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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Alluring Daydream Off-The-Shoulder Crop Top
Be an alluring daydream come to life in this off-the-shoulder crop top to bare some skin on a breezy sunshine day! Made from smooth woven fabric, this top boasts romantic peasant long sleeves and ruffled trim, a front adjustable ruched drawstring that lets you customize the style, and a stretchy smocked back for easy wear. Complete the look in high-rise jeans and sandals for any occasion!
Fit & Features
- Smooth woven fabric
- Off-the-shoulder
- Ruffled trim
- Adjustable ruched drawstring
- Stretchy smocked back
- Runs true to size
Style Number/Barcode: 06003-2437
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dazzle Babe Rhinestone Strapless Bodycon Mini Dress
Dazzle up the night like the glam babe you are in this sultry rhinestone bodycon mini dress! The airy mesh fabric is accented with all-over rhinestone embellishments for a glitzy shine and includes a knit lining for coverage. The short dress is shaped with a strapless straight-across neckline and a bodycon silhouette to flaunt your gorgeous curves. Complete your night-out look with metallic heels.
Fit & Features
- Stretchy sheer mesh fabric with knit lining
- Rhinestones
- Strapless straight neckline, no-slip strip
- Back zipper with hook and eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5580
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Solid Ten High Rise Slit Bodycon Mini Skirt
You'll be looking like a solid ten in this bodycon mini skirt perfect for going out! The high-rise waist and front ruched seam create a flattering fit while the slit adds a touch of sexy. The bodycon fit and mini-length hem make this the perfect statement piece! Complete the look in high heels.
Fit & Features
- Smooth knit stretchy fabric
- High-rise waist
- Bodycon fit
- Front slit
- Runs true to size
Style Number/Barcode: 06501-1011
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glamour Girl Rhinestone Faux Pearl Bead Bustier
If you're a girl who loves glamour this bustier will make a statement! Crafted from a mesh fabric adorned with rhinestones, beading, and faux pearls, it turns heads everywhere you go. Featuring a sweetheart neckline, detachable straps for versatile wear, and a built-in underwire bust for added support and lift. The flexible boning provides a flattering silhouette, while the cropped hem and multiple hook and eye fasteners offer a customizable fit. Complete the look in a fab mini skirt for a night on the town or birthday event!
Fit & Features
- Mesh lined fabric, rhinestones, beading, faux pearls
- Detachable and adjustable spaghetti straps
- Sweetheart neckline
- Built-in padded underwire bust
- Flexible boning, multiple back hook-eye fasteners
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2427
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Fling High Slit Ditsy Floral Knit Midi Dress
Embrace your flirtatious side in this adorable floral knit midi dress! The lightweight stretchy knit fabric is detailed with the cutest ditsy floral print pattern for the spring season. The mid-length dress features a crew neckline, short sleeves, a small back keyhole cutout, a large lower back cutout to add some allure, a high-cut front slit, and a bodycon silhouette to flaunt your curves. Style with hoop earrings and a charm necklace.
Fit & Features
- Stretchy knit fabric
- Ditsy floral print
- Crew neckline, short sleeves
- Back keyhole cutout, lower back cutout
- High front slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5653
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Likes Strapless Pleated Ponte Romper
Work your styling talents in this strapless ponte romper to receive all the likes on social media! Crafted from a polished ponte knit fabric that fits like a glove, this romper features a sleek strapless neckline and form-hugging bodice that leads to a flirty pleated short-length hem. Complete the look in knee-high boots and a shoulder bag for a fashionable vibe!
Fit & Features
- Ponte knit fabric, shorts lining, minimal stretch
- Form-hugging bodice
- Pleated short-length hem
- Runs true to size
Style Number/Barcode: 06503-1137
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Serving Glam Rhinestone Mesh Bodycon Mini Dress
You'll be serving glitz and glamour all night in this iconic rhinestone bodycon mini dress! The airy sheer mesh fabric is accented with all-over rhinestone embellishments for a luxe shine, and includes a full-length knit lining for coverage. The mini-length dress features a sleeveless square neckline, thin tank shoulder straps, a secure back zipper closure, and a bodycon silhouette to flaunt your stunning curves. Style with metallic heels.
Fit & Features
- Stretchy sheer mesh fabric with knit lining
- Rhinestones
- Square neckline
- Tank straps
- Back zipper with hook and eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5579
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Floral Rhinestone Pearl Sheer Mesh Crop Top
Give off flirty vibes in this trendy sheer mesh embellished crop top perf for parties! It features faux pearl and rhinestone embellishments in chic flower designs and all-over rhinestones for added sparkle. The top is shaped with a crew neckline, long fitted sleeves, and a fitted cropped hem. Style over a basic bralette or mini dress!
Fit & Features
- Sheer mesh fabric
- Faux pearl and rhinestone embellishments, flower designs
- All-over rhinestones
- Crew neckline
- Long fitted sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2428
Category Name: Night Out
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basically The One Sleeveless Cutout Crop Top
This crop top is basically the one you'll be obsessed with all summer! Crafted from stretchy ribbed knit fabric, this sassy top features a crew neckline and a flirty cutout bust leading to the cropped hem that flaunts your figure. Complete the look in new jeans.
Fit & Features
- Stretchy ribbed knit fabric
- Crew neckline
- Cutout bust
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-1969
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Of All Ribbon Bow Bodycon Mini Dress
You'll be the cutest of all in this bodycon mini dress out on dates or brunch! Crafted from a woven fabric lined with stretchy knit, this dress features a flattering square neckline and a satin ribbon bow that adds an elegant touch. The bodycon silhouette hugs your curves beautifully, while the mini-length hem gives a playful and flirty vibe. Complete the look in sandals and sunnies!
Fit & Features
- Woven fabric lined with stretchy knit
- Square neckline
- Satin ribbon bow
- Back zipper and hook-eye closure
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5655
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring Flirt High-Rise Lace Mini Skort
Alluring and flirty! Unveil this lace mini skort for a romantic look on your next date. The high-rise waist and uneven mini-length hanky hem create a sultry silhouette, while the stretchy knit shorts lining provides comfort and coverage. Complete the look in a mesh bodysuit and strappy sandals for an unforgettable outfit!
Fit & Features
- Sheer textured lace fabric, stretchy knit shorts lining
- High-rise waist
- Mini-length hanky hem
- A-line fit
- Runs true to size
Style Number/Barcode: 06503-1133
Category Name: Night Out
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Love Impression Crew Neck Tie-Dye Bodycon Mini Dress
This tie-dye mini dress will have you falling head over heels! It features classic short sleeves and a crew neckline, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with earrings and stiletto heels for any occasion!
Fit & Features
- Tie-dye print, mesh fabric, partial lining
- Crew neckline
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5646
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy Western Vibes Sleeveless Crochet Vest
This crochet vest will have you dreaming of Western vibes for your festival or concert outfit! Made from a lightweight crochet fabric, this vest is perfect for adding a boho touch to any outfit. The V-neckline and hidden front closures add a touch of intrigue, while the cropped length keeps things fun and flirty. Complete the look in shorts and cowboy boots.
Fit & Features
- Crochet fabric, slight stretch
- V-neckline
- Hidden front hook and eye closures
- Cropped length
- Runs true to size
Style Number/Barcode: 06005-1956
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Days For Play High-Rise Ruffle Mini Skort
Play up your cuteness in this mini skort perfect for brunch or hanging with the girls! The skort is designed with an eye-catching front ruffle that leads to a side-tie bow, a flattering high-rise waist, and a form-hugging silhouette with shorts lining for coverage. Complete the look in a crop top and sandals!
Fit & Features
- Woven fabric, shorts lining
- Front ruffle, side tie bow
- Back zipper closure
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06403-0437
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirt It Up Hanky Hem Knit Mini Skort
Flirt it up and flaunt your trendy style in this adorable hanky hem mini skort! Designed with a stretchy knit fabric, this adorable skort features a ruched high waist leading to a hanky hem with an asymmetric design creating an effortless flowy A-line silhouette over fitted shorts. Style with a corset top and mules for the chicest happy hour look!
Fit & Features
- Stretchy knit fabric
- Ruched high waist
- Mini-length hanky hem
- A-line fit
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06503-1131
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Read All About It Newspaper Bodycon Mini Dress
Extra, extra read all about how fine you'll look in this newspaper print mini dress! This dress features a sweetheart neckline with lace trim and adjustable spaghetti straps for a perfect fit. The built-in padded underwire bust ensures support while the bodycon fit and mini-length hem create a flattering silhouette. Complete the look in a crop denim jacket.
Fit & Features
- Newspaper print, knit fabric with stretchy lining
- Adjustable spaghetti straps
- Sweetheart neckline with lace trim
- Back zipper and hook-eye closure
- Built-in padded underwire bust
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5578
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Exquisite Sultry Lace Bustier Wrap Bodycon Mini Dress
Turn up the temperature in this sultry lace mini dress on date night! Featuring a sweetheart neckline and adjustable spaghetti straps, the sheer lace bustier bodice highlights your curves while the faux wrap skirt overlay and side tie enhance your silhouette along the lace mini-length hem. Complete the look in strappy stiletto heels and earrings!
Fit & Features
- Smooth knit fabric lined, moderate stretch
- Sweetheart neckline, padded bra cups
- Adjustable spaghetti straps
- Back zipper hook-eye closure
- Sheer lace bustier bodice
- Faux wrap skirt overlay with side tie, lace mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5577
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Season To Outshine Rhinestone Skirt Belt
It's the season to outshine starting with this glamorous rhinestone skirt belt! This stunning accessory features a dazzling rhinestone embellished multiple-layered design, adding a touch of glamour to any look. With its secure lobster clasp closure, you can easily style it to enhance your waistline and outshine at parties and festivals! Complete the look in fab lace up heels.
Fit & Features
- Rhinestone embellished multiple-layered design
- Lobster clasp closure
Style Number/Barcode: 07301-1120
Category Name: Night Out
Price: $2.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hot And Dangerous Faux Leather Crop Top
Look hot and dangerous in this faux leather crop top for a spicy night out! The top boasts sleek bungee spaghetti straps and a square neckline—front seam detailing flatters your figure along with the fitted crop hem. Complete the look in a sleek mini skirt.
Fit & Features
- Faux leather fabric, minimal stretch
- Bungee spaghetti straps
- Square neckline
- Back zipper and hook-eye closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2423
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Truly Iconic Sheer Lace Bodycon Mini Dress
Create a sultry night-out vibe that is truly iconic with this sheer lacy bodycon mini dress! The stretchy sheer lace fabric includes a front bra and cheeky brief lining for coverage. The mini-length dress is shaped with a sleeveless deep V-neckline for that allure, and adjustable spaghetti straps to provide a customized fit. The back zipper closure offers effortless styling. The bodycon silhouette will flaunt your stunning figure and put your gorgeous curves on display. Complete your going-out look with rhinestone fringe earrings to add that glamour!
Fit & Features
- Stretchy sheer lace fabric with dainty trim
- Bra and brief built-in lining
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5576
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Attention Getter V-Neck Sheer Mesh Bodysuit
This sheer bodysuit will get the attention of your lover! Featuring a sexy V-neckline and adjustable spaghetti straps, this form-hugging bodysuit accentuates your curves. The sheer mesh fabric with a flocked velvet pattern adds a touch of allure, while the thong bottom and snap-button closure secure the style. Complete the look with a feather-trimmed robe for a sultry night in!
Fit & Features
- Sheer mesh fabric with flocked velvet pattern
- Adjustable spaghetti straps
- V-neckline
- Form-hugging fit
- Thong bottom, snap-button closures
- Runs true to size
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07107-0972
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Prettiest Pick Strapless Bow A-Line Mini Dress
This strapless mini dress is the prettiest pick for this season's soirees! The strapless neckline, front bow details, and ruched A-line silhouette add flirty charm, while the flowy mini-length hem keeps it playful. Complete the look with earrings and a clutch.
Fit & Features
- Mesh fabric lined with stretchy knit
- Strapless neckline
- Back zipper and hook-eye closure
- Front bow details
- Ruched A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3335
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Walk The Walk High Rise Belted Crepe Trouser Pants
Elevate your style in these crepe trouser pants for work hours or play! Featuring a high-rise waist with chic belt detail, these wide-leg silhouette pants are made from luxurious crepe fabric for a comfortable and sophisticated look. Complete the look in a chic blouse.
Fit & Features
- Crepe fabric, moderate stretch
- High rise waist, belt detail
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06502-2490
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Confidence Buckle Accent Trouser Pants
Show off your chic confidence from the office to happy hour in these buckle accent trouser pants! Designed with a stretchy crepe fabric, they feature a high waist, a sleek double buckle accent at the side, a hip-hugging fit, and a flared-leg silhouette with vertical seams running down the legs for a flattering look. Style with a basic bodysuit and strappy mules.
Fit & Features
- Stretchy crepe fabric
- High waist
- Double buckle side accent
- Hip-hugging fit
- Flared-leg silhouette
- Vertical seams
- Runs true to size
Style Number/Barcode: 06502-2489
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale