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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Cross The Line V-Waist Bootcut Pants
Cross the line into chic style in these hip-hugging pants perfect for office hours and happy hour! Featuring a trending v-cut cross high-rise waist and a bootcut hem on woven fabric with stretch. Complete the look in a blouse and pointed-toe booties.
Fit & Features
- V-cut cross high-rise waist
- Back zipper closure
- Hip-hugging fit
- Bootcut hem
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0664
Category Name: Night Out
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Entrance Iridescent Rhinestone Bodycon Mini Dress
Make a gorgeous and glam entrance on your next GNO in this rhinestone mini dress! It features a sleeveless V-neckline, spaghetti straps that lead to an alluring open back with a lace-up strappy design, a mini-length hem, a bodycon silhouette, and all-over mini rhinestone embellishments with a stunning iridescent sparkle. The smooth knit fabric has a moderate stretch. Style with spiral heels!
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, open back, lace-up strappy design, tie closure
- Lower back zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- Iridescent mini round rhinestone embellishments
- Smooth knit fabric, lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4943
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Going Out Glam Satin Rhinestone Lace-Up Dress
Going out tonight? Bring the glam energy in this attention-grabbing satin rhinestone mini dress featuring a sleeveless square neckline with an underbust seam, spaghetti straps that create the lace-up back and a lower ruched seam, and a flattering bodycon fit. Complete the look in platform heels.
Fit & Features
- Sleeveless square neckline, underbust seam
- Spaghetti straps, lace-up back, lower ruched seam
- Bodycon silhouette
- Mini-length hem
- All-over rhinestone embellishments
- Lined silky satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4945
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Class Act Cowl Neck Cami Top
Classy and chic, you'll adore this cami top perfect for dressing up on date night! It features a stunning sleeveless cowl neck with adjustable spaghetti straps and a flowy cropped hem on chiffon textured fabric with no stretch. Finish the look with a rhinestone bracelet.
Fit & Features
- Sleeveless cowl neck
- Adjustable spaghetti straps
- Flowy cropped hem
- Chiffon textured fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2169
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spice It Up Rhinestone Bodycon Mini Dress
Spice up your look for the season with this sultry-glam bodycon mini dress! It features a sleeveless V-neckline, dual spaghetti straps, an alluring open back with a cross-back lace-up strappy design, a mini-length hem, a curve-hugging silhouette, and all-over sparkling iridescent rhinestone embellishments. The smooth knit fabric offers a moderate stretch. Style with hoop earrings and clear heels for the club.
Fit & Features
- Sleeveless V-neckline, dual spaghetti straps
- Open back, cross-back lace-up straps, tie closure, lower zipper, hook and eye closure
- Princess seams, high waist seam
- Mini-length hem, bodycon silhouette
- Iridescent rhinestone embellishments
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4944
Category Name: Night Out
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rose Blooms Nylon Fishnet Tights
You in these nylon tights will be sheer sexiness! They feature a high-rise fit, sheer fishnet design with a rose pattern that wraps around your legs. Layer under a short bodycon dress to complete your chic look!
Fit & Features
- High-rise fit
- Sheer fishnet design
- Rose pattern
- Closed toe
- Soft and comfortable nylon fabric
- Moderate stretch
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: 07306-0176
Category Name: Night Out
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Girl Next Door Cropped Denim Corset
Bring the girl next door vibes to your everyday look with this cute cropped denim corset. It features a sleeveless sweetheart neckline, structured cups with padding, front hook and eye closures, and a form-hugging fit. Style with vintage-inspired jeans and strappy mules.
Fit & Features
- Sleeveless sweetheart neckline
- Structured and padded cups
- Adjustable spaghetti straps
- Front hook and eye closures, flexible boning
- Cropped, form-hugging fit
- Cotton woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2170
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Around The Edge Faux Leather Skirt
Everyone knows you bring edgy and sassy vibes to girl's night! This faux leather skirt features a high-rise waist, bodycon silhouette, and a flirty ruffled mini-length hem. Style with a floral bustier to complete the look!
Fit & Features
- High-rise waist
- Bodycon silhouette
- Ruffled mini-length hem
- Faux leather fabric, smooth interior
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0565
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitzy Night Out Sequin Flare Pants
These shimmery sequin flare pants will have you radiating glitzy vibes! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared hem with slit accents at each side, and sequin embroidery in a stunning scroll design. The sheer mesh fabric features a knit panty lining. Style with the matching crop top and clear heels for your next girl's night out!
Shop Matching Top: Glitzy Night Out Sequin Crop Top
Fit & Features
- High-rise waist, back zipper hook-eye closure
- Hip-hugging fit
- Form-hugging fit throughout the legs
- Flared hem, side slit accents
- Sequin embroidery, scroll design
- Sheer mesh fabric, knit panty lining
- Runs true to size
Style Number/Barcode: 06502-2399
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitzy Night Out Sequin Crop Top
This shimmery sequin crop top will have you radiating glitzy vibes! It features a square neckline, halter spaghetti straps, a fitted, cropped hem, and sequin embroidery in a stunning scroll design. Style with the matching flare pants and clear heels for your next girl's night out!
Shop Matching Bottoms: Glitzy Night Out Sequin Flare Pants
Fit & Features
- Sleeveless square neckline
- Halter spaghetti straps, tie-back closure
- Back zipper, hook and eye closure
- Fitted, cropped hem
- Sequin embroidery, scroll design
- Sheer mesh fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4757
Category Name: Night Out
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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You Better Work Lace-Up Crop Top
Work it out girl with a crop top that slays! The crop top features a sleeveless square neckline, tank shoulder straps, a lace-up back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with high waist shorts and mules.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Lace-up back
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1684
Category Name: Night Out
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Who's That Girl Rhinestone Chain Bra
Who's that girl? It's you looking stunning in this bra perfect for festivals or Vegas! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded underwire bra top with rhinestone and faux pearl pattern, cascading rhinestone strands that are detachable, and back hook and eye closures. Complete the look in a sultry mid-rise mini skirt.
Fit & Features
- Sweetheart neckline, adjustable spaghetti straps
- Padded and underwire bra top
- Rhinestone and faux pearl patterns on cups
- Cascading and detachable rhinestone strands
- Back hook and eye closures
- Lined smooth woven fabric
- Runs true to size
Style Number/Barcode: 06003-2165
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Workwear Chic Paperbag Wide-Leg Pants
Create an office chic look that will garner all the compliments in these paper bag pants! They feature a high-rise paper bag style waist with an adorable tie-front design, front pockets, and a form-hugging fit at the hips that leads to a wide-leg silhouette. The crepe fabric offers a moderate stretch. Style with a bodysuit and mules.
Fit & Features
- High-rise paper bag waist
- Tie-front design, belt loop accents
- Front side pockets
- Hip-hugging, wide-leg silhouette
- Pull-on/off styling
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2299
Category Name: Night Out
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready For Chain Strap Glitter Mini Dress
Change it up for the club in this glitter mini dress featuring a sleeveless sweetheart neckline with a wired insert, chain link straps, and a bodycon silhouette. The glitter fabric includes a stretchy knit lining. Style this mini-length dress with sleek hoop earrings to complete the look!
Fit & Features
- Sleeveless sweetheart neckline, wired insert
- Chain link straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Glitter fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-4939
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Play Ponte O-Ring Cutout Mini Dress
Make a major power play in this sophisticated ponte mini dress with a hint of sultry! It features a crew neck, muscle sleeves with shoulder pads for a structured look, a bodycon fit, a cutout waist with an O-ring insert, and curve-hugging side ruched seams. Complete the look in chic strappy stiletto heels for a night of dinner and drinks!
Fit & Features
- Crew neck
- Muscle sleeves, shoulder pads
- Bodycon fit, back zipper and hook-eye closures
- Cutout waist, O-ring insert
- Side ruched seam, mini-length hem
- Lined ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4938
Category Name: Night Out
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Party Starter Crepe Lace-Up Mini Dress
You'll be the party starter in this crepe mini dress perfect for dancing all night! It features a sleeveless square neck, spaghetti straps, a lined bodice, a bodycon silhouette, and an open lace-up back with tie closure. Complete the look in chunky platform heels.
Fit & Features
- Sleeveless square neck, spaghetti straps
- Lined bodice
- Bodycon silhouette
- Lace-up open back, tie closure
- Mini-length hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4936
Category Name: Night Out
Price: $5.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All In The Deets Gemstone Chain Bracelet
Glam up your dressy 'fits with this stunningly detailed chain bracelet! It features three layers, including a smaller chain-link layer, a rhinestone embellished layer, and a bigger chain-link layer with a sparkling gemstone accent. Style with rhinestone earrings.
Fit & Features
- Three-row layered bracelet
- Smaller chain-link layer
- Rhinestone embellished layer
- Bigger chain-link layer, hanging gemstone detail
Style Number/Barcode: 07003-0446
Category Name: Night Out
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Subtle Sparkle Rhinestone Necklace And Earrings Set
Showcase a chic subtle sparkle in this dainty glam rhinestone jewelry set. It features a short collar necklace with mini rhinestone embellishments in a curved, wavy design. The short duster earrings feature a matching rhinestone wavy design. Style with a skater dress and a glitter mesh bolero.
Fit & Features
- Necklace and earrings set
- Short collar necklace, lobster clasp closure
- Mini rhinestones, wavy design
- Short duster earrings, matching design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1436
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Smooth In Satin Slit Mini Skirt
Create a smooth and sleek silhouette in this satin mini skirt you'll adore dressing up or down! It features a high-rise waist, form-hugging fit, and a front-slit accent. Complete the look in a chic blouse and heels.
Fit & Features
- High-rise elasticized waist
- Form-hugging
- Front slit accent
- Mini-length hem
- Smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0561
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Glitzy Glitter One-Shoulder Mini Dress
Create a night-out look that is so glitzy and glamorous with this glitter mini dress! It features an asymmetric one-shoulder neckline, a single long balloon sleeve, a front ruched seam, a mini-length hem, and a bodycon silhouette that will hug your curves. The glitter knit fabric includes a knit lining and offers moderate stretch. Style with rhinestone earrings and platform heels.
Fit & Features
- Asymmetric one-shoulder neckline
- Single long balloon sleeve, tapered hem
- Front ruched seam
- Mini-length hem
- Bodycon silhouette
- Glitter knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4934
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cowgirl-Chic Fringe Mini Skirt
Create a cowgirl-chic look for festival season or going out to country bars in this faux suede mini skirt! It features a high-rise waist, an asymmetric front seam with fringe detailing, a mini-length hem, and a form-hugging fit. The faux suede fabric offers a moderate stretch. Style with a corset top and booties!
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Asymmetric front seam, fringe detailing
- Mini-length hem
- Form-hugging fit
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0557
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Show Face Abstract Print Mini Dress
Show your artsy-chic side in this mesh mini dress perfect for a movie date or casual plans with friends! It features a sleeveless square neck, sleek bungee spaghetti straps, side ruched seams to accentuate your curves, and a bodycon silhouette. The dress is designed with an abstract face print on mesh fabric with a stretchy knit lining. Complete the look in a trendy crop jacket and sandals.
Fit & Features
- Sleeveless square neck
- Bungee spaghetti straps
- Side ruched seams
- Bodycon silhouette
- Mini-length hem
- Abstract face print, mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5014
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Modern Girl Faux Leather Mini Skirt
Modern yet timeless, elevate your look in this faux leather mini skirt designed with a sleek high-rise waist, faux wrap front, and a form-hugging fit. Style with a sultry crop top to complete the look!
Fit & Features
- High-rise waist
- Back zipper closure
- Faux wrap front
- Form-hugging silhouette
- Mini-length hem
- Faux leather fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06401-0556
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Going Out Tonight Satin Rhinestone Dress
With this satin mini dress, you'll definitely be going out tonight! Features a square neckline, spaghetti straps that create the alluring strappy lace-up design, a bodycon silhouette, and a slit mini-length hem. The dress is designed with all-over iridescent rhinestone embellishments on silky satin fabric with plenty of stretch. Complete the look in spiral heels and earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps, strappy lace-up back
- Bodycon silhouette
- Slit, mini-length hem
- All-over iridescent rhinestone embellishments
- Silky satin fabric, knit lining at the bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4930
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale