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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Lace Up Glamour Stiletto Boots
Girl, it's time to make a statement! These boots are composed of a faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.
Fit & Features
- Over-the-knee fit
- Pointed toe
- Lace-up back
- Faux suede material
- Zipper closure
Style Number/Barcode: 07402-0235
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitter And Glam Mini Skirt
Elevate your glam status in this sexy glitter knit mini skirt! It features a high rise elastic banded waist with a short, form-hugging fit and a side slit. Style this mini skirt with the matching top and a rhinestone necklace for a girl's night out.
Shop Matching Top: Glitter And Glam Cropped Tube Top
Fit & Features
- High rise elastic banded waist
- Mini length
- Form-fitting style
- Side slit
- Glitter knit fabric
- Plenty of stretch
Style Number/Barcode: 06501-0368
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty In Paisley Mesh Crop Top
Keep it pretty in a trendy crop top that is perf for making a stylish statement. The crop top features a paisley print, a crew neckline, long sleeves, and a cropped hem. The top is composed of a sheer unlined mesh fabric that offers a form hugging fit with slight stretch. Complete look with adhesive pasties.
Fit & Features
- Crew neckline
- Long sleeves
- Paisley print
- Cropped hem
- Unlined mesh fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3168
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Stunning One Shoulder Cutout Bodysuit
Keep it sleek with a bodysuit that commands attention with stunning details! The bodysuit features a one-shoulder neckline with long sleeves, an asymmetrical side cutout, and a dual-snap button closure. Complete look with high waist jeans.
Fit & Features
- One-shoulder neckline
- Long sleeve
- Asymmetrical side cutout
- Thong bottom, dual-snap button closure
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3489
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce And Stunning Chiffon Snake Romper
Channel a fierce look with a romper that nails those chic vibes! The romper features a snake print, a plunging V-neckline with snap button closure, long sleeves with elastic cuff, a tie-waist belt with belt loops, and wide-leg cheeky shorts. The romper is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a lariat necklace.
Fit & Features
- Snake print
- Wrap V-neckline with snap button closure
- Long sleeves, elastic cuff
- Tie-waist belt with belt loops
- Wide leg shorts
- Lined chiffon fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06403-0178
Category Name: Night Out
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Timelessly Classic Faux Wool Trench Coat
Keep it timelessly chic with a trench coat that layers over your sophisticated outfits. The trench features a collared neckline with lapels, long sleeves, a double-breasted button closure, hidden front pockets, and a longline hem. The coat is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots.
Fit & Features
- Collared neckline with lapels
- Long sleeves
- Double-breast button closure
- Hidden front pockets
- Longline hem
- Lined faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0252
Category Name: Night Out
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Sided Linen Ruched Crop Top
Bare your shoulders in this linen crop top perfect for effortless summer styling! It features a sleeveless, one-shoulder strap neckline, a front keyhole accent, and a ruched bodice with a side zipper closure. Complete the look in flared denim jeans.
Fit & Features
- Sleeveless, one-shoulder strap neckline
- Front keyhole accent
- Ruched bodice
- Side zipper closure
- Cropped hem
- Linen lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06003-1759
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rhinestone Glamour Lariat Necklace Set
This glam rhinestone lariat necklace set will definitely accessorize that plunging neckline of your fave dress. It features a rhinestone choker and a lariat necklace that pair together for the perfect finishing touch. A must-have for your next night out look! Pair with a bodycon and heels for the perfect date night outfit!
Fit & Features
- Two necklaces included
- Dainty rhinestone choker necklace
- Dainty rhinestone lariat necklace with two cascading lariats
- Adjustable lobster clasp closures
Style Number/Barcode: 07002-1226
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ultra Femme Vibes Flocked Floral Lace Trim Crop Top
Get a sweet-sultry vibe from this flocked floral crop top with a lace trim neckline and center split that flaunts your figure!
Fit & Features
- Flocked floral velvet pattern
- Mesh fabric, bust knit lining
- Sheer fitted long sleeves
- Lace trim V-neckline
- Center split
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5625
Category Name: Night Out
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle Toes Rhinestone Mules
Sparkle down to your toes in these dressy stiletto mules designed with an on-trend, square toe, PVC strap with rhinestone mesh and a twist accent, and a faux leather footbed. Complete your formal look in a party dress.
Fit & Features
- Square toe
- Stiletto heel
- PVC strap, rhinestone mesh, twist accent
- Faux leather footbed
- Runs true to size
Style Number/Barcode: 07401-4078
Category Name: Night Out
Price: $15.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night-Out Energy Faux Leather Wrap Skort
This sleek faux leather wrap skort gives off major night-out energy! It features a high-rise elasticized waist, a dual wrap-front design, fitted shorts, and an all-around form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style with a cropped blouse and strappy heels.
Fit & Features
- High-rise elasticized waist
- Dual wrap-front design
- Fitted shorts
- Form-hugging fit
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1067
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Party Mood Rhinestone Sheer Fishnet Mini Skirt
This sexy sparkly and sheer rhinestone fishnet mini skirt will definitely put you in a party mood! It features a high-rise elasticized waist, a mini-length knit lining, a longer sheer fishnet overlay, and a form-hugging fit. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with a crop top and platform heels!
Fit & Features
- High-rise elasticized waist
- Mini-length knit lining
- Longer sheer fishnet overlay
- Form-hugging fit
- Sheer fishnet fabric, minimal stretch
- All-over rhinestone embellishments
- Runs true to size
Style Number/Barcode: 06501-0855
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam In Motion Velvet Rhinestone Halter Jumpsuit
Fit & Features
- Velvet lined fabrication
- Plunging halter neckline
- Open back, zipper and hook-eye closure
- Mini rhinestones
- Straight leg fit, flared hem
- Runs true to size
Style Number/Barcode: 06502-2549
Category Name: Night Out
Price: $6.97 $72.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Endless Shine Rhinestone Stiletto Heels
Hit the scene in these rhinestone stiletto heels. With a multi-strap design and luxe cushioned insole, these beauties will have you strutting with confidence and sparkle.
Fit & Features
- Stiletto heel
- Silver and Gold heels composed of metallic faux leather
- Black heel composed of faux microsuede
- Open pointed toe
- Multi-strap design
- Rhinestones
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5139
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Smooth Talker Satin Tie-Front Top
Let this satin top do the talking! Step out in this silky satin crop top featuring long bell sleeves, a collared v-neckline, and tie-front closure. Complete the look in sleek faux leather pants.
Fit & Features
- Long bell sleeves
- Collared v-neckline
- Tie-front closure
- Cropped hem
- Silky satin fabric
- Fits true to size
Style Number/Barcode: 06204-1430
Category Name: Night Out
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Stunning Rhinestone Stiletto Heels
Create a simply stunning ensemble in these metallic stiletto heels featuring a sleek square toe, a trio of rhinestone embellished straps, and a side buckle closure. Complete the look with a glitter clutch purse for your semi-formal or special occasion!
Fit & Features
- Square toe
- Trio of rhinestone embellished straps
- Side buckle closure
- Stiletto heel
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4144
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Loving the Limelight Crepe Dress
Love the limelight? Attract all the attention in this crepe mini dress featuring a sleeveless, scoop neck, spaghetti straps, princess seams along the bodycon silhouette, and a flirty ruffled hem. Complete your dressy look in fringe earrings and heels.
Fit & Features
- Sleeveless, scoop neck
- Spaghetti straps
- Princess seams, bodycon silhouette
- Ruffled mini-length hem
- Crepe fabric, knit lining, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1823
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meshing You Heat Stone Crop Top
Don't miss out on this hot gem! The sheer top has a wide neckline paired with short sleeves and cropped fit. The garment is composed of a diamond pattern, mesh that features a colorful, heat stone detail throughout.
Style Number/Barcode: 06003-9526
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crocheted With Love Off Shoulder Dress
This dress is all about the loving things! So show some love with its endearing off shoulder neckline, long fitted sleeves, and a short bodycon fit. The dress is composed of a fully lined, crochet fabric that offers a moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0104
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slinky Cowl Neck Top
Slip on this slinky cowl neck top for a chic look! It features long fitted sleeves and a mid-length hem. Top is composed of a stretchy knit fabric offering a form-fitting style.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1889
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Uma Heat-Stone Midi Dress
Special Occasion
Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0196
Category Name: Night Out
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Patent Faux Leather Mini Skirt
Sleek and sexy, this patent faux leather mini is a major find. It features a high rise waist, a back zipper closure, and a short, curve hugging fit. The faux leather fabric offers moderate stretch.Style Number/Barcode: 06401-0101
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Patent PU Skinny Pants
Patent faux leather is what its all about this season! These skinny pants will definitely give you a stylish edge.
Fit & Features
- High rise waist
- Belt loops
- Front button | Hidden zipper closure
- Faux front pockets | Two back pockets
- Tapered skinny pant legs
- Patent PU fabric
- Minimal stretch
Style Number/Barcode: 06402-0092
Category Name: Night Out
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Show Stopper Heat Stone Dress
Bring on the spotlight with this shimmering sheer dress!
Fit & Features
- V-Neckline
- Adjustable Spaghetti Straps
- High Center Slit
- Heat Stones | Iridescent Finish
- Sheer Unlined Mesh
- Relaxed Fit
- Minimal Stretch
Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0476
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free