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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Ponte In Your Direction Blazer
Lead the way in this chic blazer. It features a notch collar and open front, slight shoulder padding, three-quarter sleeves with a snap button detail and accent pockets. Ponte fabric offers minimal stretch.
Style Number/Barcode: 06204-0115
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dazzle Diva Glitter Open Back Dress
Dazzle like the diva you are in this shimmering mini dress!
Fits & Features
- Crew neckline
- Fitted long sleeves
- Dramatic open back with draped accent
- Glitter mesh fabric I Fully lined
- Form hugging fit with moderate stretch
- Zipper not included
- Glitter may transfer
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0121
Category Name: Night Out
Price: $15.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Snake Print Mini Skirt
Style it up in trendy snake print in this smooth faux suede mini! The skirt features a high rise waist, a back zipper and hook and eye closure, and a short, form hugging fit. The faux suede fabric offers moderate stretch.Style Number/Barcode: 06501-0114
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Let Me Glow Lace-Up Sequin Mini Dress
Tis the season for you to glow at every party in this sequin mini dress! Designed with lined mesh fabric with a gorgeous embroidered sequin scroll pattern, the short dress features a sleeveless plunging sweetheart neckline with a wire insert, spaghetti straps, an open lace-up back design for the perfect customized fit, and a bodycon silhouette to flaunt your figure. Complete the look in metallic heels for a glam soiree!
Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.
Fit & Features
- Sheer mesh fabric with knit lining, minimal stretch
- Sequin embroidered scroll pattern
- Plunging sweetheart neckline with wire insert
- Open lace-up back design
- Back zipper with hook-eye closure
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5783
Category Name: Night Out
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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I Want It All 50/50 Wide Calf Boots
Baby we want it all! And a closet filled with thigh high boots doesn't sound too bad!
- Wide-Calf fit
- Thigh high
- Flat sole
- Faux suede
- Nylon
- Zipper closure
Style Number/Barcode: 07402-0096
Category Name: Night Out
Price: $31.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Risk It All Twist Front Fitted Jumpsuit
Have them willing to risk it all when they see you step into the room in this number! Some consider it a catsuit for its form fitting silhouette, we like that because you feel a lil' catty when you slip it on! Style with a simple pair of heels and a low sleek bun!
Fit & Features
- One piece fitted jumpsuit
- Deep v-neckline
- Short sleeves with pleated detail
- Twist front with mid waist cut out
- Zipper closure center back
- Skinny tapered leg
- Form fitting silhouette
- Crepe | Moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.Style Number/Barcode: 06502-0323
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glowing Nights Iridescent Hoop Earrings
Nail those vibes with glowing nights iridescent hoop earrings. Large hoops with glitter accents and post-back closure. Perfect for dressy occasions and dates.
Fit & Features
- Large open hoop design
- Iridescent glitter accents
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1945
Category Name: Night Out
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bringing The Heat Stone Ruched Dress
Heat up the night in a stunning mini dress for your next night out! The dress features a sleeveless, heat stones throughout, ruched side seams, and a mini length silhouette. Complete your look with a sleek clutch.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Heat stones
- Ruched side seams
- Mini length silhouette
- Smooth knit fabric with plenty of stretch
- Form hugging fit
Style Number/Barcode: 05103-2941
Category Name: Night Out
Price: $25.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Style Icon Lace-Up Back Jumpsuit
Slay like the style icon you are with a jumpsuit that takes your look to the next level. The jumpsuit features a sleeveless square neckline, a lace-up back, and a slim fit bodice that leads to a straight leg with a flared hem. The jumpsuit is composed of a smooth knit fabric with a form-hugging fit and moderate stretch. Complete look with heels and a clutch.
Fit & Features
- Sleeveless square neckline
- Lace-up back
- Straight leg fit
- Flared hem
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0565
Category Name: Night Out
Price: $18.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Livin' Luxe Rhinestone Necklace And Earrings Set
Live that luxe life with this gorgeous necklace and earrings set. It features a V-shaped collar necklace with a trendy cutout, fringe detailing, and sparkly rhinestone embellishment. The set also features a pair of matching rhinestone duster earrings with a pretty cascading design. Style this set with your fave formal dress and strappy heels.
Fit & Features
- Necklace and earrings set
- V-shaped collar necklace
- Center cutout, fringe design
- Duster earrings
- Rhinestone embellishment
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-0920
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Reign In Luxe Multi Ring Pack
Reign your look with glamour and luxe with rings that reflect elegance. The ring pack includes three rhinestone rings. One ring features a crown outline design and the two others feature a sleek rhinestone band. Complete the look with a formal velvet dress and rhinestone heels.
Fit & Features
- Pack includes three rings
- Crown outline design
- Single-band design
- Rhinestones
Style Number/Barcode: 07004-0115
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Baddie Babe Faux Leather Mini Dress
Let this mini dress show off what a major baddie you are! The dress features a sleeveless square neckline, bungee spaghetti straps, ruching, and a mini-length silhouette. The dress is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and a rhinestone clutch.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Ruching
- Mini length silhouette
- Lined faux leather fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4010
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dressy And Chic Wide-Leg Jumpsuit
Dressy and chic, this wide-leg jumpsuit was made for a girl's night out! It features a sleeveless cowl neckline, spaghetti straps, a fitted bodice, a hip-hugging fit to accentuate your curves, and a trendy wide-leg silhouette. Style with hoop earrings and platform heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Fitted bodice, high waist seam
- Hip-hugging fit
- Wide-leg silhouette
- Lined slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2309
Category Name: Night Out
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In The Mood For Drama Stiletto Booties
These chic stiletto booties will have you in the mood for drama! They feature a trendy pointed toe, a sleek fitted design, a tall stiletto heel, and a marabou feather trim at the ankle. Style with glitzy rhinestone jewelry.
Fit & Features
- Fitted ankle booties
- Pointed toe
- Inner zipper closure
- Stiletto heel
- Marabou feather trim at the ankle
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1585
Category Name: Night Out
Price: $5.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Jia Satin Halter Dress
Special Occasion
Dance the night away in our beautiful Jia dress! She features a sleeveless bodice, adjustable spaghetti straps leading to a halter tie neck, a deep V neckline with padded cups and flattering vertical seams running down the bust, and a high waist seam. Her open back has a lower back zipper and hook and eye closure. Her skater skirt has hidden side pockets and a flowy fit that gives off all the flirty vibes. The dress is composed of a satin-like fabric with a full lining.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0161
Category Name: Night Out
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Fierce One Shoulder Bodysuit
Forever fierce, this leopard printed bodysuit is a must-have for making a bold statement. It features a one shoulder neckline, a single sheer long fitted sleeve, and a thong bottom with a dual snap button closure. The mesh fabric offers plenty of stretch, a form hugging fit, and includes a knit lining.Style Number/Barcode: 06001-2019
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Resolutions Square Rhinestone Fringe Earrings
Is your new years resolution to wear more rhinestones? or is it to wear more fringe? because ours is....BOTH!
- Rows of rhinestones
- Square post
- Cascading fringe
- Post back closure
Style Number/Barcode: 07001-0246
Category Name: Night Out
Price: $13.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sleeveless Sweetheart Neck Ruched Tapered Catsuit
Stun all in a ruched tapered catsuit. Swap out your LBD for a fierce catsuit that features a sleeveless sweetheart neckline, partially-open back, spaghetti straps, and a ruched- detailed bodice. The relaxed fit bodice leads to a skinny leg fit with a tapered hem. Dress up catsuit with open-toe heels and dramatic hoop earrings.
Fit & Features
- Sleeveless sweetheart neckline
- Ruched bodice
- Spaghetti straps
- Partially-open back
- Skinny leg with a tapered hem
- Form hugging fit
Style Number/Barcode: 06402-0181
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Level Up Platform Block Heel Booties
Level up your look in these chic block heel booties! Featuring a stylish platform and a sleek block heel, these booties are perfect for your next party. Simply pair them with a LBD and stunning statement earrings for a gorgeous look.
Fit & Features
- Almond toe
- Platform
- Thin block heel
- Dual zipper detailing
- Faux nubuck material
Style Number/Barcode: 07403-0380
Category Name: Night Out
Price: $21.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Glow Rhinestone Twist Hoop Earrings
A pair of earrings featuring a rhinestone twist design and omega closures perfect for dressing up your look.
Fit & Features
- Rhinestone twist design
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2120
Category Name: Night Out
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Stunner Sequin Mini Dress
You'll look like such a stunner in this radiant sequin mini dress! It features a sleeveless deep V-neckline with a padded bust, adjustable spaghetti straps that lead to a cross-back design, a short, form-hugging fit, and sequins embroidered in a chic intricate pattern. Style this dress with sparkly earrings and clear heels.
Fit & Features
- Sleeveless wired deep V-neckline, padded bust
- Adjustable spaghetti straps
- Open back, cross-back design
- Lower back zipper and hook and eye closure
- Mini-length, form-hugging silhouette
- Sheer mesh fabric, embroidered sequins, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-0980
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless And Edgy Boyfriend Jeans
Get an effortless and edgy everyday look in these on-trend boyfriend jeans. They feature a high-rise waist, a traditional five-pocket and belt loop design, a front button-down closure, distressed slits at the knees, and a relaxed fit. Style this pair of denim with a cute bodysuit and clear heels.
Fit & Features
- High-rise waist
- Traditional five-pocket and belt loop design
- Front button-down closure
- Distressed slits at the knees
- Denim fabric, no stretch, relaxed fit
- Runs true to size
Style Number/Barcode: 06602-0264
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam BB Marabou Lucite Heels
Keep your style glam no matter what bb! This pair of slip-on heels features a marabou puff accent, lucite block heel, and an open toe. Whether you're wearing it with your Halloween costume or with a bustier, you'll be simply showstopping.
Fit & Features
- Open toe
- Lucite block heel
- Marabou puff
- Fits true to size
Style Number/Barcode: 07401-3144
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Strides Kitten Stiletto Heels
Step out boldly in these chic faux leather heels. Featuring a sleek square toe and a sleek kitten stiletto heel, these shoes blend poise with polished style, perfect for any occasion.
Fit & Features
- 3" Stiletto kitten heel
- Square toe
- Adjustable ankle strap, buckle closure
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000374
Category Name: Night Out
Price: $30.90
Availability: In Stock
Available Color: BLACK
Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10