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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Step Into Chic Sling Back Block Heels
Step into these chic faux leather heels to elevate your everyday style or weekend look! They feature a sleek square toe with dual straps, an asymmetrical ankle slingback strap, and a block heel. Complete the look in a dreamy summer dress.
Fit & Features
- 2.5" Block heel
- Square toe, dual straps
- Asymmetrical ankle slingback strap
- Slip-on-and-off styling
- Faux leather material
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4787
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Midnight Vibes Satin Bodycon Mini Dress
Show off a sultry vibe as you dance past midnight in this sleek satin bodycon mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, a hip-hugging fit, and a mini-length hem. The satin-knit fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Open back, cross-back lace-up straps, tie closure
- High waist seam
- Bodycon silhouette
- Mini-length hem
- Satin-knit fabric, lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4805
Category Name: Night Out
Price: $5.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Own Your Shine Rhinestone Strap Midi Dress
Own your shine girl! Capture the attention in this metallic midi dress featuring a sleeveless cowl neck, rhinestone straps, and a bodycon silhouette. Style with strappy rhinestone heels to complete the look for birthdays or cocktail parties!
Fit & Features
- Sleeveless cowl neck
- Rhinestone straps
- Bodycon silhouette
- Midi-length hem
- Metallic knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2246
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rhinestone Chandelier Earrings
Leave the room breathless by adorning your ears in these statement earrings featuring baguette rhinestones in a chandelier design with a post-back closure. Complete your dressy look with a glam clutch.
Fit & Features
- Baguette rhinestones
- Chandelier design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1365
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jana Rhinestone Party Dress
Special OccasionDazzle and charm them all in our lovely Jana dress! She features a sleeveless bodice, a scoop neckline, a double row of adjustable spaghetti straps and vertical princess seams on the bust. Her waist features a sparkling rhinestone trim that leads to a party length silhouette that is accented with hidden side pockets and pleating details. Dress is composed of a lined textured satin fabric that offers a form hugging fit with minimal stretch. Includes a mini skirt length knit lining and a back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0008
Category Name: Night Out
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Real Love Glitter Mini Dress
Show your real love for glitter and glam! This mini dress features a round neckline, long sleeves and a fitted bodice that meets skirt with a horizontal seam mid waist. Hem of dress hits mid thigh and has a wrap design that is ruched on both sides. Dress is composed of a glitter mesh material and lined with a smooth knit material that offers moderate stretch. Glitter may transfer.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0085
Category Name: Night Out
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nova Ruched Sides Midi Dress
Special Occasion
Dress to impress with our Nova! Classically elegant, she features ruching for a curve-flattering fit.
Fits & Features
- High Neckline
- Fitted Long Sleeves
- Ties At The Open Back
- Midi Length Silhouette With Ruching
- Smooth Tricot Knit Fabric I Fully Lined
- Body-Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0321
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Britney Formal Glitter Asymmetrical Mini Dress
Special Occasion
Bring the glow in our Britney dress as you make an enchanting entrance at your special event. Britney features a dramatic plunging v-neckline with sleek corded straps, an all-over glitter knit composition, and a mini length silhouette with asymmetrical hem. Complete your radiating evening outfit with rhinestone earrings and metallic stiletto heels.
Fit & Features
- Plunging v-neckline
- Corded straps
- Mini length silhouette
- Partially-open back with metal fasten closure
- Asymmetrical hem
- Woven glitter knit fabric
- Form hugging fit
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size three.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0400
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Strappy Back Bodysuit
Get a stunning, sultry look in this basic bodysuit that you can create a trendy 'fit around! The cross back strap detailing, low scoop neckline, and curve hugging fit are oh so flattering. Perfect for a low key movie night! Pair with a distressed denim mini skirt and some chic shades!
Fit & Features
- Thin cross back spaghetti straps
- Open back
- Low scoop neckline
- Snap button closure
- Form hugging fit
- Knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2649
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lilly Reusable Posh Faux Lashes
Finish your party glam look with the Lilly posh faux lashes for instant volume and length! Just follow the easy three-step application to set, glue, press, and wow everyone in the room with your makeup look. These faux lashes are reusable and offer up to fifteen wears. Accessorize with a chic rhinestone purse for your next formal or dressy occasion!
Fit & Features
- Faux lashes
- Volume and length
- Reusable, up to fifteen wears
- Easy three-step application on the back
- Glue not included
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: 07307-0165
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Criss Cross Nubuck Block Heels
Bring the luxe with heels that make a stunning statement! Complete your date night outfits or create a chic cocktail outfit with these platform heels. The heels feature a zippered back, an adjustable ankle strap with a large buckle, criss-cross straps at the ankle, matching cross straps over the toe and a wide platform. Complete your look with a curve-hugging bodycon dress and crossbody.
Fit & Features
- Zippered back
- Wide cross straps at the ankle
- Wide cross straps over the toe
- Open almond toe
- Wide platform
- Narrow block heel
- Faux nubuck material
Style Number/Barcode: 07401-2395
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild And Untamed Velvet Bodysuit
Get a wild and untamed style in this trendy-chic velvet bodysuit! It features a V neckline, long fitted sleeves, and an allover leopard print. Pair this form-fitting bodysuit with a faux leather mini skirt for a fun girl's night out.
Fit & Features
- V neckline
- Long fitted sleeves
- Curve-hugging fit
- Allover leopard print
- Velvet fabric
Style Number/Barcode: 06001-2955
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Denim Days Lucite Block Heel
Denim days are here to stay with this sweet and sassy pair of block heels! Designed in denim material, they're finished with a lace-up ankle and on-trend lucite heel. Knock your look out of the park in a simple yet flattering bodycon dress.
Fit & Features
- Open almond toe
- Lace-up ankle
- Lucite block heel
- Denim fabrication
- Runs true to size
Style Number/Barcode: 07401-3308
Category Name: Night Out
Price: $7.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Vixen Over-The-Knee Boots
You'll be a total stylish vixen in these sultry over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a tall platform, a sleek stiletto heel, and a tie-back detail. Pair these boots with a casual dress to amp up the look.
Fit & Features
- Almond-shaped toe
- Inner zipper closure
- Platform
- Stiletto heel
- Over-the-knee design, tie-back detail
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0407
Category Name: Night Out
Price: $12.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pucker Up Venetia Ruched Bodysuit
Kiss your new fave bodysuit hello! It features eye-catching Venetia ruche-styled long sleeves with tie, an off-the-shoulder neck, ruched bust with adjustable tie, a cutout bodice, and a dual snap closure on the thong cut bottom. Composed of a subtle sheen knit fabric with a moderate stretch. Style with cute boyfriend jeans.
Fit & Features
- Ruched long sleeves with tie
- Off-the-shoulder neckline
- Ruched bust with adjustable tie
- Cutout bodice
- Dual snap closure, thong cut bottom
- Sheen knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-3967
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classy Evening V-Neck Knotted Midi Dress
You're in for a classy evening in this chic midi dress! It features flowy short sleeves, a V-neck, a front knot accent, and a slit on a bodycon silhouette. The slinky knit fabric offers a moderate stretch. Complete the look in strappy heels.
Fit & Features
- Flowy short sleeves
- V-neckline
- Front knot accent
- Slit midi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1376
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Devoted Love Faux Pearl Cross Chain Necklace
Add a touch of faith and style to any outfit with this cross chain necklace! The elegant faux pearl cross hangs delicately from layered chains, creating a timeless and meaningful accessory.
Fit & Features
- Faux pearl cross charm
- Layered chain design
- Lobster clasp closure
Style Number/Barcode: 07002-000055
Category Name: Night Out
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alluring Beauty Halter Crop Top
Showcase your alluring beauty in this on-trend crop top. It features a sleeveless halter neckline with a cross-front design, a center cutout at the bust, an open back, and a majorly cropped fit. Style with the matching midi skirt and heels for a girl's night out.
Shop Matching Bottoms: Alluring Beauty High Slit Midi Skirt
Fit & Features
- Sleeveless halter neckline, cross-front design
- Center cutout at the bust, structured underwire
- Open back
- Cropped
- Lined ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4375
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gorgeous Moment Rhinestone Jewelry Set
Adorn your formal wear with a gorgeous rhinestone jewelry set! The set includes a necklace that stuns in a statement twist design with rhinestones and a lobster clasp closure. The bracelet features a matching twisted design, and the earrings feature bold teardrop rhinestones in a linear design with a post-back closure. Complete your dressy look with a statement ring and heels.
Fit & Features
- Necklace, bracelet, and earring set
- Twisted rhinestone necklace and bracelet
- Adjustable chains, lobster clasp closures
- Linear teardrop rhinestone earrings
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1278
Category Name: Night Out
Price: $7.97 $17.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Texture Babe Bell Sleeve Tie-Front Crop Top
Look and feel like a total babe in this textured crop top perf for spicing up your everyday style! It features bell long sleeves, an open tie-front design, and a cropped hem on sheer mesh fabric with texture stitching. Complete the look in sleek faux leather shorts for a night out!
Fit & Features
- Bell long sleeves
- Open tie-front design
- Cropped hem
- Sheer mesh fabric, texture stitching
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0410
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty As A Bow Long Sleeve Mesh Crop Top
You'll look and feel so pretty in this statement mesh crop out for going out! The fitted long sleeves feature alluring keyhole cutouts adorned with delicate satin bows, while the square neckline is accentuated with another satin bow. The fitted crop hem and sheer mesh fabric add a sultry touch! Complete the look with a bralette and jeans.
Fit & Features
- Sheer mesh fabric, stretchy
- Square neckline
- Keyhole cutouts, satin bows
- Fitted crop length
- Style runs small
Style Number/Barcode: 06001-5251
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Look Plunge Bodycon Mini Dress
Dare to give a sultry look in this sleeveless mini dress at parties! The dress boasts a plunge V-neckline and a bodycon fit that flaunts your curves. Pair with heels.
Fit & Features
- Smooth knit fabric with knit lining, plenty of stretch
- Plunge V-neckline
- Ruched tank shoulder straps
- Ruched waist
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5883
Category Name: Night Out
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pencil Me In Bandage Midi Skirt
Add chic and sophisticated vibes by adding this bandage midi skirt to your closet! It features a smooth high-rise fit and is crafted from bandage-seamless knit fabric that offers a form-hugging fit and moderate stretch. Complete the look in a sultry corset top for a wine bar with the ladies!
Fit & Features
- Smooth high-rise fit
- Form-hugging
- Midi-length hem
- Bandage-seamless knit design
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0837
Category Name: Night Out
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bejeweled To Meet Ya Mesh Crop Top
This mesh crop top is bejeweled to make your acquaintance! It features a sleeveless plunge V-neckline with rhinestone gems, a pleated mesh overlay, and a cutout detail along the hem. Complete the look in a bodycon skirt and heels!
Fit & Features
- Sleeveless plunge V-neckline
- Rhinestone gems
- Pleated mesh overlay
- Cutout detail along crop hem
- Back zipper and hook-eye closure
- Lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2126
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance