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.

  • Simply Fab Patent Faux Leather Kitten Heels

    Simply fab, these patent faux leather kitten heels will amp up the style factor of your fave 'fits! They feature a chic stiletto heel for comfortable wear, an open square-shaped toe, a multi-row toe strap and asymmetric strap across the foot, and an adjustable ankle and heel strap with a buckle closure for a secure fit. Pair these heels with a mini handbag.

    Fit & Features

    • 3.5" Stiletto heel
    • Patent faux leather upper
    • Open square toe
    • Multi-row toe strap, multi-row asymmetric foot strap
    • Adjustable ankle and heel strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4807

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Flirt Lace-Up Heeled Thong Sandals

    The perfect faux leather sandals for a flirty look with all your sundresses! These exclusive thong sandals showcase a sleek square toe with a thong-style strap, a thin block heel, and thin lace-up straps that let you customize the style. Complete the look with a trendy handbag for any occasion!

    Fit & Features

    • 3.5" Thin block heel
    • Faux leather material
    • Square toe, thong strap
    • Lace-up straps
    • Runs true to size

    Style Number/Barcode: 07401-4810

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pump It Up Strappy Lace-Up Stiletto Heels

    Pump up the drama in these sexy stiletto heels for a day or night occasion! Made from a sleek faux leather material, these shoes boast a pointy toe, strappy design, a stiletto heel, and lace-up straps that let you customize the style. Complete the look in a chic midi dress and jewelry!

    Fit & Features

    • 5" Stiletto heel
    • Faux leather material
    • Pointy toe
    • Strappy design
    • Lace-up
    • Runs true to size

    Style Number/Barcode: 07401-4805

    Category Name: Night Out

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Luxe Faux Pearl Spiral Stiletto Heels

    Sparkling rhinestones and faux pearl embellishments trace the spiral straps of these luxe stiletto heels perfect for brides and formal occasions! They feature an almond toe with extra padding for comfort and faux leather material. Complete the look with an exquisite hair or jewelry accessory.

    Fit & Features

    • 4" Stiletto heel
    • Almond toe
    • Rhinestone and faux pearl embellished spiral straps
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4811

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Slay Lace-Up Croc Faux Leather Heels

    Show off a trendy slay by stepping out in these lace-up heels! Designed with a faux leather material with a sleek croc-embossed pattern, they feature a thin block heel, an open square-shaped toe, an asymmetric thong strap design, and thin lace-up straps for a sultry vibe. Style these heels with a layered necklace.

    Fit & Features

    • 3.5" Thin block heel
    • Faux leather material with croc-embossed pattern
    • Open square toe
    • Asymmetric thong strap design
    • Lace-up straps with tie closure
    • Runs true to size

    Style Number/Barcode: 07401-4809

    Category Name: Night Out

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Flocked Floral Mesh Long Sleeve Corset Top

    Be the vibe in this flocked floral mesh long sleeve corset top. With a sheer mesh, V-neck, and ruching, it's your go-to for effortless glam. Hook-eye closures seal the deal.

    Fit & Features

    • Sheer mesh fabric with flocked velvet floral pattern
    • V-neckline
    • Long fitted sleeves
    • Front hook-eye closures
    • Ruching
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5218

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Festive Icon V-Neck Fringe Halter Faux Suede Crop Top

    Get ready to be a festive icon in this faux suede crop top at festivals, concerts, or country bars! The sassy top was made for shaking it off in a sleeveless V-neckline adorned with fringe, a halter spaghetti strap tie, and a flirty cropped hem. Complete the look in a sleek faux leather skort.

    Fit & Features

    • Faux suede fabric, slight stretch
    • Fringe
    • Spaghetti strap tie
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5215

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stand Out In Chic Lace-Up Ombre Mini Dress

    Stand out in this chic mini dress at parties! The ombre print adds a touch of boldness to your look while the  a cowl neckline, spaghetti straps, and lace-up back flatter and turn-heads! The dress is finished with an accentuating bodycon silhouette and a mini-length hem. Complete the look with rectangular earrings and sleek heels.

    Fit & Features

    • Ombre print
    • Smooth knit fabric, partially lined, stretchy
    • Lace-up
    • Spaghetti straps
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5607

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Rhinestones Pattern Sheer Tights

    Wrap yourself in these luxe sheer tights perfect for dressy and formal occasions! These tights showcase a rhinestone-embellished diamond pattern that elevates your look and ensures you shine wherever you go. Complete the look in an LBD for a classy and divine night!

    Fit & Features

    • Stretchy, smooth nylon-blend fabric
    • Sheer design
    • High waist
    • Rhinestone embellishments 

     

    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: 07306-0325

    Category Name: Night Out

    Price: $3.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Mode Thong Strap Cutout Clear Wedges

    Activate chic mode with these of-the-moment thong strap clear wedges! They feature a trendy clear wedge cutout heel, an open pointed toe for that sleek look, a faux leather thong strap design, and an open back for effortless on-and-off styling. Pair these heels with chunky hoop earrings and a shoulder bag!

    Fit & Features

    • 4" Clear wedge cutout heel
    • Open pointed toe
    • Faux leather thong strap design
    • Open back
    • On-and-off styling
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0344

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Inspired Charm Strapless Watercolor Print Mini Dress

    Envoke an inspired charm in this watercolor print mini dress and capture attention at parties or casual dinners!  With its strapless straight-across neckline and bodycon silhouette, this mini dress will accentuate your curves and flatter your figure. Made from airy lined mesh fabric with an eye-catching watercolor print, this dress is a must-have for any fashion-forward girlie! Complete the look in stiletto heels and a purse!

    Fit & Features

    • Watercolor print
    • Mesh fabric lined with stretchy knit
    • Strapless straight neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5605

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Flash Strappy Rhinestone Block Heels

    Add these rhinestone block heels for a gorgeous flash to dressy looks! They feature a sleek square toe, strappy rhinestone embellished straps, and a low block heel on faux leather material. Complete the look in a chic jumpsuit or romper for a soiree!

    Fit & Features

    • 2" Block heel
    • Square toe
    • Strappy rhinestone embellished straps
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4794

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle Scene Rhinestone Strappy Faux Leather Block Heels

    Sparkle up the scene at your next formal affair in these rhinestone strappy faux leather block heels! They feature an open square-shaped toe, a glitzy rhinestone-adorned strappy design with a chic center knotted detail, a thin adjustable ankle strap with a buckle closure, a closed back, a padded insole for comfortable wear, and a sturdy block heel. Style with the matching clutch for a seamless glam look!

    Shop Matching Clutch: Sparkle Scene Rhinestone Foldover Clutch

    Fit & Features

    • 4.5" Block heel
    • Faux leather upper
    • Open square toe
    • Rhinestone strappy design with knotted detail
    • Adjustable ankle strap with buckle closure
    • Closed back, luxe fit padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4790

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feel Fierce Lace-Up Thin Block Heels

    Feel fierce in these statement heels with every strut you take! Designed with a square toe and dual braided straps, adding a touch of sophistication. The thin triangular block heel provides elevated boldness, while the lace-up ankle straps add a trendy and customizable touch. Made with fabric material and a faux leather cushioned footbed for ultimate comfort. Complete the look in a cocktail dress for a rehearsal dinner or celebration!

    Fit & Features

    • 5" Thin triangular block heel
    • Square toe
    • Dual braided straps
    • Lace-up ankle strap
    • Faux leather cushioned footbed
    • Fabric material
    • Runs true to size

    Style Number/Barcode: 07401-4795

    Category Name: Night Out

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp It Up Croc Faux Leather Stiletto Mules

    Amp up your 'fits with these croc faux leather stiletto mules! Designed with a faux leather material with a chic croc-embossed pattern, they feature a sleek stiletto heel, an open pointed toe, and an asymmetric strappy design across the foot. The open back offers effortless on-and-off styling. Pair these mules with statement earrings for a rooftop bar!

    Fit & Features

    • 5" Stiletto heel
    • Faux leather material with croc-embossed pattern
    • Open pointed toe
    • Asymmetric strappy design
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4793

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Times Bodycon Abstract Print Mini Dress

    A mini dress that calls for good times only at casual parties or weekend plans! Designed with an alluring abstract print on mesh fabric, this dress is both chic and versatile. The sleeveless crew neckline and bodycon silhouette highlight your curves, while the side ruched seams flatter your figure. Complete the look with a mini shoulder bag and heels.

    Fit & Features

    • Abstract print
    • Mesh fabric, sewn-in knit lining, stretchy
    • Side ruched seams
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5606

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Sultry Floral Fishnet Tights

    Tell a sweet-sultry story in these chic fishnet tights to add a little extra to your semi-formal dress! Showcasing a high waist and a sheer fishnet design with a floral pattern that makes your legs look oh-so-alluring. Complete the look in a silky satin cocktail dress and heels!

    Fit & Features

    • Stretchy nylon-blend fabric
    • Sheer fishnet floral design
    • High waist  

     

    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: 07306-0324

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Chic Faux Leather Stiletto Heels

    Step out for the day in these chic faux leather stiletto heels! They feature a sleek square toe and strap that leads to the closed ankle with an adjustable buckle strap and stiletto heel. Complete the look with a fab mini purse.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather upper
    • Open square toe, toe strap
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4791

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Into Chic Sling Back Block Heels

    Step into these chic faux leather heels to elevate your everyday style or weekend look! They feature a sleek square toe with dual straps, an asymmetrical ankle slingback strap, and a block heel. Complete the look in a dreamy summer dress.

    Fit & Features

    • 2.5" Block heel
    • Square toe, dual straps
    • Asymmetrical ankle slingback strap
    • Slip-on-and-off styling
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4787

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Flair Oversized Square Sunglasses

    These chic oversized sunnies will add that bold flair to your fave looks! The sunglasses feature an oversized square-shaped design, a thin metal frame and nose bridge, sleek side accents, thin metal arms, rubber nose pads, and tinted lenses. Style with chunky hoop earrings.

    Fit & Features

    • Oversized square-shaped design
    • Thin metal frame and nose bridge
    • Side accents
    • Thin metal arms
    • Rubber nose pads
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1068

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Move Oversized Flat Top Sunglasses

    You're a chic girl on the go, so you need a bold pair of shades that will go with all your 'fits. These sunglasses feature a sleek oversized square shape with a flat top design, a plastic frame and arms, built-in nose pads, and tinted lenses. Style with a crossbody bag.

    Fit & Features

    • Oversized square-shaped flat top design
    • Plastic frame and arms
    • Built-in nose pads
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1065

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Up Faux Lashes And Eye Jewels Set

    Glam up with this faux lashes and eye jewels set for a simply dazzling makeup look! Just follow the easy three-step application to set and trim, glue, press, and wow everyone at the party. The set of 3-D faux lashes is reusable if placed gently on the tray to keep safe for next time! Give your eyes a pretty shine using the eye jewels perfect for placing around the eyes however you like. Accessorize with jewelry for your next semi-formal or dressy event.

    Fit & Features

    • Set of 3-D faux lashes
    • One sheet of holographic eye jewels
    • Glue and scissors not included
    • Reusable
    • Easy three-step application on the back 

     

    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: 07307-0180

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Square Neck Rib Knit Bodysuit

    Easily loved and essential, this basic smooth bodysuit is perfect for layering or complimenting your favorite bottoms! Made from a soft and seamless rib knit fabrication, this bodysuit takes comfort up a notch. The square neckline and form-hugging fit accentuate your curves, while the thong bottom with snap-button closures ensures a comfortable fit. Style with women's best-selling bottoms.

    Fit & Features

    • Soft, seamless rib knit stretchy fabric
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1779

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Edge Mid-Rise Knot Faux Leather Mini Skirt

    Smooth and edgy, this faux leather mini skirt flaunts your bad self! Made with faux leather fabric, it's the perfect choice for a daring and adventurous fashionista. Featuring a sleek mid-rise waist and a daring knot front design, this mini skirt will hug your body in a bodycon silhouette. Complete the look with a trendy corset top.

    Fit & Features

    • Faux leather fabric with stretch
    • MId-rise waist
    • Knot design
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1000

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale