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.

  • Elevated Beauty Satin Midi Dress

    Showcase your beauty in this sleek elevated satin midi dress. It features a sweetheart neckline with ruching and a center cinched detail at the bust, short puff sleeves, a front waist cutout with a cute tie-front design, and a mid-length flowy silhouette. Pair this dress with cowboy-style boots for a trendy vibe.

    Fit & Features

    • Sweetheart neckline, ruching, center cinched detail at the bust
    • Short puff sleeves, cinched elastic hems
    • Front waist cutout, tie-front design
    • Mid-length flowy silhouette
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1337

    Category Name: Night Out

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Affair Sleek Faux Leather Corset Mini Dress

    Make this Halloween season a sultry affair in this sleek faux leather corset mini dress! You can create so many iconic looks with this sexy bodycon dress. It features a sleeveless sweetheart neckline with a built-in padded bust, a corset-designed bodice with flexible boning inserts to provide structure, adjustable spaghetti straps for a customized fit, a mini-length hem, and a bodycon silhouette to flaunt your figure. The patent faux leather fabric will give off a stylish sheen. Complete your costume with a cat-eye mask and long fitted gloves to be a fierce feline this Halloween!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, bust seam outline
    • Corset-designed bodice, flexible boing inserts
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam, mini-length hem
    • Bodycon silhouette
    • Patent faux leather fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5150

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Me Lace-Up Floral Woven Mini Dress

    Amp up the romance on your next date in this lace-up floral woven mini dress. The structured and lined woven fabric showcases a classic floral pattern with a chic tapestry look. The strapless straight-across neckline is accented with a dainty eyelet lace trim and a ribbon tie-front design for a cute touch. The ribbon lace-up back allows for a customized fit. The bodice features a corset design with flexible boning inserts for structure, leading to a slim A-line silhouette. Style this short dress with gold hoops and nude heels!

    Fit & Features

    • Floral patterned non-stretch woven fabric, knit lining
    • Strapless straight neckline, eyelet lace trim and tie-front design
    • Lace-up back, tie closure
    • Corset bodice with flexible boning, high waist seam
    • Hidden side zipper, hook and eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3327

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Language Satin Lace Trim Top

    This satin crop top speaks your love language! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a front lace-up with tie closure, eyelash lace trim along the front and back, and hook-eye closures. Complete the look in wide-leg pants for a wine & dine night!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Front lace-up with tie closure
    • Eyelash lace trim on front and back
    • Cropped hem, back hook-eye closures
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2047

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Low Crepe V-Neck Dress

    Showcase your love for glam on the down low! This sassy crepe mini dress features a rhinestone and faux pearl adjustable straps, a v-neckline with a bust ruched seam, a high-waist band, and a curve-hugging silhouette. Complete the look in rhinestone embellished heels for some shine!

    Fit & Features

    • Sleeveless v-neckline
    • Rhinestone and faux pearl adjustable straps
    • Bust ruched seam
    • High-waistband
    • Curve-hugging, short hem
    • Crepe knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4788

    Category Name: Night Out

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fishing For Compliments Rhinestone Tank Top

    You won't have to fish for compliments in this fishnet tank top...they'll come naturally from everyone who sees you! Flaunt your edgy style featuring a sleeveless crew neck, a cropped hem, and all-over rhinestone embellishments on sheer fishnet fabric. Complete the look in pasties and denim shorts for a festival or concert!

    Fit & Features

    • Sleeveless crew neck
    • Cropped hem
    • All-over rhinestone embellishments
    • Sheer fishnet fabric
    • Runs true to size

    Style Number/Barcode: 06003-2132

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Best Foot Forward Strappy Block Heels

    Put your best and stylish foot forward in these faux leather block heels ready to take on your social calendar! They feature a sleek square toe, dual toe straps, and an ankle strap with buckle closure. Complete the look with a trendy crossbody bag.

    Fit & Features

    • Square toe
    • Dual toe straps
    • Ankle strap, buckle closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4149

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Up Rhinestone Strappy Low Block Heels

    Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch!

    Fit & Features

    • 2.5" Low block heel
    • Open square toe
    • Asymmetric strappy design, mini rhinestones
    • Adjustable ankle strap with buckle detail
    • Closed back, faux leather padded insole
    • Black heels are faux nubuck
    • Gold and silver heels are faux leather
    • Runs true to size

    Style Number/Barcode: 07401-5113

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Colors Marble Print Mini Dress

    Show your true colors of style in this marble print dress perfect for casual plans! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a mini-length hem. Style with trendy heels and a denim jacket to complete the look!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Marble print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5000

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basics That Shine Rhinestone Crop Tank Top

    An elevated basic tank top that will make you shine! Standout in this crop top featuring a sleeveless square neckline, a cutout front with rhinestone embellished straps, and a fitted hem on stretchy rib knit fabric. Style with a fab mini skirt for dinner and drinks!

    Fit & Features

    • Sleeveless square neckline
    • Cutout front, rhinestone straps
    • Fitted crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1570

    Category Name: Night Out

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Viewz Glitter Lucite Heels

    We have a clear view into your must have list, and these heels are on it! We love the way a clear heel adds a little something to the everyday look!

    • Open almond toe
    • Small platform
    • Stretchy ankle band
    • Zipper located back of heel
    • Clear block heel

    Style Number/Barcode: 07401-0529

    Category Name: Night Out

    Price: $20.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Super High Rise Skinny Ponte Pants

    Everything feels better when you make it high waist! Style these ponte stretch bottoms with all of your work wear favs, or dress them up with a leather jacket and heels for a fun night out!

    Fit & Features

    • Super high rise
    • Button + zipper closure
    • Faux front pockets
    • Functioning back pockets
    • Ponte material | Slight stretch
    • Skinny tapered leg

     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 06502-0317

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Call of The Wild Leopard Ruched Mini Dress

    Channel your instincts in a mini dress that brings the fierce factor! The dress features a sleeveless square neckline, sleek spaghetti straps, and ruched side seams to give curves that cinched effect. Complete your look with sleek hoops and heels

    Fit & Features

    • Sleeveless square neckline
    • Sleek spaghetti straps
    • Ruched drawstring side seams
    • Leopard print
    • Mini length silhouette
    • Lined mesh fabric with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 05103-1734

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Ruched Mini Skirt

    Show off your trendy-chic style in this adorable faux suede mini skirt! It features a high-rise waist, ruching on one side with a drawstring at the hem, and a short, curve-hugging silhouette. Pair this skirt with a flirty crop top and clear heels for a perfect date look.

    Fit & Features

    • High-rise waist
    • Ruching on one side
    • Drawstring at the hem
    • Mini-length, form-fitting style
    • Faux suede fabric
    • Runs true to size

    Style Number/Barcode: 06501-0378

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Up A Notch Plunge Abstract Crop Top

    Take your going-out look up a notch in this abstract crop top designed with a sultry plunge neckline.

    Fit & Features

    • Abstract print, mesh-lined fabric
    • Plunge neckline
    • Wide shoulder straps
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000119

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She’s Got Style Strappy Snake Heels

    Show off your sassy style in these snake print heels. The heels feature an open pointy toe, a strappy design, an adjustable ankle strap and a block heel. Style them with a cute crop top and jeans.

    Fit & Features

    • Block heel
    • Snake print
    • Pointy toe
    • Runs true to size

    Style Number/Barcode: 07401-2904

    Category Name: Night Out

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Have We Met Lace-Up Mini Dress

    Say hello to your new fave mini dress for day-to-night soirees! Featuring a sleeveless, square neck, spaghetti straps, high waist seam, side ruched seams, and an open-back with lace-up closure. Composed of brushed soft and stretchy knit fabric that hugs your curves like an hourglass. Finish the look in a sleek cropped jacket.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Side ruched seams
    • Open-back, lace-up closure
    • Bodycon silhouette, mini-length hem
    • Brushed soft and stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4593

    Category Name: Night Out

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All You Can Lace Mesh Bodysuit

    Delicate lace gives a touch of romance to this mesh bodysuit you'll adore styling all season! It features a sleeveless sweetheart neck, underwire bust, adjustable spaghetti straps, a back cutout with hook-eye closures, and a thong bottom with dual snap-button closures. Style with distressed mom jeans and a blazer to complete the look!

    Fit & Features

    • Sleeveless sweetheart neck, underwire bust
    • Adjustable spaghetti straps
    • Back cutout and hook-eye closures
    • Delicate lace front trim
    • Thong bottom, dual snap-button closures
    • Sheer mesh fabric, partial lining minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4800

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Girlie Pearl And Rhinestone Heels

    These pearl and rhinestone block heels are for the girlies who love that sparkle! They feature an open almond toe with a strap, an adjustable ankle strap with a square-shaped buckle, a closed back, a short block heel, and mini rhinestone and faux pearl embellishments for a cool-glam vibe. Style these heels with a sleek clutch for your next night out.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, adjustable ankle strap, square-shaped buckle detail
    • Closed back
    • Short block heel
    • Mini rhinestone and faux pearl embellishments
    • Smooth satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4652

    Category Name: Night Out

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dose Of Glitter High-Rise Flare Pants

    Fall in love with these stunning glitter pants! Featuring a glitter knit fabric, a high-rise waist, a hip-hugging fit, and a trendy flared hem, these pants are sure to turn heads in any crowd. Complete the look with the matching crop top.

    Shop Matching Top: Dose Of Glitter Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared-leg silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2390

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strapless Chain-Trim Faux Leather Mini Dress

    Sleek and stunning, this faux leather mini dress is an iconic choice for your next night out. The smooth faux leather fabric will add an edgy-chic vibe to your look. The mini-length dress has a strapless straight-across neckline and an asymmetric faux wrap-front design with a chain-link trim to bring that cool-girl energy. The ruching and bodycon silhouette will flaunt your gorgeous figure. Style this short dress with metallic heels!

    Fit & Features

    • Smooth faux leather fabric, woven bust lining
    • Strapless straight neckline
    • Back zipper, hook and eye closure
    • Faux wrap-front with chain-link trim
    • Ruching
    • Runs true to size

    Style Number/Barcode: 05103-5402

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Steps Faux Leather Block Heels

    Your strut will look perfect in these faux leather block heels! They feature an almond toe with thin toe straps for added style, an adjustable ankle strap with buckle closure for a secure fit, and a low block heel for an elevated look. Complete the look with handbags for a chic outfit!

    Fit & Features

    • 3" Low block heels
    • Thin toe straps, almond toe
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07401-4703

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Work Your Angles Chunky Platform Heels

    These faux leather heels work every angle for your feet! They feature a square toe, wide toe strap, an ankle strap with buckle closure, a platform sole, and a square-shaped chunky block heel. Style with a mini tote bag to complete the fab look!

    Fit & Fetaures

    • Square toe
    • Wide toe strap
    • Ankle strap, buckle closure
    • Square-shaped chunky block heel
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4132

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Bright Sleeveless Cutout Sequin Mini Dress

    You'll shine brighter than any disco ball in this sleeveless sequin dress at parties! Designed with all-over shimmering sequin embroidery on lined mesh fabric, this bodycon dress will make the perfect statement. It features thin tank shoulder straps, a pleated square neckline with a padded bust, a cutout back with a strap accent, and a mini-length hem. Complete the look with a fab ring set and stiletto heels.

    Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • All-over sequin embroidery
    • Tank straps, pleated square neckline with padded bust
    • Cutout back with strap and hook and bar closure
    • Lower back zipper with hook and eye closure
    • Ruched front slit, bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5627

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale