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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Ruched And Radiant Lace-Up Mini Dress
Lace-up in a radiant look with a mini dress that stuns! The mini dress features a sleeveless cowl neckline, sleek spaghetti straps, lace-up straps, ruched side seams, and a mini-length silhouette. Complete look with wedges and a clear clutch.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Lace-up straps
- Ruched side seams
- Mini length silhouette
- Smooth knit lining
- Form-hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05103-3790
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Timeless Chic Lattice Crepe Corset
Keep it timelessly chic in a corset that elevates your look! The corset features a sweetheart neckline, padded cups, contrast piping with flexible boning, long sleeves with a lattice design, and a cropped hem. The top is composed of a lined crepe fabric that offers a form-hugging fit with minimal stretch. Complete look with mom jeans and mules.
Fit & Features
- Sweetheart neckline, padded cups
- Contrast piping, flexible boning
- Back zipper and hook and eye closure
- Long sleeves with a lattice design
- Cropped hem
- Lined crepe fabric, form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1383
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake And Slide Mule Heels
An easy but always sexy go to look! These must have mule heels feature a snake print, a two strap upper, and a wide stiletto heel.
Sizes run small. Fit model recommends purchasing one size up.
Style Number/Barcode: 07401-2086
Category Name: Night Out
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mia Formal Satin Midi Dress
Special Occasion
Va-va-voom! Our Mia dress is a winning combo of smooth, seamless, and sultry.
Fits & Features
- Adjustable Spaghetti Straps That Cross At The Back
- Zipper At Back
- Plunging V Neckline With Decorative Knot I Padded Cups
- Midi Length With Slit At The Side
- Lined, Smooth Stretch Satin Composition
- Moderate Stretch
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: 05001-0291
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Budding Love Floral Mini Dress
Show your love for florals in this pretty mini dress! It's the prettiest pick for a wedding guest look!
Fits & Features
- Adjustable Spaghetti Straps
- Sweetheart Neckline I No-Slip Interior Strip
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette
- Lined, Smooth Scuba Fabric With Floral Prints Throughout
- Curve Hugging Fit I Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0007
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bold Impressions High Slit Maxi Skirt
Make a bold impression with a maxi skirt that brings the drama! The skirt features a high rise waist, a high side slit, and a maxi-length silhouette. Complete look with the matching crop top and heels.
Shop Matching Crop Top: Bold Impressions One Shoulder Crop Top
Fit & Features
- High rise waist
- High side slit
- Maxi length silhouette
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06501-0434
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Scoop Neck Mini Dress
This mini dress requires zero gardening! It features a sleeveless, scoop neck, thin spaghetti straps, a ruched bust, floral print, and a bodycon silhouette. Complete the look with a cute mini tote.
Fit & Features
- Sleeveless, scoop neck, thin spaghetti straps
- Ruched bust
- Floral print
- Bodycon silhouette
- Mini-length hem
- Crepe fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4654
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Devious Hottie Patent Faux Leather Mini Dress
Bring the heat this Halloween as a devious hottie with this sleek mini dress! It features a sleeveless scoop neckline, spaghetti straps that lead to an open back with a lace-up strappy design for a customized fit, and a short, bodycon silhouette that will hug your curves. The patent faux leather fabric offers a minimal stretch. Style with a rhinestone embellished horn headband and marabou trim heels for a sexy costume.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Open back, lace-up strappy design, tie closure
- Mini-length hem, fitted bodycon silhouette
- Patent faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4574
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sheer Ambition Lace Bodysuit
Keep it chic and sheer in this sultry bodysuit! It features a sweetheart neckline, fitted unlined long sleeves, a lace detailed eyelash trim, a sheer unlined back and a sheer high cut bottom with hook and eye closures. Bodysuit is composed of a sheer partially lined mesh fabric that offers a form hugging fit.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1269
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lyla Formal Crepe Midi Dress
Special Occasion
Keep it sophisticated and stunning in our Lyla dress! She takes it to the next level with her must have pockets!
Fit & Features
- Sweetheart Neckline
- No-Slip Strip
- Padded Cups
- Empire Waist
- Pockets
- Lined Crepe
- Form Hugging Fit | Moderate Stretch
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: 05001-0324
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gorgeous Glitzy Moment Heels
Have a gorgeous glitzy moment in these sparkly stilettos! They feature an open almond-shaped toe with a rhinestone adorned toe strap, a rhinestone embellished wide ankle strap, a back zipper closure, and a sleek stiletto heel. Style these glitter mesh heels with a chic clutch.
Fit & Features
- Open almond-shaped toe
- Rhinestone adorned toe strap
- Rhinestone adorned wide ankle strap
- Back zipper closure
- Stiletto heel
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-3700
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Business Babe Faux Leather Skirt
Business or pleasure? No matter the reason you'll be looking like a babe in this faux leather skirt featuring a high-rise waist, bodycon silhouette, back slit accent, and a midi-length hem. Style with a bodysuit and heels to complete the look!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Midi-length hem with back center slit
- Faux leather fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0810
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold and Fierce Leopard Print Crop Top
Strike a bold look in this crop top that slays! The top features a bold leopard print, a high round neckline, shoulder pads, and a cropped hem. Complete your look with high waist leggings.
Fit & Features
- High round neckline
- Sleeveless
- Shoulder pads
- Leopard print
- Cropped hem
- Brushed woven fabric with moderate stretch
Style Number/Barcode: 06003-1121
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rose Pendant Dainty Chain Necklace
Bring the charm with a necklace that shows off your sweet side. The dainty chain necklace is a must for dressing up your casual outfits. The necklace features a dainty chain, a rectangular pendant with a textured plate, and an engraved rose design. Complete your look with high waist jeans and a puff sleeve top.
Fit & Features
- Dainty chain
- Rectangular pendant, with a textured plate
- Engraved rose design
Style Number/Barcode: 07002-0516
Category Name: Night Out
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Cozy Basic Duster
Lay on basics with this fab duster that can take you from lounging to coffee runs. The duster features a draped open front, long sleeves, and a flowy long length. The duster is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top and chunky sneakers.
Shop Matching Top: Keeping Knit Basic Crop Top
Fit & Features
- Draped open front
- Long sleeves
- Long length
- Ribbed knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0241
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Vibe Leopard Floral Print Tube Top
She’s a little sweet, a little savage—just like your weekend plans. Rock this leopard floral print tube top that slays for rooftop drinks or last-minute plans.
Fit & Features
- Mesh fabric, high stretch
- Leopard and floral multi-print pattern
- Strapless straight-across neckline
- Ruching, O-ring cutout
- Side slit, adjustable drawstring
- Mid-length asymmetric hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000202
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Swirl Ruched Mini Dress
Stun with a mini dress that serves up major style. The dress features a stunning swirl pattern, a sleeveless square neckline, adjustable spaghetti straps, a ruched hem with drawstring, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules and a clutch.
Fit & Features
- Swirl pattern
- Sleeveless square neck
- Adjustable spaghetti straps
- Ruched hem with drawstring
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05103-4390
Category Name: Night Out
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chrome Magic Rhinestone Thin Block Heels
Do you believe in the magic of these sparkly heels? Dazzle from your toes in these rhinestone strap chrome heels featuring a square toe, closed-back, thin block heel, and an adjustable buckle ankle strap. Complete the look with a sleek clutch.
Fit & Features
- Square toe
- Closed-back
- Rhinestone toe strap
- Thin block heel
- Adjustable buckle ankle strap
- Chrome finish
- Runs true to size
Style Number/Barcode: 07401-3481
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Invite Off-The-Shoulder Mesh Midi Dress
Show up looking oh-so-chic at your next wedding or party in this off-the-shoulder midi dress! Designed with an airy mesh fabric with a knit lining, this mid-length dress will gorgeously flaunt your figure along the bodycon silhouette. The off-the-shoulder sweetheart neckline with a padded bust shapes the bodice, and the thin tank straps can easily be worn on the shoulder. Ruched detailing is accented at the bust and down the body of the dress to accentuate your curves. The asymmetric mid-length hem creates an alluring high side slit to showcase some leg. Complete your best-dressed guest look with clear heels.
Fit & Features
- Stretchy sheer mesh fabric with knit lining
- Off-the-shoulder sweetheart neckline with padded bust
- Tank shoulder straps, back zipper with hook and eye closure
- Ruched bust design, ruched body
- Asymmetric hem, high side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-2946
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Night Fun Crepe Cutout Dress
The perfect crepe mini dress for having all-night fun! It features a sleeveless one-shoulder neckline with dual cutout straps, a bodycon silhouette, and side pleated seams to accentuate your curves along the asymmetrical hem. Complete your club look in this mini dress with a statement bracelet and earrings.
Fit & Features
- Sleeveless one-shoulder neckline
- Dual cutout straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Asymmetrical mini-length hem
- Crepe fabric, lined, moderate stretch
Style Number/Barcode: 05103-4847
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Stunner Satin Bodycon Mini Dress
You'll be such a stunner your next club night in this sleek satin bodycon mini dress! Designed with a stretchy satin-knit fabric, this short dress will flaunt your gorgeous figure. The sleeveless bodice is shaped with a wrap-front V-neckline and classic spaghetti straps. The front pleated detailing will showcase your curves along the mini-length silhouette. Style with rhinestone statement earrings and strappy stilettos!
Fit & Features
- Satin fabric with slight stretch, bust lining
- Sleeveless V-neckline with surplice design
- Dart seams
- Spaghetti straps
- Front pleating
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5426
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Amour Satin Pleat Crop Top
You'll adore this sweet satin top for bringing the luxe vibes to the night! It features a sleeveless sweetheart neck, spaghetti straps, pleating along the bust, a form-fitting design, and a cropped hem. Complete your dressy look in the matching skirt with jewelry.
Shop Matching Bottoms: Sweet Amour Satin Pleat Maxi Skirt
Fit & Features
- Sleeveless, sweetheart neck, spaghetti straps
- Pleating along the bust
- Form-fitting design
- Cropped hem
- Luxe satin-knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4274
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Starlight Shine One-Shoulder Mini Dress
Made for nights that call for shining like a star—this one-shoulder mini dress delivers. Covered in rhinestone detailing with a bodycon fit, it’s basically your excuse to outshine the disco ball.
Fit & Features
- Stretch mesh-lined knit fabric
- One-shoulder neckline
- Rhinestone-embellished star pattern and stripes
- Bodycon mini silhouette
- Runs true to size
Style Number/Barcode: 05103-000323
Category Name: Night Out
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sparkle Occasion Sequin Mini Skirt
Sparkle at every occasion this season in this sequin mini skirt featuring a high-rise elasticized waist with a front drape detail, and a side pleated seam to accentuate your figure along the form-hugging silhouette. Complete the look in a sultry satin corset top.
Fit & Features
- High-rise waist
- Front drape detail
- Side pleated seam
- Form-hugging silhouette
- Mini-length hem
- Sequin fabric, knit lining, moderate stretch
- Fits true to size
Style Number/Barcode: 06401-0530
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance