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.

  • Plus Lace Appeal Skater Dress
    One way to ensure an unforgettable evening? Make the case for lace in this flirty skater style! Dress features spaghetti straps, a lightly padded sweetheart bodice with lace overlay, and a swing-y, inverted-pleat mini skirt. Dress slips on and is made from a lightweight nylon-crepe blend with a fair amount of stretch.

    Style Number/Barcode: 15101-0009

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Perfection Bodycon Midi Skirt

    Show up and stun in the perfect sleek midi skirt for your next night out. It features a high-rise waist, a back zipper closure, a sultry thigh-high front slit, and a mid-length, curve-hugging silhouette. Style this faux leather skirt with a bustier and strappy mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • High front slit
    • Mid-length, bodycon silhouette
    • Coated faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0437

    Category Name: Night Out

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Affair Feather Trim Velvet Midi Dress

    Make it a luxe affair in this stunning smooth velvet midi dress! It features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a midi-length, curve-hugging silhouette, and a high front slit to showcase some leg. The velvet fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam
    • Midi-length hem, fitted bodycon silhouette
    • Thigh-high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2086

    Category Name: Night Out

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go Get Em' Girl Heels
    Go get em' this season with these classy heels. Featuring an ankle wrap closure and mini platform, these heels are just what you need for a night out. Comprised of a faux leather insole.

    Style Number/Barcode: 07401-0328

    Category Name: Night Out

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Look Printed Tights

    Achieve that on-trend luxe look by pairing these chic tights under your fave sweater dress! The tights feature a high-rise banded waist with a form-hugging fit and are composed of a sheer unlined fabric with an all-over double O-ring pattern. Complete your look with ankle booties.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Sheer unlined fabric
    • Double O-ring pattern


    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: 07306-0095

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cherub Kisses Halter Corset Top

    Because museum-worthy looks aren’t just for the gallery. This halter corset top blends an artsy print with a figure-sculpting fit, making it your go-to for statement nights and Insta-worthy moments.

    Fit & Features

    • Renaissance-inspired print
    • Mesh-lined fabric, slight stretch
    • Halter neckline with tie closure
    • Structured corset bodice, flexible boning
    • Hidden front hook and eye closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000210

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nothing But Sparkles Velvet Glitter Short Dress

    Bring nothing but sparkles to the night in this velvet glitter dress for celebrations! It features an off-the-shoulder V-neckline, sleek bungee spaghetti straps, short-sleeve cuffs, and a flirty skater short-length silhouette. Complete the look with statement earrings and heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Bungee spaghetti straps, short-sleeve cuffs
    • Skater silhouette
    • Short-length hem
    • Glitter velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2560

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riveting Satin Slit Midi Dress

    Everyone will be riveted by you in this satin midi dress featuring a sleeveless v-neckline with bungee spaghetti straps, a curve-hugging silhouette, side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete your dressy look with pointed-toe heels.

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Curve-hugging silhouette
    • Side ruched seam and slit
    • Asymmetrical midi hem
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1340

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love That Look Lace-Up Booties

    You'll absolutely love the look of these trendy faux leather booties! They feature an almond-shaped toe, a lace-up front design, an inner zipper closure, a block heel, and a lug sole for an edgy vibe. Style these booties with your fave pair of denim and a graphic tee.

    Fit & Features

    • Above the ankle design
    • Almond-shaped toe
    • Lace-up front
    • Inner zipper closure
    • Block heel, lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1325

    Category Name: Night Out

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stop And Stun Rhinestone Strap Stiletto Heels

    Stun people with your glam feet. Elevate your look in these rhinestone strap stiletto heels featuring an almond toe, platform sole, quilted footbed, and an adjustable buckle ankle strap. Complete the look in a chic clutch.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Platform sole, quilted footbed
    • Rhinestone toe strap
    • Adjustable buckle ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-3691

    Category Name: Night Out

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Extra Sleek Satin Corset Mini Dress

    This satin corset mini dress will give you that extra sleek look to keep all eyes on you! It features a sleeveless square neckline, thin tank shoulder straps, a chic corset-designed bodice with flexible boning inserts for a snatched silhouette, ruching at the waist, a mini-length hem, and a bodycon fit. The smooth satin-knit fabric has plenty of stretch. Style this mini dress with rhinestone fringe earrings to add some glam for your next club night out!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps, back zipper, hook and eye closure
    • Corset-designed bodice, front flexible boning inserts
    • Ruching at the waist
    • Mini-length hem, bodycon silhouette
    • Satin-knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5221

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Linked Chain Wide Leg Pants

    Your ties to these high-rise pants are looking chic! It features a chain link trim waist and a wide-leg silhouette on crepe knit fabric. Complete the look with the matching top.

    Shop Matching Top: Forever Linked Chain Strap Top

    Fit & Features

    • High-rise waist
    • Chain link trim
    • Wide-leg silhouette
    • Crepe knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2297

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Happy Hour Ready Cropped Blouse

    You'll be ready for happy hour with the girls in this sleek satin cropped blouse! It features a collared V-neckline, a tie-front, button-down design, long sleeves, and a cropped, form-hugging fit. Style with a mini skirt and heels!

    Fit & Features

    • Collared V-neckline
    • Tie-front, button-down design
    • Long sleeves, button details
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2032

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce And Flawless Plunging Lace-Up Crop Top

    Keep it fierce and flawless in this sultry lace-up crop top. It features a plunging neckline leading to a lattice front design, long bishop sleeves with tapered hems, ruching at the waist, and a fitted cropped hem. Pair this bold top with faux leather leggings and clear heels for a spicy night-out look.

    Fit & Features

    • Plunging neckline
    • Lattice front design, tie closure
    • Long bishop sleeves
    • Ruching at the waist
    • Fitted cropped hem
    • Partially lined smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4831

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Second Look Open Back Crop Top

    Make them take a second look at your cute crop top! The top features a sexy open back design with a tie back accent, a mock neck, long sleeves, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit. Complete look with a high waist skirt

    Fit & Features

    • Mock neck
    • Open back design 
    • Tieback straps
    • Long sleeves
    • Cropped hem
    • Smooth knit fabric 
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06001-3149

    Category Name: Night Out

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twisted Rhinestone Dusters

    A pair above the rest, this duster set showcases all that glam that we love. 

    • Staggering four row design
    • Post back closure
    • Rhinestone fringe

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

    Style Number/Barcode: 07001-3940

    Category Name: Night Out

    Price: $8.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Arielle Geometric Sequin Midi Dress

    Special Occasion 

    Shine at all your soirees in our gorgeous Arielle midi dress! 

    Fits & Features

    • Plunging V Neckline
    • Adjustable Spaghetti Straps That Lace Up At The Back 
    • Midi Length Silhouette With Thigh High Slit 
    • Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
    • Fully Lined
    • Curve-Hugging Fit I Moderate Stretch 

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0266

    Category Name: Night Out

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Snake Chain Tassel Earrings

    Go for that edgy glam vibe in these sleek long earrings! They feature a tassel design with four sleek snake chains and a fish hook closure. Pair these earrings with a little black dress and heels.

    Fit & Features

    • Tassel design
    • Four snake chains
    • Fish hook closure

     

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

    Style Number/Barcode: 07001-0763

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleam And Glow Rhinestone Bustier

    Get ready to glow babe with a top that brings the glitz! The bustier features a sleeveless square neckline, rhinestone embellished spaghetti straps, pleating at the bodice, and a cropped hem. The bustier is composed of a smooth knit fabric that offers a form hugging fit with slight stretch. Complete look with high waist jeans

    Fit & Features

    • Sleeveless square neckline
    • Rhinestone embellished spaghetti straps
    • Pleating at bodice
    • Cropped hem
    • Satin fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3653

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glamour Rhinestone Bow Low-Block Heels

    With these sparkling rhinestone bow low-block heels, it's all about that glitz and glamour! They feature an open almond toe, a thin strappy design across the foot with mini rhinestone embellishments and a chic rhinestone bow accent, adjustable ankle and heel straps with matching rhinestones, and a low block heel for comfortable wear. Style with chandelier earrings and a sleek clutch!

    Fit & Features

    • Open almond-shaped toe
    • Thin strappy design across the foot
    • Mini rhinestones, rhinestone bow accent
    • Adjustable ankle and heel straps, buckle detail, rhinestones
    • Low block heel
    • Faux nubuck material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4373

    Category Name: Night Out

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Side Leopard Halter Crop Top

    Serving up fierce with a side of flirty, this halter crop top is pure attitude. The hoop inserts bring the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.

    Shop The Matching Bottoms: Wild Side Leopard Wide-Leg Pants

    Fit & Features

    • Soft stretch knit fabric with leopard print
    • Halter neckline with hoop insert details, tie closure
    • Cropped silhouette with open back and tie closure
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000265

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Criss Cross And Tell Platform Block Heels

    Got a secret? Well, you won't be able to keep these faux leather heels under the radar! they feature a square toe, wide crisscross toe straps, a chunky platform sole, a block heel, and a thin wrap-around ankle strap with buckle closure. Complete the look with a sundress for a backyard party!

    Fit & Features

    • Square toe
    • Wide crisscross toe straps
    • Chunky platform sole
    • Block heel
    • Wrap-around ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4292

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Rhinestone Maxi Skirt

    Gorgeous rhinestones wrap around your curves on this maxi skirt featuring a high-rise waist, and a form-hugging silhouette, and is composed of a sheer mesh fabric with a knit-lined skirt underneath. Complete the look with the matching crop top for a dressy birthday dinner!

    Shop Matching Top: Wrapped In Rhinestone Crop Top

    Fit & Features

    • High-rise waist
    • Form-hugging silhouette
    • Intricate rhinestone pattern
    • Maxi-length hem 
    • Hidden side zipper and hook-eye closure
    • Sheer mesh fabric, knit skirt lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0821

    Category Name: Night Out

    Price: $23.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance