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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Effortless Beauty Bustier Crop Top
Showcase your effortless beauty with this pretty embroidered bustier top! It features a sleeveless bodice, adjustable spaghetti straps, a wired notch front neckline, a hidden back zipper and hook and eye closure, and a scalloped front hem. The top is composed of an embroidered woven fabric.
Style Number/Barcode: 06003-0005
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Pearls Hand Beaded Bustier
This bustier top is accented with pretty faux pearls to dress up your favorite bottoms! This beautiful bustier features a sweetheart neckline with faux pearls that are hand-beaded and stitched on top of the lace. The strapless corset bodice is designed with underwire padded bra cups and adjustable straps that are removable for styling versatility. Pair this cropped bustier top with a high waist mini skirt and shimmering hoop earrings for a gorgeous going-out look.
Fit & Features
- Removable adjustable spaghetti straps
- Padded cups
- Multiple back hook and eye closures
- Mesh inset with lace detailing
- Cropped hem
- Mesh fabric with small pearl embellishments on the front
- Runs true to size
Style Number/Barcode: 06003-9909
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get Structured Lace Bodysuit
Design is in the details, and a few well-placed extras can make all the difference! Consider this sleeveless bodysuit, which features adjustable spaghetti straps, a lace bodice with molded, underwire cups, and flexible vertical boning through the middle. Solid thong-style bottoms have snap-button closure. Bodysuit is made from a cotton-blend material 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: 06003-9880
Category Name: Night Out
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0151
Category Name: Night Out
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Knot Tonight Drape Mini Dress
Go for maximum drama in this eye-catching mini! Dress features a deep V neckline, a draped bodice with knot detail at middle and an elasticized back, long bell sleeves, and a gently pleated flared mini. Dress is made from a lightly textured crepe-like blend 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: 05101-0164
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Supplest Suede Chain Detail Dress
Equally sultry and sophisticated, this faux suede sleeveless LBD will turn heads with its knockout details. Body con mini dress features a seamed, deep V bodice with back zip and a pencil-style skirt with front slit and cascading rows of linked chains. Dress is made from a suede poly blend with a fair amount of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0314
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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World's Your Oyster Pearl Bustier
You're all about the embellishments, and this pearl-encrusted bustier doesn't disappoint! Top features adjustable spaghetti straps, molded, lightly padded underwire cups, a solid back with five rows of hook-and-eye closure, and all-over multi-size pearl adornment. Bustier is made from a smooth, woven material with a touch of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-9913
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruche Hour Sleeveless Mini Dress
Subtly sophisticated, this ruched mini is equally sultry—and ready for evenings out! Dress features a mesh overlay, high neck, slim-cut sleeveless bodice, and ruching detail at the sides, back, and front beginning at the waist. Slip-on style is fully lined and made offers a fair amount of stretch.
Style Number/Barcode: 05103-0073
Category Name: Night Out
Price: $11.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glimmer And Glitter Mini Dress
Glimmer and glitter the night away in this mini dress that will be sure to make you stand out! It features a sleeveless bodice, spaghetti straps, a square neckline, a sheer waist inset with a mini waistband detail, and a short, form-hugging fit. The dress is composed of a sheer glitter mesh fabric with a knit lining and offers moderate stretch. Glitter may transfer.
Style Number/Barcode: 05103-0311
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kali Satin Heat Stone Dress
Special OccasionWrap yourself in elegance as you bring the shine to the evening in our glam Kali dress! She features a rich burgundy color, a daring wrap V neckline, fitted long sleeves and a narrow waistband seam accent. Her waist leads to an asymmetrical mini length silhouette that reaches a mid-thigh length. The gold heat stones are set in a vertical stripe pattern to flatter curves. Dress is composed of a satin-like fabric that offers a form hugging fit with a moderate stretch. Dress is lined with a smooth knit fabric. Includes a back zipper closure with hook and eye closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4122
Category Name: Night Out
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Thoughts Lace-Up Top
Answer the call of the wild—and give them something to think about—in this crop! Top features ultra-skinny contrast spaghetti straps and a seamed V neck bodice with lace-up tie front and grommets. Top is lined at bust and made from an ultra-soft woven material with moderate stretch.
Style Number/Barcode: 06001-1608
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dress Up In Mesh Bodysuit
Dress up your look with sleek and sultry mesh in this hot bodysuit! It features a sleeveless bodice, adjustable spaghetti straps with front chain accents, a bustier style top with lined structured and padded cups, a square back with multiple hook and eye closures followed by a back cut out, vertical piping detailing with a horizontal high waist seam, and a cheeky bottom. The sheer mesh bodysuit offers moderate stretch and a form hugging fit.
Style Number/Barcode: 06001-1666
Category Name: Night Out
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gilded in Gold Chain Dress
Show us your sexy side with this sleek dress! This sexy number is sleeveless with chain spaghetti straps, they cross in the back and meet around the front to double as a belt accessory. The dress offers a cowl style neckline and an open back, it also has a smooth inner lining. The material is a smooth knit that offers minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0257
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake Whisperer Jumpsuit
We want all the snake print! This suit features a V-neckline and spaghetti straps that cross in the back, a fitted bodice that is hemmed at the waist and a straight leg. The fabric that this piece is composed of is a knit material that offers moderate stretch. This yellow toned jumpsuit puts a twist on your average snake print and we are all about it!Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06402-0024
Category Name: Night Out
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Free Ride Lace Biker Shorts
Temper your sporty athleisure pieces with a touch of sultry lace! These biker shorts feature an elasticized waist, curve-hugging cut, and lace trim at hem. Shorts slip on and are made from a nylon blend with plenty of stretch.
Style Number/Barcode: 06503-0028
Category Name: Night Out
Price: $7.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Stacked Rhinestone Cuff
Let your wrist do the talking when you don this beautifully blinged out rhinestone cuff. Features seven stacked rows of alternating small and large stones set in metal. Cuff slips on.
Style Number/Barcode: 07003-0006
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glamorous Girl Mini Skirt
Shop Matching Top: Glamorous Girl Crop Top
You're a total glam girl at heart, so this sequin adorned mini skirt is a perfect match. It features a high rise waist, a back zipper and hook and eye closure, and a short, form hugging fit. The mesh fabric includes a front and back knit lining and offers moderate stretch. Complete your glitzy look with the matching crop top!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0053
Category Name: Night Out
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Living For Lace Mini Dress
We're living for this lacy look! It features a lined sleeveless lace bodice, a plunging V neckline, adjustable spaghetti straps, an open back with sheer panel that leads to a lower back keyhole. The fully lined slim fit bodice leads to a curve hugging mini length silhouette. Dress offers a curve hugging fit.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8525
Category Name: Night Out
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Chic Shirt Dress
This classic chic mini shirt dress is everything you need and more. It features a collar, a plunging wrap front V neckline, long sleeves with buttons to cuff, a high waist seam, side ruched detailing, and a short fit. The dress is composed of a woven fabric with no stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small.
Style Number/Barcode: 05102-0293
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Winner Is Envelope Clutch
Up your evening glam quotient with a blinged out bag that seriously sparkles. Clutch features an envelope-style flap with magnetic snap closure, small interior pocket, detachable chain link strap, and all-over rhinestone stud detail at front. Contrast metallic fabric at back and interior flap.
Style Number/Barcode: 07204-0402
Category Name: Night Out
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party Poppin' Sequin Bomber Jacket
Get the party poppin' with a sparkling sequin look! This cropped bomber jacket is designed with long sleeves, a short hem, banded wrists, and a knit collar with a golden zipper closure. Composed of a glitter mesh material that offers moderate stretch and LOTS of sparkle!Style Number/Barcode: 06204-0199
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sheer Bet Long-Sleeve Bodysuit
As practical as it is chic, this mesh and jersey bodysuit will work around the clock! It features a plunging V neck, long, sheer cuffed sleeves, dart detail at bust, a thong-style bottom, and double snap-button closure. Bodysuit is made from a rayon blend with moderate stretch.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1719
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Jess Off The Shoulder Dress
You're known for your moves—make 'em in our dynamite midnight blue satin Jess dress! She features an off-the-shoulder neckline, seamless sleeveless bodice with fold-over detail and back zip, and an A-line flared mini with pockets at either hip. Jess is made from a smooth, shiny material with moderate stretch.Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0002
Category Name: Night Out
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Club Crop Ring Front Top
Head out in high style when you don this retro-chic crop! Top hits below bust and features long, gathered sleeves and a deep V neck anchored by a large O-shaped ring with attached, extra-long wraparound waist tie. Top is made from a smooth jersey material with a touch of stretch.Style Number/Barcode: 06003-0273
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance