Night Out
Plans after dark call for outfits that know how to show up. This edit of going out outfits is built for rooftop bars, concerts, birthday celebrations, and spontaneous nights that start with one drink and end somewhere unexpected. Expect curve-hugging mini dresses, statement separates, and matching sets designed to mix, match, and move with you. Cowl necklines, strapless tops, and halter silhouettes bring just the right amount of edge, while sparkly crop tops and bustiers pair effortlessly with faux leather minis or relaxed cargo pants. Finish the look with a sleek moto jacket or bomber — because a good night out always deserves a great outfit.
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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.
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Flawless Stud Faux Leather Mini Skort
You'll be feeling and looking flawless in this faux leather skort! It features a flattering high-rise waist, a front skirt overlay with grommet stud trim, a form-hugging fit, and a short lining. The smooth faux leather fabric has no stretch. Complete the look in a basic bodysuit for an edgy concert outfit or date night!
Fit & Features
- High-rise waist
- Side zipper, hook and eye closure
- Front skirt overlay, grommet stud trim
- Form-hugging fit
- Short lining
- Faux leather fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0591
Category Name: Night Out
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Worth It Faux Leather Mini Skort
Babe, this faux leather mini skort is totally worth it! Featuring a sleek mid-rise waist, a front skirt overlay with a ruched seam, a bodycon silhouette, and shorts lining. Style with a corset top and heels to complete the look for a night out!
Fit & Features
- Mid-rise waist
- Back zipper and hook-eye closure
- Front skirt overlay, ruched seam
- Bodycon silhouette
- Mini-length, shorts lining
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0324
Category Name: Night Out
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge: -
Bring The Glamour Rhinestone Hot Shorts
Bring the glamour to your night-out look with these flashy and fabulous rhinestone hot shorts! They feature a high-rise waist with a back zipper closure, all-over mini rhinestone studded embellishments, and a cheeky, form-hugging fit. The woven fabric offers a moderate stretch. Complete your 'fit with a bustier top and mules!
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- All-over mini rhinestone studded embellishments
- Cheeky, form-hugging fit
- Woven fabric, knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0351
Category Name: Night Out
Price: $3.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dare To Dazzle Ponte Rhinestone Fringe Skort
Dare to dazzle in this ponte skort from dusk to dawn! It features a flattering high-rise elasticized waist, a front-side rhinestone fringe trim along a split design, and a short form-hugging fit. Complete the look in a bustier bodysuit for a night on the town!
Fit & Features
- High-rise elasticized waist
- Front side rhinestone fringe trim, split design
- Short form-hugging fit
- Front skirt overlay, shorts lining
- Ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06503-1072
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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After Hours Glow Metallic Strapless Bodysuit
Be that IT girl glowing after hours in this metallic bodysuit for a hit night out! It features a strapless neckline with a wired V-notch, flexible boning inserts, and a sheer mesh thong bottom with snap-button closures. Complete the look with a chic mini skort and heels.
Fit & Features
- Strapless neckline, wired V-notch
- Non-slip grip lining
- Hidden side zipper and hook-eye closure
- Flexible boning inserts
- Sheer mesh thong bottom, dual snap-button closures
- Metallic knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4897
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Starstruck Shine Glitter Mesh Mini Dress
Leave everyone starstruck in this glitter mini dress! It features a one-shoulder neckline, fitted long sleeve, sheer mesh waist trim, bodycon silhouette, and a flirty front slit and mini-length hem on glitter crepe knit fabric that brings the shimmer. Complete the look in statement earrings.
Fit & Features
- One-shoulder neckline
- Fitted long sleeves
- Sheer mesh waist trim
- Bodycon silhouette, front slit
- Mini-length hem
- Glitter crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5115
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hit The Town Faux Suede Lace-Up Halter Top
Hit the town with the girls in this faux suede crop top perfect for pairing with all of your favorite bottoms! It features a sleeveless halter neckline, a front lace-up placket, and a fitted crop hem. Complete the look in women's best-selling bottoms.
Fit & Features
- Sleeveless halter neckline
- Front lace-up placket
- Partial open back
- Fitted crop hem
- Faux suede fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4900
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Nothing But Sparkles Velvet Glitter Short Dress
Bring nothing but sparkles to the night in this velvet glitter dress for celebrations! It features an off-the-shoulder V-neckline, sleek bungee spaghetti straps, short-sleeve cuffs, and a flirty skater short-length silhouette. Complete the look with statement earrings and heels.
Fit & Features
- Off-the-shoulder V-neckline
- Bungee spaghetti straps, short-sleeve cuffs
- Skater silhouette
- Short-length hem
- Glitter velvet knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2560
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Alert Floral Velvet Burnout Midi Skirt
Major chic alert! This floral velvet burnout midi skirt is a sultry pick for date night. It features a high-rise elasticized waist, a midi-length hem with a high side slit to showcase some leg, and a form-hugging fit. The lined mesh fabric features an all-over floral flocked velvet burnout pattern. Style with the matching corset top!
Shop Matching Top: Chic Alert Floral Velvet Burnout Corset Top
Fit & Features
- High-rise elasticized waist
- Midi-length hem, high side slit
- Form-hugging silhouette
- Floral flocked velvet burnout pattern
- Sheer mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0867
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute As Can Be Wrap V-Waist Mini Skirt
Look cute as can be in this mini skirt perfect for everyday styling! The skirt features a mid V-cut wrap waist, a bodycon silhouette, and a fitted hem on twill-like woven fabric with minimal stretch. Complete the look in a crop top and heels.
Fit & Features
- V-cut wrap mid rise waist
- Bodycon silhouette
- Mini-length fitted hem
- Twill-style woven fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0587
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Raquel Formal Rhinestone Velvet Mini Dress
Special Occasion
The Raquel formal rhinestone velvet mini dress will showcase elite glamour at your next fancy affair! She features a sweetheart neckline, long fitted sleeves, dual high waist seams, a chic faux wrap-front design with a mini-length hem, a bodycon silhouette, and all-over iridescent round rhinestones in vertical and horizontal embellished patterns for a gorgeous multi-hue sparkle. The luxe velvet fabric has a moderate stretch. Complete your look in this mini dress with metallic heels.
Fit & Features
- Sweetheart neckline, long fitted sleeves
- Square back design, zipper, hook and eye closure
- Dual high waist seams, faux wrap-front design, mini-length hem, bodycon fit
- Iridescent round rhinestones, vertical and horizontal embellished patterns
- Velvet fabric, knit lining at the bust, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05001-1877
Category Name: Night Out
Price: $9.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Time For Glitz Rhinestone Stiletto Heels
It's time for the glitz and glamour at your next fancy affair with these sleek stiletto heels. They feature an open square toe with dual thin straps, thin adjustable ankle and heel straps, mini rhinestone embellishments on the straps for some sparkle, and a tall stiletto heel. The heels are composed of a patent faux leather material with a subtle cushioned insole. Style with rhinestone fringe earrings.
Fit & Features
- Open square-shaped toe
- Dual thin straps
- Thin adjustable ankle strap, buckle detail, heel strap
- Mini rhinestone embellishments
- Open back, stiletto heel
- Patent faux leather material, subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4440
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitz And Gleam Sequin Fringe Mini Dress
Glitz and gleam and radiate your beauty in this gorgeous sequin fringe mini dress to make a dazzling impression. It features an asymmetric one-shoulder neckline with a long fitted sleeve, a mini-length hem, a bodycon silhouette to flaunt your figure, and an all-over cascading sequin fringe embroidered design that will move with you on the dance floor. Style with metallic heels for homecoming!
Fit & Features
- Asymmetric one-shoulder neckline
- Single long fitted sleeve
- Mini-length hem
- Bodycon silhouette
- All-over sequin fringe embroidery
- Knit fabric
- Runs true to size
Style Number/Barcode: 05103-5113
Category Name: Night Out
Price: $9.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take The Night By Glitter Strappy Mini Dress
Take the night by glitter in this sparkling mini dress perfect for a shimmering night out! Featuring a sleeveless square neckline, bungee spaghetti straps, an open strappy back, and a flattering bodycon silhouette and mini-length hem. Complete the look in chic block heels.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Open strappy back
- Bodycon silhouette, mini-length hem
- Glitter fabric, bust lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5112
Category Name: Night Out
Price: $5.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Catching Glances Necklace And Earrings Set
Catch all the glances in this elevated glam necklace and earrings set. It features a short chunky chain-link necklace with a hammered textured design and round stud earrings. Style this set with a basic tee and high-rise jeans.
Fit & Features
- Necklace and earrings set
- Short chunky chain-link necklace
- Hammered textured design, lobster clasp closure
- Round stud earrings, post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1523
Category Name: Night Out
Price: $1.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Flair Multi-Colored Strappy Stiletto Heels
Show off a stylish flair in these party-ready strappy stiletto heels! They feature an open square toe, a thin asymmetric strappy design with multi-colored hues, an adjustable ankle strap, and a tall stiletto heel. Pair these showstopping heels with a little black dress.
Fit & Features
- Open square-shaped toe
- Thin asymmetric strappy design, multi-colored hues
- Adjustable ankle strap, buckle detail
- Open back
- Tall stiletto heel
- Faux leather material, subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4437
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oo La La Faux Leather Caged Stiletto Heels
Everyone will be saying Oo lala when you're seen in these faux leather stiletto heels made to stun! They feature a sleek square toe, three thin foot straps one with an adjustable buckle closure, and a wrap-style ankle strap with dual adjustable buckle closures. Complete the look in chandelier earrings for a dressy dinner with the girls!
Fit & Features
- Sleek square toe
- Thin foot straps, one with adjustable buckle closure
- Stiletto heel
- Wrap-style ankle strap, dual adjustable buckle closures
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4436
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shining Star Glitter Platform Block Heels
Strut like a star in these shining glitter mesh heels perfect for birthdays or dressy occasions! They feature a square toe, a thin toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a block heel. Complete the look with a fab party dress.
Fit & Features
- Square toe
- Thin toe strap
- Chunky platform sole
- Block heel
- Adjustable ankle strap, buckle closure
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4439
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gorgeous Glam Look Gemstone Chandelier Earrings
Create a gorgeous glam look with these gemstone chandelier earrings that will give off a regal vibe! They feature a teardrop-shaped gemstone post connected to an intricate chandelier hanging design of round gemstones, mini gemstones, and a large center teardrop gemstone. Style with an envelope clutch.
Fit & Features
- Teardrop-shaped gemstone post
- Chandelier hanging design
- Round gemstones, mini gemstones
- Large center teardrop gemstone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1633
Category Name: Night Out
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Layered In Glamour Rhinestone Body Chain
Style up this gorgeous rhinestone body chain and you'll be layered in chic glamour! It features cascading rows of thin chains with dainty rhinestone embellishments for a stunning sparkle. Includes back adjustable chains with a hook and eye closure for a secure fit. Style over a lacy bralette for a festival look, or over a bodycon dress for a night out at the club.
Fit & Features
- Layered design
- Rows of thin chains
- Mini rhinestones
- Back adjustable chains, lobster clasp closure
Style Number/Barcode: 07002-1522
Category Name: Night Out
Price: $18.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Count On Cute Caged Block Heels
You can count on serving cute vibes in these faux leather block heels featuring a square toe, wide caged strap design, and an adjustable ankle strap with buckle closure. Style with a wide-leg jumpsuit and purse for a family party!
Fit & Features
- Square toe
- Wide caged strap design
- Block heel
- Adjustable ankle strap, buckle closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4434
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Amp The Drama Metallic Platform Wedges
The perfect platform wedges to amp up the drama for your look! They feature a square toe, wide toe strap, a platform sole, and a wide ankle strap with adjustable buckle closure on metallic faux leather material. Style with an envelope clutch for a bachelorette!
Fit & Features
- Square toe
- Wide toe strap
- Platform sole, wide ankle strap
- Adjustable buckle closure
- Metallic faux leather material
- Runs true to size
Style Number/Barcode: 07406-0336
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strapped Stunner Lace-Up Stiletto Heels
Step out to stun in these faux leather stiletto heels on a summer night out! They feature an on-trend pointed-toe, a thin single-toe loop strap, three thin foot straps, lace-up ankle straps, and a slightly cushioned footbed. Complete the look in a sassy satin mini dress.
Fit & Features
- Pointed-toe
- Thing single toe loop strap
- Three thin foot straps
- Lace-up ankle straps
- Slightly cushioned footbed
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4429
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mirrored Effect Rhinestone Metallic Heels
You'll totally admire your glam strut in these metallic block heels perfect for semi-formal and special occasions! They feature an almond toe, a rhinestone embellished toe strap, a closed ankle, adjustable ankle strap with buckle closure.
Fit & Features
- Almond toe
- Rhinestone embellished toe strap
- Closed ankle
- Adjustable ankle strap with buckle closure
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4435
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
