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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Seductive Snake Print Bodysuit
Stylish and seductive, this snake print bodysuit is oh so alluring!
Fit & Features
- Adjustable spaghetti straps
- Cowl neckline
- High waist seam
- Stretchy knit thong bottom | Dual snap button closures
- Glitter lurex snake print
- Form hugging fit
Style Number/Barcode: 06001-2059
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cut To The Chase Bandage Dress
Let's cut to the chase - this little black dress couldn't get any sultrier! It features a sleeveless bodice, spaghetti straps, a square neckline, bold and sexy side cut outs with bar accents, and an exposed back gold zipper and hook and eye closure. The dress is composed of a bandage knit fabric that offers a curve hugging fit and plenty of stretch.
Style Number/Barcode: 06005-6240
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bold Floral Brushed Knit Bodysuit
This floral brushed knit bodysuit will add a bold and trendy vibe to your look. It features a crew neckline, long fitted sleeves, an open back, and a form-hugging fit. Complete your 'fit with high rise jeans and gold hoop earrings.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Open back
- Thong bottom with dual snap button closures
- Form-fitting style
- Floral print
- Brushed knit fabric with plenty of stretch
Style Number/Barcode: 06001-3008
Category Name: Night Out
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Heart Of Glam Long Sleeve Mini Dress
Get a sultry glam look for your Valentine's Day plans in this gorgeous mini dress. It features a crew neckline, long fitted sleeves, and a short, curve-hugging silhouette. The dress is composed of a sheer knit fabric with a velvet burnout heart pattern, a partially lined bodice, and a fully lined skirt. Style this dress with sleek hoop earrings and apply fluttery faux lashes for a luxe vibe.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Mini length
- Form-hugging fit
- Sheer knit fabric with moderate stretch
- Partially lined bodice and a fully lined skirt
- Velvet burnout heart pattern
SHOP ALL HEART OF GLAM COLLECTION
Style Number/Barcode: 05101-0952
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Class Faux Fur Shawl
Keep it classy and cute! This shawl is composed of a faux fur with a satin-like lining. It is accented with two thick ribbons at the center to tie the shawl closed for a secure fit. For your next special event, layer this chic shawl over your formal dresses and complete the look with sleek stiletto heels.
Fit & Features
- Faux fur
- Satin-like lining
- Center tie ribbon
Style Number/Barcode: 07305-0011
Category Name: Night Out
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Steal The Spotlight Satin Colorblock Dress
Steal the spotlight everywhere you go in this satin mini dress! Featuring adjustable spaghetti straps, a v-neckline, color block detail, a front cutout, and a fitted short-length hem. Complete your chic look with platform heels.
Fit & Features
- Sleeveless, adjustable spaghetti straps
- V-neckline, front cutout
- Colorblock detail
- Fitted, short-length hem
- Zipper closure
- Lined satin fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05103-4325
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Millionaire Rhinestone Cutout Bodysuit
Let this bodysuit show off your affinity for the finer things in life with luxe details! The bodysuit features a square neckline, long sleeves, a sexy cutout on the right side with a rhinestone lace-up detail, and a thong bottom with a dual snap button closure. Complete look with high waist jeans and mules.
Fit & Features
- Square neckline
- Long sleeves
- Cutout on right side
- Rhinestone lace-up detail
- Thong bottom with dual snap button closure
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3968
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bring The Flair Snake Print Pants
Bring the flair to your everyday look with these trendy fab snake print pants. They feature a high-rise waist and a form-hugging fit with a flared hem. The brushed faux suede fabric features an all-over snake print with neutral hues and subtle hints of metallic detailing. Style these pants with the matching crop top.
Shop Matching Top: Bring The Flair Snake Print Top
Fit & Features
- High-rise waist
- Back zipper and hook and eye closure
- Form-hugging fit
- Flared hem
- Snake print
- Brushed faux suede fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0435
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Sleek Satin Zebra Midi Skirt
Keep your look so sleek with a midi skirt that elevates your casual outfits! The skirt features an elastic high-rise waist, a trendy zebra print, a midi-length hem, and a high side slit. The skirt is composed of a lined satin fabric that offers a relaxed fit with minimal stretch. Complete look with a black bodysuit and mules.
Fit & Features
- Elastic high-rise waist
- Zebra print
- Midi-length hem
- High side slit
- Satin fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0394
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fresh Florals Chiffon Tie-Back Romper
This fresh-picked floral chiffon romper is perfect for wearing all-season long! It features peasant long sleeves, a square neck, draped waistline, and an open back with tie closure. Complete the look in wedges.
Fit & Features
- Peasant long sleeves
- Square neck
- Draped waistline
- Open-back with tie closure
- Floral print chiffon
- Lined, no stretch
- Fits true to size
Style Number/Barcode: 06403-0192
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Night Of Chic Mesh Maxi Dress
Have your chic moment in this mesh maxi dress featuring a sultry, one-shoulder neckline, a partial open-back, side and back ruching, and an asymmetrical maxi-length hem with a side slit cutout. Complete your dressy look in sleek heels.
Fit & Features
- Sleeveless, one-shoulder neckline, spaghetti strap
- Partial open-back
- Side and back ruching
- Side slit cutout
- Asymmetrical maxi-length hem
- Form-hugging fit, partial lining, mesh fabric
- Fits true to size
Style Number/Barcode: 05102-4736
Category Name: Night Out
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Meet For Drinks Marabou Rhinestone Chainmail Top
Look utterly captivating in this going-out crop top meeting friends for drinks! The sleeveless top features a square neckline with fab marabou trim, adjustable spaghetti straps, an open back with dual tie closures, and a glitzy rhinestone chainmail material. Complete the look in sleek faux leather shorts and mules!
Fit & Features
- Sleeveless square neckline, marabou trim
- Adjustable spaghetti straps
- Open back, dual tie closures
- Cropped hem
- Rhinestone chainmail material
- Stretchy knit lining
- Runs true to size
Style Number/Barcode: 06003-2226
Category Name: Night Out
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzle Endeavor Glitter Mesh Mini Dress
If you have an endeavor to dazzle, wear this glitter mesh dress for the perfect shimmer! The mini dress features a sleeveless square neckline, spaghetti straps, and a flattering bodycon silhouette. Complete the look with the matching bolero for a holiday party!
Shop Matching Bolero: Dazzle Endeavor Glitter Mesh Bolero
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Glitter mesh fabric
- Runs true to size
Style Number/Barcode: 05103-5173
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here To Flirt Ruffled Ruched Mesh Mini Dress
You're here to flirt in this alluring ruffled ruched mesh mini dress! The airy sheer mesh fabric includes a short knit lining for coverage while still showcasing a sexy allure. The mini-length dress is shaped with a sleeveless square neckline, spaghetti straps, and ruching down the side seams to accentuate your stunning curves. The asymmetric hem has a sheer ruffled hem for that extra flair, while the bodycon silhouette flaunts your gorgeous figure. Style this mini dress with a rhinestone handbag for a pop of sparkle.
Fit & Features
- Stretchy sheer mesh fabric, mini-length knit lining
- Sleeveless square neckline
- Spaghetti straps
- Ruched side seams
- Asymmetric hem with sheer ruffled trim
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5563
Category Name: Night Out
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Game High-Rise Buckle Pleated Mini Skort
Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers.
Fit & Features
- Ponte knit fabric, stretchy knit shorts lining
- High-rise waist with faux leather buckle accents
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 06503-1162
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Color Me Glam Ombre Rhinestone Block Heel Mules
Create your glamorous color story in these striking block heel mules! Perfect for any occasion, they feature a sleek square toe and dual ombre rhinestone embellished bands giving major luxe vibes, and a thin block heel on glossy patent leather material. Complete the look with the matching bag.
Shop Matching Bag: Color Me Glam Ombre Rhinestone Bucket Bag
Fit & Features
- 4" Thin Block Heel
- Square toe
- Ombre rhinestone embellished bands
- Luxe fit cushioned insole
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4671
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Darling Long Sleeve Mesh Mini Dress
A mesh mini dress features sheer fitted long sleeves, a center ruched design to accentuate your curves, and a bodycon fit. Perfect for the school dance or a party.
Fit & Features
- Mesh fabric, stretchy knit lining
- Sheer fitted long sleeves
- Square neckline
- Center front ruched design
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 05103-5791
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylishly Elevated Platform Block Heels
Stylishly elevate your night-out looks with these chic platform heels featuring an open almond-shaped toe with a strap, a thin adjustable ankle strap, and a tall block heel. Complete your outfit with a sleek clutch.
Fit & Features
- 4.5" Tall block heel
- Faux nubuck outsole
- Open almond toe, toe strap
- Thin adjustable ankle strap with buckle detail, closed back
- Platform sole
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5222
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- 4.5" Tall block heel
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Lover Heart Ring Mini Dress
There are lots to love about this mini dress...like how sweet you'll look in it! Designed in a sleeveless, scoop neck, spaghetti straps that cross on the back, two front silver heart rings, and a curve-hugging silhouette. Complete the look in teardrop earrings and heels.
Fit & Features
- Sleeveless, scoop neck, spaghetti straps
- Cross-back straps
- Front silver heart rings
- Curve-hugging silhouette
- Mini-length hem
- Lined knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4506
Category Name: Night Out
Price: $24.00 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take Me Out Rhinestone Mini Dress
You're made to be seen. Take yourself out in this mesh mini dress for a night of wine and dining! It features a sleeveless square neck, adjustable spaghetti straps, front cutouts with rhinestone button accents, and side ruched seams that accentuate your curves along the bodycon fit. Complete the look with lace-up heels.
Fit & Features
- Sleeveless square neck
- Adjustable spaghetti straps
- Front cutouts with rhinestone button accents
- Side ruched seams
- Bodycon silhouette, mini-length hem
- Lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2315
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mesh With The Best Mini Dress
Look your best in this mesh mini dress featuring a sleeveless cowl neckline, spaghetti straps, a cutout bodice, and all-over ruched seams that define your curves along the body-hugging silhouette. Style with glitter block heels to complete your club look!
Fit & Features
- Sleeveless cowl neck, spaghetti straps
- Cutout bodice
- All-over ruched seams
- Body-hugging silhouette
- Mini-length hem
- Lined mesh fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4681
Category Name: Night Out
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Reusable Nipple Covers
These nipple covers are the best solution to wear underneath a strapless or open-back style. These sticky bra pasties are perfectly designed to cover the nipples for a smooth bra-less look. The adhesive lining creates a secure fit and is reusable for over twenty uses. Pair these sticky nipple covers with a seamless shapewear undergarment for a perfectly flawless look.
Fit & Features
- One pair
- Soft reusable petals
- Total nipple coverage
- Adhesive lining to secure
- Can be worn up to 25 times
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: 07101-0261
Category Name: Night Out
Price: $8.90
Availability: In Stock
Available Color: NATURAL
Available Size: NS
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Edgy Basic Chain Trim Tank Top
Amp up your everyday 'fits with this edgy basic tank top! Featuring a sleeveless scoop neckline, thin tank shoulder straps, a sleek chain trim with a sheer mesh overlay, and a fitted cropped hem, you can style this top up or down. The ribbed cotton-blend fabric offers a moderate stretch. Pair with large hoop earrings and a chic crossbody bag.
Fit & Features
- Sleeveless scoop neckline
- Thin tank shoulder straps
- Chain trim, sheer mesh overlay
- Fitted cropped hem
- Ribbed cotton-blend fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1611
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pleat Me Tonight Asymmetrical Mini Dress
Just the way you like it. This sexy mini dress features a plunging V neckline, adjustable spaghetti straps, a wrap-like skirt with pleated accents, and an asymmetrical hemline. Knit fabric offers a form hugging fit with plenty of stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0235
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance