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.

  • Rhinestone Glam Lucite Block Heels

    Bring the glamour with rhinestone heels to sparkle up your special nights. These glitzy heels feature a double row of rhinestone embellished straps and a lucite block heel. Complete your outfit with a formal satin dress or with a gorgeous ball gown dress

    Fit & Features

    • Open almond toe
    • A double row of rhinestone embellished straps
    • Lucite block heel
    • Nubuck material

    Style Number/Barcode: 07401-2219

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sequin Face Mask With Earloops

    Stay safe in this glam face mask that won’t clash with your fit! Fitted with a soft breathable knit, earloops for a comfortable customized fit, and green with blue sequins. For Halloween, complete your look with the matching beaded bustier and teal sequin skirt. Then reuse mask to glam up every day casual outfits. 

    Shop Matching Beaded Bustier: Dearly Beloved Beaded Pearl + Rhinestone Bustier

    Shop Matching Sequin Skirt: Under The Sea High Slit Glitter Maxi Skirt

    Fit & Features

    • Blue and green sequins
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

     

    Face masks are final sale merchandise and may not be returned or exchanged

    Halloween Costumes are excluded from Promotions.

    Style Number/Barcode: 07305-0144

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Affair Lattice Back Bodysuit

    Lace-up in this chic bodysuit for a night out with the squad or for your next coffee run. The bodysuit features a plunging v-neckline, a floral lace bodice, and a stunning lattice back to create a custom look. Complete your look with high waist jeans and clear heels

    Fit & Features

    • Sleeveless v-neckline
    • Floral lace bodice
    • Spaghetti straps
    • Lattice back 
    • Thong bottom
    • Snap button closure
    • Form hugging fit

     

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

    Style Number/Barcode: 06001-2624

    Category Name: Night Out

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classically Chic Off The Shoulder Jumpsuit

    Give your LBD a break and style up this classically chic jumpsuit for your next night out! It features an off the shoulder sweetheart neckline with short sheer mesh sleeves, a padded bust with ruched detailing, a flattering high waist, and flowy pant legs for an elongated look. Pair this jumpsuit with a rhinestone clutch to complete your gorgeous ensemble.

    Fit & Features

    • Off the shoulder sweetheart neckline
    • Short sheer mesh sleeves
    • Padded sheer mesh lined bust with ruched detailing
    • Front hook and eye closures
    • Back zipper and hook and eye closure
    • High waist leading to flowy pant legs
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06502-0350

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beaded Beauty Sleeveless Mini Dress

    Showcase your stunning beauty in this gorgeous sleeveless mini dress. It features adjustable spaghetti straps, a V neckline, a lined sheer mesh front with beaded detailing, a sheer mesh back with a zipper and hook and eye closure, and a short crepe skirt with a curve-hugging fit. Pair this dress with glam earrings and a sleek clutch for your next date night with bae.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Lined sheer mesh front with beaded detailing
    • Sheer mesh back with zipper and hook and eye closure
    • Short crepe skirt with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 05101-0825

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle And Go Rhinestone Ruffle Sandals

    Get ready to sparkle, babe! These luxe sandals feature an easy slip-on design, an open square toe, and a ruffled strap embellished with rhinestones. Complete look with a black mini dress and rhinestone hoops.

    Fit & Features

    • Slip-on design 
    • Open square toe
    • Ruffled strap over toe
    • Rhinestones
    • Runs true to size

    Style Number/Barcode: 07404-0895

    Category Name: Night Out

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Me Up Rhinestone Strappy Block Heels

    High, sparkly, and ready to turn heads—these heels understood the invite. The rhinestone strappy design and sleek faux leather bring the glam vibes to your night out look.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open almond-shaped toe
    • Rhinestone strappy design
    • Adjustable ankle straps with buckle closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000322

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Queen Embellished Crop Top

    Yes, queen! Showcase your trendsetting status in this bold embellished crop top. It features a mock neckline, long fitted sleeves, and a cropped, form-hugging fit. The sheer mesh fabric is unlined and features front rectangular-shaped rhinestone embellishment in an intricate design. Complete the look with a faux leather mini skirt.

    Fit & Features

    • Mock neckline
    • Small back keyhole cutout
    • Long sleeves
    • Cropped, form-hugging fit
    • Sheer unlined mesh fabric
    • Front rectangular-shaped rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 06001-3684

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live Fast Graphic Halter Tunic

    A biker babe like you is in need of this graphic tunic! It features a sleeveless, halter neck with tie closure and a front lace-up cutout with graphic detail that reads, "Live Fast/Born To Ride" on a fitted, short-length hem. Complete the look in sleek booties.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Front lace-up cutout
    • Graphic detail that reads, "Live Fast/Born To Ride"
    • Fitted, short-length hem
    • Cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1294

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fluttery Love Velvet Butterfly Dress

    This velvet mini dress may cause flutters in all who see you! It features a sleeveless one-shoulder neckline with a spaghetti strap, a side ruched seam to accentuate your curves, bodycon fit, and an all-over butterfly pattern. Complete the look in strappy heels for a party.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Spaghetti strap
    • Side ruched seam
    • Bodycon fit, mini-length hem
    • Butterfly pattern
    • Velvet fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4684

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fan Of Fringe Satin Mini Skirt

    The obsession is real! You'll fangirl all over this satin mini skirt featuring a sleek high-rise waist, a bodycon silhouette, and an asymmetrical wrap hem with chrome fringe trim. The skirt is composed of smooth satin fabric with some stretch. Complete the look in a chic corset top for a birthday party!

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Asymmetrical wrap hem
    • Chrome fringe trim
    • Smooth satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0799

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous And Bold Flower Statement Earrings

    Glamorous and bold, these flower statement earrings will make a major style statement. They feature a hibiscus flower pendant drop design. Style with a flowy sundress and strappy sandals.

    Fit & Features

    • Hibiscus flower pendant drop design
    • Post-back closure


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

    Style Number/Barcode: 07001-1530

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie New Trends Long Sleeve Top

    New year, new style! Give this crop top a try the next time you're going out. It features bell long sleeves, an open front design with tie closure, and is composed of plisee knit fabric with minimal stretch. Complete the look in faux leather pants.

    Fit & Features

    • Bell long sleeves
    • Open front design with tie closure
    • Cropped hem
    • Plisee knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0386

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Celebration Ponte Rhinestone Skirt

    This ponte mini skirt brings the celebration everywhere you take it! The skirt features a flattering high-rise waist, bodycon silhouette, and front dual sheer fishnet panels with sparkly rhinestone embellishments and a fitted hem. Complete the look in a lace bustier for a classic GNO!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Dual front sheer fishnet panels, rhinestone embellished
    • Mini-length fitted hem
    • Smooth ponte fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0922

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchantress Of Beauty Spiral Rose Stiletto Heels

    Enchant with these beautiful metallic stiletto heels to dress up your evening look! They feature a sleek round toe, rhinestone embellished spiral straps with satin rose appliques that have a mini rhinestone trim, and a stiletto heel. Style with a fab ring set.

    Fit & Features

    • Round toe
    • Rhinestone embellished spiral straps
    • Satin rose appliques, mini rhinestone trim
    • Metallic material
    • Stiletto heel
    • Cushioned footbed
    • Runs true to size

    Style Number/Barcode: 07401-4562

    Category Name: Night Out

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice As Flirty Flocked Velvet Bustier

    Captivate hearts and turn heads in this flocked velvet bustier! From parties to dates, look and feel your best in this bustier featuring a sweetheart neckline, adjustable spaghetti straps, and a built-in underwire bust for support. It's detailed with hidden front hook and eye fasteners, flexible boning, and a cropped hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Twice As Flirty Flocked Velvet Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Built-in padded and underwire bust
    • Hidden front hook and eye fasteners
    • Flexible boning, cropped hem
    • Flocked velvet pattern, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-5016

    Category Name: Night Out

    Price: $6.97 $34.90

    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
  • Utterly Radiant Faux Pearl Bandage Crop Top

    All you need to be utterly radiant is this faux pearl crop top! Designed on bandage seamless knit fabric that fits like a glove, this top features a strapless neckline with non-slip grip lining, faux pearl embellishments on the front, and a fitted crop hem. Complete the look with sleek faux leather pants for a rooftop bar lounge!

    Fit & Features

    • Strapless neckline
    • Back zipper and hook-eye closure
    • Faux pearl embellishments on the front
    • Fitted crop hem
    • Bandage seamless knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1834

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Sleek Tie-Front Cutout Satin Corset Top

    This sexy sleek satin corset top will elevate your go-to date night look. The silky satin fabric has a chic sheen for a stunning allure. The top features a sleeveless square neckline with thin tank straps and a ruched bust with a cutout and tie-front design for a sultry detail. The flexible boning provides structure, while the smocked back allows moderate stretch. The corset top has a fitted, angled, and cropped hem for a snatched silhouette. Style with faux leather pants and strappy stilettos!

    Fit & Features

    • Satin woven fabric with knit lining, moderate stretch
    • Sleeveless square neckline, thin tank straps
    • Ruched bust
    • Bust cutout with tie-front design
    • Flexible boning, smocked back
    • Fitted, angled, and cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2292

    Category Name: Night Out

    Price: $3.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Charm Four-Leaf Clover Sheer Mesh Crop Top

    Bring the sultry charm in the cutest St. Patrick's Day-themed crop top for parties or pub crawls! The stretchy sheer mesh fabric is accented with two rhinestone-embellished four-leaf clovers in a cheeky placement. The form-hugging top features a crew neckline, short cap sleeves, and a cropped hem for a snatched look. Style with a mini skirt and mules!

    Fit & Features

    • Stretchy sheer mesh fabric with lettuce-edge trims
    • Double rhinestone-embellished four-leaf clover design
    • Crew neckline
    • Short cap sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5277

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

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

    Be the center of attention in this sweet mesh mini dress for birthday brunches or tea parties! The off-the-shoulder sweetheart neckline and sheer puff sleeves add a touch of romance, while the padded bust and ruched seams enhance your figure. Made with swiss dot mesh fabric, this bodycon dress also features adjustable drawstrings for a customizable fit. Complete the look in flat sandals and a purse for a cute style!

    Fit & Features

    • Swiss dot mesh stretchy fabric lined with knit
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3254

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beyond Classy High-Rise Bow Satin Maxi Skirt

    Elevate your look beyond classy in this satin maxi skirt for a bubbly-filled evening! With a flattering high-rise waist and dainty bow, this curve-hugging skirt is perfection. Complete the look in a sultry lace bustier and heels.

    Fit & Features

    • Smooth satin woven fabric, no stretch
    • High-rise waist, dainty bow
    • Side zipper and hook-eye closure
    • Curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0662

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Look Mesh Long Sleeve Mini Dress

    Airy and chic, this lightweight mesh mini dress is perfect for an effortlessly pretty date night outfit! It features a sweetheart neckline with a twist-front design at the bust, sheer long fitted sleeves with flared hems for an elongated look, an open back with tie-back straps, and a short bodycon silhouette.

    Fit & Features

    • Sheer textured mesh fabric with partial lining
    • Sweetheart neckline, twist-front bust
    • Long fitted sleeves with flared hems
    • Open back with tie-back spaghetti straps, lower zipper closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5902

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Givin' Looks Halter Patchwork Denim Crop Top

    Everyone will be looking at you in this denim crop top at concerts, festivals, or a night out with the girls! The top features a flattering halter neckline with a convenient spaghetti strap tie closure, a trendy front pocket, and a pointed crop hem that flaunts your figure. Complete the look in sleek faux leather pants.

    Fit & Features

    • Patchwork denim fabric, minimal stretch
    • Halter neckline, spaghetti strap tie closure
    • Back zipper with hook and eye closure
    • Front pocket
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2352

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale