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.

  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Night Out

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Look Satin Heart Crossbody Bag

    Create the cutest look with this trendy satin heart crossbody bag! It features a heart-shaped design with a top clasp closure, a faux pearl beaded top handle, and an included chain-link shoulder strap. Style with dainty rhinestone earrings for a sweet and glamorous vibe.

    Fit & Features

    • Heart-shaped design
    • Top clasp closure, metal trim
    • Faux pearl beaded top handle
    • Removable chain-link shoulder strap
    • Satin material, satin-lined interior

    Style Number/Barcode: 07203-1146

    Category Name: Night Out

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Bold Dragon Print Cropped Tee

    Create a trendy bold look with this printed cropped tee that slays! It features a crew neckline, short sleeves, a cropped hem, a thin strappy design that ties at the waist, and an all-over dragon print pattern. The soft brushed knit fabric offers plenty of stretch. Style with faux leather shorts and heels!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Fitted, cropped hem
    • Thin strappy design at the waist, tie closure
    • Dragon print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1522

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fur Real Slay Knit Crop Cardigan

    Slay your outfit of the day with this cropped cardigan! It features fitted long sleeves, a faux fur removable collar with buttons, tie-front closure, and a slit on stretchy rib-knit fabric. Style with faux leather pants to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Faux fur removable collar with buttons
    • Tie-front closure with slit
    • Cropped hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1696

    Category Name: Night Out

    Price: $8.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Showstopping In Rhinestone Mini Dress

    Be showstopping in this rhinestone mini dress to make your sparkling entrance as the bride at the rehearsal dinner or graduate at your celebration! The short dress features an off-the-shoulder sweetheart neckline, sheer ruched fitted long sleeves, and bust and side ruched seams that accentuate your curves along the bodycon silhouette. The dress is composed of a mesh fabric with all-over rhinestone embellishments and a stretchy knit lining. Complete the look with fringe earrings.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer ruched fitted long sleeves
    • Back zipper and hook-eye closure
    • Bust and side ruched seams
    • Bodycon silhouette, mini-length hem
    • Rhinestone embellished, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2294

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Business Babe Faux Leather Skirt

    Business or pleasure? No matter the reason you'll be looking like a babe in this faux leather skirt featuring a high-rise waist, bodycon silhouette, back slit accent, and a midi-length hem. Style with a bodysuit and heels to complete the look!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem with back center slit
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0810

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutting Edge Faux Leather Dress

    You'll be on the cutting edge of style with this faux leather mini dress in your arsenal! It features long fitted sleeves with cool thumb holes, a crew neck, an exposed front zipper closure, and a bodycon silhouette. Complete the look in lace-up heels.

    Fit & Features

    • Long fitted sleeves with thumb holes
    • Crew neck
    • Exposed front zipper closure
    • Bodycon silhouette
    • MIni-length hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4954

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Don't Tempt Me Textured Slit Crop Top

    Don't let your girls tempt you from taking this sultry crop top out for a good time! It features fitted long sleeves, an open V-neckline, a center front slit accent, and is composed of a textured sheer knit fabric. Complete the look in distressed denim jeans.

    Fit & Fetaures

    • Fitted long sleeves
    • Open V-neckline
    • Center front slit accent
    • Cropped hem
    • Textured sheer knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-5267

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Life Faux Leather Skort

    The life of a trendsetter like you stays up to date on the latest fashions! Be the first of your girl gang to showcase this faux leather skort featuring a sleek high-rise waist, hidden side zipper closure, side front tie closure, a mini-length hem, and shorts bottoms with a front skirt overlay. The skort is composed of a sleek faux leather fabric with a soft interior and minimal stretch. Complete the look with a fab faux fur crop jacket.

    Fit & Features

    • High-rise waist, hidden side zipper closure
    • Side front tie closure
    • Front skirt overlay
    • Mini-length hem
    • Shorts bottom
    • Faux leather fabric, soft interior, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06403-0281

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elegant Energy Rhinestone Jewelry Set

    Bring the elegant energy to your formal look with this gorgeous and chic rhinestone jewelry set. It features a collar necklace with a single row of rhinestones leading to center rhinestone embellishments in a stunning icicle design. The set includes a matching bracelet and duster earrings. Style with a sequin dress for a glamorous affair.

    Fit & Features

    • Jewelry set
    • Collar necklace, lobster clasp closure
    • Single row of rhinestones, center rhinestones, icicle design
    • Matching bracelet, lobster closure
    • Matching duster earrings, post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1448

    Category Name: Night Out

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bedazzle Me Sequin Flare Jumpsuit

    Bedazzle everyone who catches a glimpse of you in this sparkling sequin jumpsuit for a night on the town! It features a sleeveless sweetheart neck with non-slip grip lining, adjustable spaghetti straps, and a surplice bodice that leads to a hip-hugging, flare leg silhouette. Complete the look with lucite heels.

    Fit & Features

    • Sleeveless sweetheart neck, non-slip grip lining
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Surplice bodice
    • Hip-hugging, flare leg silhouette
    • Lined sequin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2274

    Category Name: Night Out

    Price: $28.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marabou Cutie Strapless Corset Top

    Such a flirt! This strapless corset top will bring your cuteness to a new level! It features a marabou feather sweetheart neck trim, a built-in padded bust with underwire, flexible boning, and a cropped hem. Style with chic wide-leg pants for a cocktail party.

    Fit & Features

    • Strapless, sweetheart neck, marabou feather trim neckline
    • Built-in padded bust, underwire
    • Back zipper and hook-eye closure
    • Flexible boning
    • Cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4792

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brilliant Sparkle Cubic Zirconia Necklace And Earrings Set

    Showcase a brilliant sparkle with this gorgeous cubic zirconia jewelry set. It features a collar necklace with a single row of rhinestones leading to the center with rhinestones in a curved design and leaf-shaped cubic zirconia stones. The matching duster earrings feature two rows of rhinestones leading to three leaf-shaped cubic zirconia stones. Style this set with a floor-length satin dress.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, single row of rhinestones, rhinestones in a curved design, leaf-shaped cubic zirconia stones
    • Lobster clasp closure
    • Duster earrings, two rows of rhinestones, three leaf-shaped cubic zirconia stones
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1441

    Category Name: Night Out

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fab Lace-Up Ruched Mini Dress

    You'll be feelin' fab on your next girl's night out in this silky sleek mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a cross-back lace-up strappy design, ruched detailing at the front and back, a mini-length hem, and a bodycon silhouette that will hug your curves. The smooth knit fabric offers a moderate stretch. Complete your look with sparkly earrings and platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • Ruching at the front and back
    • Mini-length hem, bodycon silhouette
    • Knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4947

    Category Name: Night Out

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Glamour Rhinestone Butterfly Belt

    This enchanting glam embellished belt is the perf accessory to give you the prettiest look! It features a two-row rhinestone design leading to a butterfly-shaped buckle with rhinestone embellishments. The belt includes an adjustable chain with a lobster clasp closure. Style with a dainty ring set.

    Fit & Features

    • Two-row rhinestone design
    • Butterfly-shaped buckle, rhinestone embellishments
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0566

    Category Name: Night Out

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Me In Lace Mesh Corset Top

    Romance yourself! Fall for this corset top featuring a strapless curved neckline, a lace mesh overlay, flexible boning, and a cropped hem. Style with sleek faux leather pants to complete the look! 

    Fit & Features

    • Strapless curve neckline
    • Lace mesh overlay
    • Cropped hem
    • Back zipper and hook-eye closure
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2174

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feisty Lady Turtleneck Sweater Top

    Here's your excuse to show off some skin this season! Embrace a feisty-cute look in this chunky knit sweater top featuring a sleeveless turtleneck, inverted cropped hem, and an open-back. Complete the look in mid-rise jeans for a rooftop bar!

    Fit & Features

    • Sleeveless turtleneck
    • Inverted cropped hem
    • Open-back design
    • Chunky sweater knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1693

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chain Attraction Rhinestone Belt

    Create an attractive ensemble cinching your look together with this belt featuring a statement cross rhinestone buckle with mini embellished trim and an adjustable chain with lobster clasp closure. Complete the look with a luxe velvet purse.

    Fit & Features

    • Rhinestone cross buckle
    • Embellished trim
    • Adjustable chain
    • Lobster clasp closure

    Style Number/Barcode: 07301-0567

    Category Name: Night Out

    Price: $1.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In My Era Satin Rhinestone Strappy Dress

    Get into your glam era strutting in this satin mini dress on a girl's night on the town! The dress features a sleeveless square neckline, adjustable spaghetti straps, dual-side strappy cutouts at the waist, and an alluring bodycon silhouette with all-over rhinestone embellishments. Complete the look in this mini-length dress with glitter block heels for extra shine!

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Dual-side strappy cutouts at the waist
    • Bodycon silhouette
    • Mini-length hem
    • All-over rhinestone embellishments
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4949

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Marvel In Marble Mini Skirt

    You'll be such a marvel in this marble mini skirt perfect for a girl's night out! It features a high-rise waist, all-over ruching, a mini-length hem, a curve-hugging fit, and a trendy marble print pattern on a lined mesh fabric. Complete the look with the matching bustier and heels.

    Shop Matching Top: Such A Marvel In Marble Bustier

    Fit & Features

    • High-rise waist
    • Side and back ruching
    • Mini-length hem
    • Curve-hugging silhouette
    • Marble print
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0807

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Search Of Luxe Gold Leaf Trim Hat

    Your search for luxe ends here with this faux wool hat! It features a stunning gold leaf trim on a thin faux leather band and a wide brim. Complete the look in a polished plaid blazer.

    Fit & Features

    • Gold leaf trim, thin faux leather band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-1396

    Category Name: Night Out

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking In Sequin Open Back Top

    Create a striking look in this sequin crop top for a night out! It features a sleeveless cowl neckline, spaghetti straps, cropped hem, and an open back with tie closure. The top is composed of a lined sequin mesh knit fabric with minimal stretch. Style with chic faux leather pants to complete the look!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cropped hem
    • Open back with tie closure
    • Lined sequin mesh knit fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4774

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh-So-Sleek Satin Corset Top

    This satin corset top is oh-so-sleek and stylish! It features a strapless bodice with a slightly angled neckline, a pleated overlay, flexible boning to provide structure, and a cropped, form-hugging fit. The silky-smooth stretch satin fabric includes a full knit lining. Pair this top with faux leather pants and clear mules.

    Fit & Features

    • Strapless bodice, angled neckline
    • Pleated overlay
    • Flexible boning
    • Back zipper, hook and eye closure
    • Cropped hem, form-hugging fit
    • Stretch satin fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 06001-4771

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious Flair Ruffle Mesh Crop Top

    Show off a flirtatious flair in this adorable ruffle mesh crop top! It features a sleeveless bodice, a halter neckline with thin straps, a ruffle trim, pleated detailing, a fitted waist, and a cropped hem with a ruffled tiered design. The sheer mesh fabric includes a front knit lining. Complete your party look with a mini skirt and clear mules.

    Fit & Features

    • Sleeveless bodice
    • Halter neckline, thin straps
    • Ruffle trim
    • Pleating
    • Fitted elastic waist, cropped hem, ruffled tiered design
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4775

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance