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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Glittering Knit Wide Leg Pants
Add a glittering touch to your night! Complete your look with the matching crop top and duster!
Fit & Features
- High rise elastic banded waist
- Wide pant legs
- Stretchy glitter knit fabric
- Complete knit lining
Style Number/Barcode: 06502-0156
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkling Moments Glitter Mini Dress
Shine for those nights you'll never forget in this shimmering glitter mini dress!
Fit & Features
- Square Neckline
- Spaghetti Straps
- High Side Slit
- Glitter
- Lined Mesh
- Form Hugging Fit
- Moderate Stretch
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0422
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Step To The Beat Peep Toe Booties
Step to the beat of your own drum with a pair of sassy booties! Designed with a peep toe, an open back and an ankle fit. They feature a gold block heel that adds just the touch we were looking for! Composed of a faux suede material and include a zipper closure.Style Number/Barcode: 07403-0153
Category Name: Night Out
Price: $17.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glittering Long Knit Duster
Add a glittering touch to your night! Designed with long sleeves, and a long hemline that reaches ankle length, this duster is a glam way to amp up your look! Composed of a glitter knit mesh material that offers moderate stretch. Complete your look with the matching crop top and wide leg pants!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06202-0042
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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No Joke Glitter Thigh High Boots
Your style is no joke boo. Get a lil extra with these sparkling glitter knit thigh high boots!
- Point toe
- Block heel
- Thigh high
- Glitter knit
- Zipper closure
Style Number/Barcode: 07402-0059
Category Name: Night Out
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Countdown Cutie Glitter Mini Dress
Set off the celebrations in this shimmering mini dress to make a sparkling statement this season!
Fit & Features
- Sleeveless Tube Neckline
- Glitter
- Lined
- Form Hugging Fit
- Moderate Stretch
- Matching Duster: 06202-0043
Style Number/Barcode: 05101-0296
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Essential Satin Bomber
Add this must have jacket to your layers this season! It features a zippered front, long sleeves, a zippered pocket on one sleeve, side pockets with a snap button closure and a cropped hem with ribbed detail. Jacket is composed of a satin-like fabric that offers a relaxed fit with moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0245
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched Bust Jumpsuit
What time crunch? You'll be all set in this done-in-one jumpsuit.
Fits & Features
- Ruched, Padded Bust I Sweetheart Neckline
- Zipper & Hook And Eye Closure At Center Back
- Adjustable Spaghetti Straps
- Roomy, Wide Leg Openings
- Top: Fully Lined Composition I Bottom: Crepe Composition
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06502-0155
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Goals Sequin Longline Blazer
Seize the spotlight in the Glam Goals Sequin blazer. Don't forget to pick up the matching shorts!
Fits & Features
- Collared Neckline
- Padded Shoulder
- Long Sleeves
- Open Front With Single Hook And Eye Closure
- Longline Design
- Mesh Knit Composition Embellished With Sequins I Fully Lined
- Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0257
Category Name: Night Out
Price: $23.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pass The Champagne Glitter Knit Moto Jacket
Pop the champagne and pass it over, because we are celebrating your style girl! Designed with a collared neckline, long sleeves, and an asymmetrical off centered zipper closure that zips up all the way to the neckline. Jacket is fully lined and designed with a hemline that reaches high waist and showcases point front edges. Jacket is composed of a champagne knit material that is form fitting and offers moderate stretch, and is embellished with silver glitter reflects.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0250
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Audrina Formal Sequin Midi Dress
Special Occasion
Come through with head-turning shine as you shimmy the night away in our sequined Audrina midi dress!
Fit & Features
- High Round Neckline
- Cap Sleeves
- Draped Cowl Back
- High Side Slit
- Sequins
- Lined Mesh | Minimal Stretch
- Side Zipper Closure
Model is 5'9" with 32" 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: 05001-0261
Category Name: Night Out
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All Through The Night Glitter Sock Booties
Glitter all through the night in these shimmering booties! Designed with a mid-calf fit, a point toe, and a high block heel. They have a zipper closure at the side and are composed of a mesh glitter material that sparkles with silver reflects!Style Number/Barcode: 07402-0056
Category Name: Night Out
Price: $14.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Long Line Faux Fur Coat
Keep it sassy in spots with this wildly chic coat! It features a flat collar, long sleeves, hook and eye closure at center, and a long line length. Jacket is fully lined and composed of a faux fur fabric, perfect for the season!
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0086
Category Name: Night Out
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Double Chain Link Earrings
Flash them with some class! This pair of sparkling rhinestone earrings are designed with a post back closure, and a double oval chain link shape. We are loving the look of these with a laid back outfit, or style them with your best dress!
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0207
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party's Here Glitter Mini Dress
You'll be the center of attention and life of the party in this captivating number!
Fits & Features
- Square Neckline
- Adjustable Spaghetti Straps
- Zipper & Hook And Eye Closure At The Back
- Glitter Knit Composition I Smooth Knit Lining
- Bodycon Fit I Moderate Stretch
- Mini Length Silhouette
- Glitter May Transfer
Style Number/Barcode: 05103-0420
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fine Rhinestone Duster Earrings
Designed with a single flat chain down the center, and surrounded by two rows of rhinestone fringe, this pair will have to feelin' oh so fine! Earrings have a post back closure.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0206
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Perfection Mini Dress
Keep it sweet and charming in this pretty mini!
Fits & Features
- Off Shoulder Neckline
- Sweetheart Bust
- Fitted Long Sleeves
- Ruched Detail Along Left Seam I Envelope Hem
- Smooth Knit Composition
- Curve Hugging Fit With Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0290
Category Name: Night Out
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Walkin' With A Purpose Ankle Fit Booties
Walk the walk in a pair of faux suede ankle booties that give your look an effortless type of cool~
- Ankle fit
- Almond toe
- Block heel
- Soft inner lining
- Inner zipper closure
- Faux suede
Style Number/Barcode: 07403-0145
Category Name: Night Out
Price: $24.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Day N' Night Satin Bomber Jacket
Slay all day and all night in a satin bomber! This lightweight jacket features a zippered front, long sleeves, square frontal pockets, and mid waist hem with ribbed detail. Jacket is composed of a silk blended fabric that offers a relaxed fit with little stretch. Fully lined with a chiffon like material.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0241
Category Name: Night Out
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Get The Scoop Maxi Dress
Get the scoop on the hottest new style in this sleek maxi dress! It features a sleeveless scoop neck, spaghetti straps that lead to a cross back, and a maxi length with a thigh-high slit along the asymmetrical hem. Complete the look in glitzy heels for your formal event.
Fit & Features
- Sleeveless, scoop neck, spaghetti straps
- Cross back design
- Thigh-high slit
- Bodycon silhouette
- Asymmetrical hem
- Jersey knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-0291
Category Name: Night Out
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Fresh Floral Mini Dress
So fresh and so fine! This mini dress features a straight neckline, long sleeves, and a short hemline. Sleeves are sheer and sides of the dress are ruched for a curve flattering fit. Dress is lined with a smooth inner lining, and the overlay is composed of a mesh material adorned with foiled floral. Dress offers moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0292
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get Your Glow On Mini Dress
Get that glow going with this sparkling glitter mini dress!
Fit & Features
- Square Neckline
- Adjustable Spaghetti Straps
- Vertical Seams
- Glitter
- Lined
- Form Hugging Fit
- Slight Stretch
Style Number/Barcode: 05103-0418
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Embellishment Top
Effortlessly embellish your look with this beyond gorg top!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Mid-length hem
- Sheer mesh fabric
- Moderate stretch
- Front rhinesone and pearl details
Style Number/Barcode: 06001-1802
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layers Of Luster Rhinestone Choker Set
A set of two chokers that layer your look in radiance! First necklace is a dainty row of rhinestones with circular stones that drop down. Second is a dainty rhinestone choker followed by a longer attached layer. Each necklace has an adjustable lobster clasp closure.Style Number/Barcode: 07002-0180
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance