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 Era Rhinestone Statement Earrings
You'll be in your glitzy era with these gorgeous rhinestone statement earrings! They feature a small diamond-shaped rhinestone outlined with mini rhinestones connected to a large diamond-shaped design of rhinestone embellishments. Style with a floor-sweeping formal dress for your next black-tie affair.
Fit & Features
- Small diamond-shaped rhinestone, outlined with mini rhinestones
- Large diamond-shaped design, rhinestone embellishments
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1490
Category Name: Night Out
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night Slays Velvet Mesh Mini Skirt
Slay your night out look with this mini skirt featuring a high-rise waist, bodycon silhouette, and a velvet burnout line pattern on mesh fabric with a knit lining. Style with a turtleneck bodysuit and heels to complete the look.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Velvet burnout line pattern
- Mesh fabric, knit lining
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0778
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Babe Walking Platform Block Heels
Walk that walk babe in these platform block heels! They feature an on-trend square toe, thin toe, and ankle strap with buckle closure, composed of shiny patent faux leather material. Complete the look in a marabou trim dress for a night out!
Fit & Features
- Square toe
- Platform sole
- Block heel
- Thin toe and ankle strap, buckle closure
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-4123
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Fab Satin Ruched Mini Dress
You'll be feeling fab in this satin mini dress for the perfect club look! It features a sleeveless sweetheart neck with a twisted padded bust and keyhole accent, adjustable spaghetti straps, side, and back ruched seams to accentuate your curves, and a bodycon silhouette. Style with sassy platform heels.
Fit & Features
- Sleeveless sweetheart neck
- Twisted, padded bust with keyhole accent
- Adjustable spaghetti straps
- Side and back ruched seams, back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Lined satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4819
Category Name: Night Out
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glamorous Radiance Rhinestone Necklace And Earrings Set
Showcase glamorous radiance in this chic jewelry set! It features a three-row layered collar necklace with dainty rhinestone embellishments and matching rhinestone short duster earrings. Style this set with a satin formal dress and a sleek clutch.
Fit & Features
- Necklace and earrings set
- Three-row layered collar necklace
- Short duster earrings
- Rhinestone embellishments
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1396
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Divine Shine Bejeweled Stud Earrings
So divine with high shine! Adorn your ears with these bejeweled stud earrings featuring leaf-shaped clustered rhinestones and a post-back closure. Complete the look with glam stiletto heels for your next dressy evening out!
Fit & Features
- Bejeweled rhinestones
- Leaf-shaped cluster design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1491
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Allure Them All Cutout Bodycon Mini Dress
You'll entice everyone in the room with your stylish allure in this sultry bodycon mini dress! It features a sleeveless plunging V-neckline, spaghetti straps with a cross-front design, bold cutouts at the waist, and a mini-length hem with a curve-hugging silhouette. The smooth lined knit fabric offers plenty of stretch. Complete your going-out look with clear heels.
Fit & Features
- Sleeveless deep V-neckline
- Spaghetti straps, cross-front design
- Dual cutouts at the waist
- Mini-length hem
- Bodycon fit
- Lined knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4816
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Strut Rhinestone Lace-Up Heels
Strut in these glamorous rhinestone heels into your dressy night! They feature an almond toe with strap, block heel, closed back, and a lace-up with tie closure. Complete the look with an embellished clutch.
Fit & Features
- Almond toe with strap
- Block heel
- Closed back
- Lace-up with tie closure
- Rhinestone embellishments
- Nubuck material, faux leather insole
- Runs true to size
Style Number/Barcode: 07401-4121
Category Name: Night Out
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Under Wraps Lace-Up Block Heels
You'll be so obsessed with these lace-up heels perf for dressing up any outfit! They feature a square toe, thong toe strap, thin block heel, and a self-tie lace-up design. Complete the look in a satin midi dress for cocktail hour!
Fit & Features
- Square toe
- Thin block heel
- Thong toe strap
- Self-tie lace-up design
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4120
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Roxanne Formal Sequin Lace-Up Midi Dress
Special Occasion
The main event will be you in the Roxanne formal dress to serve up sparkle at engagement parties, birthdays, and major events! She features a sleeveless square neck, adjustable spaghetti straps, a lace-up back design, a bodycon silhouette, and a sultry slit along the midi-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a knit lining and minimal stretch. Style with a metallic clutch.
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Lace-up back design
- Back zipper and hook-eye closure
- Bodycon silhouette, front slit, midi-length hem
- Sequin-pattern mesh fabric, knit lining, minimal stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1346
Category Name: Night Out
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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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Sleek Sophistication Satin Blazer
Show off a major sleek and sophisticated style in this woven satin blazer. It features a lapel collar, three-quarter-length sleeves with cinched detailing, shoulder pad accents, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching trouser shorts and platform heels.
Shop Matching Bottoms: Sleek Sophistication Satin Trouser Shorts
Fit & Features
- Lapel collar
- Three-quarter-length sleeves, cinched hems
- Shoulder pads
- Fitted silhouette
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1591
Category Name: Night Out
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Magnetic In Sequins Lace-Up Dress
You'll be absolutely magnetic in this sequin short dress to all who see you! It features a sleeveless square neck, spaghetti straps, a lace-up open-back, and a bodycon silhouette. Style with rhinestone stiletto heels to complete the look!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Lace-up open-back
- Bodycon silhouette
- Short-length hem
- Sequin-patterned mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2097
Category Name: Night Out
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh-So-Sweet Puff Sleeve Mini Dress
Create an oh-so-sweet look in this darling puff sleeve mini dress! It features a square neckline, short puff sleeves, an open-back design with bar straps, a mini-length hem, and a form-hugging fit for a figure-flattering silhouette. The crepe fabric offers a moderate stretch. Style with clear heels for a dinner date.
Fit & Features
- Square neckline
- Short puff sleeves, elastic cinched hems
- Open-back design, dual elasticized bar straps
- Mini-length hem
- Form-hugging fit
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2098
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chain Of Style Jelly Crossbody Bag
Change up your accessory rotation with this fresh jelly crossbody bag featuring a detachable faux leather strap, chain link top handle, quilt pattern and a foldover flap. Complete the look in a chic matching set.
Fit & Features
- Detachable faux leather strap
- Chain link top handle
- Foldover flap
- Quilt pattern
- Jelly material
Style Number/Barcode: 07203-1125
Category Name: Night Out
Price: $8.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flawless Look One Shoulder Midi Dress
Covet a flawless look in this one-shoulder midi dress featuring a single tank-style strap with a cutout accent and a bodycon silhouette. Complete the look in strappy stiletto mules.
Fit & Features
- Sleeveless one-shoulder neckline
- Single tank-style strap
- Cutout accent
- Bodycon silhouette
- Midi-length hem
- Double-lined slinky knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-2096
Category Name: Night Out
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Jillian Sequin Cutout Party Dress
Special Occasion
Fun, flirty, and fab! Show up to the party in the Jillian sequin dress designed in a sleeveless sweetheart neckline with adjustable spaghetti straps to customize the fit, a padded bust, and a front and back cutout leading to the bodycon short-length hem. The formal dress is composed of a sequin woven fabric with a knit lining and no stretch. Complete your dressy look in a ring set and heels.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Padded bust, bra optional
- Front and back cutouts
- Bodycon, short-length hem
- Sequin woven, knit lining, no stretch
- Fits true to size
Style Number/Barcode: 05001-1349
Category Name: Night Out
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All An Illusion Mesh Stripe Jumpsuit
This sleeveless jumpsuit is the real stylish deal! It features a square neck, spaghetti straps, a mesh striped bodice, and a straight-leg silhouette. Complete your sultry look with a statement choker for cocktail hour!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Mesh striped bodice
- Straight-leg silhouette
- Smooth knit fabric
- Runs true to size
Style Number/Barcode: 06502-2236
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Best Of Times Scoop Neck Midi Dress
Have the best of times with the girls in this sleek and sultry midi dress you'll love dressing up! It features a sleeveless scoop neck with spaghetti straps and a bodycon silhouette composed of double-lined slinky knit fabric. Complete the look in a chic jacket and heels.
Fit & Features
- Sleeveless scoop neck
- Spaghetti straps
- Bodycon silhouette
- Midi-length hem
- Double-lined slinky knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2100
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Midnight Vibes Satin Bodycon Mini Dress
Show off a sultry vibe as you dance past midnight in this sleek satin bodycon mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, a hip-hugging fit, and a mini-length hem. The satin-knit fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Open back, cross-back lace-up straps, tie closure
- High waist seam
- Bodycon silhouette
- Mini-length hem
- Satin-knit fabric, lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4805
Category Name: Night Out
Price: $5.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Sophistication Satin Trouser Shorts
Show off a major sleek and sophisticated style in these woven satin trouser shorts. They feature a high-rise waist, a back zipper closure, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching blazer and platform heels.
Shop Matching Blazer: Sleek Sophistication Satin Blazer
Fit & Features
- High-rise waist
- Hidden back zipper closure
- Fitted silhouette
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0293
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Light Up The Night Rhinestone Fishnet Top
Light up the night in this fabulously festive fishnet top! It features a crew neckline, short sleeves with a trendy marabou feather trim, all-over mini rhinestone embellishments with a stunning iridescent hue, and a fitted cropped hem. Style this sheer top over a bralette with faux leather pants for your next party.
Fit & Features
- Crew neckline
- Short sleeves, marabou feather trim
- Mini iridescent rhinestones
- Fitted cropped hem
- Sheer fishnet fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4663
Category Name: Night Out
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flaunt It Ruche High Rise Mini Skirt
If ya got it, flaunt it! Showcase your fab figure in this mini skirt featuring a high-rise waist, bodycon silhouette, and all-over ruched seams that accentuate your curves. Complete the look with a matching top.
Shop The Matching Top: Flaunt It Ruche Crop Tank Top
Fit & Features
- High-rise waist
- All-over ruched seams
- Bodycon silhouette
- Mini-length hem
- Double-lined knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0776
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flaunt It Ruche Crop Tank Top
If ya got it, flaunt it! Showcase your fab figure in this crop top featuring a sleeveless square neck, spaghetti straps, and all-over ruched seams that accentuate your curves. Complete the look with matching bottoms.
Shop The Matching Bottoms: Flaunt It Ruche High Rise Mini Skirt
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- All-over ruched seams
- Cropped hem
- Double-lined knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4661
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale