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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Glitzy Sparkle Rhinestone Fringe Mini Dress
This rhinestone fringe mini dress will bring the glitz and glamour to your girl's night out! It features a sleeveless V-neckline with a surplice design, adjustable spaghetti straps, a mini-length asymmetric hem with a sparkly rhinestone fringe trim at the side, and a curve-hugging bodycon silhouette. The crepe fabric offers a moderate stretch. Style this sexy mini dress with clear heels.
Fit & Features
- Sleeveless V-neckline, surplice design
- Adjustable spaghetti straps
- High waist seam, back zipper, hook and eye closure
- Mini-length asymmetric hem, rhinestone fringe trim
- Bodycon silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4810
Category Name: Night Out
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly On Point Pearl Clear Stiletto Heels
These chic embellished clear heels are perfectly on point! They feature a closed pointed toe, a closed back, all-over faux pearl embellishments on the clear PVC material, and a tall clear lucite stiletto heel. Style with rhinestone statement earrings for a total glam moment.
Fit & Features
- Closed pointed toe
- Closed back
- Faux pearl embellishments, clear PVC material
- Clear lucite stiletto heel
- Faux leather insole
- Runs true to size
Style Number/Barcode: 07401-4281
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soirees In Satin Hook-Eye Corset
You'll need this satin corset to keep up with all of your social soirees! It features a strapless neckline, front hidden hook and eye closures, flexible boning inserts, and a curved crop hem. Style with sleek faux leather pants to complete the look.
Fit & Features
- Strapless neckline
- Front hidden hook and eye closures
- Flexible boning inserts
- Curved crop hem
- Lined satin fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4613
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Over The Knee Stiletto Boots
Lace-up in boots that bring the drama to all your fall outfits. The boots feature a stunning over the knee fit, a lace-up front to provide a customized fit, a platform, and a sleek stiletto heel. Pair your boots with a ribbed mini dress and sleek hoops.
Fit & Features
- Over the knee fit
- Lace-up front with small grommets
- Round toe
- Platform
- Inner zipper closure
- Stiletto heel
- Faux suede material
Style Number/Barcode: 07402-0200
Category Name: Night Out
Price: $12.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keepin' Knit On-Trend Mini Sweater Dress
Keep your summer look stylish and on-trend with this adorable mini sweater dress! It features a sleeveless crew neckline, tank shoulder straps, a chic lower back cutout with a tie accent, and a short, curve-hugging silhouette. Complete the outfit with cute mules.
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Lower back cutout, tie detail
- Mini-length, form-hugging fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1146
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party Starter Satin Mini Dress
Get the party started in this sleek satin mini dress! It features a sleeveless sweetheart neckline with a structured and padded bust, thin shoulder straps, a high waist seam, ruching down the sides and back, and a short, curve-hugging silhouette. Style with strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline
- Structured and padded bust, ruched detailing
- Thin shoulder straps
- Back zipper, hook and eye closure
- High waist seam, ruching down the side seams and down the back
- Mini-length hem, bodycon silhouette
- Smooth satin knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1636
Category Name: Night Out
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Experince Rhinestone Fringe Crop Top
Experience the glamour of this rhinestone fringe crop top! It features a crew neckline, fitted long sleeves, a back zipper and hook-eye closure, and a cropped hem with dazzling rhinestone fringe on stretchy rib knit fabric. Complete the look in faux leather shorts for a glamorous night out!
Fit & Features
- Fitted long sleeves
- Crew neckline
- Back zipper and hook-eye closure
- Cropped hem, rhinestone fringe
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06002-1701
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruched Hour Mini Dress
This fiery number is calling your name. You'll be stopping traffic in this one!
Fits & Features
- Dual Shoulder Straps
- Square Neckline
- Ruched Drawstring
- Form Hugging Fit
- Moderate Stretch
- Fully Lined
Style Number/Barcode: 05102-0433
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feeling Extra Faux Fur Stiletto Heel
Channel your inner diva in stilettos that are bold and command attention! The heels feature a faux fur ankle strap, an open almond toe, a faux fur strap over the toe, and a sleek stiletto heel. Complete your so extra look with a mesh crop top and a midi skirt.
Fit & Features
- Zippered back
- Faux fur ankle strap
- Open almond toe
- Faux fur strap over the toe
- Stiletto heel
Please be advised that these heels run 1/2 a size too small.
Style Number/Barcode: 07401-2403
Category Name: Night Out
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Casual Distressed Boyfriend Jeans
These classic casual boyfriend jeans are the perfect pair of everyday denim. They feature a high-rise waist, distressed detailing with trendy slits at the knees, and a relaxed fit. The denim fabric offers a rigid fit with no stretch. Style these jeans with a cute flannel and combat boots.
Fit & Features
- High-rise waist
- Boyfriend leg
- Distressed accents, knee slits
- Traditional five-pocket and belt loop design
- Single front button and hidden zipper closure
- Non-stretch denim fabric
- Fits true to size
Style Number/Barcode: 06602-0329
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Candle Lit Dinner Velvet Floral Dress
This velvet floral min dress will look stunning for your next dinner date! It features long sleeves, a v-neck, bodycon silhouette, mini-length, and a front drawstring for a customizable fit. Complete the look in lace-up heels.
Fit & Features
- Long sleeves, v-neck
- Bodycon silhouette
- Front drawstring, back zipper closure
- Mini-length hem
- Flocked velvet floral pattern
- Mesh fabric, knit lining, minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1841
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz and Glitter Open Back Mini Dress
Bring the glamour in this bold open back dress! The mini dress features a sleeveless square neckline, sleek spaghetti straps, and a bold open back with a sleek strappy back design. The dress is composed of a glitter knit fabric that offers a form hugging fit. Complete look with rhinestone heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back with lattice strap design
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 05103-3745
Category Name: Night Out
Price: $6.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Butterflies and Brunch Kitten Heels
These heels said “rom-com crush” and meant it. The dainty straps and dreamy shape make them perfect for twirling through plans, petals, and pretty much anything pastel.
Fit & Features
- Stiletto kitten heel
- Square toe
- Strappy design with a buckle accent
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000494
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daring Diva Faux Leather Booties
Showcase your diva-style with booties that slay, babe! The booties feature a mid-calf length, an inner zipper closure, a pointed toe, and a block heel. The booties are composed of a faux patent leather material. Complete look with a bustier and a mini skirt.
Fit & Features
- Mid-calf fit
- Inner zipper closure
- Pointy toe
- Block heel
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07403-1349
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Key To Glam Halter Top
Unlock a glam look with a halter top that serves up major style! The top features a halter neck, adjustable neck tie, keyhole, and a cropped hem. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist mini skirt.
Fit & Features
- Halter neck
- Adjustable neck tie
- Cropped hem
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3687
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready To Strut Bodycon Mini Dress
Get ready to strut in this simple yet stunning mini dress! It features a sleeveless V-neckline with a knot-front design, a center keyhole cutout under the bust, spaghetti straps, and a short, curve-hugging, bodycon silhouette. Style with rhinestone hoops and clear heels.
Fit & Features
- Sleeveless V-neckline, knot-front design
- Center keyhole cutout under the bust
- Spaghetti straps
- High waist seam
- Mini-length hem, fitted bodycon silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4445
Category Name: Night Out
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kiabeth Off Shoulder Midi Dress
Special Occasion
Show those shoulders in our elegant Kiabeth midi dress!
Fits & Features
- Fold Over, Off Shoulder Neckline
- Short And Straight Off Shoulder Sleeves
- Fitted Bodice With Vertical Seams
- High Waist Skirt
- Mid-length Hem That Hits Mid Calf
- Crepe Fabric
- Moderate Stretch, Form Hugging Fit
Mauve: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Royal: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0290
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glinda Formal Sequin Party Dress
Special Occasion
Glinda brings irresistible sparkle to the prom! She features a sleeveless, cowl neck with adjustable spaghetti straps that shape the x-back detail. Flaunt your figure in her bodycon mini-length hem perfect for all-night dancing. The party dress is composed of sequin-knit lined fabric with minimal stretch. Complete your prom look in sultry caged heels.
Fit & Features
- Sleeveless, cowl neckline, adjustable spaghetti straps
- Adhesive bra recommended
- X-back detail
- Bodycon silhouette
- Mini-length hem
- Sequin-knit lined fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05001-0958
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Beginning Glitter Ruffle Mini Dress
Have the sweetest party style in this glitter mini dress perfect for dressy celebrations or cocktail soirees! Featuring a strapless neckline, side ruched seams to accentuate your curves, a flattering bodycon silhouette, and a ruffled mini-length hem with a cascading side ruffle. Complete the look in rhinestone heels and earrings!
Fit & Features
- Strapless neckline
- Side ruched seams, bodycon silhouette
- Ruffled mini-length hem
- Cascading side ruffle
- Glitter mesh fabric, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2727
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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It's A Date Crepe Mini Skirt
Whether you are on a date with ur girls or celebrating a special night with bae, the cuutest 'fit option is obviously a matching set! Don't forget to pick up the matching top and u are ready to go babe!
Shop Matching Top: It's A Date Crepe Crop Top
Fit & Features
- High waist skirt
- Petal style mini hemline
- Wrap fit | Elastic waist band | Gathering at the hip
- Crepe | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0253
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High waist skirt
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Jen Heat Stone Mesh Short Dress
Special Occasion
Jen brings the drama in a glamorous display of heat and rhinestone embellishments! She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customizable fit, a bodycon silhouette, and a short-length hem. She features all-over iridescent heat stone and rhinestone embellishments for a gorgeous sparkle and layered cascading rhinestone accents that move with you as you strut in style. The formal dress is composed of a sheer mesh fabric with a knit lining and moderate stretch. Complete your dressy look in statement heels.
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Strapless or sticky bra recommended, structured underwire
- Iridescent heat and rhinestone embellishments
- Layered cascading rhinestone accents
- Hidden side zipper, hook and eye closure
- Short-length hem, fitted bodycon silhouette
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1196
Category Name: Night Out
Price: $9.97 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Frenzy Velvet Burnout Corset
Quench your craving for floral with this velvet burnout corset! It features a strapless, sweetheart neck with padding and underwire, flexible boning inserts, and a curved crop hem. Composed of a mesh-lined fabric with no stretch. Style with a fab mini skirt for a daytime outing.
Fit & Features
- Strapless, sweetheart neck
- Padded underwire cups, no bra required
- Flexible boning inserts
- Curved crop hem
- Floral velvet pattern
- Mesh-knit fabric, no stretch
- Fits true to size
Style Number/Barcode: 06003-1565
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kourt Formal Mesh Midi Dress
Special Occasion
Girl, the Kourt is here for you and your curvaceous figure! She features a sultry off-the-shoulder neckline, short-sleeve cuffs, and all-over ruching to give the appearance of an hourglass figure on her midi-length hem. The formal dress is composed of a mesh-lined knit fabric with a moderate stretch. Finish the look in glam earrings.
Fit & Features
- Sleeveless, off-the-shoulder neckline
- Adhesive bra recommended
- Short-sleeve cuffs
- All-over ruching effect
- Form-fitting, midi-length hem
- Mesh-lined knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05001-1020
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Splash Of Style Twist Mini Dress
Your summer closet could use this stylish swirl print mini dress perfect for adding in brighter hues! It features a sleeveless, v-neck atop a twisted bust, spaghetti straps, bodycon silhouette, and side ruched seams to accentuate your natural curves. Complete the look in stiletto heels for a dinner with friends.
Fit & Features
- Sleeveless, v-neck, twisted bust, spaghetti straps
- Bodycon silhouette
- Side ruched seams
- Mini-length hem
- Swirl print
- Stretchy soft knit fabric
- Fits true to size
Style Number/Barcode: 05102-4596
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale