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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Hot Stuff Strapless Mesh Bustier
Hello hot stuff! You'll look absolutely gorgeous in this sheer mesh bustier! It features a strapless neckline, flexible boning to provide structure, a back zipper closure, and a mid-length hem with a form-hugging fit. Style with faux leather pants and clear heels for a night out.
Fit & Features
- Strapless neckline
- Flexible boning
- Back zipper, hook and eye closure
- Mid-length hem, form-hugging fit
- Sheer mesh fabric, double-layered, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4618
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Peek the Drama Long Sleeve Crop Top
A little tease, a lot of style—this crop top serves up major attitude with flirty keyhole cutouts and a sleek fit. Perfect for pairing with cargos, minis, or anything that lets the top do the talking.
Fit & Features
- Knit stretchy fabric
- Fitted long sleeves
- Crew neck
- Front keyhole cutouts
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000136
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Draped Basic Knit Surplice Bodysuit
Drape yourself with basic knits to create a gorgeously layered look this season! The must have bodysuit is perfect for dressing up or dressing down!
Fit & Features
- Plunging Surplice V-Neckline
- Long Sleeves
- Contrast Thong Bottom | Snap Button Closure
- Smooth Knit
- Relaxed Fit
- Moderate Stretch
Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-2063
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's The Main Rib Knit Slouchy Bolero
Flaunt your look with ease and chicness layering this bolero sweater this season! The bolero features slouchy long sleeves, an open front design, and an ultra-cropped hem on soft and stretchy rib knit fabric. Style with the matching dress and heels for weekend plans!
Shop Matching Dress: She's The Main Rib Knit Strapless Midi Dress
Fit & Features
- Slouchy long sleeves
- Open front design
- Ultra-cropped hem
- Soft and stretchy
- Rib knit fabric
- Runs true to size
Style Number/Barcode: 06202-0496
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Vibes Only Thigh-High Boots
Showcase sleek vibes only in these fab thigh-high boots! They feature a patent faux leather material with a fitted thigh-high design, a pointed toe, and a block heel. Style with a bodycon mini dress and rhinestone jewelry.
Fit & Features
- Fitted thigh-high design
- Pointed toe
- Block heel
- Inner zipper closure
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07402-0808
Category Name: Night Out
Price: $12.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Seductive Patent Leather Thigh-High Boots
You'll be so seductive in this pair of thigh-high boots! They're made of faux patent leather with an almond toe, block heel, and a side zipper closure. Wear them with a bustier and mini skirt for your next night out.
Fit & Features
- Faux patent leather
- Almond toe
- Block heel
- Zipper closure
- Fits true to size
Style Number/Barcode: 07402-0299
Category Name: Night Out
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Posh Things Velvet Dress
You love the best things in life, so you'll love this burgundy velvet dress for all your party needs! Dress features a deep V neckline with a wire front, spaghetti straps, a high waist seam, and a short wrap skirt that creates a subtle asymmetrical hem. Dress is composed of an unlined velvet fabric with a 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: 05103-3189
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Stylish Faux Leather Stiletto Heels
Keep it sleek and stylish with heels that elevate your outfit. The heels feature an open back, lace-up straps, an adjustable ankle strap, an open square toe, and a stiletto heel. Complete look with a bodycon and clutch.
Fit & Features
- Open back
- Lace-up straps
- Adjustable ankle strap
- Open square toe
- Stiletto heel
- Faux leather material
Style Number/Barcode: 07401-3834
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Darling Diva Velvet Floral Dress
You'll look like a darling diva in this bodycon mini dress perfect for bringing the allure to parties! Features a sleeveless plunge V-neckline with a wire insert, a lightly padded bust, a lace-up back design, and is composed of mesh-lined fabric with a flocked floral velvet pattern. Style this mini-length dress with a rhinestone bracelet and heels.
Fit & Features
- Sleeveless plunge V-neckline, wire insert
- Lightly padded bust
- Lace-up back design, back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Flocked floral velvet pattern
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2070
Category Name: Night Out
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Stunner Mesh Tie Front Top
You'll be quite the stunner in this mesh tie front top! With its sheer mesh fabric and cropped, form-fitting style, you can easily rock this over your bikini at the pool! Pair with some chic bottoms and oversized shades.
Fit & Features
- Long sleeves with elastic cuffs
- Deep V neckline
- Tie front detail
- Cropped
- Unlined sheer mesh fabric
- Moderate stretch
Style Number/Barcode: 06202-0096
Category Name: Night Out
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle Babe Glitter Mesh Cutout Mini Dress
You deserve to sparkle babe! This glitter mesh mini dress features a sleeveless sweetheart neckline, spaghetti straps, a twisted bust atop a sexy cutout, side ruched seams, and a bodycon silhouette. Complete the look in strappy heels for your next club night!
Fit & Features
- Sleeveless sweetheart neckline, spaghetti straps
- Twisted bust, cutout
- Side ruched seams
- Bodycon silhouette
- Mini-length hem
- Glitter mesh fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5021
Category Name: Night Out
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetly Stylish Bodysuit
You're just so sweetly stylish, and this simple bodysuit will look perf on you!
Fit & Features
- Sleeveless bodice
- Adjustable spaghetti straps
- V neckline
- Thong bottom with snap button closures
- Knit fabric with plenty of stretch
Style Number/Barcode: 06001-1161
Category Name: Night Out
Price: $6.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Glam Corset Mini Dress
Bring the sultry glam vibes to your next night out look in this chic mini dress. It features a sleeveless sweetheart neckline, lined, structured, and padded cups, and spaghetti straps with front chain detailing. The dress has a corset-designed bodice with a sheer mesh illusion waist, a partially open back, and a short, curve-hugging silhouette. Complete the outfit with gold statement earrings.
Fit & Features
- Sleeveless sweetheart neckline, lined, structured, and padded cups
- Adjustable spaghetti straps, front chain detailing
- Corset-designed bodice, sheer mesh illusion waist
- Partially open back, sheer mesh strap with hook and eye closures
- Lower back zipper and hook and eye closure
- Mini-length, form-fitting silhouette
- Sheer mesh and knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4115
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruched And Ready Cutout Mini Dress
Get ready to create a chic impression with a mini dress that keeps it casual and stylish! The dress features a sleeveless V-neckline with a twist-front accent, spaghetti straps, a cutout at the midriff, ruching throughout, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Sleeveless V-neckline, twist-front
- Spaghetti straps
- Cutout at the midriff
- Ruching
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05103-4225
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off The Shoulder Ribbed Knit Cutout Mini Dress
Stun in a mini dress that brings sultry appeal with cutout details! The mini dress features an off the shoulder neckline, cutout detail at the bust with matching cutout detail at the midriff, and a mini length silhouette. Complete look with clear mules.
Fit & Features
- Off the shoulder neckline
- Cutout detail at the bust
- Cutout detail at the midriff
- Long sleeves
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0864
Category Name: Night Out
Price: $19.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sheer Allure Square Neck Bodysuit
Bring the allure to your girl's night in this square neck bodysuit. Featuring long sheer mesh sleeves, a thong bottom with a dual snap-button closure, and a form-hugging fit. Complete the look in boyfriend jeans and heels.
Fit & Features
- Long fitted sheer mesh sleeves
- Square neckline
- Thong bottom, dual snap-button closure
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3769
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Sheer Flocked Velvet Bodysuit
This sultry sheer bodysuit will make your date night 'fit so chic! It features a sweetheart neckline with a lined padded bust, long fitted sleeves, hook and eye front closures, a high waist seam, and a knit thong bottom. The sheer mesh fabric features an all-over eye-catching flocked velvet scroll pattern. Style with a faux leather mini skirt and heels.
Fit & Features
- Sweetheart neckline, lined padded bust
- Long fitted sleeves
- Hook and eye front closures
- High waist seam
- Knit thong bottom, dual snap button closure
- Sheer mesh fabric, flocked velvet scroll pattern
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4464
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Venomous Vibes Snakeskin Shorts
Low effort, high voltage—these snakeskin shorts were made to slay. Perfect for concert fits, nights out, or whenever you feel like showing off your wild side.
Fit & Features
- Snakeskin print, stretchy fabric
- Mid-rise waist
- Form-hugging fit
- Cheeky bottom
- Runs true to size
Style Number/Barcode: 06503-000137
Category Name: Night Out
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Day Crepe Sweetheart Dress
Have yourself a sweet day in this crepe mini dress for your next soiree! It features a sleeveless sweetheart neckline, wide shoulder straps, underbust trim, flexible boning, and a bodycon silhouette. Complete the look in this curve-hugging mini dress with darling heels.
Fit & Features
- Sleeveless, sweetheart neckline
- Wide shoulder straps, back zipper, hook and eye closure
- Underbust trim, flexible boning
- Bodycon silhouette
- Mini-length hem
- Crepe-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2290
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Reusable Gel Lift Pasties
These gel bra pasties create the perfect lift and nipple coverage for a smooth look. The supportive sticky bra design with its adhesive interior gently lifts the breasts and perfectly covers the nipples for a seamless look. Wear these bra pasties underneath an open-back halter top or strapless cocktail dress with a smooth shapewear style for the ultimate flawless ensemble. Wear with a sleeveless top and a cute pair of denim for your next-day date.
Fit & Features
- One pair
- Gel pasties
- Reusable, can be worn up to 25 times
- Provide smoothing, lifting, and supporting effects
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07101-0272
Category Name: Night Out
Price: $9.90
Availability: In Stock
Available Color: NATURAL
Available Size: NS
Product Badge:- Best Seller
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In The Spotlight Sequin Mini Dress
Shine and dazzle them all in the spotlight with a dress as extra as you! This sparkling mini dress features a sleeveless bodice, a plunging wired V neckline, padded cups and spaghetti straps that lead to a lace up back. The all over sequins are set in a trendy scroll print pattern. Dress is composed of a lined mesh fabric that offers a curve hugging fit with a minimal stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0139
Category Name: Night Out
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lovin' Knit Basic Midi Dress
We love a knit dress to keep on trend this season! Throw on this must-have dress for a casual day out. The dress features a trendy square neckline, fitted long sleeves, and a midi length silhouette. Complete look with chunky sneakers for a casual vibe.
Fit & Features
- Square neckline
- Long sleeves
- Midi length silhouette
- Knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 05102-0853
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Winter Bliss Cutout Sweater Dress
You'll feel bliss with this sweater dress in your closet! It features long sleeves, a mock neck, a cutout bust, and a bodycon mini-length silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!
Fit & Features
- Long sleeves
- Mock neck
- Cutout bust
- Bodycon silhouette
- Mini-length hem
- Sweater rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1585
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glamorous Floral Sequin Cropped Bustier
Bring the glam vibes to your NYE look with this gorgeous cropped bustier! It features adjustable spaghetti straps, a sweetheart neckline with a structured bust, and front sequin and rhinestone embroidering in an intricate floral design. Pair this bustier with a mini skirt and a faux leather jacket.
Fit & Features
- Adjustable spaghetti straps
- Sweetheart neckline
- Structured bust
- Back hook and eye closures
- Front sequin and rhinestone embroidering in a floral design
- Cropped and fitted
- Woven fabric
Style Number/Barcode: 06003-1101
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale