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.

  • Shimmer With Beauty Glitter Corset Mini Dress

    Shimmer with beauty in this glitter knit mini dress featuring a strapless angled neckline with a ruched draped overlay, a corset bodice with flexible boning for structure, and a short bodycon silhouette to hug your curves. Perfect for a dressy party, style with rhinestone heels.

    Fit & Features

    • Glitter knit fabric lined with knit, plenty of stretch
    • Strapless angled neckline, ruched draped overlay
    • Corset bodice, flexible boning
    • High waist seam
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5689

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Status One-Shoulder Glitter Knit Mini Dress

    This glitter knit mini dress features a trendy one-shoulder neckline with a long peasant sleeve, ruching down the side seams to accentuate your curves, and a mini-length bodycon silhouette to flaunt your gorgeous figure. Style with a rhinestone jewelry set to amp up your glitzy status.

    Fit & Features

    • Glitter knit fabric with knit lining, plenty of stretch
    • Asymmetric one-shoulder neckline
    • Long peasant sleeve with elastic cinched hem
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5687

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Drama Rhinestone Mesh A-Line Mini Dress

    Bring a glam drama to the party in this rhinestone mesh mini dress flaunting a plunge V-neckline and a partially open back to show some skin. Pair with heels.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Round and rectangular-shaped rhinestone embellishments
    • Plunge V-neckline
    • Tie-back halter spaghetti straps, partially open back
    • Back zipper with hook-eye closure
    • Mini-length uneven hem, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5688

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle So Rare Halter Glitter Satin Mini Dress

    Sparkle in this glitter satin mini dress featuring a halter cowl neckline and a sultry bodycon silhouette. Perfect for a night on the town.

    Fit & Features

    • Glitter satin fabric, bust knit lining, minimal stretch
    • Halter cowl neckline with tie closure
    • Side pleated seam
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5684

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Muse Plunge Halter Braided Tie Mesh Mini Dress

    For your new style muse look, this abstract mesh mini dress will make the cut! Impress with your sultry side in this sleeveless dress featuring a plunge halter neckline with a braided strap and tie waist belt, side ruched seams, and a bodycon silhouette. Complete the look in stiletto heels for a night out!

    Fit & Features

    • Abstract print, sheer mesh fabric, moderate stretch
    • Plunge halter neckline with braided strap
    • Braided tie waist belt
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5683

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Strolls Strappy Faux Leather Block Heels

    Everyone will be asking where you got these faux leather heels! Designed with an on-trend square toe, asymmetrical strappy design, a cushioned footbed, and a black heel and adjustable ankle strap with buckle closure. Complete the look in a stylish jumpsuit.

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Asymmetrical strappy design
    • Adjustable ankle strap with buckle closure
    • Cushioned footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4956

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous One Shoulder Bodycon Mini Dress

    Look like a gorgeous dream in this sleeveless mini dress for showers, brunch, or parties! The one shoulder neckline adds a chic look, while the side ruched seams enhance your curves. The bodycon fit hugs your figure in all the right places along the mini-length hem. Complete the look with statement earrings.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • One shoulder neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3478

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Compliment Staple Basic Faux Leather Block Heels

    These faux leather heels are a staple for receiving so many compliments! They feature an almond toe with a sleek strap, a block heel, a padded footbed for comfort, and a closed ankle with a strap and zipper closure. Complete the look with a sleek handbag for any occasion!

    Fit & Features

    • 3" Block heel
    • Almond toe
    • Padded footbed
    • Closed ankle with strap, zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4950

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Your Stuff Strappy Faux Leather Block Heels

    Strut your stuff in these stylish faux leather heels perfect for day or night wear! They feature a trendy square toe, an asymmetrical strappy design to catch attention, and an adjustable ankle strap with buckle closure. Complete the look with a cute moto jacket.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Asymmetrical strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4954

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Groove Time One-Shoulder Ruched Crop Top

    The perfect sleeveless crop top to groove in at parties! Featuring a trendy one-shoulder neckline and figure-flattering side ruched seams, this top is perfect for any occasion. The cropped hem adds a touch of sass to this must-have top. Complete the look in high-rise jeans.

    Fit & Features

    • Stretchy knit fabric, bust lining
    • One-shoulder neckline
    • Side ruched seams
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5319

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Impression Rhinestone Knot Platform Heels

    Whether you're strutting into an event or heading to a party, these nubuck block heels make a fabulous impression! They showcase an almond toe, sparkly rhinestone-embellished toe straps with a knot accent, an adjustable ankle strap with buckle closure, a platform sole that elevates the style, and a luxe fit breathable cushioned insole for comfort. Complete the look with a chic hair accessory.

    Fit & Features

    • 4.5" Block heel
    • Almond toe
    • Rhinestone embellished toe straps with knot accent
    • Adjustable ankle strap with buckle closure, platform sole
    • Luxe fit breathable cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4948

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutout And About Cap Sleeve Bodycon Mini Dress

    The perfect bodycon mini dress to be seen out and about. It features a flattering crew neckline with a cutout, cap sleeves with a knotted accent, and a bodycon silhouette with a knotted accent. The smooth knit lined fabric offers plenty of stretch and comfort. 

    Fit & Features

    • Smooth knit lined fabric, moderate stretch
    • Cap sleeves, knotted accent
    • Crew neckline, cutout accent
    • Bodycon mini-length hem, knotted accent
    • Runs true to size

    Style Number/Barcode: 05103-5681

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Muse Satin Halter Bodycon Mini Dress

    This silky-sleek satin mini dress features a deep V-neckline accented with tie-back halter straps, a pleated asymmetric overlay for a chic touch, and a bold open back. The ruched wrap-front design and bodycon silhouette will showcase your stunning curves. Perfect for a night out, style with stiletto heels.

    Fit & Features

    • Satin-knit fabric, lined bust, plenty of stretch
    • Pleated deep V-neckline, tie-back halter straps
    • Pleated asymmetric overlay
    • Open back
    • Ruched faux wrap-front
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5679

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nora Lace Trim Mesh Bodycon Mini Dress

    Special Occasion

    The Nora bodycon mini dress is designed with an airy mesh fabric with a knit lining, featuring a lace corset bodice with a draped mesh overlay for a hint of allure. The ruched side seams and form-hugging silhouette will flaunt your gorgeous curves. Style with stiletto heels for a rooftop party.

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Lace corset bodice, padded cups
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Ruched draped overlay, ruched side seams
    • Mini-length bodycon fit, lace trim
    • Runs true to size

    Style Number/Barcode: 05001-2279

    Category Name: Night Out

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Move Denim Moto Skort

    Channel a bold vibe in a denim skort featuring a high-rise waist, a moto-inspired design, snap buttons with front zipper closure, and a mini skirt overlay with hidden shorts. Complete your look with combat boots.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High rise waist
    • Front zipper with dual snap-button closure
    • Moto-inspired contrast design
    • Mini skirt overlay with hidden shorts
    • Skort in size small has a 10" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0409

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Business High-Rise Faux Leather Flare Pants

    These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties.

    Fit & Features

    • Coated faux leather fabric, slight stretch
    • High-rise waist
    • Hip-hugging fit, flare hem
    • Front button and hidden zipper closure
    • Two-pocket styling
    • Pants have an 11" front rise with a 30.5" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1414

    Category Name: Night Out

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Caught In The Fringe Faux Suede Shoulder Bag

    Fall for this fringe faux suede shoulder bag to make a statement! The attached shoulder strap allows for convenient carrying, while the half-faux suede with fringe trim and half-faux leather design adds a trendy touch. With a top zipper closure and a spacious lined interior, this bag is both stylish and practical. Complete the look with sunglasses for any occasion.

    Fit & Features

    • Attached shoulder strap
    • Half faux suede with fringe trim
    • Half faux leather 
    • Top zipper closure
    • Spacious lined interior

    Style Number/Barcode: 07203-2021

    Category Name: Night Out

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Glitz Rhinestone Mesh Bodycon Mini Dress

    Bring the sultry glitz to your next girl's night out in this rhinestone mesh bodycon mini dress! Designed with an ultra-stretchy sheer mesh fabric with a partial asymmetric lining, this dress is embellished with all-over mini rhinestones with an iridescent sparkle for that total glam-girl vibe. It features a sleeveless boat neckline, tank shoulder straps, a sexy bust cutout with a chic lattice design, and a bodycon silhouette to flaunt your stunning curves. Style with metallic heels.

    Fit & Features

    • Ultra-stretchy sheer mesh fabric, partial lining
    • Rhinestones
    • Boat neckline
    • Tank straps
    • Bust cutout, lattice design
    • Bodycon fit

    Style Number/Barcode: 05103-5677

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Babe Strapless Lace-Up Cowboy Corset Top

    Unlock total western babe status in this cowboy corset top for country bars and bachelorettes! It features a strapless neckline and a western-inspired stitch design on faux leather fabric. The lace-up back adds a touch of unique style, while the cropped hem flaunts your figure. Complete the look in a denim skirt and cowboy boots.

    Fit & Features

    • Western-inspired stitch design
    • Faux leather fabric with sewn-in knit lining
    • Strapless neckline
    • Lace-up back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2538

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spice It Up Strapless Cutout Back Mini Dress

    A chic night in Miami or LA calls for this spicy strapless mini dress! The strapless neckline and bodycon fit and side ruched seams will enhance your curves, while the cutout back with hoop insert adds an extra show of skin. Complete the look in platform heels and earrings.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Strapless neckline
    • Side ruched seams
    • Cutout back with hoop insert
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5673

    Category Name: Night Out

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Amaze Low-Back Bodycon Mini Dress

    Get ready to amaze in this sexy bodycon mini dress on a girl's night! Made from a smooth knit fabric lined with stretchy knit for comfort. It features spaghetti strap ties, a V-neckline, and a bold low back to create an alluring look, while the ruched bodycon silhouette highlights your curves down to the mini-length hem. Complete the look with strappy heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Spaghetti strap ties
    • V-neckline
    • Low-back design
    • Ruched bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5675

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angelic Babe V-Neck Halter Bodycon Mini Dress

    Unleash your inner angel with this halter V-neck mini dress for a night out! The halter V-neck with a tie strap adds a flirty touch, while side ruched seams accentuate your curves for a bodycon fit. The mini-length hem showcases your legs and the angelic print adds a whimsical touch to the mesh-lined fabric. Complete the look in platform heels.

    Fit & Features

    • Angelic print, mesh fabric, sewn-in knit lining, stretchy
    • Halter V-neck with tie strap
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5676

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Edge Lace-Up Faux Leather Skort

    Sleek with a sultry edge, this faux leather skort features a mini-length overlay accented with a side lace-up design and a chic slit. Style with a crop top and booties for a cool concert vibe.

    Fit & Features

    • Faux leather fabric, moderate stretch
    • High-rise waist
    • Mini-length overlay, side lattice design with slit
    • Back zipper with hook-eye closure
    • Fitted shorts
    • Skort in size small has an 11" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0514

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Moment Tie-Waist Faux Leather Skort

    A faux leather skort offers a sleek and form-hugging fit with a trendy tie-waist along the front skirt overlay. Style with a basic tee for any outing.

    Fit & Features

    • Smooth faux leather fabric, minimal stretch
    • High-rise waist
    • Tie-waist, skirt overlay
    • Side zipper with hook-eye closure
    • Form-hugging mini-length silhouette
    • Skort in size small has an 11" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0516

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free