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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Simply Sparkle Cubic Zirconia Choker Set
Simply sparkle the night away! This set includes a choker adorned with circular four prong cubic zirconia stones, and a pair of matching stud earrings. The sparkle of the cubuc zirconia is unreal!Style Number/Barcode: 07002-0089
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Twist Of Rhine Lariat Necklace Set
This luxe lariat necklace and earrings set will add a twist of glam to your look. It features a cascading double-row rhinestone necklace and matching earrings. The long lariat necklace features rhinestones from edge to edge, a center twisted design, and is perfect to accentuate plunging necklines. You'll definitely bring the drama to your next fancy date night! Pair with a bodycon dress and sleek heels.
Fit & Features
- Set includes necklace and earrings
- Lariat double-row rhinestone necklace
- Center twisted design
- Adjustable chain, lobster clasp closure
- Double-row rhinestone earrings
- Post-back closures
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.Style Number/Barcode: 07002-0190
Category Name: Night Out
Price: $2.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Cuff Stiletto Heels
Add a touch of sparkle to your special night with this pair of stiletto heels! They feature a rhinestone cuff Velcro closure around the ankle and a high skinny heel. Pair these chic stilettos with a little black dress to make your heels the statement of the outfit.
Fit & Features
- Round open toe
- Single skinny toe strap
- Rhinestone cuff Velcro closure around the ankle
- Stilleto heel
- Red, black, and royal hues are made of micro suede
- Snake print hue is made of faux leather
Please be advised that this style runs 1/2 size big.
Style Number/Barcode: 07401-0377
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The A-List Satin Jumpsuit
Stand out like the diva you are in this star-inspired jumpsuit! It features a sleeveless bodice, a square neckline with a wired U-shaped inset, wide shoulder straps and a sexy mid-drift cut out. The straight leg has a flattering elongating effect and leads to a flared hem. Jumpsuit is composed of satin-like fabric that offers a form hugging fit with a minimal stretch.Style Number/Barcode: 06502-0145
Category Name: Night Out
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Faux Leather Skinny Pants
These chic faux leather skinny pants will add an effortless edge to your look. They feature a high-rise waist with a tie-front accent, vertical seam detailing down the front, and tapered, form-fitting pant legs. Style these pants with a cute crop top and strappy heels.
Fit & Features
- High-rise elasticized waist
- Tie-front detail
- Vertical seam detailing
- Tapered, form-hugging fit
- Faux leather fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06402-0068
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Strappy Square Toe Block Heels
It's all about proportion with these perfectly balanced strappy sandals. They feature a square toe, slim crisscrossing straps at toe bed, an adjustable buckled ankle strap, and a wide, stabilizing block heel.Sandals are made from a faux leather material.Style Number/Barcode: 07401-0356
Category Name: Night Out
Price: $26.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pearlescent Goddess Headband
Pearls for the everyday girl! We are loving this adorable head band to add a little femme to your look. Headband has multi sized pearls at the top and is dainty but has a little stretch to it.Style Number/Barcode: 07006-0051
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle And Delight Duster Earrings
Shimmer, shine, sparkle, and delight in these shoulder-grazing rhinestone earrings! Elevate evening ensembles effortlessly. Duster style features a long drop chandelier twist with post back closure.Style Number/Barcode: 07001-0069
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plunging Silicone Adhesive Bra
These silicone adhesive bra pads will give a seamless and smooth coverage for any plunging neckline. These sticky bra cups are made of silicone and are designed for a moderate lift, perfect for strapless or backless silhouettes. Wear these reusable pasties underneath a sleek tight or fitted dresses along with a smooth shapewear style for a seamless and flawless look.
Fit & Features
- Adhesive cups with padding
- Strapless and backless
- Deep plunging front
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: 07101-0009
Category Name: Night Out
Price: $9.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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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Lace-Up And Light Up Rhinestone Heels
Lace up and light up the night in a pair of dazzlin' heels! Designed with an almond toe, a clear band over the front end and a lace up detail that leads into a strappy lace wrap around detail up the ankle. Heels are thick and a block style embellished with rhinestones!
Please be advised that this style runs 1/2 size small.
Style Number/Barcode: 07401-0363
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Loving In Lace Jumpsuit
Keep it sweet and lovely in pretty lace! This jumpsuit features a partially unlined floral lace bodice, a mock neck, a sweetheart bust knit lining and cap sleeves. The unlined empire waist leads to a pair of elongating straight leg crepe pants with a flared hem. Includes a back zipper closure.Style Number/Barcode: 06502-0144
Category Name: Night Out
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bling Queen Rhinestone Heels
Yes queen! Show off that fresh pedi the right way! These sparkling heels are designed with a single band over the toes, and an ankle band with a velcro closure. Heels are a high block style, and toe is almond shape. The best part, is they are embellished with rhinestones all over!Style Number/Barcode: 07401-0367
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clear As Day Rhinestone Pumps
It's clear as day that you need a pair of clear rhinestone heels in your life! Designed with a point toe, a skinny stiletto heel, and a rhinestone detailing atop the toe! These d'orsay style pumps have a sling back ankle strap with an adjustable pin buckle closure and are composed of a metallic faux leather.
Please be advised that this style runs 1/2 size small.
Style Number/Barcode: 07401-0368
Category Name: Night Out
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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O-Ring Waist Cut Out Mini Dress
Chic with a trendy edge to the look, this mini dress will amp up your style. It features long sleeves with elastic cuffs, a deep V neckline, a hidden back zipper closure, a waist cut out with a front O-ring detail, and a flowy short skirt with a hidden back zipper. The dress is composed of a chiffon fabric and includes a stretchy knit lining.Style Number/Barcode: 05101-0241
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fab And Sleek Faux Leather Skirt
Put them all on notice girl with a sleek statement skirt! It features a high waist fit, a center zipper closure, faux side pockets and a mini length. Skirt is composed of a lined faux patent leather fabric with a croc-embossed pattern throughout. The garment offers a curve hugging fit with minimal stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0052
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Glow Skater Dress
Girl glow up in this dazzling skater dress! It features a sleeveless bodice, a V neckline and spaghetti straps that cross at the back. The slim fit bodice leads to a flared skater silhouette accented with hidden side pockets. Dress is composed of a textured glitter knit fabric that offers a form hugging fit with a moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small
Style Number/Barcode: 05101-0243
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitter Glow Skater Dress
Girl glow up in this dazzling skater dress! You'll be the center of attention in this glitter short number featuring a sleeveless, v-neck, spaghetti straps, and side hidden pockets perfect for keeping your hands warm. Complete the look in door knocker earrings.
Fit & Features
- Sleeveless, v-neck, spaghetti straps, cross-back
- Form-fitting silhouette
- Side hidden pockets
- Flared skater skirt
- Textured glitter knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-0244
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Got Me Twisted Anklet Pack
Bring the bling all over! Add some shine with this stretchy anklet set. Each anklet features two strands of rhinestones in an elegant twist design.
Style Number/Barcode: 07003-0013
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Double The Shine Anklet Set
Double up on the ankle candy! This set includes two anklets adorned in a single row of rhinestones. Anklets have elasticity. Set comes with two anklets.Style Number/Barcode: 07003-0011
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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For The Love Of Rhine Catsuit
Radiate a glitzy look in rhine! The catsuit features a sleeveless bodice, a V neckline, spaghetti straps and an open back with a rhinestone embellished triple row bar strap accent. The slim fit bodice leads to a straight leg skinny fit pant. Jumpsuit is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06502-0092
Category Name: Night Out
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Soft And Sexy Crop Top
Not only do we love a sexy crop top, but we love a little comfort too. We are a sucker for a soft top. This top has a round neckline with a v cut out at the center, it is sleeveless, and cropped to hit at your rib area. The top has a horizontal cut out above the hem, and is composed of a soft crepe material that is form fitting yet offers moderate stretch.Style Number/Barcode: 06001-1540
Category Name: Night Out
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Edge Bodysuit
Add some effortless edge to give your look a trendy vibe. This liquid faux leather bodysuit features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline, wired cups for additional support, a U-shaped back with an adjustable horizontal strap, an exposed side zipper closure, and a cheeky bottom with hook and eye closures. The liquid faux leather fabric offers minimal stretch and a form hugging fit.Style Number/Barcode: 06003-0284
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lover Of Lace Mini Dress
You're a total lover of lace, and this pretty mini is perfect for you! It features a sleeveless bodice, adjustable spaghetti straps, a V neck and back, a high waist seam, and a short, form hugging fit with a scalloped hem. The dress is composed of a sheer crochet lace fabric with a full knit lining and offers moderate stretch.
Style Number/Barcode: 05101-0029
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance