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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Platform Faux Leather Booties
Walk the walk in a pair of booties that shows 'em who is boss! These faux leather booties are designed with an almond toe, laces up the center with golden eyelets, and a zipper closure at the side. They have a tall heel and small platform with a lug sole that gives them an edgy vibe!Style Number/Barcode: 07403-0117
Category Name: Night Out
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tamra Cross Neck Midi Formal Dress
Special Occasion
Try out a little soft glam in our Tamra formal midi dress! She is sexy, sultry and gives you that soft touch of glam!
Fit & Features
- Cross neckline
- Sleeveless
- Form fitting silhouette
- Mid-length hem that hits mid-calf
- Small slit center front
- Zipper located center back
- Moderate stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0325
Category Name: Night Out
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild And Free Snake Print Bodysuit
Showcase a wild and free vibe in this trendy snake print bodysuit! It features bungee spaghetti straps, a flattering V neckline, and a form-hugging silhouette. Pair this bodysuit with faux leather joggers to amp up your everyday casual style.
Fit & Features
- Bungee spaghetti straps
- V neckline
- Form-fitting style
- Thong bottom with dual snap button closures
- Allover snake print
- Brushed knit fabric with plenty of stretch
Style Number/Barcode: 06001-2966
Category Name: Night Out
Price: $11.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready To Stun Cutout Mini Dress
You'll be ready to stun in this sleek mini dress that brings sexy details to your outfit. The dress features a sleeveless square neckline, sleek spaghetti straps, a waist cutout accented with a sleek bar strap, 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 heels and door knocker earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Waist cutout with bar strap accent
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3818
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make It Chic Cutout Mini Dress
Make it a chic moment with a stunning dress that draws all eyes on you! The dress features a plunging halter neck, tie-up neck ties, a cutout at the midriff, 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 wedges and hoops.
Fit & Features
- Plunging halter neck
- Tie-up neck ties
- Cutout at the midriff
- Mini-length silhouette
- Knit fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3855
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Flirt Color Block Mini Dress
Bring a flirty vibe to your look with this on-trend color block mini dress. It features a sleeveless V-neckline, bungee spaghetti straps, dual twist-front accents with chic waist cutouts, and a short, curve-hugging silhouette. Style this dress with clear mules.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Double twist-front design, waist cutouts
- Mini-length, bodycon silhouette
- Color block design
- Lined knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4001
Category Name: Night Out
Price: $6.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Chic Faux Leather Block Heels
Bring the basic chic vibe to your look with heels that complete your look! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a white dress and rhinestone bracelet.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open almond toe, strap over the toe
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3328
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Elevated Stiletto Booties
These sleek stiletto booties will elevate your looks this season! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a thin stiletto heel. Style these booties with a trendy shoulder bag.
Fit & Features
- Pointed toe
- Inner zipper closure
- Ankle-high design
- Stiletto heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07403-1404
Category Name: Night Out
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Double Trouble Rhinestone Hoop Earrings
Double the fun, double the trouble of wanting to wear these rhinestone hoop earrings with every outfit! It features a half double-hoop design with mini rhinestone embellishments and post-back closure. Complete the look with a dainty necklace.
Fit & Features
- Half-double hoop design
- Mini rhinestone embellishments
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1668
Category Name: Night Out
Price: $8.90
Availability: Out of Stock
Product Badge:- Ships Free
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Miami Nights Bodycon Mini Dress
Take on the night scene with your squad in this stunning printed mini dress. It features a sleeveless V-neckline, spaghetti straps, a dual twist-front design with waist cutouts for an alluring vibe, and a short, curve-hugging, bodycon silhouette. The stretchy knit fabric features an all-over geometric floral pattern. Complete your look with strappy stilettos.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Dual twist-front design, waist cutouts
- Mini-length, form-fitting silhouette
- Geometric floral pattern
- Smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4498
Category Name: Night Out
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Vibes One Shoulder Top
Getaway this weekend with a top that is too perf! The top features a one-shoulder neckline, an asymmetrical cutout, and a mid-length hem. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with cutoff shorts.
Fit & Features
- One-shoulder neckline
- Asymmetrical cutout
- Mid-length hem
- Cotton knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4289
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Treasure Me Strapless Printed Bustier
X marks the spot that will lead you to this stylish bustier! It features a strapless neckline, flexible boning inserts for a structured fit, a back zipper and hook-eye closure, and a fitted hem on abstract printed mesh-lined fabric. Complete the look in a mini skort for a night of dinner and drinks!
Fit & Features
- Strapless neckline
- Flexible boning inserts
- Back zipper and hook-eye closure
- Fitted hem
- Abstract printed mesh-lined fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4888
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here For The Glamour Rhinestone Stiletto Pumps
You're here for all the glam vibes this season! These sparkly embellished pumps will be your signature style to pair with all of your dressy looks. They feature a closed pointed toe, a thin adjustable ankle strap, a thin heel strap, a sleek stiletto heel, and a glitter sheen with all-over glimmering rhinestone embellishments. Style with your favorite clutch.
Fit & Features
- Closed pointed toe
- Thin adjustable ankle strap, buckle detail, thin heel strap
- Open back, stiletto heel
- Glitter sheen
- All-over rhinestone embellishments
- Faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4374
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Signature Chic Corset Bodycon Mini Dress
This sultry corset bodycon mini dress will showcase a signature chic style and put your curves on display! It features a sleeveless sweetheart neckline with molded cups, tank shoulder straps, a sheer mesh corset bodice with piping details for a snatched look, front ruching at the waist, a mini-length asymmetric wrap-front hem, and a bodycon silhouette. The crepe fabric has a moderate stretch. Complete your look for date night with strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline, molded cups, tank shoulder straps
- Sheer mesh corset-designed bodice, piping details
- Front ruching, back zipper closure
- Mini-length asymmetric wrap-front hem
- Bodycon silhouette
- Lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2536
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bae Tonight Faux Leather Strapless Midi Dress
You'll look like bae tonight in this sexy faux leather midi dress! Featuring a strapless neckline, seam detailing down the front for a contour effect, a flattering bodycon silhouette, and a center back slit along the midi-length hem. Complete the look in sleek hoop earrings and heels for a birthday or night out!
Fit & Features
- Strapless neckline
- Seam detailing down the front
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5317
Category Name: Night Out
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Factor Ruched Velvet Burnout Mini Dress
Level up the luxe factor of your going-out look with this chic velvet burnout mini dress! The lined mesh fabric is accented with an intricate velvet burnout scroll pattern for that eye-catching vibe. The mini-length dress features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams to accentuate your curves, and a bodycon silhouette. Style with lace-up stilettos!
Fit & Features
- Stretchy sheer mesh fabric with knit lining
- Velvet burnout scroll pattern
- Sleeveless square neckline
- Adjustable spaghetti straps
- Ruched side seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5521
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Nora Lace Trim Mesh Bodycon Mini Dress
Special Occasion
The Nora bodycon mini dress is designed with an airy mesh fabric with a knit lining, featuring a lace corset bodice with a draped mesh overlay for a hint of allure. The ruched side seams and form-hugging silhouette will flaunt your gorgeous curves. Style with stiletto heels for a rooftop party.
This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Lace corset bodice, padded cups
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- Ruched draped overlay, ruched side seams
- Mini-length bodycon fit, lace trim
- Runs true to size
Style Number/Barcode: 05001-2279
Category Name: Night Out
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Elevated Chiffon Scarf Neck Mini Dress
Sleek and elevated will be your dressy vibe in this airy chiffon mini dress featuring a sleeveless asymmetric one-shoulder neckline with a chic self-tie scarf design, a strappy open back, and a mini-length pleated ruffled hem with an A-line silhouette. Style with stiletto heels.
Fit & Features
- Sheer chiffon fabric with stretchy knit lining
- Sleeveless asymmetric one-shoulder neckline
- Self-tie scarf design
- Open back, three adjustable spaghetti straps
- Hidden side zipper with hook-eye closure
- Mini-length asymmetric pleated ruffled hem, A-line fit
- Runs true to size
Style Number/Barcode: 05101-3698
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Star Of The Show Metallic Mock Neck Bodysuit
You'll be the star of the show in this metallic bodysuit that elevates your party look! It features a sleeveless mock neck, a form-hugging silhouette, and a cheeky bottom with dual snap-button closures. Complete the look in a sleek mini skirt and heels.
Fit & Features
- Sleeveless mock neck
- Form-hugging silhouette
- Cheeky bottom, dual snap-button closures
- Metallic knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4753
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply Sweet Ponte Knit Mini Skirt
You'll look simply sweet in this curve-hugging ponte knit mini skirt! Featuring a high-rise waist, a mini-length hem, and a form-fitting silhouette, this skirt styles effortlessly with crop tops, bustiers, and bodysuits. Complete the look with strappy mules.
Fit & Features
- High-rise waist
- Mini-length hem
- Form-hugging fit
- Double-lined ponte knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0824
Category Name: Night Out
Price: $11.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Silky Chic Satin Skater Dress
Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels.
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Form-fitting bodice
- Skater style skirt
- Short-length hem
- Silky smooth satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-3206
Category Name: Night Out
Price: $9.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Night On The Town Mini Dress
Yes girl, you'll be sooo ready for a night out with your girls in this sexy LBD! Glam it up with some rhinestones and strappy heels!
Fit & Features
- Spaghetti straps
- V neckline
- Front vertical seam detailing
- Two small front slits
- Short, curve hugging fit
- Nylon ponte knit fabric | Moderate stretch
Style Number/Barcode: 05103-0855
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Chic Tie Front Crop Top
Create a chic moment in this crop top! The top features a plunging tie front bodice, long sleeves with buttoned cuffs, and a cropped hem. Complete look with jeans.
Fit & Features
- Plunging tie-front bodice
- Long sleeves with buttoned cuffs
- Cropped hem
- Lightweight woven fabric
- Relaxed fit
Style Number/Barcode: 06204-0385
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy In Sequins Cropped Tank Top
Showcase a sassy look in this trendy tank top! It features a sleeveless bodice with tank-like shoulder straps, a scoop neckline, a cropped hem, and is composed of a sequin woven fabric. Pair this top with the matching duster and biker shorts, and add on a dazzling rhinestone choker necklace for a gorgeous look for a girl's night out!
Shop Matching Duster: Sassy In Sequins Long Sleeve Duster
Shop Matching Bottoms: Sassy In Sequins Biker Shorts
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Cropped
- Form-fitting style
- Sequin woven fabric
- Plenty of stretch
Style Number/Barcode: 06003-1114
Category Name: Night Out
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale