodycon silhouette, and a layered fringe design. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless V-neck
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Layered fringe design, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2123

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Lace Up Bodysuit

    Falling for a bodysuit with all the right features! Long sleeves, a deep V neckline, and a form fitting silhouette. Bodysuit also features a lace up design down the center that gives off a flattering finish! Composed of a knit fabric with plenty of stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1635

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glitters Heels

    Bring that special hint of sparkle to your look with a little glitter touch from these beauties! They feature a closed zippered back, an ankle strap, an open toe with a single strap design, a small platform and a sexy stiletto heel. They are composed of a gorgeous glitter material and a faux leather insole lining.

    Style Number/Barcode: 07401-1014

    Category Name: Night Out

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Country Look Western Faux Leather Corset Top

    Go for a cute country look in this faux leather corset top to adorn your music festival outfit or concert and hitting up a bar with the girls! Made with faux leather lined fabric, this strapless top features a non-slip grip lining and hidden back multiple hook and eye fasteners for a perfect fit. Complete with western-inspired stitch detailing and a cropped hem, this corset will have you looking and feeling so cute! Style with trendy denim shorts and cowboy boots for a perfect look!

    Fit & Features

    • Faux leather fabric lined with knit
    • Multiple back hook and eye fasteners
    • Western-inspired stitching
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2253

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Look Sequin Leopard Print Hot Shorts

    Create a sassy look for your next night out in these leopard print hot shorts featuring a high-rise waist and a cheeky form-hugging fit. The all-over sequin embroidery adds a cool glam vibe to the sultry style.

    Fit & Features

    • Leopard print woven fabric with knit lining, plenty of stretch
    • All-over clear sequin embroidery
    • High-rise waist
    • Side zipper with hook-eye closure
    • Cheeky form-hugging fit
    • Shorts in size small have an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0634

    Category Name: Night Out

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Celebration Satin Bodycon

    Celebrate in style with a bodycon that brings major glam to your date night! The dress features a plunging V-neckline, a twist knot accent at the bodice, long sleeves, lightly padded shoulders, and a mini-length silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with a slight stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Plunging V-neckline
    • Twist-knot accent at bodice
    • Long sleeves, lightly padded shoulders
    • Mini length silhouette
    • Lined satin fabric
    • Form-hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 05101-1348

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Present Square Neck Wrap Dress

    You'll be stunning in this mini dress at parties! The short dress features a sleeveless bodice, spaghetti straps, high waist seam, and a curve-hugging silhouette with a faux-wrap skirt with side pleating. Complete the look in glam fringe earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Curve-hugging silhouette
    • Faux-wrap skirt with side pleating
    • Mini-length hem
    • Sleek knit fabric, moderate stretch,
    • Runs true to size

    Style Number/Barcode: 05103-3979

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale