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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Party Now Rhine Later Choker
Light up the party with a little rhinestone sparkle! This pretty little clasp bracelet has a feminine, loop design, outline with mini rhinestones and set with additional, oval rhinestones down the middle.
Style Number/Barcode: 07002-5010
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Demure Ruched Mesh Long Sleeve Mini Dress
A chic mesh mini dress ready for a haute night on the town! The dress is designed with sheer fitted long sleeves, a head-turning lace-up back, and a sexy bodycon fit. Pair with high heels.
Fit & Features
- Sheer mesh fabric with partial knit lining, plenty of stretch
- V-neckline
- Sheer long fitted sleeves
- Open lace-up back design, lower back zipper with hook-eye closure
- All-over ruching
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5761
Category Name: Night Out
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Streamlined Midi Skirt
Take it easy while maintaining your signature polish in this fuss-free midi. Curve-hugging skirt slips on, has an elasticized waist, and is made from a smooth jersey-like 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: 06501-0055
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keepin' Knit Casual Midi Dress
This knit midi is casual yet oh so cute. It features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with bust stitching, and a mid-length, curve hugging fit with a back slit. The ribbed knit fabric offers plenty of stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0202
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Sophiscation Velvet Blazer
Sassy yet still sophiscated, this leopard printed velvet blazer will totally amp up your office look. It features a long lapel collar, three quarter length cuffed sleeves, front faux pockets, and a mid-thigh length hem. Velvet fabric offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0212
Category Name: Night Out
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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One Shoulder Basic Bodysuit
Create an effortlessly chic look with this sleek bodysuit! It features a one shoulder neckline, a single spaghetti strap and a thong bottom with snap button closure. Bodysuit is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06001-1825
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ellie Asymmetrical Flounce Midi Dress
Special Occasion
Make a flirty first impression in our Ellie flounce midi dress! She features a sleeveless bodice, adjustable spaghetti straps, a mutli-layered wrap front V neckline, a high waist seam, a hidden back zipper and hook and eye closure, and a form hugging skirt with an asymmetrical ruffle hem. The crepe fabric offers moderate stretch and includes a knit lining.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0279
Category Name: Night Out
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek In Satin Leggings
Keep it sleek in satin! These leggings feature a high rise waist and a skinny leg fit with a tapered hem. Pants are composed of a satin-like fabric that offers a form hugging fit 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: 06502-0190
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slay In Snake Crop Top
Slay in standout snake print with this bold crop top! It features a square neckline, fitted long sleeves and a cropped hem. Top is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. be sure to pick up the matching skirt to complete your look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1913
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Gal Knit Moto Jacket
Here's one for the gal that is as obsessed with glitter as we are! Designed with a collared neckline, button detailing, long sleeves, and an off center asymmetrical zipper closure. On one side the zipper leads all the way up, and the other side the zipper is partial, so when you close it you can still see the zipper detailing up one side. Hemline hits mid waist, and shows a triangular detail. Jacket is fully lined and composed of a knit material that offers stretch an is form fitting, with a sparkling finish! Glitter reflects silver.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06204-0220
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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What's The Ruche Mini Dress
Highlight all your best angles in the What's The Ruche mini dress. The sleeveless bodice features adjustable, clear spaghetti straps falling into a flattering v-neckline. Crafted from ruched mesh fabric and paired with a black knit lining, this form-fitting mini dress offers moderate stretch. Zipper not included.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0364
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lover Of Velvet Crop Top
This holiday season, we're all lovers of velvet! This crop top is perfect for all your parties! Pair it with the matching mini skirt for a chic look.
Shop Matching Skirt: Lover Of Velvet Mini Skirt
Fit & Features
- Short puffed sleeves
- Sweetheart neckline
- Ruched detailing
- Cropped
- Smooth velvet fabric
- Moderate stretch
- Matching mini skirt sold separately
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1863
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Let It Glow Bodysuit
Let all your former bodysuits go, because this glow-worthy piece is the one for you! It featues a sleeveless bodice, adjustable spaghetti straps, a wired plunging V neckline with center ruched detailing, a square back, and a thong bottom with dual snap button closures. The metallic knit fabric offers a form hugging fit and an ample 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: 06001-1636
Category Name: Night Out
Price: $3.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Double The Fun Rhinestone Fringe Earrings
Double up on your fringe! These dazzling earrings are designed with a rainbow shaped post and feature rows of rhinestone fringe dangling down on both sides! Earrings have a post back closure.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0228
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cami Formal Heat Stone Mini Dress
Special Occasion
Create a magical evening in our shimmering Cami dress! Her heat stones twinkle from all your best angles!
Fits & Features
- Round Neckline
- Fitted Unlined Long Sleeves
- Heat Stones | Diamond Pattern
- Mesh
- Fully Lining
- Back Zipper | Hook and Eye Closure
- Form Fit | Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0207
Category Name: Night Out
Price: $27.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Style It With Sequins Crop Top
Style your holiday look with sequins this season! This crop top pairs perfectly with the matching mini skirt for a blinged out vibe.
Shop Matching Skirt: Style It With Sequins Mini Skirt
Fit & Features
- One shoulder neckline
- Single long fitted sleeve
- Cropped
- Dot sequin embroidery
- Knit fabric | Moderate stretch
- Matching mini skirt sold separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-2042
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Let's Get Loud Fringe Dress
Turn up the heat and bring the glam in this sparkling number! Unleash the diva in you with this sheer dress that glimmers with fringe deets!
Fit & Features
- Sheer Plunging Halter Neckline | Cross Back Straps
- Waist Cut-Outs
- Fringe Sequins
- Contrast Bottoms | Snap Button Closure
- High Side Slits
- Sheer Unlined Mesh
- Relaxed Fit | Minimal Stretch
Style Number/Barcode: 06003-0547
Category Name: Night Out
Price: $6.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flawless Beauty Mesh Mini Dress
You've got that flawless beauty babe! Showcase that in this gorg mesh LBD! Pair with some rhinestone earrings and strappy mules.
Fit & Features
- High rounded neckline
- Short sheer sleeves
- Short, curve hugging fit | Sheer mesh panel at hem
- Sheer mesh fabric | Lining
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1058
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Darling Sunshine Eyelet Platform Block Heels
Head out for the day or sunset in these sweet platform block heels with a unique eyelet strap, perfect for spring to summer styling!
Fit & Features
- Block heel
- Square toe
- Eyelet crisscross strap
- Platform sole
- Adjustable ankle strap, buckle closure
- Runs true to size
Style Number/Barcode: 07401-5275
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Give Me More Rhinestone Hoops
We can never have enough rhinestones! Spice up a casual look with these hoops.
- Rhinestone Embellishment
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0522
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eyes On The Prize Wallet Cross-body Purse
Keep your eyes on the prize! While you are out and about making power moves, just take the essentials in a purse that is also a wallet!
- Rectangular flat structure
- Envelope snap closure
- Inner pocket + Card slots
- Etched faux leather
- Detachable shoulder strap
- Gold hardware
Style Number/Barcode: 07201-0021
Category Name: Night Out
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stunning Sequin Glam Face Mask
Stun in a sequin face mask to glam up your look! The face mask features a sequin design and earloops. Complete your look with a glam sequin dress for your next night out.
Fit & Features
- Allover sequins
- Earloops
- This is not a medical-grade mask nor is a substitute for medical-grade equipment
- Wash before and after use is recommended
- Please consult local health authority for guidance on the use of non-medical grade masks
Style Number/Barcode: 07305-0222
Category Name: Night Out
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Diva Scroll Print Bodysuit
Keep it trendy with a bodysuit that shows off your luxe taste! The bodysuit features a sleeveless sweetheart neckline, adjustable spaghetti straps, a cutout at the midriff, and a scroll print pattern. Complete look with a high waist skirt.
Fit & Features
- Sleeveless sweetheart neckline, padded cups
- Adjustable spaghetti straps
- Cutout
- Scroll print pattern
- Thong bottom, Dual snap button closure
Style Number/Barcode: 06001-3201
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace Glam Ruched Mini Skirt
Channel a glam look with a lace mini skirt that showcases curves in all the right places. The skirt features an elastic high-rise waist, a ruched body, and a mini-length silhouette with lace trim. The skirt is composed of a lined mesh knit fabric that offers a relaxed fit with slight stretch. Complete look with a lace bustier.
Fit & Features
- Elastic high rise waist
- Ruched body
- Mini length silhouette
- Lace hem
- Lined mesh fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06501-0405
Category Name: Night Out
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale