Night Out

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.

  • Chic Vision Long Sleeve Abstract Print Mesh Top

    You'll be a vision of iconic chic style in this abstract printed mesh top! The stretchy sheer mesh fabric is accented with a neutral abstract print to amp up your going-out look. The top is shaped with a crew neckline and features long fitted sleeves, a ruched side seam with an adjustable drawstring to customize the fit, and an asymmetric mid-length hem for a trendy silhouette. Pair this form-hugging top with faux leather shorts and clear heels for a rooftop bar!

    Fit & Features

    • Stretchy sheer mesh fabric with abstract print
    • Crew neckline
    • Long fitted sleeves
    • Ruched side seam with adjustable drawstring
    • Asymmetric mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5188

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Distinct Cutie Tie-Back Chiffon Crop Top

    Everyone will take notice of how cute you look in this chiffon crop top - perfect for brunch or day dates! Crafted from chiffon fabric, this top features adorable puff short sleeves, a flattering scoop neckline, and a ruched bust for added charm. The cropped hem and tie-back straps add a stylish touch. Complete the look in trendy denim jeans and heels.

    Fit & Features

    • Chiffon fabric, no stretch
    • Puff short sleeves
    • Tie-back straps
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2458

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring The Tequila Short Sleeve Crop Graphic Tee

    This short sleeve crop graphic tee is perfect for those who love to live life with a little bit of spice. With its crew neckline and cropped hem, this tee is both trendy and comfortable. And don't forget the fun front graphic and script that reads "If You're Going To Be Salty, Bring The Tequila!" Complete the look in a sleek mini skirt.

    Fit & Features

    • Stretchy knit fabric
    • Front graphic, script "If You're Going To Be Salty, Bring The Tequila"
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1800

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tempting Allure Sweetheart A-Line Lace Mini Dress

    A lace A-line mini dress that will captivate everyone in the room! With a playful sweetheart neckline, adjustable spaghetti straps, and an underwire bust, this dress accentuates your curves, while the A-line silhouette and ruffled tie mini-length hem add a touch of whimsy. Complete the look with a clutch for a dressy evening event.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Sweetheart neckline, adjustable tie
    • Adjustable spaghetti straps
    • Underwire bust, back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3300

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay It With Style Mini Skirt

    Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look.

    Fit & Features

    • High-rise fit
    • Vertical seam details, back zipper
    • Front slit accent
    • Form-hugging fit
    • Mini-length hem
    • Unlined faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-1447

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adoring Pose Sweetheart A-Line Mini Dress

    Strike an adoring pose in this A-line mini dress on your next evening out! The sweetheart neckline and adjustable straps provide a flattering fit, while the padded bust offers support. The flowy A-line silhouette and mini-length hem create a playful and stylish look. Complete the look in block heels and a clutch.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5593

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Ruched Bodycon Mini Dress

    Bring the heat to your night-out vibe in this curve-hugging bodycon mini dress featuring a sleeveless cowl neckline, spaghetti straps that lead to an open cross-back design, and ruched side seams along the short silhouette to flaunt your figure. Style with stiletto heels!

    Fit & Features

    • Smooth double-lined knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, open cross-back design
    • Ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5905

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Glitz Glitter Mini Dress

    Go for a glam look as you wrap yourself with this glitzy mini dress! It features a sleeveless bodice, a square neckline with a built in no slip strip, adjustable spaghetti straps and mini length silhouette with ruched detailing and an envelope hem. Dress is composed of a lined glitter mesh knit fabric that offers a curve hugging fit with a minimal stretch. Includes a back zipper closure 

     

    Style Number/Barcode: 05103-0343

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cut Out Mesh Crop Top

    This cut out mesh crop will give you the perfect amount of edge. It features long fitted sheer sleeves, a crew neckline, a front cut out above the bust, a completely sheer closed back, and a cropped hem. The top is composed of a mesh fabric with a fron knit lining, and offers plenty of stretch and a form hugging fit.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1956

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mesh Burnout Jumpsuit

    You'll be a vision of elegance and grace in this classy jumpsuit!

    Fits & Features

    • Semi-Sheer Mesh Top With Flocked Velvet Prints Throughout
    • Crew Neckline
    • Fitted Long Sleeves 
    • Button Closure At Nape Of Neck I Cut Out At Center Back 
    • High Rise Waist
    • Tapered Crepe Pant Legs
    • Offers Moderate Stretch

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

    Style Number/Barcode: 06502-0159

    Category Name: Night Out

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Chic Twist Front Catsuit

    You just love a classy chic look. Get an entire 'fit with this must have catsuit!

    Fit & Features

    • Slim shoulder straps
    • Twist front sweetheart neckline
    • High rise banded waist
    • Slim pant legs
    • Crepe fabric | Moderate stretch
    • Form-fitting style

    Style Number/Barcode: 06502-0299

    Category Name: Night Out

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiki Formal Off The Shoulder Sequin Dress

    Special Occasion 

    Glow in our shimmering Kiki dress that elevates your formal evening with her enchanting sequins. Kiki features a flattering off the shoulder neckline with off shoulder straps, glitzy sequins throughout and a mini length silhouette with a mini side slit detail. Complete your A-list worthy evening outfit with a rhinestone hairpin to style hair with and metallic platform heels

    Fit & Features

    • Off the shoulder neckline with off shoulder straps 
    • Sweetheart neckline
    • Relaxed fit waist 
    • Sequins
    • Mini length silhouette 
    • Mini side slit
    • Form hugging fit

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size three

    Special Occasion products cannot be returned to any retail locations

    Style Number/Barcode: 05001-0402

    Category Name: Night Out

    Price: $30.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Vibes Rhinestone Chain Belt

    Bring the luxe vibes to your night out look with this gorgeous chain belt! It features a stunning rhinestone embellished design to add the prettiest sparkle to your outfit. Style this belt over a curve-hugging dress and complete the look with chic heels.

    Fit & Features

    • Chain belt
    • Rhinestone embellishment

    Style Number/Barcode: 07301-0295

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Stunning Stiletto Heels

    These strappy stiletto heels will have you looking stunning and chic on your next night out. They feature an on-trend open square toe, a criss-cross toe strap design, a lace-up strappy design, and a stiletto heel. Complete the outfit with a sleek clutch.

    Fit & Features

    • Open square toe
    • Criss-cross toe strap design
    • Lace-up strappy design, tie-back closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2817

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glamour Rhinestone Butterfly Necklace Set

    Channel that edgy glamour with a necklace set that is part chic, part daring. The set includes two necklaces featuring a chunky chain link, mini rhinestone embellished butterfly charms, and a large butterfly charm. Complete look with a bodysuit and high waist jeans.

    Fit & Features

    • Set includes two necklaces
    • Chunky chain link 
    • Mini butterfly charms, 1 large butterfly charm
    • Rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07002-0942

    Category Name: Night Out

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Your Mark Bandana Print Heels

    Hey babe! Step up your style and make your mark in these trendy stilettos! They feature an open square-shaped toe with a strap, a thin woven lace-up design with a chic bandana print, and a stiletto heel. Complete the look with a cute shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Woven lace-up design, bandana print, tie-back closure
    • Open back
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3535

    Category Name: Night Out

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Faux Fur Jacket

    Keep it casually chic with a fab jacket to nail those effortless vibes! The jacket features a collared neckline, long sleeves, a multi-row hook and eye closure, long sleeves, hidden side pockets, and is composed of a lined faux fur fabric. The jacket offers a relaxed fit with minimal stretch. Complete the look with a bodysuit and boyfriend jeans.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Multi-row hook and eye closure 
    • Hidden side pockets
    • Lined faux fur fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0223

    Category Name: Night Out

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Look My Way Lace-Up Slinky Knit Dress

    This midi dress is a major head-turner! It features a sleeveless square neck, spaghetti straps, lace-up back detail, and a side slit with ruching to showcase your amazing legs on a midi style hem. Composed of a slinky knit fabric with a moderate stretch. Style with trendy mules for a dinner party.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back
    • Side slit with ruching
    • Bodycon midi hem
    • Slinky knit-lined fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05101-1326

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Trendy Vibes Mesh Bodysuit

    Bring the trendy vibes to your festival look with this bold mesh bodysuit. It features long fitted sleeves, a front cutout creating a bandeau design with a halter neckline and a below-the-bust cutout, a thong bottom, and a fab tie-dye swirl print. Style this bodysuit with cutoff denim shorts and clear mules.

    Fit & Features

    • Long fitted sleeves
    • Front cutout, bandeau design, halter neckline, below-the-bust cutout
    • Thong bottom, dual snap-button closure
    • Form-hugging fit
    • Tie-dye swirl print
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4056

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That '70s Babe Swirl Scarf Top

    A '70s babe like you is in need of this groovy crop top! It features a sleeveless, cowl halter neck with tie-closure, a swirl print, cropped hem, and an open back with tie closure. Complete the look in flared pants and chunky heels.

    Fit & Features

    • Sleeveless, cowl halter neck, tie closure
    • Swirl print
    • Cropped hem
    • Open-back, tie closure
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1800

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Bold Buckle Strap Stiletto Heels

    The heels that instantly upgrade every 'fit—sleek, bold, and so worth the strut. With smooth faux suede and a glam buckle strap, these stiletto heels bring the drama whether it’s dinner, drinks, or the dance floor.

    Fit & Features

    • 3.5" Stiletto heel
    • Open square-shaped toe
    • Toe strap with curved buckle accent
    • Thin adjustable ankle and heel straps, buckle detail
    • Faux suede material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000430

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rising Temps Twist Cutout Crop Top

    The temps aren't the only thing rising in hotness! This crop top features fitted long sleeves, a crew neck with a ruched side seam, a cutout bodice, and a twisted hem. Complete the look in a fab mini skirt and heels.

    Fit & Features

    • Fitted long sleeves
    • Crew neck, side ruched seam
    • Cutout bodice
    • Twisted crop hem
    • Venezia knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4385

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine In Rhine Strappy Stiletto Heels

    Give your formal attire a glam shine in these rhinestone embellished heels featuring an almond toe, stiletto heel, dual straps, zipper closure, on faux leather material. Complete the look in a chic necklace set.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Dual straps
    • Zipper closure
    • Rhinestone embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3688

    Category Name: Night Out

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky-Chic Long Sleeve Satin Short Dress

    Silky-chic, this smooth satin short dress is a must-have for winter date nights. It features a plunging V-neckline with a tie-front detail, long balloon sleeves, a partially open back with a double tie-back design, and a short, A-line skirt with a fit and flare silhouette. The woven satin fabric has minimal stretch. Complete the look with knee-high boots.

    Fit & Features

    • Deep V-neckline, tie-front detail
    • Long balloon sleeves, tapered elastic hems
    • Partially open back, double tie-back design
    • High waist, lower back zipper, hook and eye closure
    • Short A-line skirt, fit and flare silhouette
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2181

    Category Name: Night Out

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free