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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Enchanting Sparkle Rhinestone Butterfly Duster Earrings
Give off an enchanting sparkle with these radiant rhinestone butterfly duster earrings! They feature a butterfly-shaped post with shimmering rhinestone embellishments leading to a linear drop design of mini rhinestones and matching rhinestone butterfly accents. Style with a glitter knit formal dress for your next special occasion.
Fit & Features
- Butterfly-shaped post, rhinestone embellishments
- Linear drop design
- Mini rhinestones, matching rhinestone butterfly accents
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1612
Category Name: Night Out
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always Happy Hour Cowl Neck Crop Top
Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe.
Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi Skirt
Fit & Features
- Double-lined slinky knit stretchy fabric
- Cowl neckline
- Adjustable spaghetti straps
- Side ruched seams
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000095
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Baguette Rhinestone Clutch
Make it a night to remember as you master the glam look with plenty of shine! This clutch features a fold over flap with a snap button closure, a light gold satin like interior and a detachable rose gold chain strap. The exterior features a dazzling array of rectangular shaped gemstones with rhinestones to make a memorable impression!
Style Number/Barcode: 07204-0296
Category Name: Night Out
Price: $28.90
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Glam Faux Fur Clutch
Be your best glam self with this stylin' faux fur box clutch! It features a black hued faux fur exterior, a gold metal frame with a clasp closure, a woven interior, and hooks to attach an included gold chain to convert it to a crossbody.
Style Number/Barcode: 07204-0363
Category Name: Night Out
Price: $14.45 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dusted In Rhinestones Earrings
These statement dusters feature a three row chain link detail, with rhinestones on every link. The earrings give you a little drama and take your look up a notch!
Style Number/Barcode: 07001-0076
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Doorknocker Earrings
We are loving statement earrings this season. These door knocker style earrings feature a circle stud with a post-back closure as well as a rectangular dangling knocker. The tones of the earring make it easy to pair with almost anything!
Style Number/Barcode: 07001-0063
Category Name: Night Out
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Every Day Ear Candy Pack
Ear candy for every day of the week? Yes, please! This sleek pack features seven rhinestone ear cuffs and earrings with post-back closures. Two cuffs, one rhinestone and one simple. Two cuff style earrings, and three stud earrings, two simple and one with a three row rhinestone detailing.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0072
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kali Satin Heat Stone Dress
Special OccasionWrap yourself in elegance as you bring the shine to the evening in our glam Kali dress! She features a rich burgundy color, a daring wrap V neckline, fitted long sleeves and a narrow waistband seam accent. Her waist leads to an asymmetrical mini length silhouette that reaches a mid-thigh length. The gold heat stones are set in a vertical stripe pattern to flatter curves. Dress is composed of a satin-like fabric that offers a form hugging fit with a moderate stretch. Dress is lined with a smooth knit fabric. Includes a back zipper closure with hook and eye closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4122
Category Name: Night Out
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gold Trim Faux Suede Booties
These boots have that little something extra that you're looking for! Designed with an almond toe, an ankle fit, and a low heel with a gold trim. They are composed of a faux suede and include a zipper closure.Style Number/Barcode: 07403-0116
Category Name: Night Out
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Poised And Pleated Tie Waist Blouse
Poised and pleated, this blouse will tie your pretty look together. It features a slight sweetheart neckline, long billowy sleeves with elastic banded cuffs, pleated details across the chest, a tie back waist accent, and a cropped fit. The top is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06003-0527
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Purely Pearl Chain Belt
We love to add a feminine touch with pearls! This belt is designed with two rows of pearls that are woven together with a beautiful chain. Belt has an adjustable lobster clasp closure.Style Number/Barcode: 07301-0111
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rhinestone Buckle Stiletto Booties
We will tell you right now, these are room commanding stiletto booties! The rhinestone buckle gives a subtle sparkling finish that can be just the amount of sparkle that your 'fit needs!
- Ankle fit
- Pointed toe
- Skinny stiletto heel
- Inner zipper
- Large rhinestone buckle
- Faux suede
Style Number/Barcode: 07403-0251
Category Name: Night Out
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bringin' It Rhinestone Stretch Belt
You are bringing it with this statement rhinestone belt babe! Pair with ur fav dress, or level up your basic denim with this over-sized double buckle accessory!
- Large Double C buckle
- Rhinestone detailing
- Ball point closure
- Stretchy backing
- Faux leather
Style Number/Barcode: 07301-0100
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Time For Change Chain Print Wrap Bodysuit
Sometimes you get that feeling that you want to change up your wardrobe. No need! You just new and different piece to bring you back to life!
Fit & Features
- Wrap style bodysuit
- V-neckline
- Long sleeves with cut out detailing
- Chiffon with chain pattern
- Double snap closure | Cheeky bottom
- Offers stretch at the waist line
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0765
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Linked Ring Statement Earrings
Make a stylish statement in these chic linked ring earrings! Their sleek gold hue will go with all your fave 'fits. Pair with a little black dress and some clear heels for a trendy night out vibe.
Fit & Features
- Linked ring design
- Dangling hoop accent
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0463
Category Name: Night Out
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearl Faux Leather Belt
Show your rare beauty in a pearl belt that brings the glamour to your favorite outfits. The belt features a faux leather band and a D-ring shaped buckle embellished with faux pearl accents. Complete look with high waist jeans and a basic ribbed bodysuit for an effortlessly casual look.
Fit & Features
- Faux leather material
- D-ring buckle
- Pearl embellished buckle
Style Number/Barcode: 07301-0210
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Strappy Square Toe Platform Heels
Stylish and strappy, these platform heels are a trendy upgrade from your typical block heel. They feature an of the moment square toe, a wrap around the ankle strappy design, and a sturdy block heel. Pair these statement shoes with a simple mini dress and add some gold hoops to glam it up.
Fit & Features
- Square toe
- Thin clear toe strap
- Wrap around strappy design
- Tie back closure at ankle
- Open back
- Platform
- Block heel
Style Number/Barcode: 07401-2415
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever On Trend High Rise Ponte Capri Pants
Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals!
Fit & Features
- Ponte knit fabric, minimal stretch
- High-rise waist
- Form-hugging fit
- Side slit accents
- Runs true to size
Style Number/Barcode: 06502-2533
Category Name: Night Out
Price: $28.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Mad For Plaid Platform Block Heels
You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.
Fit & Features
- Open almond toe
- Thick toe strap
- Adjustable around the ankle strap
- Closed back
- Platform
- Block heel
- Allover plaid print
Style Number/Barcode: 07401-2483
Category Name: Night Out
Price: $18.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Over the Knee Faux Suede Leopard Print
Step out and make a chic statement in boots that bring the drama to your night out looks. The boots feature a trendy animal print, an over the knee fit, an inner zipper closure, a round toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with a black ribbed mini dress.
Fit & Features
- Animal print
- Over the knee fit
- Round toe
- Inner zipper closure
- Stiletto heel
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07402-0252
Category Name: Night Out
Price: $22.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back to Basics Faux Suede Platform Heels
Bring it back to basic in heels that go with all your favorite fits'. The heels are perfect to wear for that upcoming bridal shower or for a date night with bae. The heels feature a solid neutral hue, an adjustable ankle strap, criss-cross straps over the toe, a wide platform, and a block heel. Complete look with a curve-hugging bandage bodycon.
Fit & Features
- Solid neutral hue
- Open Almond toe
- Criss-cross straps over the toe
- Wide platform
- Block heel
- Faux suede material
Style Number/Barcode: 07401-2611
Category Name: Night Out
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Solid neutral hue
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Always Stylish Faux Suede Stiletto Booties
You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.
Fit & Features
- Almond toe
- Tall platform
- Lug sole
- Stiletto heel
- Inner zipper closure
- Ankle-high design
- Faux suede material
Style Number/Barcode: 07403-0472
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rhinestone Evil Eye Fringe Earrings
Ward off bad vibes with fringe earrings that keep your look on point! The earring feature a rhinestone stud on post, an evil eye outline embellished with rhinestones, and a multi-tiered fringe. Complete look with a velvet dress and rhinestone heels.
Fit & Features
- Rhinestone stud on post
- Evil eye outline
- Rhinestones
- Multi-tiered fringe
- Post-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0858
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitzy Rhinestone Chandelier Earrings
Bring the glitzy and glamorous vibes to your formal look with these chic earrings. They feature a leaf-shaped chandelier design with rhinestone embellishment. Complete the outfit with a dainty necklace.
Fit & Features
- Leaf-shaped chandelier design
- Rhinestones
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0897
Category Name: Night Out
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free