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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Visions Of Velvet Mini Dress
We are having visions of velvet this season and this mini dress says it all! Pair with some sexy heels and take on the night like the vision that you are.
Fits & Features
- V Neckline
- Spaghetti Straps
- Dual Cut Out Designs At The Midriff
- Mini Length Silhouette
- Velvet Composition
- Form Hugging Fit I Moderate Stretch
Burgundy: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Sapphire: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0190
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All That Shine Mini Dress
Shine bright this weekend with a mini dress that screams sexy!
Fits & Features
- Deep Wired V Neckline With Padding
- Skinny Spaghetti Straps That Cross & Lace Up At The Back
- Lined Knit Material With Damask Sequin Design
- Curve Hugging Fit
- Moderate Stretch
- Zipper Not Included
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0187
Category Name: Night Out
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mind Your Business Mini Dress
They can stare, but they need to mind their business! This sultry dress features an underwire lace front with adjustable shoulder straps, a back zipper closure and mesh insets. It's made of a sexy satin fabric with moderate stretch that hugs your feminine curves.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0164
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feel The Heat Stone Crop Top
Bring the heat in this fab crop top! It features a round neckline, long sleeves, and a cropped hem. The all-over heat stones give this top all the dazzling shine you need! The crop top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist mini skirt and heels for a stunning night out look.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Heat stones
- Cropped hem
- Unlined mesh fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4770
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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It Girl Mock Neck Mini Dress
Be the it girl of your trendy squad in this adorable mini dress. It features a mock neck, long bubble style sleeves with cuffed hems, and a short, form hugging fit. The dress is composed of a knit fabric with a knit lining and has plenty of stretch for comfortable wear.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0036
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cowl Neck Satin Mini Dress
Satin dresses have become a new closet staple! This piece features a cowl neckline, spaghetti straps that are adjustable and a hemline that meets mid thigh. Composed of a satin like material that offers a relaxed fit without stretch.
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0185
Category Name: Night Out
Price: $31.90
Availability: Out of Stock
Product Badge:- Clearance
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Gleam And Glam Mini Dress
This glam glitter mini will gleam under all the bright lights! It features a sleeveless bodice, spaghetti straps that lead to a sheer lace back with a zipper closure followed by a back cut out, a V neckline, a high waist seam, and a short, curve hugging fit. The glitter knit fabric offers moderate stretch. Glitter may transfer.
Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0743
Category Name: Night Out
Price: $23.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daring And Bold Midi Dress
Dare to be bold and stylish on your next night out in this midi! The dress features a sleeveless bodice, spaghetti straps, a sweetheart neckline with stitching and padded cups, a square back with a zipper and hook and eye closure, vertical seam detailing running down the front, and a mid-length, form hugging fit. The dress is composed of a knit fabric that offers moderate stretch and includes a sultry back slit.Style Number/Barcode: 05103-0181
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleeveless Chevron Glitter Mini Dress
Glow up in this shimmering mini dress! It features a sleeveless bodice, a plunging V neckline with padded cups and spaghetti straps that lead to a cross back. The relaxed fit bodice leads to a curve hugging mini length silhouette. Dress features a trendy chevron print throughout and adorned with glitter accents. Garment is composed of a lined glitter knit fabric that offers a slight stretch. Zipper not included.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-3488
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Love In Lace Crochet Dress
We are obsessed with crochet! This dress features a V neckline with a scalloped trim ande long sleeves that are sheer. The crochet bodice meets skirt high waist and is composed of a crepe material that offers moderate stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05101-0106
Category Name: Night Out
Price: $16.97 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall For Floral Skater Dress
Fall for floral this season with this undeniably adorable skater dress! It features a sleeveless bodice, spaghetti straps that lead to a dual cross back, a plunging wired V neckline, a high waist seam, and a flowy skater skirt. Dress is composed of a knit fabric and showcases a flocked floral pattern of velvet against the knit background.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0109
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own It High Low Cocktail Dress
Own the night in a high low cocktail dress! It features a modest V neckline and double spaghetti straps that lead back to a cross over detail. It is a high low dress that is shorter in the front and longer in the back. It has a fitted bodice with vertical seams that lead down to the skirt. The high low hem of the skirt gives a flattering flow. It is composed of a crepe material that offers moderate stretch. Pair with your favorite heels and sparkly earrings and own the night!
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-8659
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spark It Up Heat Stone Crop Top
Spark up your style with this hot heat stone crop! The top features a V neckline with lace trim detail, long fitted sleeves, and a cropped hem with a front lace trim. The top is composed of a sheer stretchy mesh fabric and is adorned with gleaming heat stones on the front and down the sleeves.Style Number/Barcode: 06001-1692
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Glow Wrap Front Bodysuit
Get that sought after glitter glow with this spotlight worthy bodysuit!
Fits & Features
- Long Fitted Sleeves
- Plunging V Neckline Created By Wrap Front With Ruched Detail
- High Waist Seam
- Thong Bottom With Dual Snap Button Closures
- Glitter Knit
- Moderate Stretch
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1691
Category Name: Night Out
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sequin Stiletto Snake Booties
Step aside girl, snake print sequin booties?! YES. Designed with a point toe, an over the ankle fit, and a zipper closure. They feature a sexy high stiletto heel and are composed of a snake print material adorned in clear reflective sequins. Obsessed.Style Number/Barcode: 07403-0118
Category Name: Night Out
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mischa Velvet Mermaid Gown
Special Occasion
Nothing says glam like our Mischa Mermaid Gown! She of composed of a velvet like material that is sleek and sexy and offers moderate stretch. She has a fitted bodice with a v neckline, padded cups and adjustable spaghetti straps that lead to a low back line. Her floor length skirt flares towards the bottom for a mermaid design, and hugs at the waist. We love Mischa because she pairs well with a variety of heels and accessories!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0249
Category Name: Night Out
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle The Night Away Party Dress
This dress is the ultimate party ensemble. Glow all through the night in this glitter dress that features a plunging v-neckline, sexy spaghetti straps that cross at the back, and a curve-hugging bodycon fit that enhances curves. Complete your night-out ready look with sleek rhinestone hoops and classic stilettos.
Fits & Features
- V neckline
- Spaghetti straps that cross at the back
- Envelope style hem hits mid-thigh
- Textured glitter knit fabric
- Curve hugging fit
- Moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-8482
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elsie Formal Open Back Sequin Dress
Special Occasion
Wow them all from the moment you enter the room in our dazzling Elise dress!
Fits & Features
- Plunging Wired V Neckline
- Double Button Closure At Nape Of Neck I Open Back
- Padded Cups
- Cap Sleeves
- Floor Length Silhouette
- Lined Mesh Fabric I Scroll Pattern Sequins
- Curve Hugging Fit I Minimal Stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0255
Category Name: Night Out
Price: $52.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Laylah Sequin Mermaid Gown
Special Occasion
Have the time of your life and dance the night away in our Layla! She features a v neckline, adjustable spaghetti straps that lead to a square back with a zipper closure. She features a cup stitching at the bodice and a subtle banded waist line. She has a mini skirt lining that is sewn in place which makes her easy to move around in, and a floor length mermaid hemline. She is composed of a mesh material that offers a form fitting silhouette with slight stretch, that showcases a beautifully detailed geometric and floral sequin pattern!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0272
Category Name: Night Out
Price: $29.97 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long Sleeve Glitter Mini Dress
Bring the glam with this glittering must have! It features a crew neck, fitted long sleeves, a small keyhole at the back with a single button closure. The slim fit bodice leads to a mini length silhouette that hugs curves in all the right places! Dress is composed of a lined glitter knit fabric that offers a moderate stretch.
Style Number/Barcode: 05103-3489
Category Name: Night Out
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Love In Lace Crochet Dress
We are obsessed with crochet! This dress features a V neckline with a scalloped trim ande long sleeves that are sheer. The crochet bodice meets skirt high waist and is composed of a crepe material that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0107
Category Name: Night Out
Price: $9.97 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Do It For The Glam Sequin Mini Dress
Sashay your way onto the dance floor in this captivating sequined piece. This dress features a crew neckline, long sleeves with ribbed cuffs, and a mini length silhouette. The garment is composed of a mesh-lined fabric with sequin detailing throughout, fully lined, zipper at back, and a curve-hugging fit with slight stretch.
Model is 5'8" with a 34" bust, 25" waist, and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0110
Category Name: Night Out
Price: $26.97 $66.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Deep Dive Floral Scuba Dress
Dive right into this sweet scuba-style mini! Dress has a body con fit and features an all-over multi-color floral print against a black background, an off-the-shoulder neckline with micro sleeves. Dress is made to hit above the knee, slips on, and is made from a smooth woven material with moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0081
Category Name: Night Out
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crocheted With Love Off Shoulder Dress
This dress is all about the loving things! So show some love with its endearing off shoulder neckline, long fitted sleeves, and a short bodycon fit. The dress is composed of a fully lined, crochet fabric that offers a moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0104
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance