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.

  • Take Notice Beaded Bodycon Mesh Mini Dress

    In this chic beaded bodycon mini dress, everyone will take notice of you! Detailed with faux pearl and beaded embroidery in an abstract design on the lined mesh fabric, this mini-length dress will level up your classic LBD. The sleeveless high halter neckline adds that touch of sophistication, while the sultry open back with a dual strap design brings that sexy allure. The bodycon silhouette will showcase your stunning curves. Style this mini dress with sleek stilettos for dinner and drinks!

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Faux pearl and beaded embroidery
    • Sleeveless high halter neckline, back hook and eye closures
    • Open back, dual strap design
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5354

    Category Name: Night Out

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Rhinestone Block Heels

    These heels didn’t come to play. With sleek straps and rhinestone sparkle, this block heel is made for grand entrances, dancing, and outfits that deserve extra shine.

    Fit & Features

    • Block heel
    • Square toe
    • Asymmetrical straps
    • Rhinestone embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000378

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Icon Mid-Rise Pleated Woven Skort

    Show off your chic icon status in this of-the-moment pleated skort! Designed with a structured woven fabric, this skort features a mid-rise waist with a fold-over design for a trendy look. The pleated mini-length overlay has an A-line fit over fitted knit shorts for coverage. Style this skort with a crop top and combat boots for an elevated everyday 'fit.

    Fit & Features

    • Woven and knit fabrics
    • Mid-rise waist with fold-over design
    • Pleated mini-length overlay
    • A-line fit
    • Hidden front zipper and hook and bar closure
    • Fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06303-0244

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stand Out In Chic Lace-Up Ombre Mini Dress

    Stand out in this chic mini dress at parties! The ombre print adds a touch of boldness to your look while the  a cowl neckline, spaghetti straps, and lace-up back flatter and turn-heads! The dress is finished with an accentuating bodycon silhouette and a mini-length hem. Complete the look with rectangular earrings and sleek heels.

    Fit & Features

    • Ombre print
    • Smooth knit fabric, partially lined, stretchy
    • Lace-up
    • Spaghetti straps
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5607

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutting Edge Mid Rise Pleated Denim Skort

    With this denim skort, you'll stay on the cutting edge of style! Perfect for casual plans or weekend trips, it features a flattering mid-rise waist, side pockets, and a flirty pleated mini A-line skirt overlay with shorts lining for coverage. Complete the look in a basic tee and booties. 

    Fit & Features

    • Denim fabric, woven shorts lining
    • Mid-rise waist
    • Side pockets, dual button and hidden zipper closure
    • A-line pleated skirt overlay
    • Runs true to size

    Style Number/Barcode: 06303-0242

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Studded Faux Leather Sling-Back Pumps

    Chic and trendy will be your fall vibe in these faux leather pumps featuring a closed pointed toe with sleek studded accents, an adjustable strap across the foot, a sling-back strap, and a block heel. Pair with hoop earrings.

    Fit & Features

    • Block heel
    • Faux leather material
    • Closed pointed toe
    • Studded accents
    • Adjustable strap across foot, buckle detail
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5174

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go For Glitz Rhinestone Chainmail Hanky Top

    A glitzy crop top crafted from rhinestone embellished chainmail for a glamorous allure! Pair with denim jeans.

    Fit & Features

    • Chainmail metal fabrication
    • Halter neck with draped cowl bust
    • Lobster clasp closure at neck and lower back
    • Open back

    Style Number/Barcode: 06003-2675

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head-Turner Mesh Lace-Up Bustier

    Walk by in this mesh bustier to make every head turn! It features a strapless, sweetheart neck, built-in padded bust with underwire, flexible boning for structure, and a back lace-up closure. Composed of a mesh-lined fabric with no stretch. Perfect for styling with faux leather leggings.

    Fit & Features

    • Strapless, sweetheart neck
    • Built-in padded bust with underwire
    • Flexible boning, curved crop hem
    • Lace-up back closure
    • Mesh-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1651

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Entrance Glitter Knit Midi Dress

    You deserve to have a sparkly entrance and this glitter knit midi dress brings the shine! The dress features a sleeveless surplice V-neckline, spaghetti straps, a side ruched seam, a bodycon silhouette, and a wrap-slit hem. Complete the look with teardrop earrings for a rehearsal dinner or dressy date night!

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Wrap midi-length hem with slit
    • Glitter knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2418

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Me The Way Mesh Bodysuit
    Lead the way in this sexy, mesh bodysuit! The top has a daring mock neck paired with long, fitted sleeves and a thong bottom with a snap button closure. The garment is composed of a sheer, unlined mesh that offers plenty of stretch for comfort. Undergarment not included.

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

    Style Number/Barcode: 06001-1213

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Up The Night Clutch

    Add the perfect amount of sparkle to your outfit with this rhinestone clutch! It features an envelope shape, a fold over design and a magnetic closure, and a smooth woven interior with a single pocket. The clutch is composed of a silver faux leather material, is adorned with rhinestones all over the front, and includes a silver hued chain to easily convert it to a crossbody!

    Style Number/Barcode: 07204-0383

    Category Name: Night Out

    Price: $22.00 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Deep Dive Floral Scuba Dress

    Dive right into this sweet scuba-style mini! Dress has a body con fit and features an all-over multi-color floral print against a black background, an off-the-shoulder neckline with micro sleeves. Dress is made to hit above the knee, slips on, and is made from a smooth woven material with moderate stretch.

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

    Style Number/Barcode: 05101-0081

    Category Name: Night Out

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sultry Mini Dress

    Get a look that's both sweet and sultry with this knit midi dress. It features a sleeveless bodice, adjustable spaghetti straps, a V neckline with vertical princess seams for structure and a mini length hem. Dress is composed of a smooth knit fabric that offers a curve hugging fit with a moderate stretch. 

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0407

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Ruched One Shoulder Midi Dress

    Keep it fab and ruched with this sleek midi dress! It features a one shoulder neckline, a fitted long sleeve, a ruched left side seam and a midi length silhouette. Dress is composed of a double lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included. 

     

    Style Number/Barcode: 05101-0412

    Category Name: Night Out

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meow Or Never Leopard Midi Dress

    Move fast girl. Snag this purr-fect midi before it's too late!

    Fits & Features

    • Spaghetti Straps That Cross At The Back
    • Self Ties & Keyhole Opening At Back
    • Draped Cowl Neckline
    • Front Slit At Midi Length Silhouette
    • Stretchy Polyester Composition I Form Hugging Fit

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

     

    Style Number/Barcode: 05102-0408

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Lace-Up Platform Block Heels

    Be brave and bold with your style in these fab platform block heels! They feature a front lace-up design with a tall sturdy block heel. Pair these statement shoes with a faux leather mini skirt to bring some edginess to your look.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Front lace-up design
    • Open back
    • Platform
    • Tall block heel
    • Faux suede


    Please be advised that these heels run 1 size too small.

    Style Number/Barcode: 07401-2474

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lowkey Luxe Rhinestone Strappy Kitten Heel Mules

    Proof that subtle can still slay—these kitten heel mules are lowkey luxe with a sparkle moment that gets you. The rhinestone strap detail brings just enough drama for your dinner date, wedding guest 'fit, or rooftop photo op.

    Fit & Features

    • Stiletto kitten heel
    • Faux leather material
    • Open square-shaped toe
    • Toe strap with rhinestone accents
    • Strappy design across the foot
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000420

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Top Handle Bag

    Clearly, this trendy top handle bag needs to be yours and in your wardrobe! It features a fold-over design with a front twist latch closure, thick chain detail, a top handle, and a removable thin chain link and clear shoulder strap. Style this bag with your fave bodysuit and faux leather pants for an edgy-chic vibe.

    Fit & Features

    • Fold-over design
    • Front twist latch closure
    • Thick chain detail
    • Top handle
    • Removable thin chain link and clear shoulder strap
    • Clear design

    Style Number/Barcode: 07203-0496

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy And Chic Stiletto Heels

    Classy and chic, these stiletto heels are perf for dressing up an everyday look! They feature an open square toe with a toe strap, an adjustable ankle strap, and a stiletto heel. Style these heels with a pair of trendy paper bag pants.

    Fit & Features

    • Open square toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Stiletto heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3286

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve Looks Lace Strappy Mini Dress

    She came, she slayed, she left on read. This bodycon mini brings heat with a strappy cutout back and ruched mesh that hugs every curve—made for birthdays, baecations, or your hot girl night out.

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline
    • Tank shoulder straps
    • Strappy cutout back
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000334

    Category Name: Night Out

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Faux Suede Booties

    Step up your look with booties that are perf to style with your fav layered outfits! The booties feature an around the ankle fit, elastic goring, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with an off the shoulder sweater and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Elastic goring
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1377

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Business Satin Wrap Skirt

    Take care of business looking so sleek in this satin mini skirt for your next party! It features a high-rise waist, side pleat detail on the faux wrap front with zipper closure. Composed of satin fabric with minimal stretch. Style with stiletto booties.

    Fit & Features

    • High-rise waist
    • Side pleat detail
    • Faux wrap front
    • Zipper closure
    • Mini hem
    • Satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0407

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk On By Lug Combat Booties

    Walk on by in these lug combat booties and watch all the eyes turn towards you! they feature an almond toe, block heel, sturdy lug sole, side zipper, and lace-up front closure on PU leather material. Complete the look in a cool graphic tee and jeans.

    Fit & Features

    • Almond toe
    • Block heel
    • Sturdy lug sole
    • Side zipper and lace-up front closure
    • PU leather material
    • Runs true to size

    Style Number/Barcode: 07403-1398

    Category Name: Night Out

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance