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.

  • Love The Look Lace-Up Faux Leather Flare Pants

    The obsession will be real with these fab lace-up faux leather flare pants! Designed with a sleek coated faux leather fabric, these pants feature a high waist, a trendy lace-up front design for a snatched look, a hip-hugging fit that continues through the legs, and a flared leg hem. Style with a sheer bodysuit and clear heels for your night out bar-hopping!

    Fit & Features

    • Coated faux leather fabric, moderate stretch
    • High waist
    • Hip-hugging fit
    • Flared leg
    • Lace-up front
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06402-1377

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Essence Rhinestone Strap Mini Dress

    Leave a fabulous essence everywhere you go in this glitter mesh mini dress! It features a cowl neckline adorned with rhinestone embellished straps for a hint of glam and a flattering A-line silhouette with a flirty hem slit. Complete the look in strappy heels for a night downtown!

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone embellished straps
    • A-line silhouette
    • Front slit, mini-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5299

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Avenue Lace-Up Glitter Mini Dress

    Strut down sparkle avenue in this gorgeous glitter mini dress for a radiant presence on your next girl's night! Its sweetheart neckline, padded bra cups, and corset-inspired bodice provide a flattering fit, while adjustable spaghetti straps and a lace-up back let you customize the style. The side and back ruched seams and mini bodycon silhouette accentuate your curves for an hourglass effect! Complete the look in platform heels and earrings.

    Fit & Features

    • Glitter fabric lined with knit, moderate stretch
    • Sweetheart neckline with padded bra cups, corset-style bodice
    • Adjustable spaghetti straps, lace-up back
    • Back zipper and hook-eye closure
    • Ruched side and back seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5497

    Category Name: Night Out

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic In Plaid Pleated Mini Dress

    Stay classic and chic in this plaid mini dress! Featuring a flattering square neckline and spaghetti straps, this bodycon dress also has a chic side pleated seam and a faux wrap mini-length hem. Complete the look in a sleek moto jacket and boots.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, back zipper and hook-eye closure
    • Pleated side seam
    • Bodycon silhouette
    • Wrap mini-length hem
    • Plaid print, woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5507

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave Them Speechless Satin Mesh Mini Dress

    Turn heads in this mesmerizing satin mesh mini dress! Featuring adjustable straps, a padded bust, a cowl neckline, a satin bodice, and a mesh ruched bodycon hem, this party-perfect mini dress will have you looking fierce and fabulous. Complete the look with earrings for a night out this weekend!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, satin bodice
    • Padded bust, back zipper and hook-eye closure
    • Mesh ruched bodycon skirt
    • Mini-length hem
    • Sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5499

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • True Glam Queen Glitter Mini Dress With Sash

    This stunning glitter mini dress will have you looking like a true glamour queen. With a sleeveless mock neckline, sash, back keyhole with button closure, and curve-flaunting side ruched seams and bodycon silhouette, this mini-length dress will make sure you turn heads! Complete the look in platform heels for a girl's night!

    Fit & Features

    • Sleeveless mock neckline with sash
    • Back keyhole with button closure
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Glitter knit fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5496

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Light Up The Night Glitter Mini Dress

    Sparkle for the night in this glitter mini dress! The off-the-shoulder sweetheart neckline and ruched sides create a figure-flattering silhouette, while the padded bust, flexible boning, and hidden front hook and eye closures provide support and a snatched appearance. Complete the look in high heels for a night on the town!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs, back zipper and hook-eye closure
    • Padded bust, flexible boning, hidden front hook and eye closures
    • Bodycon silhouette, side ruched seams
    • Mini-length hem
    • Glitter fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5500

    Category Name: Night Out

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pearly Babe Ruched Mesh Party Dress

    Dazzle in this stunning faux pearl party dress! With adjustable spaghetti straps and a flattering V-wired neckline, this mini dress features all-over ruched seams for a stunning bodycon fit. Made with faux pearl mesh fabric, it's perfect for going out! Complete the look in platform heels.

    Fit & Features

    • Faux pearl-embellished mesh fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched seams
    • Bodycon fit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05103-5493

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Daydream Off-The-Shoulder Mini Dress

    Be a forever daydream in this show-stopping mesh mini dress! Featuring an off-the-shoulder sweetheart neckline, sheer short-sleeve cuffs, a padded bust with flexible boning, a bodycon silhouette, side-ruched seams, and a wrap mini-length hem, this eye-catching dress will take you to a bachelorette or a party with ease. Complete the look with statement earrings.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer short-sleeve cuffs
    • Padded bust, flexible boning, back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Wrap mini-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5495

    Category Name: Night Out

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Rhinestone Butterfly Spiral Metallic Heels

    These stunning rhinestone butterfly spiral metallic heels will create the dreamiest formal look so you feel like a true queen! Designed with a fabulous metallic sheen on the faux leather material, these heels feature an open almond-shaped toe, dual straps across the foot, and a glam spiral strap design that wraps around the leg for that trendsetting vibe. The straps are accented with mini rhinestones and glam butterfly appliques with sheer mesh detailing and rhinestones for that gorgeous sparkle. Style these heels with a glitter clutch for an enchanting look!

    Fit & Features

    • 4" Block heel
    • Metallic faux leather material
    • Almond toe, dual straps
    • Spiral strap design
    • Rhinestones
    • Butterfly appliques
    • Runs true to size

    Style Number/Barcode: 07401-4697

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy Allure Glitter Strappy Back Mini Dress

    Glitz up the night in this iconic mini dress designed with a diamond-shaped stitched and glitter pattern for a gorgeous look. The short bodycon dress features a sweetheart neckline accented with a draped cowl overlay and an alluring open back detailed with sleek bar straps.

    Fit & Features

    • Glitter knit fabric lined with knit, plenty of stretch
    • Stitched and glitter diamond-shaped pattern
    • Sweetheart neckline with padded bust, draped cowl overlay
    • Spaghetti straps
    • Open back with vertical bar straps, lower back ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5492

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Pursuit High Rise Tweed Mini Skirt

    You'll impress in this posh tweed skirt everywhere you go! Featuring a high-rise waist and hidden back zipper and hook-eye closure for a sleek silhouette, this skirt also boasts a bodycon fit and a front slit accent for a polished look. The mini-length hem adds a touch of modern edge to this timeless piece. Complete the look with the matching blazer!

    Shop Matching Blazer: Posh Pursuit Long Sleeve Tweed Crop Blazer

    Fit & Features

    • Tweed fabric lined with woven fabric
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0640

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Elevation Strapless Corset Mini Dress

    Rise to a chic elevation with this strapless corset mini dress as a lovely bride at a shower, birthday girl, or flirty graduate! Made from a smooth and stretchy knit fabric that effortlessly hugs your curves. The strapless neckline with pleated overlay adds a playful touch, while the flexible boning inserts provide a flattering fit. The bodycon style and mini-length hem create a sleek and stylish look. Complete the look in high heels and jewelry!

    Fit & Features

    • Smooth and stretchy knit fabric with lining
    • Strapless neckline, pleated overlay
    • Back zipper and hook-eye closure
    • Flexible boning
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3234

    Category Name: Night Out

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sensation Satin High-Rise Cargo Joggers

    Prepare to be a sleek sensation in these satin cargo joggers everywhere you go! They feature a flattering high-rise waist with convenient side pockets, a jogger-style leg, three flap cargo pockets, an adjustable side strap, and drawcord cuffs. Complete the look in a basic tee and mules for a concert or happy hour!

    Fit & Features

    • High-rise waist, side pockets, belt loops
    • Front button and hidden zipper closure
    • Jogger style leg
    • Three cargo flap pockets
    • Adjustable side strap and drawcord cuffs
    • Silky satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1376

    Category Name: Night Out

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fine High-Rise Lace Flare Pants

    Gorgeous lace romances these flattering high-rise pants! They feature a hip-hugging fit, a short knit stretchy lining, a flared hem, and a semi-sheer lace design. Complete the look in a cute sleeveless tank top for a festival or concert!

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Semi-sheer lace design, short knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 06502-2452

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing High Rise Zebra Print Skort

    Get wild for this zebra print skort and flaunt your fierceness! Featuring a high-rise waist and form-hugging fit, a front skirt overlay adds a touch of flirty fun, while the short lining offers comfort and coverage. Complete the look with the matching top.

    Shop Matching Top: Wild Thing Corset Zebra Print Top

    Fit & Features

    • Zebra print, woven fabric, no stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0252

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Corset Zebra Print Top

    Get wild for this zebra print corset top and flaunt your fierceness! Featuring a strapless neckline and flexible boning, a cropped hem adds a touch of flirty fun. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Wild Thing High Rise Zebra Print Skort

    Fit & Features

    • Zebra print, woven fabric, no stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Runs true to size

    Style Number/Barcode: 06003-2342

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn Up Cargo Metallic Faux Leather Shorts

    Turn up the shine in these groovy metallic faux leather shorts perfect for themed parties! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing a flattering silhouette. The cargo flap pockets offer functionality while the front button and hidden zipper closure secure the style. Complete the look in a mesh long sleeve top and heels!

    Fit & Features

    • Coated metallic faux leather fabric, slight stretch
    • High-rise waist
    • Form-hugging fit
    • Front button and hidden zipper closure
    • Three waist pockets, lower cargo flap pockets
    • Runs true to size

    Style Number/Barcode: 06403-0381

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish And Chic Rhinestone And Pearl Bustier Top

    Showcase your love for lavish and chic style in this gorgeously detailed rhinestone and pearl bustier top! It features a sleeveless sweetheart neckline, a built-in padded bust with structured underwire, flexible boning inserts, a glitzy rhinestone and faux pearl-embellished trim with a layered rhinestone fringe design, adjustable and removable spaghetti straps to make the top strapless, and a fitted, angled, and cropped hem. The sheer mesh fabric has a lining at the bust. Pair this crop top with faux leather pants and stiletto heels!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, structured underwire, flexible boning
    • Rhinestone and faux pearl trim, layered rhinestone fringe
    • Adjustable and removable spaghetti straps, back hook and eye closures
    • Fitted, angled, cropped hem
    • Sheer mesh fabric, lined bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2343

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Upgraded Style Faux Leather Wide-Leg Pants

    Upgrade your wardrobe with these stylish faux leather pants! They feature a high-rise waist, side pockets, and lower flap pockets along the wide-leg while the faux leather fabric creates a modern look that is sure to get you all the compliments. Complete the look in a moto jacket.

    Fit & Features

    • High-rise waist
    • Side pockets, front button and zipper closure
    • Wide-leg silhouette
    • Lower flap pockets
    • Faux leather fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1375

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Luxe Rhinestone Strappy Mini Dress

    Bring the glow in a mini dress with a sleeveless v-neckline, rhinestone starburst pattern, double-row spaghetti straps, open strappy back design, and fitted bodycon silhouette. Complete semi-formal outfit with rhinestone heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless v-neckline
    • Double-row of spaghetti straps
    • Rhinestone starburst pattern
    • Open strappy back design
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-5490

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sparkle Rhinestone Mesh Mini Dress

    Dazzle in a sleeveless mini dress with a sleeveless v-neckline, adjustable spaghetti straps for a secure fit, and rhinestone embellishments on a stretchy mesh fabric. Perfect for styling with a sleek clutch and fringe earrings. 

    Fit & Features

    • Stretchy mesh fabric 
    • Rhinestone embellishments
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Mini length hem 
    • Runs true to size

    Style Number/Barcode: 05103-5489

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Muse Plunge V-Neck Velvet Burnout Bodysuit

    Inspire the romance at date night in this velvet burnout bodysuit! The bungee spaghetti straps and form-hugging fit accentuate your curves, while the padded bra cups and wired V-neckline add sensuality and have a thong bottom and snap-button closures for easy wear. Complete the look in sleek faux leather pants.

    Fit & Features

    • Velvet burnout, mesh fabric, partial knit lining
    • Bungee spaghetti straps
    • Plunge wired V-Neckline
    • Padded bra cups
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5142

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Beauty Sequin Fringe Crop Top

    Look like a beauty in this sequin fringe top under the spotlight! With an adjustable spaghetti strap and square neckline, this sleeveless crop top will hug your figure and sparkle with its tiered sequin fringe silhouette. Complete the look in a sleek mini skirt for a holiday celebration!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Sequin tired fringe silhouette
    • Cropped hem
    • Stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06003-2340

    Category Name: Night Out

    Price: $7.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance