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.

  • Networking Skills Stiletto Heels

    Start a conversation over these statement-making heels! They feature a stiletto heel with a sling back strap and a pointed, lucite toe. The natural, single sole heels also feature a fishnet stocking overlay that stops about mid calf.

    Style Number/Barcode: 07401-1814

    Category Name: Night Out

    Price: $27.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Fierce Style Top

    Get all wrapped up in the fiercest of styles with this leopard print top!

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Surplice front design with a tie closure
    • Leopard print
    • Stretchy knit fabric

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1876

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paper Bag Tie Waist PU Tapered Pants

    Make major moves in these classic yet edgy faux leather paper bag pants.

    Fit & Features

    • High rise paper bag waist
    • Tie front belt
    • Dual front and back pockets
    • Tapered pant legs
    • PU fabric with a sheen

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

    Style Number/Barcode: 06402-0063

    Category Name: Night Out

    Price: $3.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Call Of The Wild Mesh Bodysuit

    You're a wild one for sure when it comes to your style! Pair this sexy leopard printed mesh bodysuit with an edgy faux leather mini for an irresistible look!

    Fit & Features

    • Smocked mock neckline
    • Thong bottom | Dual snap button closures
    • Leopard printed sheer mesh fabric
    • Form hugging fit
    • Plenty of stretch

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2316

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frilly and Flirty Lace Bodysuit

    Make a flirty impression in a lace bodysuit! The bodysuit features a V-neckline with scalloped lace trim, a sheer lace bodice, sheer long sleeves, and a sheer unlined back. Complete your look with a high waist skirt

    Fit & Features

    • Plunging V-neckline with scalloped lace trim
    • Sheer lace bodice
    • Sheer unlined long sleeves
    • Sheer unlined lace back
    • Thong bottom with dual snap button closures
    • Form-hugging fit with moderate stretch

    Style Number/Barcode: 06001-3020

    Category Name: Night Out

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sultry Sleeveless Mini Dress

    Simply sultry, this sleeveless mini dress is your new go-to for a girl's night out! It features a square neckline, bungee spaghetti straps that lead to a cross-back strappy design, ruched detailing, and a mini-length, curve-hugging silhouette. Complete the look with sparkly statement earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Cross-back strappy design
    • Ruching
    • Short, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-3851

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Reign In Glam Rhinestone Collar And Earrings Set

    Reign your event with layers of glamour with a sparkling collar necklace and earrings set. The collar features a V-shape, a three-row design, and rhinestones. The matching dusters feature a two-row linear design and mini rhinestones. Complete look with a satin mini dress.

    Fit & Features

    • Set includes necklace and earrings
    • V-shaped collar necklace, three-row design
    • Adjustable chain, lobster clasp closure
    • Duster earrings, two-row design
    • Post-back closures
    • Rhinestones


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07002-0784

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist of Style Cutout Midi Dress

    Add a twist of style to your look with a sexy midi dress! The dress features a sleeveless V-neckline with a twist front accent, a midriff cutout, and a midi-length silhouette. Complete look with clear mules and door knocker earrings. 

    Fit & Features

    • Sleeveless V-neckline
    • Twist front accent 
    • Midriff cutout 
    • Midi length silhouette 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0950

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Stunning Snake Stiletto Heels

    Keep it fierce and stunning with stilettos that take your look to the next level! The stilettos feature a zippered back, snake print straps throughout, a pointed toe, and a sleek stiletto heel. Complete look with an LBD

    Fit & Features

    • Zippered back 
    • Snake print straps
    • Pointed toe 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-3350

    Category Name: Night Out

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Stylish Moves Lucite Mules

    Clearly stay on-trend with mules that are perf to take you from day to night! The mules feature an open back, an open square toe with a PVC strap over the toe, an additional PVC strap, and a lucite block heel. The heels are composed of a faux leather and PVC material. Complete look with a blazer and skirt combo for a cute workwear outfit!

    Fit & Features

    • Open back
    • Open square toe
    • PVC strap over the toe, additional PVC strap
    • Lucite block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3329

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Up Rhinestone Block Heels

    Glow up in these gorgeous embellished block heels! They feature an open square-shaped toe with a strap, a thin adjustable ankle strap, a block heel, a chrome finish, and all-over rhinestone embellishment. Style these heels with sparkling statement earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • Chrome finish, rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3239

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Wrap Pleat Detail Mini Skirt

    A stylish wrap skirt is all you need to add a unique touch to your look! It features a high-rise waist, zipper closure, pleat detail, and a fitted, mini-length hem. Composed of a textured knit fabric with a moderate stretch. Perfect for styling with a cute long sleeve top.

    Fit & Features

    • High-rise waist, zipper closure
    • Wrap front, pleat detail
    • Fitted, mini-length hem
    • Texture knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0375

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sexy Slither Mesh Turtleneck Top

    Don't scale back this sexy mesh top is sure to command the room! It features long sleeves, a turtleneck, and a snake pattern throughout. The sheer mesh knit fabric offers a moderate stretch. Complete the look in a lace bralette.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Snake pattern 
    • Sheer mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3764

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Direction Patent Leather Skirt

    Take your wardrobe in a sleek direction with this mini skirt featuring a high-rise waist with button and zipper closure, faux pockets, composed of a patent leather fabric with minimal stretch. Style with a beaded corset for a date night. 

    Fit & Features

    • High-rise waist
    • Button and zipper closure
    • Faux pockets
    • Mini-length hem
    • Patent leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0395

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Better In Denim Frayed Crop Jacket

    What's better than a classic denim jacket to elevate a fit? Your new fave essential is here featuring long sleeves, button cuffs, a collared neckline, two front flap pockets, distressed accents, and three-button front closure along the frayed crop hem. Complete the look in a crop top and paper bag pants.

    Fit & Features

    • Long sleeves, button cuffs
    • Two front flap pockets
    • Distressed accents
    • Three-button front closure
    • Frayed crop hem
    • Denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06203-0454

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Shine Rhinestone Mesh Mini Dress

    Be glamorous and irresistible in this mini dress! This bodycon dress features long sheer ruched fitted sleeves, a square neckline, and side ruched seams that accentuate your curves on the rhinestone embellished lined mesh fabric that sparkles with every move. Complete the look in platform heels for a night out!

    Fit & Features

    • Sheer ruched fitted long sleeves
    • Square neckline
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Rhinestone embellished
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5241

    Category Name: Night Out

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Game Crepe Tie Waist Pants

    Up your style game in these crepe pants that go from work to play! They feature a high-rise waist with a tie-front and a wide-leg silhouette. Complete the look in a basic bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Tie-front
    • Wide-leg silhouette
    • Crepe fabrication
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1202

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Watch Me Cold Shoulder Bodysuit

    Make a sweet yet sultry first impression in this cold shoulder bodysuit featuring long sleeves with elastic cuffs, a v-neckline, sleek bungee straps that criss-cross along the back, and a surplice wrap bodice atop the thong-cut bottom with dual snap closures. Complete the look in fab leather shorts for a hot night out.

    Fit & Features

    • Cold shoulder, v-neckline
    • Bungee straps criss-cross along the back
    • Long sleeves with elastic cuffs
    • Surplice wrap bodice
    • Thong-cut bottom, dual snap closures
    • Smooth knit fabric, lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4376

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • At Midnight Sequin Wide Leg Pants

    You'll be glowing at the stroke of midnight in these sequin pants perfect for upcoming holiday parties! They feature an elasticized high-rise waist, wide-leg silhouette, and flare hem. Style with a glitzy crop top to complete the look.

    Fit & Features

    • Elasticized high-rise waist
    • Wide-leg silhouette
    • Flare hem
    • Sequin embellished
    • Knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2255

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Style Faux Leather Corset Top

    You'll love the sleek style of this trendy faux leather corset top! It features a sleeveless square neckline, tank shoulder straps, flexible boning at the front to provide structure, and a cropped, fitted hem. The smooth faux leather fabric includes a full ribbed knit lining. Complete the look with high-rise jeans.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Flexible boning
    • Back zipper, hook and eye closure
    • Cropped, fitted hem
    • Faux leather fabric, ribbed knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4806

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk The Red Carpet Rhinestone Block Heels

    These block heels are red carpet ready! Featuring a metallic almond toe, rhinestone-embellished straps and heel, and rhinestone adjustable ankle and heel straps with buckle closure. Complete the look in gorgeous earrings for a special occasion!

    Fit & Features

    • Metallic almond toe
    • Rhinestone-embellished straps
    • Rhinestone block heel
    • Rhinestone adjustable ankle and heel straps, buckle closure
    • Metallic faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4537

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Romance Satin A-Line Mini Dress

    Oh-so-alluring and romantic will be your vibe in this sleek satin mini dress! Crafted from a silky lightweight satin fabric, this mini-length dress features a sleeveless cowl neckline, spaghetti straps, and an open back with a cross-back strappy design with a tie closure for an adjustable fit, and a flirty, flowy A-line silhouette. Style with gold hoops and rhinestone heels for a dressy date night.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, cross-back strappy design, tie closure
    • Mini-length hem
    • Flowy A-line silhouette
    • Satin woven fabric
    • Runs true to size

    Style Number/Barcode: 05101-2791

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hide And Sleek Faux Leather Cargo Joggers

    Play a game of hide and sleek in these faux leather cargo joggers you won't be able to keep hidden for long! They feature a flattering high-rise waist, side pockets, straight-leg silhouette, and functional cargo flap pockets, and adjustable snap buttons along the cuff. Complete the look in a trendy moto jacket for a dinner and movie!

    Fit & Features

    • High-rise waist, side pockets
    • Straight-leg silhouette, cargo flap pockets
    • Adjustable snap-buttons along the cuff
    • Front button and zipper closure
    • Belt loop accents
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1373

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Charm Faux Pearl Rhinestone Satin Mini Dress

    Experience the contemporary charm of this satin mini dress for a glamorous night as the bride-to-be or birthday babe! Crafted from luxurious satin fabric, this bodycon dress features an elegant square neckline and adjustable spaghetti straps for a perfect fit. The mini-length hem is adorned with faux pearl rhinestone embellishments, making it a statement piece for a dressy occasion! Complete the look in stiletto heels and earrings.

    Fit & Features

    • Faux pearl rhinestone embellishments
    • Satin fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5361

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale