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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Clear Faux Patent Leather Pointed Heels
Keep it chic with a clear pointed heel. A clear heel adds sophistication to take you from the office to date night. The heels feature a classic pointed toe, a clear PVC body accented with a faux patent leather back and sole and a sleek stiletto heel. For the minimalists this heel pairs well with basics or pair with a fab midi dress.
Fit & Features
- Pointed toe
- Clear PVC
- Faux patent leather
- Stiletto heel
Style Number/Barcode: 07401-2348
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Meant To Be Ruffled Mini Dress
You and this dress are totally meant to be! The dress features a sleeveless V-neckline, spaghetti straps, lace-up back, a mini-length silhouette with a faux-wrap overlay, and ruffles. The dress is composed of a mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with platform wedges and a butterfly necklace.
Fit & Features
- Sleeveless V-neckline
- Lace-up back
- Mini length silhouette
- Faux-wrap overlay
- Ruffles
- Lined mesh fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-0758
Category Name: Night Out
Price: $38.90
Availability: Out of Stock
Product Badge:- Ships Free
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Vintage Inspired Circular Door Knocker Earrings
Finesse your look with a vintage touch when you style these gold door knocker earrings with your everyday look! Dress down with a satin button up, or take them out on the town with a cowl neck mini dress!
- Circular door knocker design
- Gold finish
- Etched detailing
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged
Style Number/Barcode: 07001-0657
Category Name: Night Out
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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She's A Gem Crepe Mini Dress
Showcase your rare beauty with a mini dress that brings the luxe! The dress features a sleeveless sweetheart neckline with a built-in padded bust, a sheer mesh bodice, rhinestone embellished spaghetti straps, and a mini-length bodycon silhouette. The mini dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a rhinestone clutch.
Fit & Features
- Sleeveless sweetheart neckline, built-in padded bust
- Sheer mesh bodice with flexible boning
- Rhinestone embellished spaghetti straps, back zipper, hook and eye closure
- Mini-length bodycon silhouette
- Crepe fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-2193
Category Name: Night Out
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Beaded Beauty Sleeveless Mini Dress
Showcase your stunning beauty in this gorgeous sleeveless mini dress. It features adjustable spaghetti straps, a V neckline, a lined sheer mesh front with beaded detailing, a sheer mesh back with a zipper and hook and eye closure, and a short crepe skirt with a curve-hugging fit. Pair this dress with glam earrings and a sleek clutch for your next date night with bae.
Fit & Features
- Adjustable spaghetti straps
- V neckline
- Lined sheer mesh front with beaded detailing
- Sheer mesh back with zipper and hook and eye closure
- Short crepe skirt with moderate stretch
- Form-hugging fit
Style Number/Barcode: 05101-0825
Category Name: Night Out
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Serving Sass Crepe Mini Dress
Serve up the sass in this bold mini dress! The short dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette. The mini dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and a rhinestone choker.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Mini length silhouette
- Crepe fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-2187
Category Name: Night Out
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitter Mesh Envelope Clutch
Bring the shimmer with a clutch that glows with glitz and glamour for your special evening. The clutch features a sleek rectangular mesh body adorned with glitter and envelope-style top flap closure. Complete your look with a ruched midi dress and heels.
Fit & Features
- Rectangular mesh body
- Glitter
- Envelope closure
- Available in: Black, Gold, and Silver
Style Number/Barcode: 07204-0159
Category Name: Night Out
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plunging Tie Strap Basic Bodysuit
Update your basic bodysuit with pretty tie-straps. This basic bodysuit features a plunging V-neckline, tie shoulder straps, and a plunging scoop back. The bodysuit is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete your baddie basic look with high waist jeans and extra-large hoops.
Fit & Features
- Plunging V-neckline
- Tie shoulder straps
- Plunging scoop back
- Smooth knit fabric
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2724
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitzy And Gorgeous Glitter Knit Skater Dress
You'll look oh-so-glitzy and gorgeous in this flirty glitter knit skater dress! It features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back strap design, and a short skater skirt with a fit and flare silhouette. Style this glamorous dress with rhinestone statement earrings and embellished heels.
Fit & Features
- Sleeveless V-neckline
- Princess seams
- Dual spaghetti straps
- Cross-back strap design
- High waist, short skater skirt, fit and flare silhouette
- Glitter knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-0822
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Fab Puff Sleeve Crop Top
Keep it so fab in a trendy crop top that is perf for your next brunch date! Style this crop top with sleek sunnies to nail your look. The top features a sweetheart neckline, a hook fasten center closure, long puff sleeves, and a cropped hem.
Fit & Features
- Sweetheart neckline with padding
- Long puff sleeves
- Hook fasten closure
- Cropped hem
- Crepe knit fabric with moderate stretch
- Form-hugging fit
Style Number/Barcode: 06003-0965
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring the Flair Crepe Ruffled Dress
Bring the flair in this ruffled dress for your next night out! The dress features a plunging V-neckline and a ruffled asymmetrical hem. The dress is composed of a form-hugging crepe fabric that embraces curves while providing a retention stretch. Complete your look with sleek heels and rhinestone earrings.
Fit & Features
- Plunging V-neckline
- Sleek spaghetti straps
- Ruffled asymmetrical hem
- Crepe fabric
- 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.
Style Number/Barcode: 05101-0823
Category Name: Night Out
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Short Sleeve Lace Crop Top
Keep it classy in a lace crop top. Fall back on vintage lace for a sophisticated work from home look. The unlined top features a mock neck, short sleeves, a lace design throughout, and a cropped hem. The top is composed of a lace fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up a bralette and tie waist pants to complete your look.
Fit & Features
- Mock neck
- Short sleeves
- Lace
- Cropped hem
- Exposed zipper closure at nape of neck
- Relaxed fit, moderate stretch
- Bralette lining sold separately
Style Number/Barcode: 06003-0948
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Rhinestone Platform Stiletto Heels
Bring the dazzle in heels that bring the luxe and glamour. The heels feature mini rhinestones throughout, an adjustable ankle strap, an open toe with a single strap and a sleek stiletto heel. Complete your look with a heat stone dress and rhinestone earrings.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Wide platform
- Rhinestones
- Open almond toe with a single strap over the toe
- Stiletto heel
- Composed of a glitter mesh material
Style Number/Barcode: 07401-2334
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fab And Fierce Block Heels
Keep it fierce in a fab print heel to go with your slay-worthy outfits. The heels feature a wide adjustable ankle strap with a large square buckle, an open almond toe with a single strap over the toe, and an animal-inspired print. Complete your look with a sleek bodycon dress.
Fit & Features
- Wide adjustable ankle strap with large square buckle
- Open almond toe
- Single strap over the toe
- Narrow block heel
- Animal-print
Style Number/Barcode: 07401-2332
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dazzle and Bling Stiletto Heels
Bring the dazzle in these heels that command the room! The heels feature mini rhinestones throughout, a faux microsuede trim, an open almond toe, and a sleek stiletto heel. Complete your luxe look with a sleek satin dress and earrings.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open almond toe with a single strap over the toe
- Mini rhinestones
- Wide platform
- Stiletto heel
- Faux microsuede trim
Style Number/Barcode: 07401-2337
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off The Shoulder Long Sleeve Chiffon Bodysuit
Keep it chic in a chiffon bodysuit. This versatile bodysuit is perfect for taking you from the office to happy hour. The bodysuit features an elastic off the shoulder neckline, sheer flowy long sleeves with elastic cuffs, and sheer chiffon throughout. The bodysuit offers a relaxed fit with a minimal stretch. Complete outfit with a high waist skirt or high waist dress pants.
Fit & Features
- Elastic off the shoulder neckline
- Flowy long sleeves
- Sheer chiffon fabric
- Relaxed fit
- Minimal stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0950
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off the Shoulder Floral Lace Top
Bring a chic touch in a floral lace top. This basic lace top features an off the shoulder neckline, fitted unlined long sleeves and a floral lace design throughout. The top is composed of an unlined lace fabric that offers a relaxed fit with a slight stretch. Complete your casually cute look with an adhesive strapless bra and fringe earrings.
Fit & Features
- Off the shoulder neckline
- Fitted unlined long sleeves
- Floral lace fabric
- Relaxed fit with a slight stretch
- Bralettes sold separately
Style Number/Barcode: 06003-0955
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Mock Neck Long Sleeve Floral Lace Top
Turn to a floral lace top for a chic look. Take your outfit from the office to happy hour in a sophisticated lace top that features a mock neck, unlined long sleeves, and a floral lace pattern throughout. The top is composed of a lace fabric that offers a relaxed fit. Complete your outfit with a bralette and statement earrings.
Fit & Features
- Mock neck
- Unlined long sleeves
- Floral lace
- Unlined
- Relaxed fit
- Bralette sold separately
Style Number/Barcode: 06003-0951
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take On The Night Chiffon Smocked Mini Dress
We'd love to see you take on the night in this, gorgeous! Just slip into some strappy heels to really elevate your lewk!
Fits & Features
- Surplice V Neckline
- Sheer Long Sleeves
- Smocking At The Cuffs & Skirt
- Cut Out At Back With Button Closure
- Mini Length Silhouette I Ruffle Trim Hem
- Chiffon Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0810
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe and Lace Rhinestone Cardigan
Bring the luxe with a cardigan that has a vintage glamour feel to it. The cardigan features a sheer floral lace body, a V-neckline, a button-down front with rhinestone embellished buttons, long sleeves with an elastic cuff, and an eyelash lace hem. Complete look with a basic cami to let this print speak for itself.
Fit & Features
- V-neckline
- Sheer floral lace body
- Button-down front with rhinestone buttons
- Long sleeves with elastic cuff
- Eyelash hem
- Relaxed fit, slight stretch
Style Number/Barcode: 06204-0671
Category Name: Night Out
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab Sequin Tie Front Top
Look fab and flawless in this stunning sequin tie front top! It features long loose sleeves with elastic cinched hems. a tie front closure, and a cropped hem. Pair this top with high waist denim for a caual-chic vibe.
Fit & Features
- Long loose sleeves with elastic banded hems
- Tie front closure
- Cropped
- Sheer lurex woven fabric with allover sequins
Style Number/Barcode: 06204-0666
Category Name: Night Out
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Thin Rhinestone Square Buckle Belt
Channel glam with a rhinestone belt. For those occasions when you're feeling a little extra, throw on a narrow belt that features a rhinestone embellishment and a small square buckle. The belt is composed of faux leather material. Pair this glitzy belt with high waist jeans.
Fit & Features
- Narrow faux leather band
- Small square buckle
- Rhinestones
- Adjustable
Model is 5'8" with a 32" bust, 23" waist and 36" hips.
Style Number/Barcode: 07301-0214
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crushing On You Long Puff Sleeve Crop Top
We're totally crushing on this crop top, perfect for that upcoming BBQ with the squad. The crop top features plunging v-neckline, long puff sleeves, tie front ties, and a cropped hem. Complete your casually cute look with high waist jeans and sunnies.
Fit & Features
- Plunging v-neckline
- Tie-front ties at center of the bodice
- Long puff sleeves
- Cropped hem
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0943
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Live A Little Teardrop Rhinestone Earrings
Live a little, glam a little! These rhinestone earrings are a stunning addition to your look, and pair well with a special event dress or cocktail attire!
- Rhinestone double halo post
- Dangling teardrop outline
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged
Style Number/Barcode: 07001-0438
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free