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.

  • Luxe Girly Embroidered Crop Top

    Feel oh so luxe in this gorgeous and girly embroidered crop top! It features long fitted sleeves, a cropped, form-hugging fit, and a sheer mesh fabric with front rhinestone and pearl detailing. Pair this top with high waist jeans to get a casual-chic vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Sheer mesh fabric with lurex seam detailing
    • Front rhinestone and pearl detailing
    • Plenty of stretch

    Style Number/Barcode: 06001-2888

    Category Name: Night Out

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glimmer Girl Long Sleeve Crop Top

    Glimmer on girl in this gorgeous crop top! It features long fitted sleeves, a cropped form-hugging fit, and a shimmery lurex knit fabric. Pair this top with high waist faux leather joggers for a slightly casual yet still so chic look for a holiday party.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Lurex knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2931

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Tie-Dye Mini Dress

    Bring the good vibes to your summer style with this adorable tie-dye mini dress! It features a sleeveless sweetheart neckline, spaghetti straps, front ruched detailing, and a mini-length, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Ruching
    • Short, form-hugging fit
    • Mesh fabric, tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-0784

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elsie Formal Embellished Mini Dress

    Special Occasion 

    Illuminate the evening in our dazzling Elsie dress that brings glamour to your special evening. She features a partially sheer bodice with an unlined mesh lining, a mock neckline, heat stone embellishments, long sleeves with a faux marabou trim, and a mini length hem. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete your special evening outfit with a dainty rhinestone bracelet

    Fit & Features

    • Mock neck
    • Partially-lined bodice with unlined mesh
    • Heat stones
    • Long sleeves, marabou trim
    • Mini length silhouette
    • Lined crepe fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0791

    Category Name: Night Out

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Peep Toe Stunner Stiletto Booties

    Stun the crowd when you step out in these stiletto booties! They feature a square peep toe design, side zipper closure, and above the ankle-length, and a stiletto heel. Complete your look with a mini skirt.

    Fit & Features

    • Peep toe
    • Side zipper closure
    • Above the ankle fit
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1493

    Category Name: Night Out

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Must-Have Corset Mini Skirt

    This trendy corset mini skirt is a sleek must-have! It features a high waist with a corset-designed front, vertical seams down the front, hook and eye closures, and a short, curve-hugging fit. Style this faux leather skirt with a fitted bodysuit and knee-high boots.

    Fit & Features

    • High-rise waist
    • Corset-designed front, side ruching
    • Vertical front seams
    • Hook and eye front closures
    • Mini-length, form-fitting silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0416

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Peek-A-Boo Faux Suede Booties

    Peek-a-boo do you see these chic shoes? Strut the catwalk in these faux suede booties featuring a peep toe almond toe, block heel, and a front lace-up placket and side zipper closure. Complete the look in a wide-leg jumpsuit.

    Fit & Features

    • Peep almond toe
    • Block heel
    • Front lace-up placket
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1483

    Category Name: Night Out

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Striking Twist Crop Top

    Make heads turn in this striking crop top featuring long peasant sleeves, a plunge V-neckline, and a twisted bodice with wrap ties on metallic foil knit fabric. Complete the look in sleek faux leather leggings.

    Fit & Features

    • Long peasant sleeves, elastic cinched hems
    • Plunge V-neckline
    • Twisted bodice
    • Wrap ties
    • Cropped hem
    • Metallic foil knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4607

    Category Name: Night Out

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Out In Rhine Stiletto Heels

    Step out in these sparkling rhinestone nubuck heels featuring an open almond toe, stiletto heel, closed ankle with zipper closure, and a strappy cutout design. Complete your dressy look in a cocktail midi dress.

    Fit & Features

    • Open almond toe
    • Stiletto heel
    • Closed ankle, zipper closure
    • Rhinestone embellishments
    • Strappy cutout design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1561

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe At The Party Stiletto Booties

    Walk tall babe in these stiletto booties at the party! They feature an almond peep toe, back zipper closure, closed ankle, and cutout sides with rhinestone trim on nubuck material. Complete the look with a necklace and earrings.

    Fit & Features

    • Almond peep toe
    • Stiletto heel
    • Closed ankle, back zipper closure
    • Cutout sides
    • Rhinestone trim
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1563

    Category Name: Night Out

    Price: $4.97 $36.90

    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
  • Fancy Me Satin Mesh Ruche Bustier

    Fancy yourself in this satin bustier perfect for dressing up your favorite pants or skirts! The bustier top features a sweetheart neck, adjustable spaghetti straps, a mesh-lined built-in padded bust with underwire support, side-lined mesh panels, flexible boning inserts, and a cropped hem and a back zipper closure. Complete the look in best-selling bottoms for a birthday dinner or date night!

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable spaghetti straps
    • Mesh-lined built-in padded bust, underwire
    • Side-lined mesh panels, flexible boning inserts, cropped hem
    • Back zipper and hook-eye closure
    • Lined satin fabric
    • Runs true to size

    Style Number/Barcode: 06003-2277

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready To Sparkle V-Neck Bodycon Sequin Mini Dress

    This sequin mini dress is ready to sparkle on your next night out at your bachelorette or girl's night! The lined mesh fabric is accented with all-over sequin, faux pearl, and beaded embellishments for a gorgeous look. Featuring a flattering V-neckline and wide shoulder straps, this dress will make you stand out from the crowd. The bodycon fit and mini-length hem will accentuate your figure, while the V-cut back adds a touch of allure. Style with hoop earrings.

    Fit & Features

    • Sheer mesh fabric with knit lining, minimal stretch
    • Sequin, faux pearl, and beaded embellishments
    • V-neckline
    • Wide shoulder straps
    • V-cut back, zipper with hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5377

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Cutie Halter Buckle Crepe Mini Dress

    A sleeveless crepe mini dress flaunts a halter neckline, triple buckle straps, and a cutout design along a bodycon silhouette. Perfect for going out at night.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Halter neckline
    • Back zipper and hook-eye closure
    • Triple buckle straps
    • Cutout design
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5780

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Got The Glam Off-The-Shoulder Asymmetrical Crop Top

    Live the glam life in this off-the-shoulder asymmetrical crop top with a chic foldover accent and cozy long sleeves on rib knit fabric. Complete the look with high-rise bottoms.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Off-the-shoulder neckline, foldover accent
    • Long fitted sleeves
    • Asymmetric cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2145

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Baddie Alert Strapless Faux Leather Mini Romper

    It's so good being a baddie and this strapless faux leather romper will alert everyone of your babe status!  Its strapless neckline and form-hugging fit accentuate your curves while the front skirt overlay with slit adds a touch of flair. With shorts lining for comfort, this romper is the perfect statement piece. Complete the look in hoop earrings, fishnets, and knee-high boots!

    Fit & Features

    • Faux leather fabric, minimal stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Front skirt overlay with slit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1157

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Own It High Low Cocktail Dress

    Own the night in a high low cocktail dress! It features a modest V neckline and double spaghetti straps that lead back to a cross over detail. It is a high low dress that is shorter in the front and longer in the back. It has a fitted bodice with vertical seams that lead down to the skirt. The high low hem of the skirt gives a flattering flow. It is composed of a crepe material that offers moderate stretch. Pair with your favorite heels and sparkly earrings and own the night!

    Model is 5'7" with a 32" bust,  23" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 05101-8659

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prominent Shine Sequin Halter Crop Top

    You'll be the epitome of shine in this sequin halter crop top with an alluring strappy open back and endless sequin embellishments!

    Fit & Features

    • Sequin embellished mesh fabric, sewn-in knit lining
    • Halter neckline
    • Dual spaghetti strap back ties
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000062

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Essential Satin Bomber

    Add this must have jacket to your layers this season! It features a zippered front, long sleeves, a zippered pocket on one sleeve, side pockets with a snap button closure and a cropped hem with ribbed detail. Jacket is composed of a satin-like fabric that offers a relaxed fit with moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0245

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quilted Matte Cross Body

    Keep it sleek and chic with this cross body to complete your look! It features a jelly matte quilted body, a fold over closure with gold fasten closure and dainty gold chain strap. 

    Style Number/Barcode: 07203-0139

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's That It Girl Knit Catsuit

    Yes babe, be that total it girl in this comfy cute knit catsuit! Pair with some heels and a faux leather jacket to really amp up the look.

    Fit & Features

    • Spaghetti straps
    • Wrap front V neckline
    • High rise elastic banded waist
    • Faux tie front
    • Skinny pant legs
    • Knit fabric | Plenty of stretch
    • Form hugging fit

    Style Number/Barcode: 06502-0312

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Take Asymmetrical Midi Dress

    Make them take a double-take with a midi dress that stuns! The dress features a sleeveless square neckline, bungee spaghetti straps, a strappy bar strap back, and a midi-length silhouette with an asymmetrical hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless, square neckline
    • Bungee spaghetti straps
    • Open back with bungee bar straps
    • Ruching, bodycon silhouette
    • Asymmetrical midi hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1118

    Category Name: Night Out

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Soiree Ready Patent Sequin Stiletto Heels

    Step into a vivid night with these stiletto heels! Their bold square toe, curved sequin-embellished strap, and adjustable ankle strap with buckle closure will make a statement, while the patent material gives an extra touch of sophistication. Complete the look with a clutch for a dressy soiree!

    Fit & Features

    • Square toe
    • Sequin embellished curved strap
    • Stiletto heel
    • Padded footbed
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4612

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale