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.

  • Seductive Snake Print Bodysuit

    Stylish and seductive, this snake print bodysuit is oh so alluring!

    Fit & Features

    • Adjustable spaghetti straps
    • Cowl neckline
    • High waist seam
    • Stretchy knit thong bottom | Dual snap button closures
    • Glitter lurex snake print
    • Form hugging fit

    Style Number/Barcode: 06001-2059

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cut To The Chase Bandage Dress

    Let's cut to the chase - this little black dress couldn't get any sultrier! It features a sleeveless bodice, spaghetti straps, a square neckline, bold and sexy side cut outs with bar accents, and an exposed back gold zipper and hook and eye closure. The dress is composed of a bandage knit fabric that offers a curve hugging fit and plenty of stretch.

    Style Number/Barcode: 06005-6240

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Floral Brushed Knit Bodysuit

    This floral brushed knit bodysuit will add a bold and trendy vibe to your look. It features a crew neckline, long fitted sleeves, an open back, and a form-hugging fit. Complete your 'fit with high rise jeans and gold hoop earrings.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Open back
    • Thong bottom with dual snap button closures
    • Form-fitting style
    • Floral print
    • Brushed knit fabric with plenty of stretch

    Style Number/Barcode: 06001-3008

    Category Name: Night Out

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Glam Long Sleeve Mini Dress

    Get a sultry glam look for your Valentine's Day plans in this gorgeous mini dress. It features a crew neckline, long fitted sleeves, and a short, curve-hugging silhouette. The dress is composed of a sheer knit fabric with a velvet burnout heart pattern, a partially lined bodice, and a fully lined skirt. Style this dress with sleek hoop earrings and apply fluttery faux lashes for a luxe vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Mini length
    • Form-hugging fit
    • Sheer knit fabric with moderate stretch
    • Partially lined bodice and a fully lined skirt
    • Velvet burnout heart pattern

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 05101-0952

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Class Faux Fur Shawl

    Keep it classy and cute! This shawl is composed of a faux fur with a satin-like lining. It is accented with two thick ribbons at the center to tie the shawl closed for a secure fit. For your next special event, layer this chic shawl over your formal dresses and complete the look with sleek stiletto heels.

    Fit & Features

    • Faux fur
    • Satin-like lining
    • Center tie ribbon

    Style Number/Barcode: 07305-0011

    Category Name: Night Out

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Steal The Spotlight Satin Colorblock Dress

    Steal the spotlight everywhere you go in this satin mini dress! Featuring adjustable spaghetti straps, a v-neckline, color block detail, a front cutout, and a fitted short-length hem. Complete your chic look with platform heels.

    Fit & Features

    • Sleeveless, adjustable spaghetti straps
    • V-neckline, front cutout
    • Colorblock detail
    • Fitted, short-length hem
    • Zipper closure
    • Lined satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4325

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Millionaire Rhinestone Cutout Bodysuit

    Let this bodysuit show off your affinity for the finer things in life with luxe details! The bodysuit features a square neckline, long sleeves, a sexy cutout on the right side with a rhinestone lace-up detail, and a thong bottom with a dual snap button closure. Complete look with high waist jeans and mules

    Fit & Features

    • Square neckline
    • Long sleeves
    • Cutout on right side
    • Rhinestone lace-up detail
    • Thong bottom with dual snap button closure
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 06001-3968

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring The Flair Snake Print Pants

    Bring the flair to your everyday look with these trendy fab snake print pants. They feature a high-rise waist and a form-hugging fit with a flared hem. The brushed faux suede fabric features an all-over snake print with neutral hues and subtle hints of metallic detailing. Style these pants with the matching crop top.

    Shop Matching Top: Bring The Flair Snake Print Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook and eye closure
    • Form-hugging fit
    • Flared hem
    • Snake print
    • Brushed faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0435

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sleek Satin Zebra Midi Skirt

    Keep your look so sleek with a midi skirt that elevates your casual outfits! The skirt features an elastic high-rise waist, a trendy zebra print, a midi-length hem, and a high side slit. The skirt is composed of a lined satin fabric that offers a relaxed fit with minimal stretch. Complete look with a black bodysuit and mules

    Fit & Features

    • Elastic high-rise waist
    • Zebra print
    • Midi-length hem
    • High side slit
    • Satin fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06401-0394

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh Florals Chiffon Tie-Back Romper

    This fresh-picked floral chiffon romper is perfect for wearing all-season long! It features peasant long sleeves, a square neck, draped waistline, and an open back with tie closure. Complete the look in wedges.

    Fit & Features

    • Peasant long sleeves
    • Square neck
    • Draped waistline
    • Open-back with tie closure
    • Floral print chiffon
    • Lined, no stretch
    • Fits true to size

    Style Number/Barcode: 06403-0192

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One Night Of Chic Mesh Maxi Dress

    Have your chic moment in this mesh maxi dress featuring a sultry, one-shoulder neckline, a partial open-back, side and back ruching, and an asymmetrical maxi-length hem with a side slit cutout. Complete your dressy look in sleek heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline, spaghetti strap
    • Partial open-back
    • Side and back ruching
    • Side slit cutout
    • Asymmetrical maxi-length hem
    • Form-hugging fit, partial lining, mesh fabric
    • Fits true to size

    Style Number/Barcode: 05102-4736

    Category Name: Night Out

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Meet For Drinks Marabou Rhinestone Chainmail Top

    Look utterly captivating in this going-out crop top meeting friends for drinks! The sleeveless top features a square neckline with fab marabou trim, adjustable spaghetti straps, an open back with dual tie closures, and a glitzy rhinestone chainmail material. Complete the look in sleek faux leather shorts and mules!

    Fit & Features

    • Sleeveless square neckline, marabou trim
    • Adjustable spaghetti straps
    • Open back, dual tie closures
    • Cropped hem
    • Rhinestone chainmail material
    • Stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06003-2226

    Category Name: Night Out

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Endeavor Glitter Mesh Mini Dress

    If you have an endeavor to dazzle, wear this glitter mesh dress for the perfect shimmer! The mini dress features a sleeveless square neckline, spaghetti straps, and a flattering bodycon silhouette. Complete the look with the matching bolero for a holiday party!

    Shop Matching Bolero: Dazzle Endeavor Glitter Mesh Bolero

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric
    • Runs true to size

    Style Number/Barcode: 05103-5173

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Flirt Ruffled Ruched Mesh Mini Dress

    You're here to flirt in this alluring ruffled ruched mesh mini dress! The airy sheer mesh fabric includes a short knit lining for coverage while still showcasing a sexy allure. The mini-length dress is shaped with a sleeveless square neckline, spaghetti straps, and ruching down the side seams to accentuate your stunning curves. The asymmetric hem has a sheer ruffled hem for that extra flair, while the bodycon silhouette flaunts your gorgeous figure. Style this mini dress with a rhinestone handbag for a pop of sparkle.

    Fit & Features

    • Stretchy sheer mesh fabric, mini-length knit lining
    • Sleeveless square neckline
    • Spaghetti straps
    • Ruched side seams
    • Asymmetric hem with sheer ruffled trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5563

    Category Name: Night Out

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Game High-Rise Buckle Pleated Mini Skort

    Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers.

    Fit & Features

    • Ponte knit fabric, stretchy knit shorts lining
    • High-rise waist with faux leather buckle accents
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1162

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me Glam Ombre Rhinestone Block Heel Mules

    Create your glamorous color story in these striking block heel mules! Perfect for any occasion, they feature a sleek square toe and dual ombre rhinestone embellished bands giving major luxe vibes, and a thin block heel on glossy patent leather material. Complete the look with the matching bag.

    Shop Matching Bag: Color Me Glam Ombre Rhinestone Bucket Bag

    Fit & Features

    • 4" Thin Block Heel
    • Square toe
    • Ombre rhinestone embellished bands
    • Luxe fit cushioned insole
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4671

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Darling Long Sleeve Mesh Mini Dress

    A mesh mini dress features sheer fitted long sleeves, a center ruched design to accentuate your curves, and a bodycon fit. Perfect for the school dance or a party.

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Sheer fitted long sleeves
    • Square neckline
    • Center front ruched design
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05103-5791

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Elevated Platform Block Heels

    Stylishly elevate your night-out looks with these chic platform heels featuring an open almond-shaped toe with a strap, a thin adjustable ankle strap, and a tall block heel. Complete your outfit with a sleek clutch.

    Fit & Features

    • 4.5" Tall block heel
    • Faux nubuck outsole
    • Open almond toe, toe strap
    • Thin adjustable ankle strap with buckle detail, closed back
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5222

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lover Heart Ring Mini Dress

    There are lots to love about this mini dress...like how sweet you'll look in it! Designed in a sleeveless, scoop neck, spaghetti straps that cross on the back, two front silver heart rings, and a curve-hugging silhouette. Complete the look in teardrop earrings and heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Cross-back straps
    • Front silver heart rings
    • Curve-hugging silhouette
    • Mini-length hem
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4506

    Category Name: Night Out

    Price: $24.00 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me Out Rhinestone Mini Dress

    You're made to be seen. Take yourself out in this mesh mini dress for a night of wine and dining! It features a sleeveless square neck, adjustable spaghetti straps, front cutouts with rhinestone button accents, and side ruched seams that accentuate your curves along the bodycon fit. Complete the look with lace-up heels.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Front cutouts with rhinestone button accents
    • Side ruched seams
    • Bodycon silhouette, mini-length hem
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2315

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh With The Best Mini Dress

    Look your best in this mesh mini dress featuring a sleeveless cowl neckline, spaghetti straps, a cutout bodice, and all-over ruched seams that define your curves along the body-hugging silhouette. Style with glitter block heels to complete your club look!

    Fit & Features

    • Sleeveless cowl neck, spaghetti straps
    • Cutout bodice
    • All-over ruched seams
    • Body-hugging silhouette
    • Mini-length hem
    • Lined mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4681

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reusable Nipple Covers

    These nipple covers are the best solution to wear underneath a strapless or open-back style. These sticky bra pasties are perfectly designed to cover the nipples for a smooth bra-less look. The adhesive lining creates a secure fit and is reusable for over twenty uses. Pair these sticky nipple covers with a seamless shapewear undergarment for a perfectly flawless look.

    Fit & Features

    • One pair
    • Soft reusable petals
    • Total nipple coverage
    • Adhesive lining to secure
    • Can be worn up to 25 times

     

    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: 07101-0261

    Category Name: Night Out

    Price: $8.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: NS

  • Edgy Basic Chain Trim Tank Top

    Amp up your everyday 'fits with this edgy basic tank top! Featuring a sleeveless scoop neckline, thin tank shoulder straps, a sleek chain trim with a sheer mesh overlay, and a fitted cropped hem, you can style this top up or down. The ribbed cotton-blend fabric offers a moderate stretch. Pair with large hoop earrings and a chic crossbody bag.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps
    • Chain trim, sheer mesh overlay
    • Fitted cropped hem
    • Ribbed cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1611

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleat Me Tonight Asymmetrical Mini Dress

    Just the way you like it. This sexy mini dress features a plunging V neckline, adjustable spaghetti straps, a wrap-like skirt with pleated accents, and an asymmetrical hemline. Knit fabric offers a form hugging fit with plenty of stretch.

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

    Style Number/Barcode: 05103-0235

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance