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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Double-Take Faux Leather Jogger Shorts
Make them take a double take at your edgy-chic 'fit with these faux leather jogger shorts! They feature an elasticized high-rise banded waist with an ample amount of stretch, side pockets, and a relaxed fit. The smooth faux leather fabric includes a lightweight woven lining. Style with a corset top and clear heels.
Fit & Features
- Elasticized high-rise banded waist, ample stretch
- Dual side pockets
- Relaxed fit
- Faux leather fabric, woven lining
- Runs true to size
Style Number/Barcode: 06403-0323
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Glamour Rhinestone Duster Earrings
Showcase dreamy glamour in these radiant rhinestone duster earrings. They feature a linear drop design with oval-shaped accents and sparkling mini rhinestone embellishments. Style with a chic lariat necklace for your next special occasion.
Fit & Features
- Linear drop design
- Oval-shaped accents
- Mini rhinestones
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1589
Category Name: Night Out
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slither With Style Bodysuit
Slither with some style in this snake print gray bodysuit! It features a sleeveless bodice, tie back straps that lead to an open back with a lace up design, and a cheeky bottom with snap button closures. The bodysuit is composed of a soft knit fabric that offers plenty of stretch and a form hugging fit.Model is 5'8 with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1294
Category Name: Night Out
Price: $16.00 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sling Back Block Heels
These classic sling back block heels will make all your 'fits instantly chic! They feature an open toe with a single toe strap, a thick band attached to an around the ankle strap, and an open back with a sturdy block heel.Style Number/Barcode: 07401-0279
Category Name: Night Out
Price: $23.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Snake Skinny Pants
Lace up in this trendy print to slay this season! They feature a high rise waist, a lace up front and a skinny leg fit with tapered hem. Pants are composed of a faux suede fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06402-0085
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get My Good Side Mesh One Shoulder Crop Top
Flaunt some skin in this flirty crop top! It features a one-shoulder, single long sleeve design and a waist tie at the side with cut-out. The garment is crafted from a lightweight, sheer mesh woven material that offers a touch of stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06001-2001
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmer And Shine Bodysuit
Shimmer and shine in this glitzy bodysuit! With its glitter mesh fabric, you'll create an enticing look for your next party.
Fit & Features
- One shoulder neckline
- One long fitted sleeve
- Thong bottom | Dual snap button closure
- Sheer glitter mesh fabric
- Front knit lining
- Moderate stretch
Style Number/Barcode: 06001-1885
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Prima Donna Diamond Rhinestone Fringe Earrings
Channel a diva vibe when you top off your look with some fab af rhinestone fringe earrings!
- Diamond shape stud
- Double fringe detailing
- Rhinestone embellished
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0302
Category Name: Night Out
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Show A Little Swag Rhinestone Dusters
Show a little swag woman! We are loving fringe at the moment, and these are a uniquely designed pair that are one step above the rest!
- Over-sized oval shape
- Top half is firm
- Rows of rhinestones
- Loose lower half with fringe finish
- Closed design
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0318
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ode To Chic Long Sleeve Mini Dress
The mini dress features a plunging v-neckline, long sleeves, and ruching at the bodice. For a captivating date night look, complete the look with strappy stilettos.
Fit & Features
- Stretchy smooth knit fabrication, stretchy knit lining
- V-neckline
- Ruching
- Long sleeves
- Mini length hem
- Runs true to size
Style Number/Barcode: 05103-5949
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lovin' The Leopard Print Bustier Bodysuit
We know your love of leopard print is strong! It's totally of the moment, and is the new neutral! Pair this printed bustier bodysuit with your fave pair of boyfriend denim for a casual chic lewk!
Fit & Features
- Tie shoulder straps
- Unpadded bustier style top
- Thong bottom | Triple snap button closures
- Leopard print
- Knit fabric | Plenty of stretch
Style Number/Barcode: 06001-2410
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Girl On The Go Crossbody Wallet
Perfect for the girl on the go, this crossbody wallet is a chic staple to keep your must-haves close and outfit on point! It features a sleek saffiano design on faux leather material, an envelope front flap with metal trim, a detachable chain link shoulder strap, and plenty of interior pockets for cash, cards, and more! Complete the look with statement earrings.
Fit & Features
- Envelope flap front, metal trim
- Detachable chain link shoulder strap
- Wristlet strap
- Spacious interior pockets for cash, cards, and more
- Saffiano design
- Faux leather material
Style Number/Barcode: 07201-0093
Category Name: Night Out
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sheer She Goes Mesh Rhinestone Crop Top
Diamonds and rhinestones? Ooh, she fancy! Pair with your fav bralette and show your bougie-side in this sheer crop top!
Fits & Features
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Crew Neckline
- Fitted Long Sleeves
- Crop Hemline
- Sheer, Mesh Fabric With Embroidered Diamond Pattern Design
- Rhinestone Embellishments Throughout
- Moderate Stretch
Style Number/Barcode: 06001-2198
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crew Neckline
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Pearl Rhinestone Fringe Duster Earrings
Elegant with a trendy twist, these pearl rhinestone fringe dusters will bring major glam to your look!
- Large faux pearl studs
- Cascading rhinestone fringe
- Post back closures
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0409
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Gem Statement Earrings
You'll look like such a gorgeous gem in these chic statement earrings! They feature a circular gemstone post with a rhinestone adorned hoop with cascading faceted gemstones. Pair with a LBD and some sleek heels for a luxe look.
Fit & Features
- Circular gemstone post
- Rhinestone encrusted hoop
- Faceted gemstone accents
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0488
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lead On Lace-Up Stiletto Heels
Take the lead in these heels that command attention with each step! The heels feature closed-back, lace-up straps, an open almond toe, a clear PVC strap over the toe, and a stiletto heel. Complete look with a midi skirt and floral blouse for a stunning workwear outfit.
Fit & Features
- Closed-back
- Lace-up straps
- Open almond toe
- Clear PVC strap over the tow
- Stiletto heel
Style Number/Barcode: 07401-2729
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy And Fab Block Heels
These cute block heels will bring a trendy and fab style to your everyday look! They feature an open almond-shaped toe, a toe strap and ankle strap with a scalloped design, a back zipper closure with a tassel detail, and a comfortable block heel. Pair these faux microsuede heels with a blouse and paper bag pants for the perf workwear outfit.
Fit & Features
- Open almond-shaped toe
- Toe strap and ankle strap, scalloped design
- Back zipper closure, tassel detail
- Block heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07401-3512
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Go With It Utility Jumpsuit
Go with the flow in a jumpsuit that is part casual, part chic! The jumpsuit features a collared neckline, a multi-button down front, long sleeves, an elastic-smocked waistband, hidden side pockets, and a straight leg fit. The jumpsuit is composed of a woven twill knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and sleek hoops.
Fit & Features
- Collared neckline
- Multi-button down front
- Long sleeves
- Elastic-smocked waistband, hidden side pockets
- Straight leg fit
- Woven twill knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06302-0394
Category Name: Night Out
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Allure Rhinestone Collar Fringe Earring Set
Alluring and chic, this rhinestone collar and earring set is perfect for your next social event. It features a v-shaped necklace with lobster clasp closure and fringe earrings with a post-back closure. Complete the look in a sexy jumpsuit.
Fit & Features
- Rhinestone v-shape collar
- Lobster clasp closure
- Fringe earrings
- Post-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-1084
Category Name: Night Out
Price: $8.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Chic Sherpa Cropped Jacket
Get that laidback, chill vibe with this adorable cropped jacket. It features a collared neckline, zip-front, long flare sleeves, and a relaxed fit. Style this trendy jacket with your fave pair of boyfriend jeans and combat boots.
Fit & Features
- Collared neckline
- Complete zip-front
- Long flare sleeves
- Cropped, relaxed fit
- Faux sherpa knit fabric
- Runs true to size
Style Number/Barcode: 06201-0273
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chain Of Thought Gold Braid Choker
Capture all the attention in this choker necklace featuring a gold braided design with a lobster clasp closure. Complete the look in a graphic tee and distressed shorts for an edgy vibe.
Fit & Features
- Gold snake chain
- Braided design
- Lobster clasp closure
Style Number/Barcode: 07002-1215
Category Name: Night Out
Price: $5.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Twinkle Like A Star Sequin Pants
Twinkle like the star you are in these sequin pants perfect for your next night out! The high-rise pants feature a hip-hugging silhouette and a flared hem on mesh-lined knit fabric. Complete the look with the matching top.
Shop The Matching Top: Twinkle Like A Star Sequin Crop Top
Fit & Features
- High-rise waist
- Hip-hugging silhouette
- Flare hem
- Sequin mesh-knit fabric, lined
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06502-2240
Category Name: Night Out
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feel This Velvet Quilt Crossbody Bag
Luxurious and chic, you'll love this velvet quilted crossbody bag featuring an adjustable chain strap, front flap with turn-lock closure, and a spacious interior for keeping your must-haves in. Complete the look in a cocktail dress for a social event.
Fit & Features
- Velvet quilted design
- Front flap with turn-lock closure
- Adjustable chain strap
- Spacious interior
Style Number/Barcode: 07203-1073
Category Name: Night Out
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gorgeous Deets Dainty Layered Necklace
You'll love the gorgeous details of this dainty layered necklace! It features a three-row design with a short round chain, a middle chain-link layer with mini round accents, and a long rhinestone chain with a cascading lariat. Style with a chic blouse with a plunging neckline.
Fit & Features
- Three-row layered design
- Short round chain
- Middle chain-link layer, mini round accents
- Long rhinestone chain, center lariat
- Lobster clasp closure
Style Number/Barcode: 07002-1254
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free