Night Out

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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.

  • Let's Go Out Crossbody Saddle Bag

    A crossbody saddle bag perfect for holding your things in chic style! The bag offers a spacious interior and two detachable strap options for versatile wear.

    Fit & Features

    • Detachable top handle
    • Detachable chain strap
    • Front flap with whipstitching, snap-button closures
    • Spacious interior
    • Faux leather material

    Style Number/Barcode: 07201-000006

    Category Name: Night Out

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Satin Cowl Neck Bodysuit

    You're all about that satin trend this season! This bodysuit features a sleeveless bodice, bungee spaghetti straps, a cowl neck, a square back, and a thong bottom with dual snap button closures. The satin-like fabric offers an ample amount of stretch and a form-fit.

    Style Number/Barcode: 06003-0364

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heavenly Sequins Off Shoulder Mini Dress

    You'll be looking all types of angelic. Wow the crowd in this sequined mini!

    Fits & Features

    • Off Shoulder Sleeves
    • Plunging Wire V Neckline With Padded Cups
    • Square Back With Zipper & Hook And Eye Closure
    • Mini Length Silhouette
    • Mesh Knit With Scroll & Diamond Pattern Sequins Throughout 
    • Fully Lined 
    • Bodycon Fit I Ample Stretch 

    White: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Mauve: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05101-0235

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Enchanted Glamour Glitter Block Heels

    Make an enchanting entrance with a sparkling pair of heels that are a dream come true! The heels feature a glitter mesh body, a zippered back, an ankle strap, an open almond toe with a strap over the toe, and a block heel. Complete look with a glitter wrap dress and rhinestone earrings. 

    Fit & Features

    • Glitter mesh body
    • Zippered back 
    • Ankle strap
    • Open almond toe, strap over the toe 
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07401-3080

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Sophistication Belted Satin Trench

    Channel sleek sophistication with a belted trench to layer over your dressy outfits! The trench features a collared neckline with lapel accents, long sleeves, double-breast button closure, side pockets, removable tie-waist belt, and a flowy long length. The trench is composed of a satin fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots

    Fit & Features 

    • Collared neckline, lapel accents
    • Long sleeves
    • Double-breast button closure 
    • Side pockets, removable tie-waist belt
    • Longline length 
    • Satin fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1115

    Category Name: Night Out

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Confident Babe Mesh Mock Neck Bodysuit

    Look and feel like a total confident babe in this mesh long sleeve bodysuit! Take your style to the next level with this bodysuit featuring a sheer mock neckline, sheer fitted long sleeves, a knit form-hugging silhouette, and a cheeky bottom with snap button closures. Complete the look in sleek faux leather leggings for a concert!

    Fit & Features

    • Sheer fitted long sleeves
    • Sheer mock neckline
    • Knit form-hugging silhouette
    • Cheeky bottom, snap-button closures
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5107

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Aura Off-The-Shoulder Lace Crop Top

    You'll be putting off a sultry aura in this lace crop top perfect for flaunting all over town! This top features sheer fitted long sleeves, a folded off-the-shoulder neckline, and a sheer fitted crop hem made from delicate lace fabric. Complete the look in high-rise denim shorts or jeans for day and night fun!

    Fit & Features

    • Lace fabric, minimal stretch
    • Off-the-shoulder neckline
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5261

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night-Out Allure Sleeveless Midi Dress

    Showcase an alluring vibe for a night out on the town in this sleek sleeveless midi dress! It features a trendy cowl neckline, spaghetti straps, shirring at the waist, an asymmetric midi-length hem creating a chic side slit, and a bodycon silhouette that will hug your curves. The smooth knit fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Shirring at the waist
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1951

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Compliment Starter Linen Halter Corset Top

    Get ready for all the compliments when you're out and about in this linen-blend halter corset top - the perfect summer staple! It features a sleeveless plunge V-neckline, a halter strap with a metal clip-clasp closure, a hidden front hook and eye closures, flexible boning, a cropped hem, and a partially open back. Complete the look in trendy denim jeans for happy hour!

    Fit & Features

    • Sleeveless plunge V-neckline
    • Halter strap with metal clip clasp closure
    • Hidden front hook and eye closures
    • Flexible boning
    • Cropped hem, partially open back
    • Lined linen-blend fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-2098

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Glitter Girl Crop Top

    You're a total glitter girly girl, and you'll fall in LOVE with this gorgeous crop top!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Complettely sheer
    • Glitter lurex fabric | Moderate stretch

    Blue Style Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2010

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty and Poised Polka Dot Bodysuit

    Keep it pretty and poised in a bodysuit that is too adorable! The bodysuit features a sweetheart neckline with a lace-up front, long puff sleeves with polka dots, a ruched bodice, and a contrast thong bottom with dual snap button closure. The bodysuit is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with skinny jeans

    Fit & Features

    • Sweetheart neckline with lace-up front
    • Long puff sleeves with polka dots
    • Ruched bodice
    • Contrast thong bottom with dual snap button closure 
    • Lined mesh fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06001-3114

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jaelyn Formal Cutout Short Dress

    Special Occasion

    Make a dramatic entrance with a formal dress that is perfect for those after-parties or reception! Jaelyn features a sleeveless square neckline, spaghetti straps, a sexy cutout at the midriff, a ruffled draped accent at the waist, and a short-length wrap hem. The dress is composed of a lined crepe fabric that offers a form hugging fit with built-in retention and a moderate stretch. Complete your formal outfit with rhinestone heels and a rhinestone choker. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout at midriff
    • Draped ruffle accent at waist
    • Short length wrap hem
    • Lined crepe fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0888

    Category Name: Night Out

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring Vibes Lattice Cutout Mini Dress

    This sleek bodycon mini dress will bring those alluring vibes to your next night out. It features a sleeveless sweetheart neckline with a built-in padded bust, front ruching at the waist with a sexy lattice cutout design, adjustable spaghetti straps, a mini-length hem, and a bodycon silhouette to show off your curves. The lined satin-knit fabric has plenty of stretch. Style with spiral strap heels!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Front ruching at the waist, lattice cutout design
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Mini-length hem
    • Bodycon silhouette
    • Satin-knit fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5189

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moonlight Velvet Floral Lace-Up Midi Dress

    Fall in love with this elegant midi dress! Its stunning mesh fabric and delicate velvet floral pattern will captivate everyone around you. You'll be the center of attention in this gorgeous midi-length dress, featuring a sleeveless surplice V-neckline, spaghetti straps, a front ruched seam and slit, a lace-up back, and a flattering bodycon silhouette. Complete the look in hoop earrings for a banquet or date night!

    Fit & Features

    • Surplice V-neckline, spaghetti straps
    • Lace-up back 
    • Bodycon silhouette
    • Front ruched seam, slit, midi-length hem
    • Floral velvet pattern
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2786

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set To Amaze Mock Neck Abstract Mini Dress

    Everyone will admire your amazing self in this abstract mini dress all over town! Made with a unique abstract print on airy lined mesh fabric, this dress is sure to turn heads. The sleeveless design and mock neckline add a chic touch, while the ruched side seams, bodycon fit, and mini-length hem show off your curves. Complete the look with earrings.

    Fit & Features

    • Abstract print
    • Sheer mesh fabric with knit lining, plenty of stretch
    • Mock neckline
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5783

    Category Name: Night Out

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dare To Bare Bodysuit
    Dare to bare a bold look in this sexy bodysuit! It features a square neckline, wide tank straps, an open back with a bar strap accent, and a thong bottom with snap button closures. Bodysuit offers a form hugging fit. 

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06001-1567

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Me Up Faux Leather Halter Crop Top

    Nail that edgy vibe with the lace me up faux leather halter crop top. Featuring a lace-up cutout front and a daring V-neckline, this top is all about making a bold statement.

    Fit & Features

    • Vintage-inspired faux leather fabric, no stretch
    • Halter V-neckline
    • Lace-up cutout front design
    • Back zipper closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000271

    Category Name: Night Out

    Price: $36.90

    Availability: In Stock

    Available Color: OLIVE, BROWN

    Available Size: S, M, L, XS

    Product Badge:
    • Back In Stock
  • Fabulously Fierce Leopard Mini Skirt

    Keep it fab in a mini skirt that brings the fierce factor to your night out outfits. The skirt features a high rise waist, a chic leopard print, and a mini side slit. Complete your outfit with a crop top and heels

    Fit & Features

    • High rise waist
    • Leopard print pattern
    • Mini length silhouette
    • Mini side slit

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0295

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Chic Sheer Woven Top

    You will look forever chic in this trendy sheer woven top. It features a high neck, back button closures, long bishop sleeves, and a mid-length cinched hem. The sheer woven fabric showcases an all-over swiss dot pattern for a stylish vibe. Pair this top with faux leather pants for a date night, or light wash jeans for a more casual look.

    Fit & Features

    • High neck
    • Back button closures
    • Long bishop sleeves
    • Mid-length cinched hem
    • Sheer woven fabric
    • Swiss dot pattern

    Style Number/Barcode: 06003-1140

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Keyhole Cutout Long Sleeve Bodysuit

    Elevate your look in this sultry bodysuit for any daytime outing. It features long sleeves, a crew neck, front keyhole cutouts, and a dual snap closure on the thong cut bottom. Complete the look in trendy denim jeans and heels.

    Fit & Features

    • Long sleeves, crew neck
    • Front keyhole cutouts
    • Thong cut bottom
    • Dual snap closure
    • Soft rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3783

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One More Night Velvet Surplice Mini Dress

    Have one more perfect night in this velvet mini dress! The stylish short dress features a daring V-neckline, adjustable spaghetti straps, a side pleated seam, and a body-hugging silhouette. Make a bold statement in this sultry mini dress that is sure to turn heads! Style with a clutch and sparkly heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Side pleated seam
    • Bodycon silhouette, mini-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2681

    Category Name: Night Out

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adding Elegance Bodycon Satin Mini Dress

    This showstopper satin mini dress adds elegance to any event! Crafted from a silky satin stretch fabric, this dress will have all eyes on you. It features a sleek square neckline, spaghetti straps that cross in the back, and seam detailing that highlights your figure along the bodycon silhouette and mini-length hem. Complete the look in high heels and earrings!

    Fit & Features

    • Silky satin stretch fabric
    • Square neckline
    • Spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5622

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance With Me Beaded Fringe Crop Top

    Dance past midnight with all eyes on you in this alluring satin crop top! It features a sleeveless sweetheart neckline with a twist-front design, adjustable spaghetti straps for a customized fit, a gorgeous beaded fringe trim that will move with you and catch the light, and a fitted, cropped hem. Complete the look with faux leather pants and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Twist-front design
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Beaded fringe trim
    • Fitted, cropped hem
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4665

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Up Your Look Sequin Mini Dress

    Glam up your look for the next party on your social calendar with this sequin mini dress! It features a sleeveless square neckline, spaghetti straps, a bold open back with cross-back straps and a lace-up design for a customized fit, and a mini-length hem with a bodycon silhouette that will hug your curves. The dress features all-over sequin embroidery with a stunning iridescent hue that is sure to draw all the attention! Complete the outfit with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back straps, lace-up design, tie closure
    • Lower back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Iridescent sequin embroidery
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4760

    Category Name: Night Out

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale