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.

  • Ruched and Ready Asymmetrical Dress

    Keep it effortlessly chic in this must-have dress! Pair this ruched dress with a pair of sleek heels and a clutch to take you from day to night!

    Fit & Features

    • Square Neckline
    • Spaghetti Straps 
    • Ruched Side Seam 
    • Asymmetrical Hem 
    • Lined Crepe Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 

     


    Style Number/Barcode: 05103-1153

    Category Name: Night Out

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic and Chic Plunging V-Neck Catsuit

    Keep it chic in a sleek jumpsuit that brings the sophistication for your next night out look. The plunging catsuit features a plunging V-neckline, spaghetti straps for a secure fit, and skinny straight-leg pants that elongate and flatter. Complete your sleek look with clear heels and a lariat necklace

    Fit & Features

    • Plunging v-neckline
    • Spaghetti straps
    • Skinny straight-leg pants with a tapered hem
    • Lower back zipper closure
    • Stretchy milled woven fabric
    • Form hugging fit 

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0230

    Category Name: Night Out

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jaclyn Long Sleeve Sequin Mini Dress

    Special Occasion 

    Dazzle them all away in our beyond gorgeous Jaclyn sequin mini dress! She features long fitted sleeves, a deep V neckline, and a high banded waist with a mini length curve-hugging silhouette. Pair this stunning dress with strappy heels for an elongated look.

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Back zipper closure
    • High rise banded waist
    • Short, form-hugging fit
    • Allover sequin detailing
    • Knit lining

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0479

    Category Name: Night Out

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Stiletto Sock Booties

    Looking to amp up your everyday basic 'fit? These faux suede sock booties are a definite must-have. Featuring a trendy pointed toe and sleek stiletto heel, they will elevate any look. Pair them with a curve-hugging midi dress for a chic vibe.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Sock bootie design
    • Faux suede fabric

    Style Number/Barcode: 07403-0368

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Faux Leather Block Heels

    Slay in basic heels that are perfect for everyday workwear outfits or for that upcoming bridal shower! The heels feature a closed-back, an adjustable ankle strap, a block heel, and an open square toe with a single strap over the toe. Heels are composed of a faux leather material. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Block heel
    • Open square toe 
    • Single strap over the toe 
    • Faux leather material 

    Style Number/Barcode: 07401-2475

    Category Name: Night Out

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Peep Toe Faux Leather Booties

    Fall back to basics in booties that are perf for your chic layered outfits. The booties feature an around the ankle fit, a peep toe, a block heel, and composed of a faux leather material. Complete look with a cardigan and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Peep toe
    • Block heel
    • Inner zipper closure
    • Faux leather material

    Style Number/Barcode: 07403-1224

    Category Name: Night Out

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise The Bar Faux Suede Platform Heels

    Raise the bar with platform heels that slay your look. The heels feature an adjustable ankle strap, criss-cross straps at the toe, an open almond toe, a wide platform, and a block heel. The heels are composed of a faux suede material. Complete the look with a floral maxi dress

    Fit & Features

    • Adjustable ankle strap
    • Criss-cross straps 
    • Open almond toe
    • Wide platform 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2730

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seams Come True Mini Skirt

    Stun with a cute mini skirt that is everything, babe! The skirt features a high-rise waist, contrast seams, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tie front top and mules.

    Shop Matching Tie Front Top: Seams Come True Tie Front Top

    Fit & Features

    • High rise waist
    • Contrast seams
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0512

    Category Name: Night Out

    Price: $5.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Shine Sequin Mini Skirt

    Bring the shine with a mini skirt that shimmers on your next night out, babe! The skirt features a high-rise waist, a mini side slit, sparkling sequins throughout, and a mini length. The skirt is composed of a lined mesh fabric that offers a form-hugging fit with a slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Major Shine Sequin Crop Top

    Fit & Features

    • High rise waist
    • Mini side slit
    • Sequins
    • Mini length 
    • Lined mesh fabric
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0466

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mixed Emotions Tie-Front Top

    Zebra or leopard? Why not both! This crop top features both prints perfect for creating a wild-chic look. It features long sleeves, a collared plunge v-neck, and a tie-front. Composed of stretchy smooth knit fabric. Style with a lace bralette.

    Fit & Features

    • Long sleeves
    • Collared plunge v-neck
    • Tie-front
    • Zebra/leopard print
    • Cropped hem
    • Stretchy smooth knit fabric
    • Fits true to size

    Style Number/Barcode: 06202-0307

    Category Name: Night Out

    Price: $19.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Strut Rhinestone Lace-Up Heels

    Strut in these glamorous rhinestone heels into your dressy night! They feature an almond toe with strap, block heel, closed back, and a lace-up with tie closure. Complete the look with an embellished clutch.

    Fit & Features

    • Almond toe with strap
    • Block heel
    • Closed back
    • Lace-up with tie closure
    • Rhinestone embellishments
    • Nubuck material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4121

    Category Name: Night Out

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Charm Satin A-Line Dress

    Who resist your charm the second you stroll in looking fabulous in this satin a-line dress! It features a sleeveless mock neck with dual button closures, a pleated open-back design, and a short-length hem. Style with an envelope clutch and heels to complete the look!

    Fit & Features

    • Sleeveless mock neck, dual button closures
    • Pleated open-back design 
    • Hidden side zipper and hook-eye closure
    • A-line silhouette
    • Short-length hem
    • Smooth satin, woven lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-2314

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classy Glamour Rhinestone Bow Handbag

    The classy glamour of this rhinestone bow handbag makes it perfect for all of your special occasions. It features a rectangular shape with a fold-over design, a center rhinestone bow accent, a top handle strap, and a spacious interior. Includes an attachable chain-link strap to convert the purse to a crossbody bag. Style with a rhinestone ring set.

    Fit & Features

    • Rectangular shape, fold-over design, magnetic button closure
    • Center rhinestone bow accent
    • Top handle strap, dual metal accents
    • Spacious interior, single pocket
    • Attachable thin chain-link shoulder strap
    • Exterior faux leather material

    Style Number/Barcode: 07203-1190

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bertha Rhinestone Lace-Up Party Dress

    Special Occasion

    Steal the show and look stunning in the Bertha rhinestone mini party dress! She shines in a sleeveless V-neckline with a sheer mesh insert, spaghetti straps that lace up along the open back sure to turn heads, a bodycon silhouette, mini-length hem. The formal party dress is composed of a glam rhinestone embellished mesh fabric with a stretchy satin knit lining. Complete the look with earrings for a Vegas weekend!

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Spaghetti straps, lace-up open back
    • Lower back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Rhinestone-embellished mesh fabric, satin stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1628

    Category Name: Night Out

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Down Low Rhinestone Buckle Mules

    These block heel mules are subtly glamorous, with rhinestone buckle accents that bring sparkle to any outfit!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Dual straps, rhinestone buckles
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5270

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Babe On The Go Mini Satchel Bag

    You're a stylish babe on the go, so you need a cute mini satchel bag to hold your essentials and match your fab 'fits! This bag features a trendy textured bubbled exterior design, a convenient top zipper closure revealing a spacious interior, two top handle straps, and a thin chain-link shoulder strap that you can attach to convert the bag to a crossbody. Pair this mini satchel with hoop earrings and strappy mules for a city-chic vibe.

    Fit & Features

    • Textured bubbled exterior design
    • Top zipper closure
    • Spacious interior
    • Two top handle straps
    • Attachable chain-link shoulder strap, lobster clasps
    • PVC material

    Style Number/Barcode: 07203-1938

    Category Name: Night Out

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Sultry Leopard Print Bodycon Mini Dress

    Flaunt your stunning figure in this bodycon mini dress designed with lined mesh fabric and a sultry leopard print pattern. It features a sleeveless plunging cowl neckline with a sleek O-ring accent at the bust, a halter strap, a bold open back with lower tie-back straps, and ruched detailing to highlight your curves.

    Fit & Features

    • Leopard printed-sheer mesh fabric with knit lining, plenty of stretch
    • Plunging cowl neckline with metal O-ring accent
    • Halter strap
    • Open back, lower tie-back spaghetti straps
    • Ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5904

    Category Name: Night Out

    Price: $11.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Marvel One-Shoulder Mini Dress

    Strut looking like a modern work of art in this marble-printed mini dress all over town! It features a sleeveless one-shoulder neck, an adjustable spaghetti strap, a side adjustable ruched string, and a bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neck
    • Adjustable spaghetti straps
    • Side ruched string
    • Bodycon silhouette
    • Mini-length hem
    • Marble-printed mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4989

    Category Name: Night Out

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Everyday Slay Denim Trucker Jacket

    Layer on this trendy denim trucker jacket for a casual everyday slay! It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, buttoned chest pockets, front pockets, and a fitted silhouette. Style this washed denim jacket with faux leather leggings for an edgy vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves, buttons to cuff
    • Button-down front
    • Dual buttoned chest pockets, dual front pockets
    • Fitted silhouette
    • Washed rigid denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0501

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Dolled Up Strappy Back Maxi Dress

    This maxi dress gives you a reason to get all dolled up! It features a sleeveless square neckline, adjustable spaghetti straps, an open strappy back with a lower ruched seam atop a sultry high slit, and a bodycon silhouette on slinky knit-lined fabric. Complete the look in rhinestone strappy heels for a cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open strappy back, lower ruched seam, high slit
    • Bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2414

    Category Name: Night Out

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Vibes Side Slit Mini Skirt

    Get those sleek and chic vibes with this trendy mini skirt! It features a high rise waist, a hidden back zipper closure, a front seam detail leading to a sultry side slit, and a short, form hugging fit. Skirt is composed of a faux leather fabric with moderate stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0102

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leafy Cubic Zirconia Crawler Earrings

    It's the little details! This set is designed with a leafy marquise rhinestones that crawl up the ear. The rhinestones are composed of cubic zirconia which offers the ultimate shine! Back of earrings have a fish hook closure.

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0194

    Category Name: Night Out

    Price: $4.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Long Sleeve Ribbed Knit Midi Dress

    Keep it cozy and chic this season with a basic midi! This must have features a turtleneck, long sleeves and a midi length silhouette. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch. 

     

     

    Style Number/Barcode: 05102-0344

    Category Name: Night Out

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh So Sassy Leopard Print Top

    You love to keep your look oh so sassy! This cute leopard print top will give you just that.

    Fit & Features

    • Long fitted sleeves | Slight puffed shoulders
    • Wrap front V neckline
    • Tie front detail
    • Mid-length hem
    • Leopard print
    • Soft knit fabric
    • Moderate stretch

    Style Number/Barcode: 06001-2269

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free