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.

  • Spotted Cheetah Print Faux Fur Jacket

    It's tough to fly under the radar in this cheetah print jacket! It features cuffed long sleeves, a collared neckline, asymmetrical front hidden zipper, side pockets, faux fur lining, and a ribbed hem with a moderate stretch. Style with a mini dress. 

    Fit & Features

    • Cuffed long sleeves
    • Collared neckline
    • Asymmetrical front hidden zipper
    • Side pockets
    • Cheetah print
    • Ribbed hem with a moderate stretch 
    • Lined faux fur
    • Runs true to size

    Style Number/Barcode: 06201-0257

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Rhinestone Detailed Stiletto Heels

    You'll sparkle with every step in these glitzy stilettos! They feature an open square-shaped toe with a strap, a thin lace-up strappy design, and a stiletto heel adorned with mini rhinestones. Style these glam shoes with sparkling statement earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Lace-up strappy design, tie closure
    • Open back
    • Stiletto heel, rhinestone embellishment
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3185

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic High Slit Midi Skirt

    Keep it sleek with a sleek skirt that is perf to take you from day to night! The skirt features a high-rise waist, a seamless body, and a high side slit. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a keyhole bodysuit and heels. 

    Fit & Features

    • Elastic high rise waist
    • High side slit
    • Midi length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0454

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked On Style Lace-Up Boots

    Stack on the style with boots that dare to go bold! The boots feature an over-the-knee fit, a sexy lace-up back, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and high ponytail. 

    Fit & Features

    • Over the knee fit
    • Lace-up back 
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0349

    Category Name: Night Out

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz Moments Rhinestone Leaf Belt

    Create a glitzy moment with a belt that cinches your formal outfit! The belt features a leaf design, rhinestones throughout, and a lobster clasp closure. Complete look with a satin dress and heels.

    Fit & Features

    • Leaf design
    • Rhinestone embellishment
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0320

    Category Name: Night Out

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lifting Body Tape

    Create custom seamless looks with body tape! The lifting body tape features a neutral tone with a sticky adhesive to help lift and hold up your breasts with even the most revealing silhouettes or cutout designs. Don't let the trendy and unique cutout shapes of your bodycon dress or backless jumpsuit stop you from wearing them out on your next GNO. The durable body tape is cut to your preference and offers plenty of lift to wear with backless cocktail dresses and offers a discreet finish.

    Fit & Features

    • Neutral tone
    • Lifting medical adhesive glue
    • Waterproof, sweatproof, and anti-shedding

     

    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: 07101-0284

    Category Name: Night Out

    Price: $10.90

    Availability: In Stock

    Available Color: NUDE

    Available Size: NS

    Product Badge:
    • Best Seller
  • Level Up Faux Leather Mini Dress

    Level up your look for girl's night out with this sultry faux leather mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a chic side slit with a lattice design, and a short, curve-hugging silhouette. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back strap design
    • Back zipper and hook and eye closure
    • Side slit, lattice design
    • Mini-length, form-fitting silhouette
    • Smooth faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4004

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twirl And Glow Glitter Skater Dress

    Get ready to glow with a skater dress that brings major bling to your look! The short dress features a sleeveless V-neckline, spaghetti straps, draped overlay at the bodice, and a fit-and-flare skater silhouette with subtle pleating. The dress is composed of glitter knit fabric that offers a moderate stretch. Complete the look with rhinestone heels and a glitter mesh clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Draped overlay at bodice
    • Spaghetti straps
    • Short-length hem
    • Skater silhouette, pleating
    • Glitter knit fabric, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05101-2205

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Leopard Velvet Burnout Corset

    Make a fierce impression with a corset that taps into your wild instincts! The corset features a sleeveless square neckline, adjustable spaghetti straps, contrast seams with flexible boning, and a trendy leopard print. The corset is composed of a lined mesh fabric with flocked velvet. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Contrast seams, flexible boning
    • Hook and eye closures at back
    • Lined mesh fabric, flocked velvet, leopard print
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1476

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cinched And Chic Ruched Mini Dress

    Get cinched in a fab LBD that showcases curves from all the right places! The dress features a sweetheart neckline, sheer balloon sleeves, a ruched drawstring at the center, and a mini-length silhouette. The dress is composed of mesh and nylon-knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and a faux leather crossbody.

    Fit & Features

    • Sweetheart neckline
    • Long balloon sleeves
    • Ruched drawstring at center
    • Mini length silhouette
    • Mesh and lined nylon knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4005

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: Night Out

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Celeste Sleeveless Halter Midi Dress

    Special Occasion

    Get a gorgeous silhouette in the stunningly chic Celeste midi dress. She features an on-trend sleeveless square neckline with a halter strap, ruched detailing down the back, and a mid-length, curve-hugging silhouette. Complete the look with hoop earrings and chic heels.

    Fit & Features

    • Sleeveless square neckline
    • Halter strap
    • Ruching down the back
    • Mid-length, form-hugging fit
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0941

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy-Chic Faux Leather Leggings

    Edgy-chic will be your vibe in these sleek faux leather leggings. They feature a high-rise waist, a partial lattice lace-up design starting at the ankles, and a fitted silhouette. Style these leggings with a trendy crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Lattice lace-up design at the ankles
    • Fitted silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-0644

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Glamour Rhinestone And Pearl Sphere Clutch
    Channel vintage glamour by accessorizing with this gorgeous clutch! It features a sphere-shaped design with cascading rhinestone fringe, pearl accents, includes a rhinestone-adorned O-ring handle, and a chain shoulder strap to convert the bag to a crossbody. Complete your look with a sleek little black dress and strappy heels.


    Fit & Features

    • Sphere-shaped design
    • Rhinestone fringe detail
    • Pearl accents
    • Rhinestone adorned O-ring handle
    • Chain shoulder strap

    Style Number/Barcode: 07204-0486

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready To Stun Faux Leather Block Heels

    Get ready to stun with heels that make your look stand out! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a crop top and mini skirt set. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe, clear strap over toe
    • Block heel 
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3168

    Category Name: Night Out

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Over The Knee Faux Suede Boots

    Lace-up in these must-have boots that complete your layered outfits! The boots feature an over-the-knee fit, a tie-back accent with elastic goring, an inner zipper closure, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete your look with a long sleeve mini dress and plaid coat.

    Fit & Features

    • Over the knee fit
    • Tie-back accent with elastic goring
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07402-0337

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk It Out In Style Faux Leather Boots

    Walk it out in style with boots that elevate your outfit! The boots feature a knee-high length, a square toe, an inner zipper closure, and a block heel. The boots are composed of a faux leather material. Complete look with a sweater and mini skirt. 

    Fit & Features

    • Below the knee length 
    • Square toe
    • Inner zipper closure
    • Block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0324

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Lug Sole 50/50 Boots

    Stay on trend with boots the complete your layered outfits! The boots feature a below-the-knee fit, an inner zipper closure, an almond toe, a lug sole, and a block heel. The boots are composed of a 50/50 composition of faux suede and a stretchy knit material. Complete look with an oversized sweater and high waist jeans. 

    Fit & Features

    • Below the knee fit
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0335

    Category Name: Night Out

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Story Short Faux Suede Boots

    To simply put it, these faux suede boots belong in your lineup! They feature an almond toe design, side zipper closure, above-the-knee length, and block heel. Style with skinny jeans. 

    Fit & Features 

    • Almond toe design
    • Side zipper closure 
    • Block heel
    • Above-the-knee length
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0326

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Essential Ribbed Knit Midi Dress

    This ribbed knit midi dress is a basic essential you need in your closet that you can dress up or down. It features a sleeveless square neckline, spaghetti straps, a mid-length, curve-hugging silhouette, and a stylish side slit. Keep this dress casual with sneakers, or elevate the look with chic mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Form-hugging fit
    • Side slit, midi-length hem
    • Double-lined rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4961

    Category Name: Night Out

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Trendy Below-The-Knee Boots

    Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0329

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Just My Type Knee-High Boots

    Your outfit of the day isn't complete without these knee-high boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with a denim jacket.

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Knee-high length
    • Smooth faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07402-0320

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moment To Shine Block Heels

    It will be your moment to stylishly shine with these trendy chrome heels. They feature an open almond-shaped toe, a clear toe strap, a thin adjustable ankle strap, and a block heel. Pair these glam heels with a little black dress and a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Clear PVC toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3169

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Babe Lug Sole Faux Suede Boots

    Make a bold impression with boots that bring that edgy glam to your look. The boots feature an over-the-knee fit, an almond toe, an inner zipper closure, a textured lug sole, a block heel, and a tie-back accent. The boots are composed of a faux suede material. Complete look with an oversized sweater and dainty rings.

    Fit & Features

    • Over the knee fit
    • Almond toe
    • Inner zipper closure
    • Textured lug sole
    • Block heel
    • Tie-back accent
    • Faux suede material, runs true to size

    Style Number/Barcode: 07402-0302

    Category Name: Night Out

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance