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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Date Night Allure Side Slit Midi Dress
Give off an enticing allure on your next date night in this sleek knit midi dress! It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.
Fit & Features
- Sleeveless square neckline
- Thin tank shoulder straps
- Asymmetric midi-length hem, high side slit
- Curve-hugging fit
- Knit fabric, full lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5057
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Sultry Lace Bodysuit
This lace bodysuit will give you all the chic and sultry vibes! It features a sleeveless bodice, adjustable spaghetti straps that lead to a sheer square back, a plunging V neckline with a lace trim, a sheer lace bodice with a front lining, and a thong bottom with snap button closures. The bodysuit is composed of a sheer mesh and lace fabric that offers a form-fitting style.Style Number/Barcode: 06003-0126
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Trendy Oversized Faux Leather Blazer
Keep your fall and winter wardrobe trendy with this sleek faux leather blazer! It features a lapel collar, an open front with a single button closure, long sleeves, front pockets, and a chic oversized fit. The faux leather fabric includes a smooth lining. Style over a corset top and mini skirt.
Fit & Features
- Lapel collar
- Open front, single button closure
- Long sleeves
- Dual front pockets
- Slit accent at the back
- Faux leather fabric, smooth lining, no stretch
- Oversized fit
Style Number/Barcode: 06204-1527
Category Name: Night Out
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Waiting For Tonight Crop Top
Await the arrival of the new year in this gorgeous crop top! Pair with the matching mini skirt for a fab look.
Shop Matching Skirt: Waiting For Tonight Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Square neck and back
- Cropped
- Sequin adorned
Style Number/Barcode: 06003-0485
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched Rebel Off Shoulder Romper
Save that LBD for another night and look bomb in this romper! Add some bold earrings for a gorge finishing touch!
Fits & Features
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Off Shoulder Sweetheart Neckline & Sheer Mesh Ruched Short Sleeves
- Lattice Design At Center Front I Padded Bust
- Back Zipper WIth Hook & Eye Closure
- Fitted Shorts I Ruched Mesh Sheer Insets Along The Sides
- Crepe Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06503-0119
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off Shoulder Sweetheart Neckline & Sheer Mesh Ruched Short Sleeves
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Sleeveless Eyelet V Neck Skater Romper
Keep it chic in an eyelet romper. This summer-ready eyelet romper features a sleeveless bodice, a plunging wrap V-neckline and spaghetti straps that lead to a partially open back. The relaxed fit bodice leads to a pair of wide-leg shorts complemented with a skater overlay silhouette. The romper is composed of a lightweight woven fabric that offers a relaxed fit with a slight stretch. Complete look with sunglasses and wedges for a vacation-approved look.
Fit & Features
- Plunging v-neckline
- Spaghetti straps
- Eyelet design
- Wide-leg shorts
- Lightweight woven fabric
- Relaxed fit
- Slight stretch
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06503-0120
Category Name: Night Out
Price: $21.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fab And Chic Denim Puff Sleeve Bustier
Keep your look fab in a denim bustier that keeps you on trend, bby! The bustier features a sweetheart neckline, short puff sleeves, corset seams at the bodice, and a cropped hem. The bustier is composed of a denim fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist leggings and stilettos.
Fit & Features
- Sweetheart neckline
- Short puff sleeves
- Corset seams at the bodice, flexible boning
- Cropped hem
- Denim fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1328
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Don't Stop The Party Faux Patent Leather Block Heels
Keep the party going all night long in this pair of retro-inspired heels! They feature a faux patent leather fabrication, chunky block heel, and an open toe. Wear them with a tie-front top and high-waisted jeans lfor a throwback babe look.
Fit & Features
- Open square toe
- Faux patent leather
- Chunky block heel
- Runs true to size
Style Number/Barcode: 07401-3557
Category Name: Night Out
Price: $7.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Casual Over The Knee Boots
Keep it casual with boots that pair with your favorite casual outfits! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, and a low block heel. The boots are composed of a faux suede material. Complete look with an open-back sweater and skinny jeans.
Fit & Features
- Over the knee fit
- Tie-back accent
- Inner zipper closure
- Almond toe
- Low block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0358
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle And Glow Heatstone Crop Top
Bring the sparkle to your look with a crop top that brings major shine. The top features a plunging wrap V-neckline, long sleeves, heatstones throughout, and a cropped hem. The top is composed of a sheer unlined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist pants.
Fit & Features
- Wrap V-neckline
- Long sleeves
- Heat stones
- Cropped hem
- Unlined mesh fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3685
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Simplicity Chiffon Crop Top
Showcase a chic and simple style with this airy chiffon and crepe crop top. It features a crepe bodice with a deep V-neckline, long sheer chiffon bishop sleeves, and a cropped, form-hugging fit. Style this top with your fave high-waisted jeans.
Fit & Features
- Crepe bodice
- V-neckline, no-slip strip
- Long sheer chiffon bishop sleeves, elastic cinched hems
- Back zipper, hook and eye closure
- Cropped, form-hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1382
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Style Icon Faux Leather Block Heels
Step out like the style icon you are in these heels slay! The heels feature an open back, an open square toe, a multi-strap caged design over the toe, lace-up ties, and a block heel. The heels are composed of faux leather material. Complete look with a bodycon for a GNO.
Fit & Features
- Square toe
- Multi-strap caged design
- Lace-up ties
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3779
Category Name: Night Out
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sparks Fly V-Neck Crop Top
Sparkle and shine in this glam yet subtle crop top featuring short sleeves, a V-neck with rhinestone bar accents, and a fitted hem on rib-knit fabric. Complete the look in a sleek mini skirt for a dinner date.
Fit & Features
- Short sleeves
- V-neck
- Rhinestone bar accents
- Crop fitted hem
- Rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1342
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Metallic Shine Lace-up Stiletto Heels
Show off major shine with these fab metallic stiletto heels! They feature an open toe with an asymmetrical strappy design, thin straps that lace up around the ankle, a sleek stiletto heel, and a textured chrome finish. Style with a bodycon dress and hoop earrings.
Fit & Features
- Open almond-shaped toe
- Asymmetrical strappy design
- Thin straps, lace-up around the ankle
- Adjustable buckle detail
- Stiletto heel
- Textured chrome finish, faux leather insole
- Runs true to size
Style Number/Barcode: 07401-4034
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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See Me In Lace Scallop Bodysuit
You can be found in this lace scallop bodysuit all season long! It features a sleeveless v-neckline, adjustable spaghetti straps that cross in the back, an open back, and a thong-cut bottom with dual snap-button closures. Complete the look in a chic crop blazer.
Fit & Features
- Sleeveless v-neckline with scallop trim
- Adjustable spaghetti straps
- Open-back with cross straps
- Thong-cut bottom
- Dual snap-button closures
- Floral lace, knit lining, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4414
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Silky-Chic Satin Midi Skirt
This silky-chic satin midi skirt will elevate your looks and give off a dressier vibe! It features a high-rise waist, a midi-length hem, and a flowy A-line silhouette. The woven satin fabric showcases a gorgeous sheen. Style with a cropped sweater and strappy mules.
Fit & Features
- High-rise waist
- Hidden back zipper, hook and eye closure
- Midi-length hem
- Flowy A-line silhouette
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0518
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cocktail Hour Stiletto Pumps
These chic stiletto pumps are perfect for cocktail hour! They feature a closed-pointed toe, a thin heel strap and adjustable ankle strap with mini rhinestone embellishments, a closed back, and a stiletto heel. The faux microsuede material gives off a luxe vibe. Style with a sleek satin midi dress.
Fit & Features
- Closed-pointed toe
- Thin heel strap and adjustable ankle strap
- Mini rhinestone embellishments
- Closed back
- Stiletto heel
- Faux microsuede material, faux leather insole
- Runs true to size
Style Number/Barcode: 07401-4096
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lace Take Note Sweetheart Corset
The first time you wear this lace corset top make sure to take note of all the eyes on you! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a criss-cross back, underwire padded cups, a sheer bodice with flexible boning, and hidden hook and eye closures. Style with distressed mom jeans to complete the look!
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Criss-cross back
- Underwire padded cups
- Flexible boning, hidden hook-eye closures
- Sheer lace fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4550
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Sleek Satin Tie-Front Blouse
Keep it so sleek in a tie-front blouse that creates a stunning impression! The blouse features a collared neckline, long sleeves with a double-button cuff, a tie-front, and a cropped hem. The top is composed of a silky satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans and mules.
Fit & Features
- Collared neckline
- Long sleeves with double button cuff
- Tie-front
- Cropped hem
- Satin-like fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0793
Category Name: Night Out
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Silhouette Bodycon Mini Skirt
This smooth mini skirt is designed to flatter and elevate every look! It features a high-rise waist, bodycon silhouette, and a sleek mini-length hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching top for a chic look!
Shop Matching Top: Smooth Silhouette Crop Tube Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Double-lined, buttery knit fabric
- Seamless design
- Runs true to size
Style Number/Barcode: 06501-0847
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Streamlined Silhouette Smooth Knit Maxi Skirt
Create a chic streamlined silhouette with this smooth knit maxi skirt. It features a high-rise waist, a maxi-length hem with a high-cut back slit accent, and a curve-hugging silhouette to showcase your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this maxi-length skirt with a crop top and ankle booties for drinks with the squad.
Fit & Features
- High-rise elasticized waist
- Maxi-length hem
- High-cut back slit
- Curve-hugging fit
- Ribbed smooth knit fabric, full-length knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0899
Category Name: Night Out
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shining Bright Glitter Velvet Cutout Mini Dress
Show off your sparkling style in this glitter velvet mini dress! The short dress features a square neck, thick spaghetti straps, cutout waist with a strap, a flattering bodycon silhouette, and an asymmetrical wrap mini-length hem. Style the glitter velvet mini dress with earrings for a night out!
Fit & Features
- Sleeveless square neck, spaghetti straps
- Cutout waist with strap
- Bodycon silhouette
- Asymmetrical wrap mini-length hem
- Glitter velvet fabric, partial sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5158
Category Name: Night Out
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Majorly Chic Soft Faux Leather Shorts
Majorly chic, these soft faux leather shorts will elevate your 'fit. They feature a high-rise waist, a hidden front zipper closure, a cheeky form-hugging fit, and is composed of a buttery soft and smooth faux leather fabric. Style these shorts with a bodysuit and a moto jacket for an edgy look.
Fit & Features
- High-rise waist, back belt loops
- Hidden front zipper, hook and bar closure
- Cheeky form-hugging fit
- Soft faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0356
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Deluxe Posh Strappy Back Faux Pearl Crop Top
Exude a deluxe posh vibe in this faux pearl crop top you'll love for a girl's night! Featuring a cowl neckline, thin spaghetti straps, and a dual adjustable tie-back design, this cropped top exudes sultry charm. The faux pearl embellishments and textured fabric add a touch of opulence to your outfit! Complete the look in high-rise faux leather pants and heels.
Fit & Features
- Faux pearl embellished
- Texture fabric
- Thin spaghetti straps
- Dual adjustable tie-back design
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5052
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale