Night Out

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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.

  • Feelin' Fancy Feather Trim Blazer

    Layer on this chic woven blazer for a fancy and fab 'fit! It features a lapel collar, long sleeves with on-trend marabou feather trims, a single-breasted design, and a fitted silhouette. The smooth woven fabric includes a lightweight lining. Style with a corset top and faux leather shorts.

    Fit & Features

    • Lapel collar
    • Long sleeves, marabou feather trims
    • Single-breasted design
    • Two faux front pockets
    • Fitted silhouette
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1522

    Category Name: Night Out

    Price: $27.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girl's Night Tie-Back Bustier Top

    Keep it trendy for girl's night in this chic bustier top! Featuring a mock neck, long fitted sleeves, a cut-out front, a bustier-style bodice with flexible boning, and an open-back with tie closure. Style with edgy faux leather pants.

    Fit & Features

    • Long sleeves, cut-out mock neck
    • Bustier-style bodice, flexible boning
    • Open-back, tie closure
    • Soft knit fabric, moderate stretch
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-3763

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise A Toast Satin A-Line Dress

    Look classy and chic for your speech! Raise a toast in this celebration-worthy satin mini dress featuring a sleeveless, cowl neck, spaghetti straps, open-back with lace-up design, and an a-line silhouette. Complete the look in stiletto heels and earrings.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Open-back, lace-up design
    • A-line silhouette
    • Mini-length hem
    • Luxe satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1568

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sexy Faux Leather Mini Skirt

    Elevate your everyday look and give it a sleek and sexy vibe in this mini skirt! It features a high rise waist, a back zipper closure, ruched detailing, side ties at the hem, and a short, curve-hugging fit. Style this faux leather skirt with a trendy crop top and stiletto heels.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Ruched detailing
    • Side ties at the hem
    • Mini length
    • Form-hugging fit
    • PU fabric

    Style Number/Barcode: 06501-0396

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Look Belt-Detail Trouser Pants

    Create the perfect look with these belt-detail trouser pants for an elevated vibe. They feature a high-rise waist, a front faux belt design with a chic rectangular-shaped buckle, a vertical front seam down both legs, a hip-hugging fit, and an on-trend straight-leg silhouette. Style these chic pants with an embellished bustier and clear heels for a dressy dinner!

    Fit & Features

    • High-rise waist
    • Front faux belt design, rectangular-shaped buckle
    • Vertical front seams
    • Hip-hugging fit
    • Straight-leg silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2409

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Amp Up The Glitz Glitter Knit Mini Dress

    Amp up the glitz and glamour in this gorgeous glitter knit mini dress! It features an asymmetrical one-shoulder neckline with a single spaghetti strap, a faux wrap-front hem with pleated detailing at the waist, and a short, curve-hugging silhouette. The glitter knit fabric offers a moderate stretch. Style with rhinestone heels for all the more sparkle.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • High waist seam
    • Mini-length, faux wrap-front hem, pleating at the waist
    • Fitted bodycon silhouette
    • Glitter knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5396

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wine And Dine Bodycon Mini Dress

    A little luxe, a little daring—this mini dress is made to impress. With sleek ruching and delicate straps, it’s the ultimate plus-one for date nights and party plans.

    Fit & Features

    • Sleek knit stretch fabric
    • Pleated square neckline
    • Spaghetti straps
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000782

    Category Name: Night Out

    Price: $36.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L, XL, XXS

    Product Badge:
    • Best Seller
  • Gorgeous In Glitter Sleeveless Mini Dress

    Get a gorgeous glow for your next night out in this stunning glitter mini dress. It features a sleeveless wrap-front V neckline, spaghetti straps, ruching, and a wrap skirt with a mini-length, asymmetric hem. Style this dress with statement earrings and new heels.

    Fit & Features

    • Wrap-front V neckline
    • Spaghetti straps
    • Ruching
    • Wrap skirt, asymmetric hem
    • Short, form-hugging fit
    • Glitter knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-1992

    Category Name: Night Out

    Price: $19.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heatin' Things Up Strapless Asymmetric Mini Dress

    Heat things up in this strapless asymmetric mini dress to inspire your next wine night or birthday outfit! The short dress is designed with a strapless neckline, form-hugging fit, adjustable side drawstring atop a flirty side slit, an asymmetric mini-length hem, and a velvet burnout butterfly pattern on lined mesh fabric. Style the mini dress with gemstone heels for a touch of glamour!

    Fit & Features

    • Strapless neckline, front no-slip strip
    • Form-hugging fit
    • Adjustable side drawstring, slit
    • Asymmetric mini-length hem
    • Burnout velvet butterfly pattern
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2686

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Cinched Belted Moto Jacket

    Stylishly cinch your look with this chic moto jacket. It features a collared neckline, long sleeves with zippered accents, an asymmetrical zip front, a belted waist, and a mid-length, fitted silhouette. The smooth faux suede fabric offers minimal stretch. Layer this jacket over a midi dress and complete the look with ankle booties.

    Fit & Features

    • Collared neckline, stud detailing, shoulder strap details
    • Long sleeves, zippered accents
    • Asymmetrical zip front
    • Two zippered pockets, two faux pockets
    • Belted waist, mid-length, form-hugging fit
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1472

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starry Soiree Satin Rhinestone Block Heels

    Strike major shine in these satin block heels for twinkling like the stars at upcoming soirees! They feature a square toe, rhinestone-embellished foot straps, a thin heel, and an adjustable ankle strap with buckle closure. Complete the look with a fab ring set.

    Fit & Features

    • Square toe
    • Rhinestone-embellished foot straps
    • Thin block heel
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4366

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moment In Plaid High Waist Mini Skirt

    Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots. 

    Fit & Features

    • High rise waist 
    • Plaid print
    • Mini side slit
    • Mini length silhouette 

    Style Number/Barcode: 06501-0322

    Category Name: Night Out

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isabel Velvet Rhinestone Trim Dress

    Special Occasion

    Attention everyone, you've arrived looking like a princess in the Isabel formal dress for holiday parties and dressy soirees! She features long fitted sleeves with shoulder pads for structure, a gorgeous rhinestone trim sweetheart neckline with a center-notched design, and a pleated side seam that leads to her bodycon, asymmetric short hem. The formal dress is composed of luxurious lined velvet fabric with a moderate stretch. Style with rhinestone stiletto heels to complete your glam look!

    Fit & Features

    • Long fitted sleeves, shoulder pads
    • Rhinestone trim sweetheart neckline, center-notched design
    • Back zipper, hook and eye closure
    • Pleated side seam, bodycon silhouette, asymmetric short-length hem
    • Lined velvet fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1217

    Category Name: Night Out

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Details Bustier Bodysuit

    Create an alluring night-out look with this sultry detailed bustier bodysuit. It features an off-the-shoulder sweetheart neckline, long fitted sleeves, lined and padded cups, and a thong bottom. The sheer mesh fabric has a chic all-over flocked velvet floral pattern. Style this bodysuit with a faux leather mini skirt and heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Long fitted sleeves
    • Lined and padded cups
    • Thong bottom, dual snap button closure
    • Sheer mesh fabric, flocked velvet floral pattern
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3625

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strappy Chic Faux Leather Block Heels

    These strappy chic faux leather heels will level up your everyday looks. They feature a trendy open square-shaped toe, a knot front detail, a strappy lace-up design, and a short block heel. Style these heels with a casual mini dress and a faux leather jacket.

    Fit & Features

    • Open square-shaped toe
    • Knot front detail
    • Strappy lace-up design, tie closure
    • Short block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3551

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dream Girl Satin Lace Trim Mini Dress

    This dreamy satin mini dress will have you feeling date night-ready! It features a sleeveless sweetheart neckline with a sheer lace trim bust, spaghetti straps that cross along the open back, side pleating, and a bodycon mini-length silhouette. The smooth satin-knit fabric offers a moderate stretch. Complete the look with chunky platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Sheer lace trim bust, bust seam outline
    • Spaghetti straps, cross open-back design
    • Side pleating
    • Bodycon silhouette, mini-length hem
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1916

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Over Bodycon Mini Dress

    You'll tie-dye over this casual mini dress to add some color to your closet for warmer seasons ahead! It features a square neck, bungee spaghetti straps, and side ruched seams that accentuate your curves along the bodycon silhouette. The dress is composed of stretchy mesh fabric with a sewn-in knit lining. Complete the look in a cropped denim jacket and sneakers.

    Fit & Features

    • Sleeveless, square neck
    • Bungee spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Tie-dye pattern, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4931

    Category Name: Night Out

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One And Only Nubuck Block Heels

    The one and only nubuck block heel you can style for day or night! They feature a square toe, wide toe strap, a closed back, criss-cross ankle strap with adjustable buckle closure. Complete the look with a chic crossbody purse.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Block heel
    • Closed back
    • Criss-cross ankle strap, adjustable buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3988

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All In The Deets Mesh Crop Top

    Make a spicy little entrance in this dare-to-bare crop top! Pair with your fave denim and some heels! 

    Fits & Features 

    • Crew Neckline 
    • Fitted Long Sleeves
    • Crop Hemline 
    • Sheer Mesh Fabric With Embroidery Details 
    • Back Zipper 
    • Form Hugging Fit 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2245

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance All Night Rhinestone Fishnet Mini Dress

    This iconic rhinestone fishnet mini dress will have you dancing all night with a stunning sparkle! Crafted with a sheer fishnet fabric with a knit lining and all-over mini rhinestone embellishments, this mini-length dress will leave a dazzling impression. It features a sleeveless V-neckline with adjustable spaghetti straps for a customized fit, and a bodycon silhouette to flaunt your figure. Style this party dress with strappy stilettos.

    Fit & Features

    • Sheer fishnet fabric with knit lining, minimal stretch
    • Mini rhinestone embellishments
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5464

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate In Sequins Lace-Up Jumpsuit

    Radiate the night in this sequin jumpsuit to create your perfect sparkling entrance! The sleeveless jumpsuit features a square neck, halter straps that lace up the open-back design, back zipper closure, and a straight-leg silhouette. Complete the look with a dainty necklace for a holiday party!

    Fit & Features

    • Sleeveless square neck
    • Halter straps
    • Open-back with lace-up design
    • Back zipper and hook-eye closure
    • Straight-leg silhouette
    • Sequin scroll, mesh-lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06402-1362

    Category Name: Night Out

    Price: $33.97 $86.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Under My Spell Glitter Halter Mini Dress

    Enchant in this glitter mini dress all over town! Featuring a halter cowl neckline, tie-back spaghetti straps, side ruched seams, and bodycon silhouette, this dress is designed to hug your curves and make an unforgettable statement. Style this mini dress with earrings and heels!

    Fit & Features

    • Sleeveless halter cowl neckline
    • Tie-back spaghetti straps
    • Side ruched seams
    • Bodycon silhouette, mini-length hem
    • Glitter mesh fabric, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5234

    Category Name: Night Out

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Style Forward Lace-Up Block Heels

    Put your best style forward in these eye-catching block heels featuring a square toe, and a strappy design that leads to the lace-up ankle on sleek faux leather material. Complete the look with a mini handbag for a dinner date!

    Fit & Features

    • Square toe
    • Strappy design
    • Lace-up ankle, tie closure
    • Block heel
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4271

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hop Skip And Jumpsuit

    The only jumpsuit you need right now—take it from work to weekend, dressed up or down. Jumpsuit features spaghetti straps, a fitted V neck bodice, back zip, paper bag-style waist with removable tie, and pockets at either hip. Suit is tapered through legs and slightly roomier through hip and thigh. Made from a soft, densely woven material with moderate stretch.

    Style Number/Barcode: 06402-0021

    Category Name: Night Out

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance