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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Got Me Blushing Mesh Ruffle Mini Dress
Make every face blush when you stroll in wearing this mesh mini dress at parties! Featuring a sleeveless square neckline, sleek bungee spaghetti straps that cross along the back, an adjustable side ruched seam, a sexy bodycon silhouette that flaunts your gorgeous curves, and a ruffled mini-length hem. Complete the look with strappy heels.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps, cross-back
- Adjustable side ruched seam
- Bodycon silhouette
- Ruffled mini-length hem
- Mesh fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2741
Category Name: Night Out
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Have We Met Strapless Lace Up Jacquard Corset Top
Meet your new favorite corset top for enchanting entrances and exits where every eye will be on you! Featuring a strapless neckline and a flattering lace-up back, this corset top is designed to enhance your figure and draw attention. Made with flexible boning and a jacquard woven fabric, it offers a stylishly snatched fit along the cropped hem. Complete the look in a denim midi skirt for a casual hang out!
Fit & Features
- Jacquard woven lined fabric, no stretch
- Lace-up
- Flexible boning
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2376
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Innocence Lace Trim Bow Crop Top
Sweet and innocent, this lace trim bow crop top is the perfect addition to your closet. Made with delicate lace trim and adorned with a charming ribbon bow, this crop top features a square neckline and straps for a stunning look. With a hidden hook eye closure and a center front split, this top is stylish. Complete the look in high-rise trouser pants.
Fit & Features
- Woven fabric, slight stretch
- Lace trim ribbon bow square neckline, straps
- Hidden front hook and eye closures
- Center front split with lace trim
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2497
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Vision One-Shoulder Abstract Crop Top
You'll catch every eye in this one-shoulder abstract crop top perfect for elevating a pair of jeans for a casual dinner!
Fit & Features
- Abstract print, mesh fabric, brushed knit lining
- One-shoulder neckline
- Sheer fitted long sleeves
- Ruched side seams
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000092
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Stunner Grommet Trim Mini Skort
Unleash your inner fashionista in this faux leather skort for a day or a night out! The high-rise waist flatters your figure while the bodycon fit showcases your curves while the grommet trim along the mini-length hem adds that edgy touch you've been craving.
Fit & Features
- Faux leather fabric, shorts lining
- High-rise waist, belt loop accents
- Hidden front hook-eye and zipper closure
- Bodycon silhouette
- Grommet trim mini-length hem
- Runs true to size
Style Number/Barcode: 06403-000016
Category Name: Night Out
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirtatious Style Linen Corset Top
Show off a flirtatious style in this adorable linen corset top, perfect for afternoon wine tasting or evening cocktails! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire, a hidden front hook and eye closures, flexible boning, and a cropped hem. Complete the look with the matching skort and espadrille sandals!
Shop Matching Bottoms: Flirtatious Style Wrap-Front Linen Skort
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Built-in padded bust, underwire
- Hidden front hook and eye closures
- Flexible boning, cropped hem
- Lined linen fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-2124
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Alani Formal Off The Shoulder Dress
Special Occasion
Pair sultry and sweet in our captivating Alani dress! She features an off the shoulder neckline, a fold over accent that creates a sweetheart bust and ruched detailing. Her relaxed fit bodice leads to a curve hugging midi length silhouette to showcase an hourglass illusion. Dress is composed of a lined ultra smooth knit fabric that offers a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0228
Category Name: Night Out
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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This Or That Rhinestone Pumps
You can get with this, or you can get with that! Wear as mules, or style as sling back pumps! Two styles in one, is what we like to hear!
- Pointed closed toe
- Rhinestone embellished bands
- Skinny Stiletto heel
- Open back
Style Number/Barcode: 07401-0441
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oversized Luxe Velvet Blazer
Bring the luxe and elevate your look with this dreamy velvet blazer! Perfect to layer over your sparkling dresses or a chic tapered look!
Fit & Features
- Drape Open Front | Lapel Collar
- 3/4 Sleeve
- Two Front Pockets
- Velvet
- Longline Length
- Oversized fit
- Slight Stretch
Black and Burgundy: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Hunter: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0356
Category Name: Night Out
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vicky Heat Stone Mesh Mini Dress
Special Occasion
Make a stunning entrance in our gorgeous Vicky mini dress! She features a trendy mock neckline with short cap sleeves, a mini length form-hugging silhouette, and allover glimmering heat stone embellishement. The mesh fabric offers plenty of stretch and includes a back zipper closure for comfortable wear. Pair this dress with a pack of sparkly rings to add that extra glam factor.
Fit & Features
- Mock neckline
- Cap sleeves
- Back zipper closure
- Short, form-hugging fit
- Stretchy semi-sheer mesh fabric
- Allover heat stone embellishment in an intricte pattern
- Detachable stretchy knit brief
Style Number/Barcode: 05001-0513
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glisten And Glow Sequin Mini Dress
Glisten and glow girl! Strike up your inner sparkle in this sequin mini dress featuring a sleeveless, cowl neck, adjustable spaghetti straps, and a sleek bodycon silhouette. Complete the look in statement earrings.
Fit & Features
- Sleeveless, cowl neck, adjustable spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Back zipper closure
- Sequin-knit fabric
- Fits true to size
Style Number/Barcode: 05101-1577
Category Name: Night Out
Price: $9.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Fridays Halter Midi Dress
Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.
Fit & Features
- Off-the-shoulder, halter neckline
- Cinched bust, cutout accents
- Form-fitting silhouette
- Side slit, midi hem
- Texture knit lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4444
Category Name: Night Out
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring Ruched Bodycon Mini Dress
Catch all the glances in this alluring ruched bodycon mini dress. It features a sleeveless V-neckline, dual spaghetti straps, a bold open back with a cross-back strappy design, all-over ruching, and a short fitted silhouette that will hug your curves. Style with sleek hoop earrings and strappy stilettos.
Fit & Features
- Sleeveless V-neckline
- Dual spaghetti straps
- Open back, cross-back strappy design
- All-over ruched detailing
- Mini-length hem, form-fitting silhouette
- Lined smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4473
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Feels Faux Fur Lined Denim Jacket
Cuddle up in this on-trend cozy denim jacket to layer over all of your staple tops, bodysuits, and sweaters! It features an oversized faux fur hood, long sleeves, a button-down front, buttoned chest pockets, faux front pockets, and a relaxed and comfortable fit. The denim fabric features an ultra-soft faux fur lining, a perfect vibe for the cooler months. Style this denim jacket with combat boots!
Fit & Features
- Faux fur oversized hood
- Long sleeves
- Complete button-down front
- Dual buttoned chest pockets, dual faux front pockets
- Relaxed fit
- Denim fabric, faux fur lining, no stretch
- Runs true to size
Style Number/Barcode: 06203-0511
Category Name: Night Out
Price: $25.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Step Up The Shine Studded Rhinestone Mini Dress
This studded rhinestone mini dress will step up the shine factor of your night out look! It features a crew neckline, long fitted sleeves, a mini-length hem, and a bodycon silhouette that will hug your curves. The sheer partially lined mesh fabric is embellished with all-over studded rhinestones. Style this mini dress with lace-up heels.
Fit & Features
- Crew neckline
- Sheer long fitted sleeves
- Mini-length hem
- Bodycon silhouette
- Studded rhinestone embellishments
- Sheer mesh fabric, partial knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-5048
Category Name: Night Out
Price: $5.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Heat Wave Off-The-Shoulder Crop Top
Is it hot in here or is it just you in this flirty off-the-shoulder crop top? Perfect for warmer days, this top features short-sleeve cuffs, an adjustable drawstring bust with a center slit accent to bare more skin! Complete the look in denim jeans and a choker for casual plans.
Fit & Features
- Stretchy rib knit fabric
- Adjustable drawstring bust
- Center front slit accent
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1803
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Reputation Halter Cutout Ribbed Knit Midi Dress
It's easy to keep up with your stylish reputation with this ribbed knit midi dress! Perfect for vacation or weekend plans, this midi dress boasts a trendy halter neckline with tie straps, sultry side, and back cutouts that flaunt some skin, and a bodycon silhouette adorned with a front slit. Complete the look with sunglasses and a cute purse!
Fit & Features
- Ribbed knit fabric, moderate stretch
- Halter neckline with tie straps
- Cutout side and back
- Front slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06005-2000
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous Impression Rhinestone Knot Platform Heels
Whether you're strutting into an event or heading to a party, these nubuck block heels make a fabulous impression! They showcase an almond toe, sparkly rhinestone-embellished toe straps with a knot accent, an adjustable ankle strap with buckle closure, a platform sole that elevates the style, and a luxe fit breathable cushioned insole for comfort. Complete the look with a chic hair accessory.
Fit & Features
- 4.5" Block heel
- Almond toe
- Rhinestone embellished toe straps with knot accent
- Adjustable ankle strap with buckle closure, platform sole
- Luxe fit breathable cushioned insole
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-4948
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Shimmering Trio Hoop Earring Set
Add a shimmering finish to your look with this hoop earring set for all ur moodz!
- Set of three hoop earrings
- One set with a silver glitter finish
- One set with a sleek finish
- One set with a textured finish
- Omega closures
Style Number/Barcode: 07001-3843
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Flirt Bow Mini Skort
This mini skort pairs a cute bow with a cool-girl twist, thanks to the drawstring waist and faux leather finish.
Fit & Features
- Faux leather fabric, stretchy knit shorts lining
- Mid-rise drawstring waist bow tie
- Flared mini-length silhouette
- Runs true to size
Style Number/Barcode: 06403-000050
Category Name: Night Out
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Over The Knee Boots
Level up your look with a pair of over the knee boots doll!
- Almond toe
- Over the knee fit
- Inner zipper closure
- 50% Faux suede
- 50% Nylon
- Low heel
Style Number/Barcode: 07402-0145
Category Name: Night Out
Price: $38.90
Availability: Out of Stock
Product Badge:- Ships Free
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On My Level Ruched Mini Dress
GIRLLL, they'll want to get on your level as soon as they see you in this! Slip into some pumps to really elevate your look!
Fits & Features
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Elastic Spaghetti Straps
- Scoop Neckline
- Mini Length Silhouette
- Ruching All Over
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Included
Style Number/Barcode: 05102-0661
Category Name: Night Out
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elastic Spaghetti Straps
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So Posh Patent Faux Leather Block Heels
Sleek and chic, these posh patent faux leather heels are a definite must-have. They feature an open almond-shaped toe, a toe and ankle strap, a back zipper closure, and a block heel. Style these heels with dress pants and a chic blouse.
Fit & Features
- Open almond-shaped toe
- Toe strap
- Ankle strap
- Back zipper closure
- Block heel
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-2812
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Timeless Luxe Velvet Bustier
Channel a timeless look with a bustier that brings the luxe to your casual looks! The bustier features a sleeveless V-neckline with padded cups, a lace-up front, adjustable spaghetti straps, and a cropped hem. The bustier is composed of a lined velvet fabric that offers a form hugging fit with minimal stretch. Complete look with distressed jeans and pumps.
Fit & Features
- Sleeveless V-neckline, padded cups
- Lace-up front
- Adjustable spaghetti straps
- Cropped hem
- Lined velvet fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-3532
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance