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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Dakota Sequin Wrap Mini Dress
Special Occasion
You got places to be and people to see, especially during this holiday season. Sparkle and shine at all your winter soirees with the beautiful Dakota!
Fits & Features
- Plunging Deep V Neckline & Back
- Zipper With Hook & Eye Closure
- Wrap, Mini Length, Flowy Skirt
- Fully Lined, Mesh Fabric With Sequins Throughout
- Relaxed Fit
- Plenty Of Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0281
Category Name: Night Out
Price: $27.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Set The Mood Clear Platform Mules
You are setting some sort of MOOOD when you throw on these clear platform mules bae!
- Open almond toe
- Clear double bands
- Slide on fit
- Clear design
- High rectangular heel
Style Number/Barcode: 07401-0496
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Side Calling Plunge Halter Mini Dress
Cue the chaos—this dress came to stir things up. The mesh fabric hugs your curves, while the plunging neckline and side sashes bring serious flirt mode for nights out or last-minute weekend plans.
Fit & Features
- Animal print, mesh fabric, sewn-in knit lining, moderate stretch
- Halter plunge neckline, bar accents, tie straps
- Open back with spaghetti strap tie
- Bodycon silhouette
- Ruffled trim, mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000267
Category Name: Night Out
Price: $19.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: TAUPE
Available Size: S, M, L
Product Badge:- Sale
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Knee-High Reptilian Stiletto Boots
Make it hot when you walk girrrl! These stiletto boots area hot fire item that we are adding to our own cart!
- Knee-high fit
- Pointed toe
- Inner zipper closure
- Skinny stiletto heel
- Snake print pattern | Crocodile Print
- Faux leather
Style Number/Barcode: 07402-0109
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Done In One Shoulder Jumpsuit
Outfit: Check! Get ready with all the time to spare for makeup and hair!
Fits & Features
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Single, One Shoulder Strap
- Slanted Neckline
- High Waist Seam
- Wide Pant Legs
- Ribbed Knit Fabric
- Form Hugging Fit I Ample Stretch
Style Number/Barcode: 06502-0275
Category Name: Night Out
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Single, One Shoulder Strap
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Shimmer Goddess Mini Skirt
Shimmer like the glam goddess you are in this glitzy mini skirt! Pair with the matching crop top to complete your look.
Shop Matching Top: Shimmer Goddess Crop Top
Fit & Features
- High rise waist
- Back zipper closure
- Short, form hugging fit
- Glitter knit fabric | Moderate stretch
- Matching crop top sold separately
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0097
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polka Dot Passion Mesh Bodysuit
Show off your passion for polka dots with this totally sweet bodysuit! The puff sleeves and retro design make a perfectly chic statement!
Fit & Features
- Sweetheart Neckline
- Sheer Puff Sleeves
- Polka Dots
- Lined Mesh Bodice
- Contrast Thong Bottom
- Snap Button Closure
- Relaxed Fit | Minimal Stretch
Style Number/Barcode: 06003-0658
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Thin Rhinestone Square Buckle Belt
Channel glam with a rhinestone belt. For those occasions when you're feeling a little extra, throw on a narrow belt that features a rhinestone embellishment and a small square buckle. The belt is composed of faux leather material. Pair this glitzy belt with high waist jeans.
Fit & Features
- Narrow faux leather band
- Small square buckle
- Rhinestones
- Adjustable
Model is 5'8" with a 32" bust, 23" waist and 36" hips.
Style Number/Barcode: 07301-0214
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake The Lead Tie Front Crop Top
Keep it fierce in this snake crop top! Step out this season in this statement-making top that features a sweetheart neckline, a tie front center and a snake-inspired print Don't forget to add the matching skirt and head-turning earrings to complete your look.
Shop Matching Skirt: Snake The Lead Cinched Side Mini Skirt
Fits & Features
- Tank shoulder straps
- Tie front at center
- Woven fabric
- Snake-inspired print
- Crop hem
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0620
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Tank shoulder straps
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Stunning Strappy Faux Suede Block Heels
Strap up in stunning block heels that elevate your looks! Perfect for that upcoming bridal shower or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!
Fit & Features
- Open back
- Lace-up straps
- Criss-cross straps over the toe
- Clear strap over the toe
- Narrow block heel
- Open square toe
- Faux suede material
Please be advised that these heels run 1/2 a size small.
Style Number/Barcode: 07401-2324
Category Name: Night Out
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Snake Print Skort
Keep it sassy in snake print skort. The skort features a trendy snake print and an envelope hem. Complete look with a basic scoop neck tank and clear heels for a look that slays.
Fit & Features
- High rise waist
- Snake-inspired print
- Envelope hem overlay
- Faux leather fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06403-0127
Category Name: Night Out
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Fierce Leopard Print Stiletto Booties
Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.
Fit & Features
- Pointed toe
- Elastic detail on each side
- Back zipper closure
- Stilleto heel
- Leopard print
Style Number/Barcode: 07403-0315
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shimmering Beauty Rhinestone Necklace And Earrings Set
You'll be a stunning shimmering beauty in this necklace and earring set! The pack features a choker necklace with two rows of rhinestones and matching stud earrings. Pair this set with a simple tee to add some glam to your everyday look.
Fit & Features
- Choker necklace and stud earrings set
- Two row rhinestone choker
- Rhinestone stud earrings
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-0524
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Out All Night Block Heels
Stay out with the squad with heels that take you from one party to the next! The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a narrow block heel. Complete look with a bodycon dress.
Fit & Features
- Adjustable ankle strap
- Open almond toe with a single strap over the toe
- Closed-back
- Narrow block heel
- Faux nubuck material
Style Number/Barcode: 07401-2622
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Girly Vibes Rhinestone Spiral Heels
Bring the girly energy in these rhinestone spiral heels to your next formal event or dressed-up date night!
Fit & Features
- Stiletto heel
- Almond toe
- Rhinestone embellished spiral strap
- Runs true to size
Style Number/Barcode: 07401-5317
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Lace Trim Mini Skirt
Style up this trendy knit mini skirt to add a chic vibe to your everyday look. It features a high rise waist, a hidden back zipper closure, and a mini length, curve-hugging silhouette with a sheer lace trim. Pair this skirt with a graphic tee and combat booties.
Fit & Features
- High rise waist
- Hidden back zipper closure
- Short, form-hugging fit
- Sheer lace trim
- Knit fabric with plenty of stretch
Style Number/Barcode: 06501-0370
Category Name: Night Out
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Classic Faux Suede Thin Block Heels
Stun in classic block heels that make a stylish statement! The heels feature an adjustable ankle strap, an open square toe with a strap over the toe, and a narrow block heel. The heels are composed of a faux suede material. Complete look with a sexy bodycon for a date night look.
Fit & Features
- Adjustable ankle strap
- Closed-back
- Open square toe
- Strap over the toe
- Thin block heel
- Faux suede material
Style Number/Barcode: 07401-2454
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Raising Standards Clear PVC Mules
Raise your style standards with these mules that complement all your favorite outfits. The mules feature an open back, a clear PVC strap, an almond toe with a clear strap over the toe, and a clear narrow lucite block heel. Complete look with a ruched mini dress and a bucket bag for a brunch ready look.
Fit & Features
- Open back
- Clear PVC strap
- Almond toe
- Clear strap over the toe
- Clear lucite thin block heel
Style Number/Barcode: 07401-2684
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Chic Faux Leather Mini Skirt
Channel an edgy-chic look with a fab mini skirt! The skirt features a high-rise waist, a multi-button down front, faux front pockets, and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form hugging fit. Complete look with a crop top and combat boots.
Fit & Features
- High rise waist
- Multi-button down front
- Faux front pockets
- Mini length silhouette
- Faux leather fabric
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06401-0355
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lady Luxe Lace Up Stiletto Heels
Lace-up in luxe heels for your next night out with the squad! The heels feature lace-up ties, an adjustable ankle strap, an open square toe with a strap over the toe, a thong strap, and a stiletto heel. The heels are composed of a faux leather material. Complete look with an LBD.
Fit & Features
- Open back
- Lace-up straps
- Adjustable ankle strap
- Open square toe, strap over the toe
- Thong strap, stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-2815
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Booked and Buckled Mule Heels
She’s got plans—and these heels are coming with. Sleek, structured, and just bold enough to say “I walk in like I own the place.”
Fit & Features
- 3" Stiletto heel
- Square toe
- Dual straps, one buckled strap accent
- Faux leather insole
- Runs true to size
Style Number/Barcode: 07401-000093
Category Name: Night Out
Price: $30.90
Availability: Out of Stock
Product Badge:- Ships Free
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Make It Pop Croc Embossed Mini Purse
Make your look pop with a mini purse that packs a punch! It's designed with a croc-embossed feel, dual top handles, and a removable chain strap. Wear it with a plain tank and distressed denim to stunt on them.
Fit & Features
- Small rectangular body
- Croc-embossed
- Dual top handles
- Dual-snap button closure
- Removable chain strap
Style Number/Barcode: 07203-0866
Category Name: Night Out
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take Charge Faux Suede Platform Heels
Take charge with bold platform heels that take your look to the next level! The heels feature a closed-back, a double-row of adjustable straps, an open square toe with a double-row of straps, a wide platform, and a block heel. The heels are composed of a faux suede material. Complete look with an LBD and rhinestone bracelet.
Fit & Features
- Closed-back
- Double-row of adjustable straps
- Open square toe
- Wide platform
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-3118
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle And Go Glitter Heels
Get ready to sparkle and go with heels that add the glitz to your look! The heels feature an adjustable ankle strap, an open almond toe with a rhinestone embellished strap over the toe, a rhinestone embellished block heel, and composed of a glitter mesh material. Complete look with an LBD and anklet.
Fit & Features
- Adjustable ankle strap
- Open almond toe, rhinestone embellished strap
- Rhinestone block heel
- Glitter mesh body
- Runs true to size
Style Number/Barcode: 07401-3513
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free