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.

  • Shine Tonight Sequin Marabou Mini Dress

    Bring the shine tonight in this sequin mini dress ready for a good time! The mesh mini-length dress features a strapless neckline with a fab marabou trim, bodycon silhouette, and front slit accent. Complete the look with earrings for a dressy celebration party!

    Fit & Features

    • Strapless neckline, marabou trim
    • Back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Sequin-embellished mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2643

    Category Name: Night Out

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Streets Faux Leather Crop Bomber Jacket

    Layer on the cool in this faux leather bomber jacket! It features long sleeves with stretchy knit cuffs, a knit collar neckline, front zipper closure, faux flap pockets, and a sleek cropped hem with a stretchy knit band. Complete the look in high-rise trouser pants.

    Fit & Features

    • Long sleeves, stretchy knit cuffs
    • Knit collar neckline
    • Front zipper closure
    • Faux flap pockets
    • Cropped hem, stretchy knit band
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1692

    Category Name: Night Out

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Allure Long Sleeve Sheer Lace Bodysuit

    So sultry and alluring, this long sleeve sheer lace bodysuit is an iconic choice for date night! The sheer floral lace top features a trendy mock neckline and long fitted sleeves for an elongated look. The knit contrast at the bodice is shaped with a sweetheart neckline with a plunging center design for that sultry vibe. The thong-cut bottom has a dual snap-button closure for effortless styling. Complete your chic look with straight-leg jeans and strappy heels.

    Fit & Features

    • Stretchy sheer floral lace and knit fabrics
    • Mock neckline, long fitted sleeves
    • Back zipper closure
    • Knit contrast with plunging sweetheart neckline
    • Thong bottom with snap button closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5004

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Slay Zip-Up Denim Moto Jacket

    Babe, you're here to slay in this iconic denim moto jacket! It features a trendy standing collar with a snap button closure, long sleeves with zippered accents, and a complete zip-front. The moto seam design adds to the edgy vibe, leading to an angled mid-length hem. Style this fitted jacket with hoop earrings and ankle booties!

    Fit & Features

    • Non-stretch denim fabric
    • Standing collar, button closure
    • Long sleeves, zippered accents
    • Zip-front
    • Moto seam design
    • Angled mid-length hem
    • Runs true to size

    Style Number/Barcode: 06203-0531

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Business High-Rise Lace-Up Denim Jeans

    Elevate your style and feel empowered in these chic denim jeans! With a flattering high-rise waist and straight-leg silhouette, these jeans provide a flattering fit for any body type. The side lace-ups add a unique touch to the classic denim fabric, making them a must-have for any wardrobe! Complete the look in a bodysuit and mules for dinner and drinks with friends!

    Fit & Features

    • Light wash non-stretch denim fabric
    • Side lace-ups
    • Straight-leg silhouette
    • High-rise waist
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Style runs large

    Style Number/Barcode: 06602-0493

    Category Name: Night Out

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Shorts

    These head-turning sequin glitter denim shorts will have you feeling fun and flirty! Designed with a textured glitter denim fabric, they are accented with all-over sequin embroidery for a glitzy western vibe. The shorts feature a high waist with belt loops, a secure front button and hidden zipper closure, pockets, and a fitted silhouette. Complete the look with the matching bustier top and booties for a concert!

    Shop Matching Top: Feeling Flirty Sequin Glitter Denim Bustier Top
    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • High waist
    • Fitted silhouette
    • Belt loops
    • Front button, hidden zipper closure
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06603-0371

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Light Me Up V-Neck Ruffle Glitter Mini Dress

    Illuminate the dance floor in this glitter mini dress on a night out! Crafted from a gorgeous glitter knit fabric that shimmers, this dress will keep you sparkling. Featuring a flattering V-neckline and delicate spaghetti straps, this bodycon dress brings out your curves. The side ruffles and ruffled mini-length hem add a touch of playfulness and glamour to your look. Complete the look in platform heels.

    Fit & Features

    • Glitter knit fabric, sewn-in knit lining, stretchy
    • Spagehtti straps
    • Bodycon silhouette
    • Side ruffle and ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5539

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day Or Night Halter V-Neck Crop Top

    This basic crop top is perfect for day or night styling! Made with a flattering halter V-neckline, a cropped hem, and stretchy rib knit fabric, this top is perfect for any occasion. Complete the look with a denim jacket, shorts, and boots!

    Fit & Features

    • Stretchy rib knit fabric
    • Halter V-neckline
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 07109-0399

    Category Name: Night Out

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brunch To Cocktails Buckle Stiletto Mules

    Let these stiletto mules take you from brunch to cocktail hour! With a trendy buckle accent and sleek square toe, these heels are perfect for elevating any look.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Buckle accent strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000229

    Category Name: Night Out

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Style Lace Trim Sheer Stockings

    Add a sultry style to your party look with these sexy sheer stockings featuring a thigh-high design with a dainty lace trim at the top. Pair with a mini dress and heels!

    Fit & Features

    • Thigh-high sheer design
    • Lace trim

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0368

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Chic Faux Leather Ruched Leggings

    These faux leather leggings are next-level chic! They feature a sleek, high-rise waist, skinny-leg design, and ruched ankle seams for a trendy look. Complete your outfit in a mesh crop top for a night out.

    Fit & Features

    • High-rise waist
    • Skinny-leg design
    • Ruched ankle seams
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-1059

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Face Abstract Print Mini Dress

    Show your artsy-chic side in this mesh mini dress perfect for a movie date or casual plans with friends! It features a sleeveless square neck, sleek bungee spaghetti straps, side ruched seams to accentuate your curves, and a bodycon silhouette. The dress is designed with an abstract face print on mesh fabric with a stretchy knit lining. Complete the look in a trendy crop jacket and sandals.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Abstract face print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5014

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Luxe Ruched Satin Mini Skirt

    You'll look totally luxe in this silky-chic satin mini skirt! It features a high-rise waist, front ruched detailing, a mini-length hem, and a curve-hugging silhouette. The smooth satin-knit fabric offers a moderate stretch. Style with the matching crop top and a rhinestone handbag.

    Shop Matching Top: Totally Luxe Rhinestone Satin Crop Top

    Fit & Features

    • High-rise waist
    • Front ruching
    • Mini-length hem
    • Curve-hugging fit
    • Satin-knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0743

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready, Set, Slay V-Waist Denim Mini Skirt

    Ready to slay? Cause this denim mini skirt is your perfect pairing for trending all season! It features a mid-rise V-waist cut, a back zipper and hook and eye closure, and a bodycon silhouette. Complete the look with matching jacket.

    Shop Matching Jacket: Ready, Set, Slay Wrap Crop Denim Jacket

    Fit & Features

    • Mid-rise, V-waist cut
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0081

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Through The Night Glitter Sock Booties
    Glitter all through the night in these shimmering booties! Designed with a mid-calf fit, a point toe, and a high block heel. They have a zipper closure at the side and are composed of a mesh glitter material that sparkles with silver reflects!

    Style Number/Barcode: 07402-0056

    Category Name: Night Out

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Katherina Rhinestone Formal Mini Dress

    Special Occasion

    Twinkle like the star your are in our Katherina! She is designed with an off shoulder fold over straight neckline that is embellished with rhinestones, a fitted bodice and a mini hemline. Dress is composed of a crepe fabric that offers moderate stretch and a form fitting silhouette. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0232

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Dainty Rhinestone Belt
    Bling it out babe! This cute dainty rhinestone belt is designed with a triangular tongue, an adjustable square buckle closure, and five rows of radiant rhinestones. Complete your look with this glistening finishing touch!

    Style Number/Barcode: 07301-0121

    Category Name: Night Out

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take A Shine To Velvet Mini Dress

    All eyes will be on you in this glistening piece! It features adjustable spaghetti straps falling into a scoop neckline. Crafted from velvet and featuring glittering embellishments, this dress offers a fully lined, form-hugging fit that offers little to no stretch. Zipper is included at center back. 

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

     

    Style Number/Barcode: 05103-0450

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Floral Burnout Crop Top

    Be a stylish stunner in this chic velvet floral burnout crop top! Pair with the matching midi skirt to complete the set.

    Shop Maching Bottoms: Velvet Floral Burnout Midi Skirt

    Fit & Features

    • Spaghetti straps
    • Cowl neckline
    • Cropped
    • Semi-sheer velvet floral burnout fabric
    • No stretch

    Style Number/Barcode: 06003-0587

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Front Cut Out Crop Top

    Edge up your everyday basic tee with this tie front cut out crop top! Paired with some high rise denim and some chic booties, you'll be stylin'.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Front cut out
    • Tie front detail
    • Cropped
    • Smooth knit fabric | Plenty of stretch

    Style Number/Barcode: 06001-2537

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Just A Little Bit Rhinestone Mini Hoop Earrings

    Just a little bit of sparkle to get you through the day! These mini hoops are an adorable addition and pair well with dainty necklaces layered or singular!

    • Mini hoop design
    • Rhinestone detailing
    • Omega closure

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

    Style Number/Barcode: 07001-0552

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Babe Sultry Ruched Mini Dress

    Hey babe! Get ready to werk it in this sultry ruched mini dress! Featuring a short, curve-hugging silhouette and an allover polka dot print, this little black dress is perf for a date night out. Simply add on some chic mules and you'll be gorgeous from head to toe.

    Fit & Features

    • Adjustable spaghetti straps
    • Scoop neckline
    • High waist seam under bust
    • Ruched, form-hugging fit
    • Dual drawstrings at hem
    • Mini length silhouette
    • Polka dot printed mesh fabric

    Style Number/Barcode: 05102-0636

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Fine Rhinestone Crossbody

    Keep it fab with a rhinestone crossbody that brings the glitzy to your night out outfits! The crossbody features a small rectangular body, a fold-over closure with turn-lock fasten and a mesh body embellished with rhinestones. Complete look with a ruched mini dress! 

    Fit & Features

    • Mini rectangular body
    • Fold-over closure
    • Turn-lock fasten
    • Mesh body
    • Rhinestone embellishments
    • Detachable chain shoulder strap

    Style Number/Barcode: 07204-0122

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe and Lace Rhinestone Cardigan

    Bring the luxe with a cardigan that has a vintage glamour feel to it. The cardigan features a sheer floral lace body, a V-neckline, a button-down front with rhinestone embellished buttons, long sleeves with an elastic cuff, and an eyelash lace hem. Complete look with a basic cami to let this print speak for itself. 

    Fit & Features

    • V-neckline
    • Sheer floral lace body
    • Button-down front with rhinestone buttons 
    • Long sleeves with elastic cuff
    • Eyelash hem
    • Relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0671

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale