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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Chic Debut Flocked Velvet Bustier Bodysuit
Make your chic debut in this flocked velvet bodysuit to elevate your look! It features a sleeveless bustier style bodice, sleek bungee spaghetti straps, a sweetheart neckline with a padded bust, a form-hugging fit, and a thong bottom with dual snap-button closures. Style with trouser pants for cocktail hour.
Fit & Features
- Sleeveless bustier style bodice
- Bungee spaghetti straps
- Sweetheart neckline, padded bust
- Form-hugging fit
- Thong bottom, dual snap-button closures
- Flocked velvet pattern, mesh fabric
- Runs true to size
Style Number/Barcode: 06001-4839
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Boldly Beautiful Bustier Bodysuit
Yes babe, you'll be boldly beautiful in this gorg bustier bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a bustier style top with padded cups with a nude lining, a square back with a zipper and hook and eye closure, and a thong bottom with snap button closures. The sheer mesh bodysuit features a pretty floral lace detail and offers minimal stretch.
Style Number/Barcode: 06003-9917
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Bell Sleeve Chiffon Mini Dress
This is one for our boho babe! This flowy dress features a v-neckline that meets a knot accent and keyhole cut out at the center of the bodice. Dress has long sleeves that are smocked mid way and flare into a bell style. Skirt meets bodice mid waist and has a flow to it which makes it easy to move around in. Fully lined with a hidden zipper below arm.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0377
Category Name: Night Out
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Play It Up Lace Up Thigh High Boots
Play up your look a little with a pair of thigh highs gurrl! We are lovin' a little lace up detail to add a lil somethin' to your look!
- Thigh high fit
- Lace up detailing
- Almond toe
- Block heel
- Inner zipper closure
- Faux suede
Please be advised that this style runs 1/2 size small.
Style Number/Barcode: 07402-0117
Category Name: Night Out
Price: $27.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Purrfect Look Leopard Print Top
Get a purrfect look in this sassy chic leopard print top! Pair with some high rise black denim shorts and strappy mules and get ready to go to happy hour with your girls!
Fit & Features
- Long cuffed billowy sleeves
- Deep V neckline
- Tie front detail
- Cropped
- All over leopard print
- Wool dobby woven fabric
Style Number/Barcode: 06204-0389
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Affair Ruched Bell Sleeve Bodycon Mini Dress
Make it a chic affair in this curve-hugging mini dress featuring a sweetheart neckline with an alluring bust seam outline and sheer mesh long fitted sleeves with ruched detailing and flared hems for added drama. Style with stiletto heels.
Fit & Features
- Lined knit fabric, plenty of stretch
- Sweetheart neckline with bust seam outline, ruching
- Sheer mesh long fitted sleeves with flared hems, ruching
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5857
Category Name: Night Out
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Double Trouble Cutout Mini Dress
Cause some trouble in a mini dress that brings some serious sultry appeal for your next date night with bae. The mini dress features a plunging scoop neckline, a sexy waist cutout, and a mini length silhouette with side slits at the sides. Complete look with chic door knocker earrings.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Waist cutout
- Mini length silhouette
- Side slits
- Crepe fabric
- Form hugging fit, moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1001
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Scene Stealer Lace-Up Stiletto Heels
Showcase the fashion diva you are and steal the scene in these glam stiletto heels! They feature an open toe, a thin toe strap, a clear strap, a lace-up design, a dramatic lucite platform, and a tall lucite stiletto heel. Complete the look with new earrings for a gorgeous vibe.
Fit & Features
- Open almond toe
- Thin toe strap
- Clear strap
- Lace-up design
- Lucite platform and stiletto heel
- White heels are PU, tan heels are faux microsuede
- Runs true to size
Style Number/Barcode: 07401-2678
Category Name: Night Out
Price: $22.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Marble Mesh Midi Skirt
Keep your outfit trendy and on point with this marble-printed mesh midi skirt! It features a high waist, side ruching, and a mid-length, curve-hugging silhouette. Style this skirt with the matching crop top and strappy heels.
Shop Matching Top: Trendy Marble Mesh Crop Top
Fit & Features
- High-rise waist, elastic band
- Ruched side detailing
- Mid-length, form-fitting silhouette
- Marble print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0486
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh So Classic Block Heels
You'll be so classic in this pair of block heels! They're complete with an open toe, a buckled ankle strap, and a faux leather material. Wear them with a blazer and denim for a chic everyday look.
Fit & Features
- Ankle strap
- Open toe
- Faux leather
- Fits true to size
Style Number/Barcode: 07401-3183
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Twist-Front Bodysuit
Elevate your basic top with this trendy twist-front bodysuit! It features long sleeves, a V-neckline with a stylish twist detail, a fun front cutout at the waist, and a cheeky bottom. Wear this bodysuit with your fave pair of jeans and ankle booties.
Fit & Features
- Long fitted sleeves
- V-neckline, twist-front design
- Front waist cutout
- Cheeky bottom, dual snap button closure
- Form-hugging fit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4061
Category Name: Night Out
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Radiate Glitter Mesh Ruched Bodycon Dress
Radiate the dance floor lights in this glitter bodycon dress! It features spaghetti straps, a sweetheart neck with built-in bust support, and a ruched, bodycon silhouette on a short-length hem. Composed of a mesh knit fabric with a moderate stretch. Perfect for styling with a chic bracelet.
Fit & Features
- Sleeveless, spaghetti straps
- Sweetheart neck, built-in bust support
- Ruched, bodycon silhouette
- Short-length hem
- Glitter mesh knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4167
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Quilted Beauty Scrunch Stiletto Booties
What a rare find these quilted stiletto booties are! They feature a pointed toe, stiletto heel, a scrunched ankle, and an adjustable drawcord. Composed of quilted satin material. Style with a trench coat for a chic look.
Fit & Features
- Pointed toe
- Stiletto heel
- Scrunched ankle
- Adjustable drawcord
- Quilted satin material
- Runs true to size
Style Number/Barcode: 07403-1533
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Florals Mesh Piped Mini Dress
Breath in the fresh scent of this floral mesh bodycon dress perfect for spring! It features a trendy off-the-shoulder, sweetheart neckline, long ruched sleeves, a built-in padded bust with satin piping, side ruched seams to accentuate your natural curves on the mini-length hem. Complete the look in heart-shaped hoops.
Fit & Features
- Off-the-shoulder, sweetheart neckline, long ruched sleeves
- Built-in padded bust, satin piping, back zipper closure
- Side ruched seams, bodycon silhouette
- Mini-length hem
- Floral mesh-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1484
Category Name: Night Out
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night Shine Glitter Block Heels
Embrace your inner glow for a night of shine in these rhinestone embellished block heels featuring a square toe, PVC toe, an ankle strap with buckle closure, and glitter mesh trim. Complete the look with a chic clutch.
Fit & Features
- Square toe
- PVC toe and ankle strap
- Buckle closure
- Rhinestone embellished block heel
- Glitter mesh trim
- Runs true to size
Style Number/Barcode: 07401-4047
Category Name: Night Out
Price: $18.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fancy Vibes Feather Trim Bolero
Layer on this trendy feather trim bolero for all the fancy vibes! It features a marabou feather trim along the neckline and down the front, long fitted sleeves, and a cropped, fitted hem. The lightweight knit fabric offers plenty of stretch. Layer over a LBD or an embellished bustier!
Fit & Features
- Marabou feather trim
- Long fitted sleeves
- Cropped, fitted hem
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0384
Category Name: Night Out
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's Got That Sparkle Glitter Knit Midi Dress
This gorgeous glitter knit midi dress will give off that sultry sparkle at your next party! It features a sleeveless V-neckline with a built-in padded bust, spaghetti straps, ruching at the waist, an asymmetric midi-length hem creating a high-cut side slit to showcase some leg, and a bodycon silhouette that will hug your natural curves. The glitzy glitter knit fabric offers plenty of stretch. Style with metallic platform heels!
Fit & Features
- Sleeveless V-neckline, padded bust
- Spaghetti straps
- High waist seam, ruching at the waist
- Asymmetric midi-length hem, high side slit
- Bodycon silhouette
- Glitter knit fabric, knit lining at the bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-3086
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Vibe Satin Wide-Leg Trouser Pants
Strut like a power babe in these satin trouser pants! They feature a flattering high-rise waist with pleating, hidden side pockets, and a wide-leg silhouette on silky satin fabric that brings a luxurious feel to your outfit. Complete the look in a chic blazer for a networking event or lunch meeting!
Fit & Features
- High-rise waist, pleating, belt loop accents
- Hidden side pockets
- Wide-leg silhouette
- Hidden front zipper and hook-eye closure
- Silky satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1351
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Mood Floral Lace Marabou Bustier
Indulge your romantic mood in this floral lace bustier! Featuring a strapless neckline with luxurious marabou trim, flexible boning, a cropped hem, and romantic floral lace fabric, this bustier shows off your curves while keeping you secure and comfortable. Complete the look with the matching bottoms for date night!
Shop Matching Bottoms: Romantic Mood Floral Lace Slit Mini Skirt
Fit & Features
- Strapless neckline, marabou trim
- Back zipper and hook-eye closure
- Flexible boning, cropped hem
- Floral lace fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4969
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring The Romance Flocked Velvet Floral Crop Top
A flocked velvet floral pattern brings the romance to this sleeveless crop top perfect for dressing up your everyday style! Featuring adjustable spaghetti straps, a square neckline adorned with a delicate bow, and a fitted asymmetrical cut crop hem on mesh lined fabric. Complete the look in trendy high rise jeans and heels.
Fit & Features
- Flocked velvet floral pattern
- Mesh fabric lined with knit, moderate stretch
- Adjustable spaghetti straps
- Square neckline with bow
- Asymmetrical cut hem
- Runs true to size
Style Number/Barcode: 06001-5364
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pop The Bubbly Glitter Mesh Party Dress
Pop the bubbly and raise a toast to your sparkle in this glitter mesh party dress! It features a sleeveless square neck, a ruched bust, spaghetti straps, and a fit-and-flare short silhouette. Complete the look in a glam necklace set.
Fit & Features
- Sleeveless square neck, spaghetti straps
- Ruched bust
- Fit and flare, skater silhouette
- Short-length hem
- Glitter mesh fabric, sewn-in lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1743
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Forever Fabulous Cat-Eye Sunglasses
These sleek cat-eye sunglasses will be forever fab and always on-trend! They feature a chic oversized cat-eye design crafted with a plastic frame and arms, built-in nose pads for support, and tinted lenses. Style these shades with hoop earrings.
Fit & Features
- Oversized cat-eye design
- Plastic frame and arms
- Built-in nose pads
- Tinted lenses
- 100% UV protection
Style Number/Barcode: 07008-1070
Category Name: Night Out
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daring In Lace Bodysuit
Making a daring and bold statement in this lace bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a bustier top with padded cups, a caged strap design, eyelash lace fringe, a center sheer fishnet inset, a sheer fishnet back, and a thong bottom with snap button closures. The bodysuit is composed of a lace and fishnet fabric with moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0036
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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More Glow Lace Bustier
Need more glow? Add this bustier top to your 'fit! It features a sleeveless bodice, a flattering underwire, sweetheart bust, adjustable spaghetti straps, a back hook and eye closure, and a pretty eyelash trim detail. The top is composed of a sheer lace fabric with a form-fitting style.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0093
Category Name: Night Out
Price: $8.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free