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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Glitzy Status One-Shoulder Glitter Knit Mini Dress
This glitter knit mini dress features a trendy one-shoulder neckline with a long peasant sleeve, ruching down the side seams to accentuate your curves, and a mini-length bodycon silhouette to flaunt your gorgeous figure. Style with a rhinestone jewelry set to amp up your glitzy status.
Fit & Features
- Glitter knit fabric with knit lining, plenty of stretch
- Asymmetric one-shoulder neckline
- Long peasant sleeve with elastic cinched hem
- Ruched side seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5687
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make You Strut Glitter Rhinestone Fringe Mini Dress
A total strut-worthy glitter mini dress perfect for capturing all the attention! The mini-length dress features a scoop neckline, spaghetti straps, a flattering bodycon silhouette, and a dazzling rhinestone fringe trim along the front. Complete the look in strappy block heels for a birthday party!
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Bodycon silhouette
- Rhinestone fringe trim along the front
- Mini-length hem
- Glitter knit fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5171
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glorious Perfection Cross Rhinestone Charm Brooch
Achieve a perfect look with this cross rhinestone charm brooch for a unique touch to any outfit!
Fit & Features
- Cross charms
- Rhinestone charms
- Rhinestone heart charm
- Safety pin closure
Style Number/Barcode: 07005-000001
Category Name: Night Out
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All In Sequin High Rise Flare Pants
Get dressed all in sequins! These sparkly pants feature a flattering high-rise waist, a hip-hugging fit, and a flared hem on sequin knit fabric that brings the perfect shimmer. Complete the look with the matching top for a party!
Shop Matching Top: All In Sequin Dual Tie Front Crop Top
Fit & Features
- High-rise waist
- Hip-hugging fit
- Flared hem
- Sequin knit fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06502-2421
Category Name: Night Out
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Moment Of Glam Pearl Strap Corset Top
Have a stunning moment of glam in this effortlessly chic pearl strap corset top! It features a sleeveless deep V-neckline, spaghetti straps embellished with pretty faux pearl accents, front ruching at the structured bodice with flexible boning inserts, and a fitted, angled, mid-length hem for a snatched silhouette. The sheer mesh fabric includes a knit lining. Style this top with a satin maxi skirt and clear heels.
Fit & Features
- Sleeveless deep V-wired neckline
- Spaghetti straps, faux pearl embellishments
- Front ruched detailing, structured bodice, flexible boning
- Fitted, angled, mid-length hem
- Sheer mesh fabric, knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-5009
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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V.I.P Chic Off-The-Shoulder Mesh Mini Dress
An off-the-shoulder mini dress featuring a sheer bodice that flaunts skin and side ruched seams that accentuate the bodycon fit. Perfect for a night out or the school dance.
Fit & Features
- Mesh fabric, sewn-in knit lining, stretchy
- Off-the-shoulder folded neckline
- Sheer bodice
- Side ruched seams
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 05103-5779
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tied To You Lace Trim A-Line Floral Satin Dress
Once you lock eyes on this floral satin dress, you'll never let it go! Featuring a delicate lace trim on the sweetheart neckline and a flattering A-line silhouette, this dress is perfect for any occasion. The underwire bust provides support and the adjustable spaghetti straps and tie-back design ensure a perfect fit. Complete the look with stiletto heels.
Fit & Features
- Floral pattern, satin fabric with woven lining, no stretch
- Adjustable spaghetti straps
- Lace trim sweetheart neckline
- Underwire bust
- Tie-back design
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3438
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Two For The Show Texture Knit Wide Leg Pants
Be a showstopper in this texture knit pant for away time in paradise or out on a Saturday night! The pants feature a flattering high-rise waistband, hip-hugging fit, and a wide-leg silhouette. Complete the look with matching top and jewelry!
Shop Matching Top: Two For The Show Texture Knit Crop Top
Fit & Features
- High-rise waistband
- Hip-hugging fit
- Wide leg silhouette
- Lined textured knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2296
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vintage Glam Concho Metal Belt
Fit & Features
- Large Concho charm design
- Etched detailing
- Lobster clasp closure
Style Number/Barcode: 07301-1200
Category Name: Night Out
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Obsessed Rhinestone Bust Mini Dress
The obsession is real with this sultry-glam mini dress. The short dress features a sleeveless sweetheart neckline with sparkling rhinestone embellishments peeking through at the bust, adjustable spaghetti straps, ruching down the side seams, a mini-length hem, and a bodycon silhouette that will hug your curves. Style this short dress with platform heels for a night out with your girls.
Fit & Features
- Sleeveless sweetheart neckline
- Mini rhinestone embellishments at the bust
- Adjustable spaghetti straps, back zipper closure
- Ruched side seams
- Mini-length hem, bodycon fit
- Smooth knit fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2426
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charmed Look Bow Detail Pleated Knit Skort
Leave them charmed with your adorable style in this bow detail pleated knit skort! It features a high-rise waist for a flattering fit, a chic double bow front design, pleated detailing, and a flirty skater silhouette overlaying a shorts lining.
Fit & Features
- Structured knit fabric with moderate stretch
- High waist
- Double bow design
- Pleating
- Skater silhouette, shorts lining
- Skort in size small has an 8" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06503-1192
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Knotty V-Neck Asymmetrical Midi Dress
Babe, you deserve to get dressed up and this knit midi dress is ready to make your night! It features a sleeveless V-neckline, spaghetti straps, a bodycon silhouette, and a knotted twist asymmetrical wrap skirt that creates a flirty slit design. Complete the look with sleek stiletto mules.
Fit & Features
- Sleeveless V-neckline, spaghetti straps
- Bodycon silhouette
- Knotted twist asymmetrical wrap skirt
- Front slit design
- Midi-length hem
- Lined slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2415
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romance Factor V-Neck Flower Ruffle Dress
In this ruffled mini dress, romance is always a factor! Bring the eye-catching allure to the evening in this sleeveless mini dress featuring a V-neckline, spaghetti straps, a flower along one shoulder with cascading ruffle trim, a bodycon silhouette, and a cascading ruffles along the hem with one flower inset. Style this mini-length dress with chic stiletto mules.
Fit & Features
- Sleeveless V-neckline, spaghetti straps
- Flower along the shoulder, cascading ruffle trim
- Bodycon silhouette
- Mini-length hem, cascading ruffles, flower inset
- Lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2481
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Budding Romance Flocked Tube Midi Dress
The attraction is real. This dress is an absolute must-have to include in your wardrobe! It features a strapless tube neckline and a midi length silhouette with a front slit. Composed of a knit fabric, it showcases flocked velvet floral patterns against the knit background. It offers a moderate amount of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0089
Category Name: Night Out
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Babe's A Bombshell Velvet Midi Dress
Baby-girl you're a bombshell in velvet! This midi dress is a real head turner, with a v neckline, a mid length hemline, bungee spaghetti straps, and a form fitting silhouette. Dress is composed of a velvet fabric and offers moderate stretch. Fully lined.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0162
Category Name: Night Out
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Valencia Formal Midi Dress
Special Occasion
Make a lasting impression in our Valencia! She is uniquely designed with an asymmetrical neckline, one long sleeve, and one sleeveless tank strap. Her bodice is fitted and leads down to a mid length hemline, and a high thigh slit. She has a zipper closure located center back with a hook and eye closure to keep her securely in place. She is composed of a crepe material and is fully lined offering moderate stretch and a form fitting silhouette.
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0260
Category Name: Night Out
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Velvet Embossed Snake Print Midi Skirt
Shake things up with this alluring and chic snake print midi skirt!
Fit & Features
- High rise waist
- Back zipper closure
- Thigh high front slit
- Velvet embossed snake print fabric
- Moderate stretch
- Form hugging fit
Style Number/Barcode: 06401-0106
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Capture The Spotlight Heat Stone Mini Dress
Be the center of attention in this showstopping mini dress. Glisten and dazzle everywhere you go!
Fits & Features
- Mock Neckline
- Unlined, Fitted Long Sleeves
- Mini Length Silhouette
- Lined, Mesh Fabric With Heat Stone Embellishments Throughout
- Curve-Hugging Fit
- Moderate Stretch
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0550
Category Name: Night Out
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hiss And Tell Crop Top
This snake print crop top is so sultry! Purchase the matching mini skirt and slither with style.
Shop Matching Skirt: Hiss And Tell Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Slight cowl neckline
- Cropped
- Burnout snake print | Velvet mesh fabric
Style Number/Barcode: 06001-2184
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Glow Rhinestone Hot Shorts
Fit & Features
- Smooth knit fabrication, slight stretch
- Low-rise waist
- Square-shaped rhinestone accents
- Cheeky fit
- Runs true to size
Style Number/Barcode: 06503-1287
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Haley Sequin Short Party Dress
Special Occasion
Strike the crowd with your shine in the shimmery Haley sequin party dress for birthdays and formal dances! She features a one-shoulder neckline, a long fitted sleeve, a side pleated seam, and a bodycon wrap short-length hem. The formal dress is composed of sparkly iridescent sequin embroidered mesh fabric with a knit lining and moderate stretch. Style with hoop earrings to complete the look.
Fit & Features
- One-shoulder neckline, long fitted sleeve
- Side pleated seam, back zipper and hook-eye closure
- Bodycon silhouette, wrap short-length hem
- Iridescent sequin embroidery,
- Sheer mesh fabric, full knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1271
Category Name: Night Out
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Slay Jumpsuit
You'll be ready to slay all day in this chic knit jumpsuit! Pair with some strappy heels and accessorize with gold hoops for that bold babe look!
Fit & Features
- Short sleeves
- Wrap front V neckline
- Back button closure | Keyhole cut out
- High rise elastic banded waist
- Straight pant legs
- Knit fabric | Plenty of stretch
Style Number/Barcode: 06502-0345
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Poised and Polished Pinstripe Longline Blazer
Keep it poised with a classic pinstripe blazer! The blazer features a collared neckline with lapels, a pinstripe pattern, long sleeves with cuffed hem, and a longline hem. The blazer is composed of a woven fabric that offers a form hugging fit with slight stretch. Complete look with an LBD and heels.
Fit & Features
- Collared neckline with lapels
- Long sleeves with cuffed hem
- Longline hem
- Woven fabric
- Form hugging fit
- Slight stretch
Style Number/Barcode: 06204-0865
Category Name: Night Out
Price: $34.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Night On The Town Halter Catsuit
Head out in this sleek catsuit for your next date night or GNO with the squad! The catsuit features a sleeveless halter neck, halter neck ties, a sexy cutout at the midriff, and a form-hugging skinny leg fit. The catsuit is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a rhinestone clutch.
Fit & Features
- Sleeveless halter neck
- Halter neckties
- Cutout at the midriff
- Skinny leg
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0532
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale