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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Twist of Fate Satin Mini Dress
A twist of fate is all you need for a memorable moment. You'll look so fierce in our Twist Of Fate Satin mini!
Fits & Features
- Plunging V Neckline
- Twisted Bodice With Mid-Drift Cut Out
- Long sleeves
- Asymmetrical Mini-Length Silhouette
- Satin Fabric
- Form Hugging Fit
- Zipper & Hook And Eye Closure At Back
Style Number/Barcode: 05103-0282
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Diamond Dreams Sequin Mini Dress
Sparkle and shine in this sequin showstopper! The mini-length dress features a crew neckline and long sleeve bodice. Composed of a mesh overlay and paired with a smooth knit lining, the diamond-shaped sequins are showcased throughout and offer a moderate amount of stretch. Zipper included at the back.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0179
Category Name: Night Out
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Print Mesh Wrap Top
Amp up your everyday look with this sassy wrap top! It features long cuffed sleeves, a wrap front creating a V neckline, a tie waist, and a cropped, form-fitting style. The top is composed of a sheer mesh fabric with an embossed leopard print all over.Style Number/Barcode: 06001-1796
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Straps Crepe Mini Dress
Keep it sassy and fab with this head turning mini dress! it features a sleeveless bodice, a plunging wrap V neckline, a bold open back with bar strap accents and a curve hugging mini length silhouette. Dress is composed of a lined crepe fabric that offers a moderate stretch. Zipper not included.
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0277
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Liven The Night Ruched Mini Dress
Live it up with sparkling shine to make a dazzling entrance! The mini dress features a sleeveless bodice, a square neckline, adjustable spaghetti straps and a mini length silhouette with ruched side seams. The all over heat stones are all you need to captivate from any angle! Dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05103-0329
Category Name: Night Out
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stunning Sequin Diva Mini Dress
Slay in sequins as you stun them all! The dress features a sleeveless bodice, a scoop neckline, spaghetti straps, a scoop neckline and a mini length silhouette. Dress is composed of a lined mesh fabric adorned with sparkling sequins. Dress offers a curve hugging fit with a slight stretch. Be sure to pick up the matching duster 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: 05101-0178
Category Name: Night Out
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Who's That Girl Scoop Mini Dress
Who's that girl? That's what they will all say, as you own it in this sleek mini dress! It features a sleeveless bodice, a scoop neckline, tank-like straps, verticals seams along the sides to frame curves and a mini length silhouette with a mini side slit. Dress is composed of a coated stretchy faux leather-like fabric that offers a curve hugging fit. Includes a back zipper closure.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05103-0320
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Fantasy Midi Dress
Create a gorgeous floral fantasy in this curve hugging printed midi dress!
Fit & Features
- Double spaghetti straps | Cross back
- Deep V wired neckline
- Padded cups
- Back zipper | Hook and eye closure
- Back slit
- Mid-length, form-fitting style
- Floral printed scuba knit fabric | Knit lining | Plenty of stretch
Style Number/Barcode: 05101-0167
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Satin Joggers
Sleek satin is your new go-to. These joggers feature a high rise elastic banded waist, slanted front pockets, cargo style side pockets, and a tapered jogger hem. The relaxed fitting pants are composed of a satin-like fabric with no stretch.Style Number/Barcode: 06402-0104
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ur Babe Tonight Furry Bomber
Be my baby tonight in a faux fur bomber that gives you that baddie vibe!
Fit & Features
- Crew neckline
- Cropped hem
- Satin lining | Pocket-less
- Long sleeves
- Faux fur knit | Silver reflects
- Zipper closure down the center
- Matching dress to this set! (05101-0351)
Style Number/Barcode: 06204-0275
Category Name: Night Out
Price: $34.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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City Slicker Satin Mini Dress
A sleek mini, inspired by the trendy city girl in mind!
Fits & Features
- Cowl Neckline
- Adjustable Self Tie Shoulder Straps
- Square Back
- Satin-Like Composition I Fully Lined
- Mini Length Silhouette
- Form-Flattering Fit I Minimal Stretch
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0350
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmer And Shine Bodysuit
Shimmer and shine in this glitzy bodysuit! With its glitter mesh fabric, you'll create an enticing look for your next party.
Fit & Features
- One shoulder neckline
- One long fitted sleeve
- Thong bottom | Dual snap button closure
- Sheer glitter mesh fabric
- Front knit lining
- Moderate stretch
Style Number/Barcode: 06001-1885
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Velvet Luxe Mini Dress
Elevate your evening looks with the Velvet Luxe mini dress! Don't forget to pair it with the matching velvet duster! (06204-0274)
Fits & Features
- Spaghetti Straps
- Scoop Neckline
- Square Back
- Mini Length Silhouette
- Velvet Composition I Fully Lined
- Curve Hugging Fit I Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0349
Category Name: Night Out
Price: $9.97 $21.90
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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Barbie Tingz Stiletto Heels
Are you a barbie girl living in a material world? us too. These fun chrome heels are designed with a point toe, a skinny high heel, and a lace up closure around the ankle. They have a single band over the toe that is adorned in silver rhinestones and have a contrasting design in black rhinestones that spells out " Barbie"Style Number/Barcode: 07401-0470
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle Diva Glitter Wrap Mini Dress
Sparkle like the diva you are in this dazzling mini dress! The glitter is all you need to shine all night!
Fit & Features
- Wrap V-Neckline
- Spaghetti Tie Straps
- Ruched
- Glitter
- Asymmetrical Hem
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 05101-0348
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take A Shine To Velvet Mini Dress
All eyes will be on you in this glistening piece! It features adjustable spaghetti straps falling into a scoop neckline. Crafted from velvet and featuring glittering embellishments, this dress offers a fully lined, form-hugging fit that offers little to no stretch. Zipper is included at center back.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0450
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Velvet Glitter Mock Neck Mini Dress
Shine brighter than ever in this glittery number! She features a chic mock neckline, sleeveless bodice, and a mini length silhouette. Composed of velvet, she's decked out in sparkly glitter, offers a form hugging fit with moderate stretch, fully lined, and includes a zipper at back. Glitter may transfer.
Style Number/Barcode: 05101-0170
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Satin One Shoulder Top
Create some serious appeal in satin! The top features a one shoulder neckline with a tank-like strap, vertical princess seams and a cropped hem. Top is composed of a lined satin fabric that offers a relaxed 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: 06001-1879
Category Name: Night Out
Price: $12.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Snake Pencil Skirt
Keep it sassy in always trendy snake print! This must have skirt features a high rise waist, a pencil skirt fit and a rear center slit. Skirt is composed of a brushed knit fabric that offers a curve hugging fit with a moderate stretch.Style Number/Barcode: 06501-0094
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glamour Nights Bodysuit
Make the night glamorous, girl! This bodysuit is the sexy piece you need for your next night on the town. Designed with a deep V neckline, and a twisted seam detail, this metallic top epitomizes fabulous. It features a thong back and bottom snap button closure for a seamless fit. Contstructed of a lurex knit fabric with plenty of 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: 06001-1646
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Burnout Leopard Print Tank
Add some subtle animal print to your look for a total fierce vibe. This mid-length tank features a sleeveless bodice, spaghetti straps, a trendy cowl neckline, and a square back. The top showcases an all over burnout leopard print.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1880
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slay In Sequins Damask Mini Dress
You'll be spotted from a mile away in this gorgeous dress!
Fits & Features
- Solid Scoop Neckline I Low Scoop At The Back
- Long Sleeves With Solid Cuffs
- Mini Length Silhouette
- Fully Lined, Mesh Knit With Damask Pattern Sequins
- Form-Hugging Fit I Moderate Stretch
- Zipper Not Included
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0122
Category Name: Night Out
Price: $23.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring The Heat One Shoulder Bodysuit
Bring the heat with this night out worthy bodysuit! It features a one shoulder neckline with a single long fitted sleeve and a thong bottom with dual snap button closures. The top of the bodysuit is composed of a sheer mesh adorned with all over heat stones, and the bottom is composed of a stretchy knit fabric. Includes a partial knit lining.Style Number/Barcode: 06001-1878
Category Name: Night Out
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance