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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Luxe Obsession Rhinestone Trim Hoop Earrings
More fuel for your obsession with luxe! These flawless hoop earrings are adorned with gold trim and rhinestone embellishments for a major glam factor and are secured with an omega closure. Complete the look with a gorgeous clutch for a dressy or formal event.
Fit & Features
- Hoop earrings
- Gold and rhinestone embellished trim
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1911
Category Name: Night Out
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hot Fire Alert Faux Leather Flame Shorts
Ignite your style in these faux leather shorts to bring the heat to concerts or festivals! These high-rise shorts feature a form-hugging fit and a fierce flame pattern that will turn heads along the fitted hem. Complete the look in a sizzling crop top and cowboy boots!
Fit & Features
- Faux leather non-stretch fabric with lining
- Front button and hidden zipper closure
- Belt loop accents
- High-rise waist
- Runs true to size
Style Number/Barcode: 06403-0408
Category Name: Night Out
Price: $24.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Little Glitz Rhinestone Metallic Stiletto Mules
Add these metallic stiletto mules for the perfect finishing touch to any outfit! The square toe and clear PVC strap with rhinestone embellishments add a little glitz, while the metallic faux leather material and short stiletto heel make these shoes stand out. Style with a glam clutch.
Fit & Features
- 4" Stiletto Heel
- Metallic faux leather
- Light cushion insole
- Runs true to size
Style Number/Barcode: 07401-4743
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Total Cutie Short Sleeve Lace Floral Crop Top
Look and feel like a total cutie in this lace floral crop top for any casual plans! The top is made from a stretchy, sheer lace fabric with a pretty floral design perfect for summer. It features classic short sleeves a crew neckline, and a flattering fitted crop hem. Complete the look in cute cargo bottoms.
Fit & Features
- Stretchy sheer floral lace fabric
- Crew neckline
- Fitted crop length
- Runs true to size
Style Number/Barcode: 06001-5183
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let The Night Begin Rhinestone Bucket Bag
Let the night begin and adorn your going-out look with this rhinestone mesh bucket bag! It features a dazzling iridescent rhinestone embellished mesh exterior, an adjustable coil strap, and a hidden snap-button closure making this bag the perfect accessory! The spacious lined interior with a convenient zipper pocket provides ample space for all your essentials. Complete the look with the matching sparkly belt and heels for a seamless chic style!
Shop Matching Wristlet: Moment of Luxe Rhinestone Wristlet
Shop Matching Belt: Always Classy Rhinestone Belt
Shop Matching Heels: Gloss Up Glitter Rhinestone Platform Block HeelsFit & Features
- Iridescent rhinestone embellished mesh exterior
- Adjustable coil strap, lobster clasp closure
- Hidden snap-button closure
- Spacious lined interior with zipper pocket
Style Number/Barcode: 07204-0771
Category Name: Night Out
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alluring Aura Long Sleeve Velvet Burnout Crop Top
This chic long sleeve burnout crop top will create an enticing alluring aura for going out! Designed with a floral velvet burnout pattern on the lightweight sheer mesh fabric, this top will give your night-out looks an elevated edgy flair. The crew neckline leads to long fitted sleeves, and the top is completed with a cropped fitted hem for a snatched silhouette. Style over a bralette with faux leather pants.
Fit & Features
- Floral velvet burnout sheer mesh fabric
- Minimal stretch
- Crew neckline
- Long fitted sleeves
- Cropped fitted hem
- Runs true to size
Style Number/Barcode: 06001-5180
Category Name: Night Out
Price: $3.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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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Got Em' Tripping Lace-Up Denim Print Jumpsuit
Everyone will trip over how stunning you look in this denim print jumpsuit out & about! Made from a slinky knit fabric, this sleeveless jumpsuit features a square neckline, spaghetti straps that lace up in the back for a customizable fit, and a flattering wide-leg silhouette. Complete the look in pointed-toe stiletto heels.
Fit & Features
- Denim print, slinky knit stretchy fabric, bust lining
- Spaghetti straps
- Lace-up
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06502-2467
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Drawn To You Marble Print Woven Midi Skirt
Draw them in with your trendy allure in this marble print woven midi skirt! Designed with an eye-catching marble swirl print on lightweight woven fabric, this skirt is perfect for a weekend getaway. It features a high waist with a knotted side design, a wrap-front design creating a stylish front slit, and a relaxed fit on the mid-length silhouette. Complete your look with a tank top and ankle booties.
Fit & Features
- Woven fabric
- Marble swirl print
- High waist, knotted side design
- Back zipper closure
- Wrap-front silhouette, slit
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06301-0185
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorably Fun Glitter Heart Sunglasses
Adorable fun and fab, these glitter heat sunglasses keep your look fresh and cute! These trendy shades feature a glitter heart frame with metal trim, 100% UV protection tinted lenses for added style, plastic nose supports for comfort, and metal trim plastic arms for comfort when wearing. Complete the look in a sassy sundress for any occasion!
Fit & Features
- Glitter heart frame with metal trim
- 100% UV protection tinted lenses
- Plastic nose supports
- Metal trim plastic arms
- Comfortable
Style Number/Barcode: 07008-1059
Category Name: Night Out
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Stunning Rhinestone Choker Necklace
Simply stunning, this rhinestone choker necklace is perfect for any formal affair! It features sparkling rhinestone embellishments in an intricate asymmetric design for all the luxe vibes. Style with rhinestone stud earrings for a chic look.
Fit & Features
- Rhinestone embellishments
- Asymmetric design
- Lobster clasp closure
Style Number/Barcode: 07002-1719
Category Name: Night Out
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Notice Me Long Sleeve Sheer Mesh Bodysuit
Capture all the attention in this must-have sheer mesh bodysuit to spice up your night out! Boasting a flattering mock neckline, fitted long sleeves, and side ruched seams along the form-hugging silhouette that defines your figure. Pair with a bralette, hot faux leather shorts, and heels to complete your sexy vibe!
Fit & Features
- Sheer mesh fabric with stretch
- Mock neckline
- Long fitted sleeves
- Thong bottom, snap-button closures
- Side ruching
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5179
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Crossed In Style Cutout Long Sleeve Crop Top
Let this rib knit crop top cross your stylish path! Elevate your look in this top featuring fitted long sleeves, a cutout crisscross bust, and a fitted hem on stretchy knit fabric. Complete the look in a faux leather skirt for dinner and drinks!
Fit & Features
- Fitted long sleeves
- Cutout crisscross bust
- Fitted crop hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 07109-0349
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Star Struck Metallic Block Heels
Strut like a star in these red-carpet-worthy metallic block heels featuring a sleek almond toe, closed ankle, and an adjustable ankle strap with buckle closure. Style with a glam box clutch to complete your dressy look!
Fit & Features
- Almond-shaped toe
- Block heel
- Closed ankle
- Adjustable ankle strap with buckle closure
- Chrome sheen
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4735
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Be The Moment Faux Leather High-Rise Maxi Skirt
Be the moment in this faux leather maxi skirt essential for every fashionista! The skirt features a flattering high-rise waist, a form-hugging silhouette, and a flirty center back slit for movement. Complete the look with pointed-toe boots for a chic style!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Center back slit
- Maxi-length hem
- Faux leather fabric, sewn-in knit lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0644
Category Name: Night Out
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dancing Babe Strapless Rhinestone Fishnet Mini Dress
Radiate your beauty as you dance the night away in this sexy mini dress! The sultry sheer fishnet fabric is accented with all-over mini iridescent rhinestone embellishments for a gorgeous glam vibe, and includes a sheer short mesh lining. The bodycon dress features a strapless straight-across neckline and a curve-hugging silhouette with a mini-length hem. Complete the look with metallic heels.
Fit & Features
- Sheer fishnet fabric, moderate stretch
- All-over iridescent rhinestones
- Sheer short mesh lining
- Strapless straight neckline
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5548
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Sheer fishnet fabric, moderate stretch
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Shine Time Rhinestone Strappy Metallic Platform Heels
These trendy rhinestone strappy metallic platform heels were made to shine all night long! Designed with a fab metallic sheen on the faux leather material, these heels will bring the flashy glamour you love. The tall block heel and platform sole will level up your look, and the rhinestone-embellished strappy knotted design will add that sparkle. Include adjustable ankle and heel straps with a buckle closure. Style these chrome heels with a sleek clutch.
Fit & Features
- 4" Tall block heel
- Platform sole
- Faux leather upper with metallic sheen
- Open square toe
- Rhinestone strappy knotted design
- Adjustable ankle and heel straps with buckle closure
- Runs true to size
Style Number/Barcode: 07401-4736
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dazzle Day To Night Glitter Mini Dress
Look dazzling from day to night in this glitter mesh mini dress! Featuring an alluring surplice V-neckline, spaghetti straps, a bodycon silhouette, and a wrap mini-length hem to make you feel like the star of the show. The sheer glitter mesh fabric includes a full-length knit lining. Complete the look with statement jewelry and heels for a dressy style on the town!
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps
- Bodycon silhouette
- Wrap mini-length hem
- Sheer glitter mesh fabric, full-length sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5291
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All That Glam Rhinestone Fringe Earrings
You love all things glam, so these rhinestone fringe statement earrings are a must-have style in your jewelry box! They feature a luxe rectangular-shaped rhinestone post with a cascading five-row rhinestone fringe design for extra glitzy vibes. Include a post-back closure. Pair with a satin cocktail dress and stiletto heels.
Fit & Features
- Rectangular-shaped rhinestone post
- Five-row long rhinestone fringe design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1908
Category Name: Night Out
Price: $2.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Icon Round Sunglasses
Channel your classic and iconic look in these round sunglasses to shade your eyes and keep your outfit looking fab! They feature a wide round plastic frame, 100% UV protective tinted lenses, and comfortable plastic arms. Complete the look in chic stiletto pumps.
Fit & Features
- Round plastic frame
- 100% UV protection
- Tinted lenses
- Comfortable plastic arms
Style Number/Barcode: 07008-1054
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Revamped Off-The-Shoulder Mesh Crop Top
Revamp your wardrobe with this mesh crop top for a sultry date night style! Embrace your feminine side with the elegant off-the-shoulder design and fitted long sleeves for added style. The side ruching creates a flattering fit and the cropped hem adds a trendy touch. Style with a sleek midi skirt and heels to complete the look!
Fit & Features
- Sheer mesh fabric
- Side ruched seams
- Off-the-shoulder, long sleeves
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-5175
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fun And Flirty Halter Neck Skater Dress
This adorable skater dress is perf for twirling and giving off those fun and flirty vibes at your next party! It features a sleeveless deep V-neckline with halter straps that lead to a tie-back design, an open back, dual high waist seams, and a short skater skirt with a fab fit and flare silhouette. The plisse woven fabric includes a full knit lining. Complete your look with a lariat necklace and platform heels.
Fit & Features
- Sleeveless deep V-neckline
- Halter straps, tie-back design
- Open back
- Dual high waist seams
- Short skater skirt, fit and flare silhouette
- Plisse woven fabric, full-length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2908
Category Name: Night Out
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Velma Leopard Wrap Slit Mermaid Formal Dress
Special Occasion
Look and feel dangerously fierce and chic in the Velma leopard formal dress on your next dressy evening soiree! Crafted from an airy mesh fabric adorned with a leopard print and knit lining, this formal gown is alluring. She features a sweetheart neckline and adjustable spaghetti straps, padded bra cups provide comfortable support, while the high front wrap slit adds a touch of sophistication to the floor-length mermaid silhouette. Complete the look with earrings, a clutch, and heels.
Fit & Features
- Leopard print, mesh fabric lined with stretchy knit
- Sweetheart neckline
- Padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- High front wrap slit
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8483
Category Name: Night Out
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Allure Ruched Mesh Corset Mini Dress
Show off a stunning allure in this iconic corset mini dress! Designed with a stretchy sheer mesh fabric with a knit lining for coverage, this sultry dress offers an airy lightweight feel perfect for the warmer months. The mini-length dress is shaped with a sleeveless sweetheart neckline, a chic corset bodice hidden under the mesh, and adjustable spaghetti straps for your perfect customized fit. The ruched side and back seams will accentuate your gorgeous curves on the bodycon silhouette. Complete your look with strappy stilettos.
Fit & Features
- Stretchy sheer mesh fabric with knit lining
- Sweetheart neckline, padded bra cups
- Hidden corset bodice
- Adjustable spaghetti straps, back zipper hook-eye closure
- Ruching
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5546
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale