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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Elsie Formal Open Back Sequin Dress
Special Occasion
Wow them all from the moment you enter the room in our dazzling Elise dress!
Fits & Features
- Plunging Wired V Neckline
- Double Button Closure At Nape Of Neck I Open Back
- Padded Cups
- Cap Sleeves
- Floor Length Silhouette
- Lined Mesh Fabric I Scroll Pattern Sequins
- Curve Hugging Fit I Minimal Stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0255
Category Name: Night Out
Price: $52.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ardell Wispies Lashes
Glam up your eyes with these gorgeous lashes! The Ardell Wispies lashes offer a natural, long feathered, and glamorous look, are easy to apply, and are even reusable! The Deluxe pack includes two pairs of lashes, clear white DUO adhesive, and a lash applicator. Perfect for your next special occasion or night out! Complete the look in a floor-length formal dress and sparkly glitter heels to create a glamorous outfit.
Fit & Features
- Deluxe lash pack
- Two pairs of lashes
- One eyelash DUO adhesive glue
- One lash applicator tool
- How-to-apply instructions included
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07307-0265
Category Name: Night Out
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trend Alert Hook Fasten Mesh Bodysuit
Trend alert! Stand out in a bodysuit that brings the glam factor for your next night out! The bodysuit features a collared neckline, slightly padded cups, long sleeves, faux chest pockets, and a multi-hook and eye closure that leads from the center of the bodice. Complete look with high waist jeans.
Fit & Features
- Collared neckline
- Long sleeves with single-button cuff
- Faux chest pockets
- Partially sheer mesh bodice
- Multi-hook and eye closure that leads from center to snap button closure
- Thong bottom with dual snap button closure
- Form hugging fit, with moderate stretch
Style Number/Barcode: 06003-1113
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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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Sultry Stunner Cutout Mini Dress
Stun like the sultry stunner you are with a mini dress that enhances your curves in all the right places! The dress features a sleeveless scoop neckline, tank shoulder straps, a cutout at the midriff, criss-cross straps at the back, a tie-back strap, and a mini-length silhouette. Complete look with clear heels and hoops.
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cutout at the midriff
- Criss-cross straps at the back, tie back ties
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05103-3854
Category Name: Night Out
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dainty Princess Cut Rhinestone Lariat Necklace
Accessorize your elegant formal look with this dainty and chic lariat necklace! It features a choker necklace with mini princess cut rhinestones in a drop design and a center cascading lariat. Style this necklace with sparkly stud earrings.
Fit & Features
- Choker necklace
- Mini princess cut rhinestones, drop design
- Center lariat
Style Number/Barcode: 07002-0817
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Sophistication Faux Leather Beret
Keep on trend in a beret that provides the finishing touch to your look! The hat features a traditional beret design and is composed of a faux leather material. Complete your look with a trench coat and boots.
Fit & Features
- Traditional beret design
- Faux leather material
Style Number/Barcode: 07302-0429
Category Name: Night Out
Price: $5.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fierce Leopard Mesh Bustier
Command the room in this leopard mesh bustier designed to make jaws drop! It features adjustable straps, a plunging neckline with padding, and an underwire for support. The flexible boning enhances your curves and shapes the fitted bodice with hook-eye zipper closure. Complete your fierce look with paper bag pants.
Fit & Features
- Adjustable straps
- Plunge neckline, padded cups, underwire
- Flexible boning enhances curves
- Leopard pattern
- Mesh-lined fabric, minimal stretch
- Hook-eye zipper closure
- Fits true to size
Style Number/Barcode: 06001-3729
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lights Out Halter Faux Wrap Dress
Create a lasting impression! This sultry halter dress is perfect for a night out with the girls. It features a plunging neckline, a faux wrap skirt, and ruched side seams to accentuate your curves on the short hem. Complete the look with a statement ring.
Fit & Features
- Plunge halter neckline, tie closure
- Faux wrap skirt
- Ruched side seams
- Bodycon fit, short hem
- Sleek knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4339
Category Name: Night Out
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Business Sweater Mini Dress
All business with some pleasure! Take this sweater mini dress from office hours to happy hour. It features a sleeveless, v-neck, and a form-fitting silhouette. Complete the look with a chic clutch.
Shop More Styles: The Sweater Collection
Fit & Features
- Sleeveless, v-neck
- Form-fitting silhouette
- Mini-length hem
- Sweater rib-knit
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1529
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Make It Slay 50/50 Stiletto Boots
Make every outfit slay with these stiletto boots featuring a sleek pointed toe, side zipper closure, a knee-high shaft length, and a 50/50 faux leather and scuba knit material. Style with a longline coat for a dinner in the city!
Fit & Features
- Pointed toe
- Stiletto heel
- Side zipper closure
- Knee-high shaft length
- 50/50 faux leather, scuba knit material
- Runs true to size
Style Number/Barcode: 07402-0802
Category Name: Night Out
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Time For Glamour Rhinestone Spiral Heels
It's time for glamour with these rhinestone spiral heels that will sparkle with every step! They feature an open square-shaped toe, thin toe and foot straps, a thin spiral strap design that wraps around the leg, mini rhinestone embellishments, and a short block heel. The heels feature a sleek satin trim and a faux leather subtle cushioned insole. Style with a metallic clutch!
Fit & Features
- Open square toe
- Toe strap, foot strap
- Spiral strap design
- Rhinestone embellishments
- Short block heel
- Satin trim, faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4593
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxurious Views Satin Sweetheart Corset Top
Treat yourself to the ultimate luxury in this satin corset top! Form-fitting and chic, this corset top hugs curves with flexible boning inserts and a flattering sweetheart neckline. Dual wide shoulder straps, a back zipper and hook-eye closure complete the look. Style with high-rise jeans for dinner and cocktails!
Fit & Features
- Sleeveless sweetheart neckline
- Dual wide shoulder straps
- Back zipper and hook-eye closure
- Flexible boning
- Cropped hem
- Silky satin-lined fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06003-2279
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Holiday Hottie Glitter Cowl Neck Crop Top
Slay the holidays in this glitter rhinestone crop top perfect for decking the halls into the new year! It features a cowl neckline, spaghetti straps, and a fitted crop hem. Complete the look with the matching bottoms.
Shop Matching Bottoms: Holiday Hottie Glitter Bodycon Mini Skirt
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Fitted crop hem
- Glitter rhinestone knit fabric
- Runs true to size
Style Number/Barcode: 06001-4973
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Sleek Faux Leather Wide-Leg Pants
These on-trend faux leather wide-leg pants will have you feeling sleek and chic! They feature a high-rise waist with a tie-front design, a hip-hugging fit, and a wide-leg silhouette. The smooth faux leather fabric offers a moderate stretch. Complete your elevated look with a cropped bustier and clear heels!
Fit & Features
- High-rise waist
- Tie-front design
- Hip-hugging fit
- Wide-leg silhouette
- Faux leather fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2449
Category Name: Night Out
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Statement Faux Suede Knee-High Boots
Chic and of the moment, these faux suede boots have a knee-high design perfect for pairing with mini and midi dresses. They feature a pointed toe, a partial inner zipper closure, and a sturdy stacked block heel.
Fit & Features
- 3.5" Stacked block heel, 8" leg opening, 11" shaft height
- Faux microsuede material
- Knee-high
- Pointed toe
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1054
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Stunner Sequin Halter Crop Top
You'll be a major stunner in this head-turning halter top designed with clear sequin embroidery and a fitted cropped hem. Style with the matching mini skirt for a summer night out.
Shop Matching Bottoms: Major Stunner Sequin Mini Skirt
Fit & Features
- Woven fabric, sewn-in knit lining
- All-over clear sequin embroidery
- Sleeveless V-neckline
- Tie-back halter straps, partially open back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-000064
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alaiya Sequin Bodycon Mini Dress
Special Occasion
Showcase a gorgeous sheen in the shimmering Alaiya sequin mini dress! She features a sleeveless sweetheart neckline with padded cups, a sheer mesh insert at the center of the bust, adjustable spaghetti straps for a customized fit, a faux wrap-front skirt, and a short, curve-hugging, bodycon silhouette. The lined knit fabric features all-over sequin embroidery to give the dress its luxe shine. Complete the look with strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline, center sheer mesh insert at the bust
- Padded cups, sticky bra optional
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Faux wrap-front skirt
- Mini-length hem, fitted bodycon silhouette
- Sequin embroidery
- Sheer knit fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-1168
Category Name: Night Out
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Match Made Mesh Abstract Skirt
This set is a match made in heaven! Look effortlessly flawless in this mesh mini skirt featuring a high--rise waist, bodycon silhouette, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching top to complete the look!
Shop The Matching Top: Match Made Mesh Abstract Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Partially lined mesh fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0768
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0151
Category Name: Night Out
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Katelyn Ruched Midi Dress
Chic and fab, the Katelyn ruched midi dress is a new go-to. She features a sleeveless bodice, a Y neck with halter straps, a knot detail, and a front keyhole cut out, and a square back with a zipper closure. Her high waist band leads to a curve hugging skirt with ruched side details and a mid-length hem. The dress is composed of a stretchy knit fabric with a pretty sheen.
Model is 5'8" with a 34" 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: 05001-0238
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Long Sleeve Sequin Mini Dress
Shine tonight with sparkling sequins to bring the glamour! The dress features a crew neckline, long sleeves with puffed cuffs, shimmering sequins throughout and a mini length silhouette. Garment is composed of a lined mesh fabric that offers a form hugging fit with a slight stretch.Includes an exposed back zipper with hook and eye closure.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05101-0251
Category Name: Night Out
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Satin Surplice Bodysuit
Sleek satin is sooo in. This wrap front bodysuit is a must for keeping your look chic.
Fit & Features
- Plunging V neckline
- Surplice front design
- Long sleeves with double buttons to cuff
- Knit thong bottom with dual snap button closures
- Smooth satin-like fabric
Style Number/Barcode: 06003-0289
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Balloon Sleeve Velvet Crop Top
Balloon sleeves are totally on trend this season, and pair perfectly with velvet. This crop top is a must for holiday parties!
Fit & Features
- Long balloon sleeves with elastic banded cuffs
- Deep V neckline
- Button front closures
- Cropped
- Smooth velvet fabric
- Moderate stretch
Style Number/Barcode: 06003-0636
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance