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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Sparkle My Way Glitter Mini Dress
Steal the spotlight glistening under the dance floor lights in this glitter mini dress featuring long sleeves, a square neck, a bodycon silhouette, and an asymmetrical pleat hem. Complete the look in stunning lace-up heels.
Fit & Features
- Long sleeves
- Square neck
- Bodycon silhouette
- Asymmetrical pleat hem
- Short-length
- Glitter-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1893
Category Name: Night Out
Price: $21.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Rhinestone Thong Strap Heels
Bring the sparkle with heels that illuminate your outfit. These heels feature an asymmetrical adjustable ankle strap, an open almond toe, rhinestone embellished straps, and a clear strap over the toe. The heels are composed of a faux leather material. Complete look with a sleek LBD.
Fit & Features
- Asymmetrical adjustable ankle strap
- Open almond toe with thong strap accent
- Rhinestone embellished straps
- Clear PVC strap over the toe
- Faux leather material
- Stiletto heel
Style Number/Barcode: 07401-2508
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Affair Velvet One-Shoulder Mini Dress
Make your next formal party a luxe affair in this smooth velvet mini dress designed with an asymmetric one-shoulder neckline with a partial sweetheart bust and a long fitted sleeve. The ruched faux wrap-front design will accentuate your curves along the bodycon silhouette.
Fit & Features
- Velvet fabric with front knit lining, moderate stretch
- Asymmetric one-shoulder neckline, sweetheart bust with no-slip strip, long fitted sleeve
- Ruched bodice, high waist seam
- Ruched faux wrap-front design
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5862
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Angel Ruched Mini Dress
Show off your sweet side with a mini dress that brings that angelic glow! The mini dress features a sleeveless V-neckline, adjustable spaghetti straps, an angel graphic pattern, a ruched body, and a mini-length silhouette. The dress is composed of a mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Angel graphic pattern
- Ruched body
- Mini length silhouette
- Form hugging fit
- Runs true to size
Style Number/Barcode: 05103-3824
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All That Glam Square Toe Block Platform Heels
You'll be bringing all the glam to any event in this pair of platform heels! They feature an ultra-high block heel, buckled ankle strap and an almond open toe. They're a total must-have to give you confidence at your next birthday bash!
Fit & Features
- Open almond toe
- Block heel and platform
- Buckled ankle strap
- Runs true to size
Style Number/Barcode: 07401-2834
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charming Chic Ditsy Floral Mini Dress
Bring the charm with a floral mini dress that is perf for date night! The dress features a sleeveless sweetheart neckline with a lace trim, spaghetti straps, a ditsy floral print, 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.
Fit & Features
- Sleeveless sweetheart neckline, lace trim
- Spaghetti straps
- Ditsy floral print
- Mini-length silhouette, lace trim at the hem
- Smooth knit fabric, knit lining
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4196
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Go For The Glow Glitter Mini Skirt
Go for that glowing look with a mini skirt that sets the tone! The skirt features a high-rise waist, ruching throughout, and a mini-length hem. The skirt is composed of a glitter mesh knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Go For The Glow Glitter Crop Top
Fit & Features
- High rise waist
- Ruching
- Mini length hem
- Glitter mesh knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0499
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hot Commodity Wrap-Front Bodycon Mini Dress
You'll be such a hot commodity in this sultry bodycon mini dress that will enhance your natural curves! It features a sleeveless sweetheart neckline with a trendy bust seam outline, spaghetti straps that lead to a cross-back design, a faux wrap-front with pleated detailing, an asymmetric mini-length hem, and a form-hugging fit. The crepe fabric offers a moderate stretch. Style this mini dress with clear heels for your next girl's night out.
Fit & Features
- Sleeveless sweetheart neckline, bust seam outline
- Spaghetti straps, cross-back design
- High waist seam, faux wrap-front, pleating
- Asymmetric mini-length hem
- Bodycon fit
- Crepe fabric, lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5043
Category Name: Night Out
Price: $5.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Leaving Impressions Strapless Ribbed Knit Midi Dress
You'll be leaving chic impressions in this ribbed knit midi dress! It features a strapless neckline, a flirty cutout waist with contrast trim, a flattering bodycon silhouette, and a side slit accent on stretchy rib knit fabric. Complete the look in this mid-length dress with simple hoop earrings for a birthday dinner!
Fit & Features
- Strapless neckline
- Cutout waist, contrast trim
- Bodycon silhouette, side slit accent
- Midi-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-2042
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitzy Glitter Muse Wrap Mini Dress
You'll be a glitzy glitter muse in this gorgeous wrap mini dress perfect for homecoming! It features a sleeveless asymmetric one-shoulder neckline with dual spaghetti straps, a high waist seam with pleating at the waist, a mini-length hem with a wrap-front design, and a bodycon silhouette. The lined glitter woven fabric has a minimal stretch. Style with rhinestone fringe earrings and metallic heels!
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Dual bungee spaghetti straps, back zipper, hook and eye closure
- High waist seam, pleating at the waist
- Mini-length asymmetric wrap-front hem
- Bodycon silhouette
- Glitter woven fabric, full-length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-5104
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Turn On The Romance Lace Slit Satin Skirt
Turn on the romance in this silky satin mini skirt boasting a sultry lace trim slit and a form-hugging fit perfect for dressing up or down. Pair with a crop top.
Fit & Features
- Stretch satin fabric
- High-rise waist
- Side zipper and hook-eye closure
- Lace trim slit
- Form-hugging fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06401-0735
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Style Ruffled Mesh Mini Dress
This trendy ruffled mesh mini dress is the perfect style to impress on your next date! It features a sleeveless asymmetric one-shoulder neckline, a long cascading ruffled accent that flows from the shoulder to the hem, and a mini-length bodycon silhouette that will showcase your gorgeous curves. The sheer mesh fabric includes a stretchy knit lining. Complete your dressy date night look with stiletto heels.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Long flowy ruffled accent, runs from the shoulder to the hem
- Mini-length hem
- Bodycon silhouette
- Sheer mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2873
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Splendid Velvet Floral Mini Dress
This floral mini dress is a splendid choice for upcoming soirees! The mini-length dress features a square neckline, adjustable spaghetti straps, flattering ruched seams, and a bodycon silhouette on luxurious knit fabric with a stunning velvet floral pattern and a sewn-in knit lining. Complete the look with a clutch and a dressy jacket.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon silhouette, ruched seams, mini-length hem
- Knit fabric, velvet floral pattern, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2869
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Dazzle Bodycon Glitter Mesh Mini Dress
Look effortlessly dazzling in this glitter mesh mini dress at every party! With a square neckline and adjustable spaghetti straps, this mini dress will hug your curves in all the right places thanks to the side ruched seams and bodycon silhouette. Complete the look in high heels.
Fit & Features
- Glitter mesh fabric, sewn-in knit lining
- Square neckline
- Adjustable spaghetti straps
- Side ruched seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5561
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Serving Chic Long Bell Sleeve A-Line Mini Dress
Serve chic looks in this A-line mini dress featuring a halter V-neckline with flirty cutouts and long fitted bell sleeves to give coverage. Style with earrings.
Fit & Features
- Smooth knit fabric with partial lining, plenty of stretch
- Halter V-neckline, tie-back spaghetti straps
- Cutout shoulder design
- Long fitted bell sleeves, slit accents
- Lower back cutout
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3657
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alivia Satin Mesh Trim Short Dress
Special Occasion
Mesh trim with shimmery rhinestones gives the Alivia party dress a glamorous allure! She stuns in a sleeveless plunge sweetheart neckline with adjustable spaghetti straps to customize her fit, a lightly padded bust, and a short bodycon silhouette. The formal dress is composed of luxurious satin fabric with a sewn-in lining and minimal stretch. Complete your dressy look in spiral rhinestone heels for a holiday banquet or New Year's Eve party!
Fit & Features
- Sleeveless plunge sweetheart neckline, adjustable spaghetti straps
- Lightly padded bust, strapless or sticky bra recommended
- Back zipper and hook-eye closure
- Sheer mesh rhinestone trim on bodice and hem
- Bodycon silhouette, short-length hem
- Satin fabric, sewn-in lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-1165
Category Name: Night Out
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sparks Fly Heat Stone Crop Top
Make sparks fly with this sultry heat stone crop top! It features a sleeveless bodice, adjustable spaghetti straps, a plunging V neckline with a triangle design, a cropped hem, and multiple back hook and eye closures. The black top is adorned with heat stones all over for major glam factor.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1322
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stun In Satin Mini Dress
Yes girl, do your thing and stun in this sexy satin mini!
Fits & Features
- Spaghetti Straps
- Wired V Neckline I Square Back With Hook & Eye Zip Closure
- Wrap Front With Ruched Detailing
- Mini Length Silhouette
- Satin Fabric I Fully Lined
- Form-Hugging Fit I Moderate Stretch
Navy: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05103-0413
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Babe Satin Mesh Corset Top
You'll be a total babe in this trendy satin mesh corset top that is perfect for a night out! It features a sleeveless sweetheart neckline, a structured and padded bust with pleated satin fabric, adjustable spaghetti straps, a sheer mesh corset-designed bodice with flexible boning, and a fitted, angled, cropped hem. Style with a mini skirt and strappy heels.
Fit & Features
- Sleeveless sweetheart neckline
- Structured and padded bust, pleated satin fabric
- Adjustable spaghetti straps, multiple back hook and eye closures
- Sheer mesh corset-designed bodice, flexible boning
- Fitted, angled cropped hem
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4591
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Rise Tie Waist Straight Leg Pants
Tie your gorgeous look all together with these must have dress pants! The stretchy knit fabric with a form hugging fit makes them so comfy and flattering!
Fit & Features
- High rise waist
- Tie front detail
- Straight pants legs
- Semi-flared hem
- Stretchy knit fabric with a sheen
- Form hugging fit
Style Number/Barcode: 06502-0344
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stunning And Sultry Sweetheart Mini Dress
Create a stunning and sultry look in this gorgeous sweetheart mini dress! It features a sleeveless bodice with spaghetti straps, a mini length silhouette and a curve-hugging fit. Pair this dress with a faux leather jacket for a girl's night out.
Fit & Features
- Spaghetti straps
- Sweetheart neckline with seam detailing at the bust
- V back
- Short, form-hugging fit
- Ribbed knit fabric with plenty of stretch
Style Number/Barcode: 05102-1039
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Bling Rhinestone Fringe Earrings
Layer on the bling with these fabulous rhinestone statement earrings. They feature a rhinestone embellished double O-ring design with cascading rhinestone fringe detailing. Style these earrings with a sleek clutch for your next formal night out.
Fit & Features
- Double O-ring design
- Rhinestone embellishment
- Rhinestone fringe
- Post-back closures
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0882
Category Name: Night Out
Price: $2.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep Shining Rhinestone Block Heels
You'll stay shining all night long in this pair of super glam block heels! They're designed with glimmering rhinestone accents, criss cross block heels and an open toe. Dress up a jumpsuit and clutch with them for endless compliments.
Fit & Features- Rhinestone detailing
- Open toe
- Ankle strap
- Fits true to size
Style Number/Barcode: 07401-3230
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitz and Glam Strappy Block Heels
Sparkle all night long in this must-have pair of block heels! They feature glitter accents, a strappy design, and a block heel. Wear them with a bodycon dress and a clutch to dance the night away!
Fit & Features
- Block heel
- Glitter accents
- Back zipper closure
- Fits true to size
Style Number/Barcode: 07401-2627
Category Name: Night Out
Price: $28.90
Availability: Out of Stock
Product Badge:- Sale