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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Piece Of Me Crew Cutout Mini Dress
Show off flirty peeks of skin on this sleeveless mini dress featuring a crew neck, bodycon silhouette, and cutout accents along the waist. Complete the look in strappy sandals for happy hour.
Fit & Features
- Sleeveless, crew neck
- Bodycon silhouette
- Cutout accents along the waist
- Mini-length hem
- Brushed knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4735
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Disco Diva Square Neck Mini Dress
Get down at the disco looking like a diva in this fab retro mini dress featuring a sleeveless, square neck, bungee spaghetti straps, side ruched seams, on a knit-lined fabric with a form-hugging fit. Complete the look in platform heels for a dance party.
Fit & Features
- Sleeveless, square neck
- Bungee spaghetti straps
- Side ruched seams
- Form-hugging fit
- Mini-length hem
- Retro print, knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4529
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Peek Mesh Corset Trim Dress
Give everyone a sweet peek of your curves in this mesh mini dress featuring long sleeves, a mock neck, a sheer mesh corset trim bodice, and a form-hugging silhouette. Complete the look in sleek hoop earrings for date night.
Fit & Features
- Long sleeves, mock neck
- Sheer mesh corset trim bodice
- Form-hugging silhouette
- Mini-length hem
- Smooth cotton knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4741
Category Name: Night Out
Price: $19.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brookelle Rhinestone Halter Open Back Mini Dress
Special Occasion
Slip into the extra special Brookelle rhinestone mini dress to be the sexiest on the scene! She features a halter cowl neckline adorned with tie-neck straps, an open back to bare some skin, and a flattering bodycon silhouette and side slit accents along the mini-length hem. The formal party dress is crafted with shimmering rhinestone embellishments on smooth fabric with a sewn-in knit lining. Complete the look with a sparkly clutch and heels for a bachelorette or birthday!
Fit & Features
- Sleeveless cowl halter neckline
- Tie-neck straps
- Open back
- Bodycon silhouette, side slit accents, mini-length hem
- Rhinestone embellished, smooth fabric, sewn-in knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1535
Category Name: Night Out
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring Bloom Abstract Floral Lace Trim Crop Top
Create an alluring 'fit with the eye-catching vibe of this abstract floral lace trim crop top! The airy sheer mesh fabric is detailed with an abstract floral print for a captivating look. The top features a sleeveless V-neckline, spaghetti straps, a dainty lace trim in a criss-cross design, ruffled overlays for a flirty flair, and a cropped hem. Style with high waist jeans and strappy mules.
Fit & Features
- Abstract floral print
- Stretchy sheer mesh fabric, knit top lining
- V-neckline, spaghetti straps
- Lace trim
- Ruffled overlays
- Cropped hem, lettuce edge trims
- Runs true to size
Style Number/Barcode: 06001-5291
Category Name: Night Out
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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GNO Denim Corset
Step out for GNO in a stunning corset that stuns! The corset features a sleeveless sweetheart neckline, adjustable shoulder straps, padded demi-cups, flexible boning, and a hook and eye front closure. The corset is composed of a lined denim fabric that offers a form hugging fit with a moderate stretch. Complete look with a wrap skirt.
Fit & Features
- Sleeveless sweetheart neckline
- Padded demi cups
- Flexible boning
- Hook and eye front closure
- Cropped hem
- Lined denim fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06003-1684
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Babe Off-The-Shoulder Ruched Lace Top
You'll be a total trendy babe in this airy lace top featuring an off-the-shoulder straight neckline, sheer long fitted sleeves, a ruched side adjustable tie leading to a slit, and an asymmetric mid-length hem. Style with high-rise jeans and mules!
Fit & Features
- Sheer lace fabric with partial knit lining, plenty of stretch
- Off-the-shoulder straight neckline
- Sheer long fitted sleeves
- Ruched side adjustable tie with slit
- Asymmetric mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5492
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Nights Satin Chain Strap Top
Get ready for a night out looking like you stepped off the runway in this satin crop top featuring a sleeveless cowl neckline, chain link straps with tie-neck closure, and an open tie-back closure. Complete your sultry look in a mini skirt and mules.
Fit & Features
- Sleeveless cowl neckline
- Chain link straps, tie neck closure
- Cropped hem
- Tie-back closure
- Smooth satin fabric, bust lining, no stretch
- Runs true to size
Style Number/Barcode: 06003-1956
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kayley Sequin Midi Dress
Special Occasion
Have a night to remember in our Kayley! She features a wired deep v neckline, double adjustable spaghetti straps that lead to a criss-cross back, padded cups, and a fully lined form-fitting silhouette that offers a moderate stretch. She has a zipper located center back and is composed of a mesh material that is adorned in sequins! Her hem hits mid-length and she features a small slit at the back. Complete look with a sleek clutch.
Fit & Features
- Wired V-neckline with padded cups
- Double row adjustable spaghetti straps
- Criss-cross back
- Sequins
- Midi length silhouette with small center slit at the back
- Fully lined mesh fabric
- Form hugging fit, moderate stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0262
Category Name: Night Out
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Born To Be Glam Rhinestone Fringe Earrings
Baby if you were born to be glam, then you 100% need a pair of rhinestone fringe earrings in ur life!
- Long dainty fringe
- Front and back fringe
- Rhinestone embellished
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0346
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clear Things Up Lucite Block Heels
It's time to take your style to new heights in this pair of block heels! They feature clear PVC straps, a lucite block heel, and a buckled ankle strap. Wear them with a floral romper for a sweetly feminine look.
Fit & Features
- Open toe
- Buckled ankle strap
- Lucite block heel
- Clear PVC straps
- Fits true to size
Style Number/Barcode: 07401-2997
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get It Girl Faux Patent Leather Strappy Stiletto Heels
Keep the good vibes going no matter what in this pair of must-have stiletto heels! They're made from faux patent leather with strappy details, an open toe, and a buckled ankle strap. Wear them with leather pants and a bustier for a total babe look.
Fit & Features
- Strappy details
- Open toe
- Buckled ankle strap
- Patent faux leather
- Runs true to size
Style Number/Barcode: 07401-3569
Category Name: Night Out
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lots To Lug Platform Heels
One look at these lug heels and you'll be hooked! They feature an almond toe, PVC toe strap, and buckle ankle strap with a lug platform sole. Complete your look with a little red dress.
Fit & Features
- Almond toe design
- PVC toe strap
- Adjustable buckle ankle strap
- Lug platform sole
- Runs true to size
Style Number/Barcode: 07401-3803
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Chic Satin Button-Front Tunic
Keep it chic this weekend in this satin tunic for a classy night out! It features long sleeves with button cuffs, a collared neckline, one pocket, button-front closure, and a relaxed scoop hem. Complete the look in the matching slip dress.
Shop Matching Dress: Weekend Chic Satin V-Neck Slip Dress
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Button-front closure
- Relaxed scoop hem
- Satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1828
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep Movin' Fringe Mini Skirt
You won't want to stop movin' and groovin' this festival season in this edgy faux leather mini skirt! It features a high-rise waist, a chic side slit with trendy asymmetric fringe detailing, and a short, curve-hugging silhouette. Style this skirt with a cropped graphic tee and booties.
Fit & Features
- High-rise elasticized waist
- Side slit, asymmetric fringe detailing
- Mini-length, form-fitting silhouette
- Smooth faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0643
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Secret Sauce Halter Wrap Jumpsuit
Behold the secret to looking sultry on the go is this halter wrap jumpsuit! Featuring a sleeveless, open-back bodice with neck tie-back closure, cutout accents, a high-rise waist, and a flared silhouette. Complete the look in sleek big hoop earrings for a gno.
Fit & Features
- Sleeveless, halter neckline, neck tie-back closure
- Wrap-style bodice, cutout accents
- High-rise waist
- Flared silhouette
- Pull-on/off styling
- Sleek knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06502-0998
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Upscale Diva Marabou Mini Skirt
Flaunt your diva status in this upscale high-rise mini skirt featuring a chic marabou feather trim and a flirty slit accent. The smooth knit fabric offers a moderate stretch. Complete the look in a sequin top and heels for cocktails!
Fit & Features
- High-rise waist, elastic band
- Bodycon fit
- Marabou feather trim along the hem
- Slit accent
- Mini-length hem
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0723
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Who's That Girl Glitter Mini Dress
Serving “Who’s that girl” from every angle. This curve-loving mini dress hugs in all the right places with a sultry back cutout that’s just begging for a night out.
Fit & Features
- Glitter knit fabric, knit lining
- Square neck
- Dual spaghetti straps
- Cutout back
- Bodycon mini silhouette
- Runs true to size
Style Number/Barcode: 05103-000295
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flaunt Your Shine Rhinestone Fringe Crop Top
Flaunt your shine in this stunning crop top for a party or concert! It features cap sleeves, a crew neck, and a striking rhinestone fringe along the hem on stretchy rib knit fabric. Complete the look in high-waisted jeans.
Fit & Features
- Cap sleeves
- Crew neck
- Rhinestone fringe
- Cropped hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06002-1670
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fanciful Girl Satin Sheer Mesh Mini Dress
Cause commotion looking so fancy in this satin mini dress out on the town! It features a sleeveless square neck, adjustable spaghetti straps, a padded bust, and a sheer mesh waist trim, a flattering bodycon silhouette, and a front ruched seam atop a flirty hem slit. Complete the look with a glitter clutch and jewelry!
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Padded bust, sheer mesh waist trim
- Bodycon silhouette
- Front ruched seam, mini-length slit hem
- Smooth satin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5098
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Charm Floral Tapestry Corset Mini Dress
Exude a chic charm in this floral patterned corset mini dress for date nights! Designed with a floral tapestry woven fabric with alluring details, this dress is both sweet and sexy. The sleeveless bodice is shaped with a sweetheart neckline with a bust seam outline and a corset-style bodice with structured underwire and flexible boning for that iconic snatched look. The adjustable spaghetti straps offer a customized fit, leading to a back zipper closure. The bodycon fit on the mini-length silhouette will show off your stunning curves. Style with gold hoops and strappy mules!
Fit & Features
- Floral tapestry woven fabric with lining, no stretch
- Sleeveless sweetheart neckline
- Corset bodice, underwire, boning
- Adjustable spaghetti straps, back zipper with hook and eye closure
- High waist seam
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3191
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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New Babe Strapless Slit Abstract Crop Top
Elevate your babe status in something new! This strapless abstract crop top is designed to flaunt your figure and style with a trendy slit and asymmetrical hem.
Fit & Features
- Abstract print, knit fabric
- Strapless neckline
- Side slit with tie and hoop insert
- Asymmetrical crop hem
- Runs true to size
Style Number/Barcode: 06001-000115
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle Occasion Glitter Mini Dress
Your next night-out occasion calls for this sparkly glitter dress to dazzle every crowd! It features a sleeveless square neck, wide shoulder straps, a bodycon silhouette, and a mini-length hem. The dress is composed of glitter fabric with a stretchy knit lining. Complete the look in rhinestone heels for extra shine!
Fit & Features
- Sleeveless square neck
- Wide shoulder straps
- Bodycon silhouette
- Mini-length hem
- Glitter fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-4977
Category Name: Night Out
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Twist It Right Cutout Mini Dress
The twist on this mini dress is just right for the club! It features long sleeves, a V-neck, cutout bodice, composed of slinky knit fabric that hugs your curves. Complete the look in lace-up heels.
Fit & Features
- Long fitted sleeves, V-neck
- Twisted bust
- Cutout bodice
- Bodycon silhouette
- Mini-length hem
- Slinky knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4792
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale