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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Layla Formal Sequin Midi Dress
Special Occasion
Bring the shine to match your glam taste in our sparkling Layla dress! She features an off the shoulder neckline, short sleeves, a natural fit waist and a curve hugging midi length silhouette with bold side slit. Dress is composed of a lined mesh fabric adorned with sequins throughout. Garment offers a minimal stretch and includes a back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4093
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirtatious Feelings Stiletto Mules
Time to trade out your average heels, and give yourself a flirtatious look when you add a pair of stiletto mules to your look!
- Open almond toe
- Double bands with a tube design
- Skinny stiletto heel
- Open back
Style Number/Barcode: 07401-0535
Category Name: Night Out
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Let's Get Groovy Platform Rhinestone Heels
Keep it groovy when you step out in a pair of platform rhinestone heels, that are honestly eye catching af. Style them with a sleek jumpsuit, or even a satin dress!
- Peep toe
- Almond shaped toe
- Platform design
- Sling back ankle strap
- Adjustable pin buckle closure
- Block heel
- Glitter + rhinestone embellished
Style Number/Barcode: 07401-2168
Category Name: Night Out
Price: $30.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Fierce Mesh Bodysuit
Stay forever fierce in this trendy mesh bodysuit! It features a mock neckline, long fitted sleeves, and is composed of a sheer mesh fabric with an all-over detailed dragon print. Pair this chic bodysuit with high waist denim and chunky gold hoop earrings for an overall fab look.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Thong bottom, dual snap button closure
- Sheer mesh fabric with all-over dragon print
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-2909
Category Name: Night Out
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brushed Knit Snake Print Bodysuit
Strike a sassy look in a top that is oh so trendy, girl! The bodysuit features a crew neckline, a sleeveless bodice with shoulder pads, and a stylish snake print. The bodysuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a faux leather mini skirt.
Fit & Features
- Crew neckline
- Sleeveless bodice
- Shoulder pads
- Snake print
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Cheeky bottom, dual snap button closure
Style Number/Barcode: 06001-2983
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Criss-Cross Leopard Crop Top
Make a fierce impression with a crop top that dares to go bold! The top features a leopard print, a halter neck, a criss-cross bodice, and a racerback. The top is composed of a mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist faux leggings and heels.
Fit & Features
- Leopard print
- Halter neck
- Criss-cross bodice
- Racerback
- Mesh fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3497
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Girl Rhinestone Chain Belt
Bring the glamour and create a figure-flattering silhouette with this chic faux leather belt. It features a thin design with a small double O-ring buckle embellished with rhinestones and a connecting single rhinestone chain. Style this belt over a mini dress and complete the look with strappy heels.
Fit & Features
- Thin faux leather belt
- Double O-ring buckle
- Rhinestone embellishment
- Attached rhinestone chain
Style Number/Barcode: 07301-0309
Category Name: Night Out
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mariah Ruched Velvet Bodycon Mini Dress
Special Occasion
Make a stylishly chic entrance at your next party in the luxe Mariah velvet bodycon dress. She features a V-neckline, bishop sleeves with tapered smocked hems, front and back ruched detailing, an adjustable drawstring at the front hem, and a short, curve-hugging silhouette. Complete your look with strappy heels and a sleek clutch.
Fit & Features
- V-neckline
- Bishop sleeves, tapered smocked hems
- Back zipper and hook and eye closure
- Front and back ruched detailing
- Adjustable drawstring at the front hem
- Mini-length, form-fitting silhouette
- Velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-0845
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Faux Leather Leggings
Make a chic statement with leggings that make major waves. The leggings feature a high-rise waist, dual front vertical seams on each leg, and a skinny tapered fit. The pants are composed of a faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules.
Fit & Features
- High rise waist
- Dual front vertical seams
- Skinny tapered fit
- Form hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0836
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Bound Ruched Mini Skirt
Slip into this mini skirt to nail those vacay shots on the perfect getaway! The skirt features a high-rise waist, a ruched body, a center drawstring, and a mini-length hem. The skirt is composed of a lined lightweight knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching bandeau halter top.
Shop Matching Top: Vacay Bound Bandeau Halter Top
Fit & Features
- High-rise waist
- Ruched body
- Center drawstring
- Mini length hem
- Lined knit fabric
- Hidden back zipper closure with hook and eye
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06301-0117
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Night Life Metallic Knit Crop Top
This chic metallic knit crop top is perf for nights out on the town! It features a mock neckline, long fitted sleeves, a cropped fit, and an angled front hem with a tie-back strappy design. The stretchy knit fabric features glam metallic lurex thread woven throughout. Style this top with faux leather pants and clear heels.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Cropped fit, angled front hem
- Tie-back strappy design
- Knit fabric, plenty of stretch, metallic lurex thread detailing
- Runs true to size
Style Number/Barcode: 06001-4529
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sheer Of Herself Mesh Corset Top
Strut with confidence babe in this chic corset top for a night out with the ladies! It features sheer mesh fitted long sleeves and back panel, a square neckline, a classic corset bodice with flexible boning, and hidden front hook and eye closures along the cropped hem. Complete the look in a faux leather mini skirt and heels.
Fit & Features
- Square neckline
- Sheer mesh fitted long sleeves
- Sheer mesh back panel
- Corset bodice, flexible boning, hidden front hook-eye closures
- Cropped hem
- Smooth woven fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06003-2213
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Square neckline
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A Clear Favorite PVC Metallic Block Heels
These metallic block heels are a clear favorite! They feature a square toe, a PVC clear foot strap, a clear lucite block heel, and an adjustable PVC clear ankle strap with buckle closure. Complete the look with a dressy coat for a black tie party!
Fit & Features
- Square toe
- PVC clear foot strap
- Clear lucite block heel
- PVC clear adjustable ankle strap, buckle closure
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4687
Category Name: Night Out
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Belted Denim Wrap Mini Skirt
This denim mini skirt features a high-rise waist with an edgy-chic belted design, a wrap-front silhouette creating a short slit, and a form-hugging fit to show off your curves. The cotton-blend denim fabric offers moderate stretch.
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- High-rise waist, wide belted design, rectangular buckle
- Wrap-front silhouette, hidden button closure
- Zippered faux pocket
- Short front slit, mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0220
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Dates Velvet Strapless Bustier
Reserve a seat at a chic restaurant wearing this floral velvet bustier! Made of luxurious flocked floral velvet fabric, it features flexible boning and hidden front hook and eye closures for a secure fit. With a flattering cropped hem and romantic lace-up back, you'll feel like a vision in this dreamy piece! Style with the matching skirt.
Shop Matching Bottoms: Floral Dates Velvet Mini Skirt
Fit & Features
- Strapless neckline
- Flexible boning
- Hidden front hook and eye closures
- Cropped hem
- Lace-up back
- Flocked floral velvet fabric, lined, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-5037
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bubble Letter Monogram Rhinestone Necklace
Fit & Features
- Dainty chain
- Bubble initial letter
- Rhinestones
- Lobster clasp closure
Style Number/Barcode: 07002-2086
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wrapped In Shine Fishnet Rhinestone Heels
Ignite your shine in these statement stiletto pumps to make your going-out look sparkle! The heels feature clear PVC closed pointed-toe and side, and a faux suede closed ankle with an attached sheer fishnet stocking adorned with shimmering rhinestones in a thigh-high length. Style with a glam handbag to complete your outfit for a party!
Fit & Features
- Clear PVC closed pointed-toe and side
- Faux suede closed ankle
- Attached sheer fishnet rhinestone stocking
- Thigh-high length, non-slip grip lining
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07401-4632
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Fab Marabou Feather-Trim Mesh Bolero
You'll be feeling oh-so-fab in this iconic feather-trim bolero! Designed with a stretchy sheer mesh fabric, it features a glam marabou feather trim along the open front, long fitted sleeves for an elongated look, and an ultra-cropped hem. Layer over a glitzy glitter formal dress styled with rhinestone fringe earrings!
Fit & Features
- Stretchy sheer mesh fabric
- Marabou feather trim
- Long fitted sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0461
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Daydream Off-The-Shoulder Mesh Top
This breezy floral mesh off-the-shoulder top will have you looking like a daydream! The airy sheer mesh fabric is accented with a soft floral print and includes a knit lining at the bust for coverage. The off-the-shoulder sweetheart neckline plays into the feminine look, featuring ruching at the bust and long fitted sleeves. The mid-length hem has a center front slit to add that flirty touch. Style this adorable top with light-wash jeans and mules!
Fit & Features
- Stretchy sheer mesh fabric, knit lining at the bust
- Floral print
- Off-the-shoulder sweetheart neckline, ruching
- Long fitted sleeves
- Center front slit
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5248
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spotlight Glam Open Back Glitter Mini Dress
The spotlight will be on you in this flirty open back glitter mini dress featured in a flattering bodycon silhouette and mini-length hem perfect for pairing with heels.
Fit & Features
- Glitter knit fabric with knit lining, plenty of stretch
- Sleeveless crew neckline
- Open back
- Short front slit
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5691
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Intention Faux Leather Skirt
If your intentions are to create a sassy outfit this faux leather skirt is just the ticket! It features a high-rise waist, a front ruched seam that accentuates your curves, a bodycon silhouette, and a midi-length hem with a high-cut slit. Style with a corset top to complete the look!
Fit & Features
- High-rise waist
- Front ruched seam
- Bodycon silhouette
- High-cut slit
- Midi-length hem
- Faux leather fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0795
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own This Shine Glitter Block Heels
Shine all season in these stunning glitter mesh block heels perfect for family dinners and holiday parties! They feature a peep square toe and a curved toe strap, a closed ankle, and an ankle strap with buckle closure. Style with a metallic clutch to complete the look!
Fit & Features
- Peep square toe
- Curved toe strap
- Closed ankle
- Block heel
- Ankle strap with buckle closure
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4097
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Joelle High Slit Satin Midi Dress
Special Occasion
Sassy and sleek, the Joelle satin midi dress is perf for styling up for your next cocktail party. She features a sleeveless plunging V-wired neckline that provides structure, spaghetti straps, ruching at the bodice and down the front, a midi-length, curve-hugging silhouette, and a high side slit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with strappy heels.
Fit & Features
- Sleeveless deep V-wired neckline
- Sticky bra recommended
- Spaghetti straps
- High waist seam, ruching at the bodice and down the front
- Midi-length hem, fitted bodycon silhouette, high side slit
- Stretch satin-knit fabric
- Runs true to size
Style Number/Barcode: 05001-1210
Category Name: Night Out
Price: $29.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Signature Style Platform Block Heel Pumps
Show off a signature style in these chic platform pumps! These Mary Jane-inspired heels feature a closed almond toe, a criss-cross strap design across the foot, an adjustable ankle strap, a closed back, a platform sole, and a block heel. Pair with a mini handbag.
Fit & Features
- Closed almond-shaped toe
- Criss-cross strap design
- Adjustable ankle strap, buckle detail
- Closed back
- Platform sole, block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4384
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance