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.

  • Sultry Affection Lace-Up Bow Bodycon Mini Dress

    Get ready for the compliments in this sleeveless mini dress on your next night out or date! Made from smooth knit fabric, this mini dress features an adorable square neckline trimmed with lace and a bow, spaghetti straps that form the lace-up back, and a bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Smooth knit fabric
    • Square neckline, lace and bow trim
    • Spaghetti straps
    • Lace-up back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5721

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cancun Cutie Lace-Up Tropical Floral Corset Top

    Bring the sweet island vibes in this tropical floral corset top with you everywhere! Boasting a strapless neckline, a satin ribbon lace-up back that turns heads, flexible boning for a snatched appearance, and a fitted crop silhouette. Complete the look in high-rise shorts.

    Fit & Features

    • Tropical floral tapestry pattern
    • Woven fabric, sewn-in knit lining, no stretch
    • Strapless neckline
    • Satin ribbon lace-up back
    • Flexible boning
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06003-2564

    Category Name: Night Out

    Price: $7.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Signature Chic Ruffled Long Sleeve Mesh Bolero

    Layer on signature chic style with this sheer mesh bolero over your day or night outfit! It features fitted long sleeves with ruffled cuffs for added drama, an open front design to show off your style, and an ultra-cropped hem. Complete the look in a denim mini skirt.

    Fit & Features

    • Stretchy sheer mesh fabric
    • Fitted long sleeves with ruffled cuffs
    • Open front design
    • Ultra-cropped length
    • Runs true to size

    Style Number/Barcode: 06202-0482

    Category Name: Night Out

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love At First Sight Lace-Up Flower Stiletto Heels

    It'll be love at first sight of these statement faux leather heels! Perfect for any event or party, these heels feature a sleek square toe with satin flowers along the toe strap, a stiletto heel, a cushioned insole, and lace-up ankle straps so you can style them multiple ways. Complete the look with a cute handbag. 

    Fit & Features

    • 4.5" Stiletto Heel
    • Square toe
    • Satin flower insets along the toe strap
    • Cushioned insole
    • Lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4995

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Aspiration Rhinestone Strap Satin Handbag

    This satin handbag is sure to catch everyone's eye! It features a glamorous rhinestone embellished handle, and a front flap with snap-button closure that opens to reveal a spacious interior with a pocket for your things. Complete the look with a hair accessory for any evening out!

    Fit & Features

    • Rhinestone embellished handle
    • Front flap, snap-button closure
    • Spacious interior with pocket
    • Satin material

    Style Number/Barcode: 07204-0797

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Addition Dainty Stone Threader Earrings

    These dainty stone threader earrings will be a chic addition to your jewelry lineup! They feature a long delicate chain threader design accented with small teardrop clear stones at the front and sleek bar detailing at the back. Style with a layered necklace for a trendy luxe vibe.

    Fit & Features

    • Long dainty chain threader design
    • Front teardrop clear stone accents
    • Back bar accents
    • Rubber stopper

     

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

    Style Number/Barcode: 07001-2039

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Sparkle Celestial Charm Lariat Necklace

    This celestial charm lariat necklace will showcase the dreamiest sparkle! It features a dainty chain, an O-ring and toggle closure, a long cascading lariat design, shimmering rhinestones, and sleek moon and star charms for a trendy pop. Pair with stud earrings.

    Fit & Features

    • Dainty chain
    • O-ring and toggle closure
    • Rhinestones
    • Moon and star charms
    • Long lariat design

    Style Number/Barcode: 07002-1846

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twinkle Brightly Rhinestone Linear Earrings

    You'll twinkle brightly in these dainty linear earrings featuring a chain link with rhinestone embellishments and a post-back closure. Complete the look with a necklace for any occasion.

    Fit & Features

    • Linear design
    • Rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2037

    Category Name: Night Out

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Sweetness V-Neck Lace Trim Floral Crop Top

    Unlock a charming sweetness in this floral crop top to dress up your everyday look! With delicate spaghetti straps and a lace trim V-neckline, it exudes a romantic appeal with a tiered ruffled silhouette and cropped hem. Complete the look in shorts and strappy sandals. 

    Fit & Features

    • Floral print, mesh fabric, bust knit lining
    • Spagehtti straps
    • Lace trim V-neckline
    • Tiered ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 06001-5389

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Open Fishnet Tights

    These sultry open fishnet tights will add an alluring-chic look to your Halloween costume! They feature a high-rise waist and a form-hugging fit with a large open fishnet design. Style with the wicked clown faux leather bodysuit or the fierce feline latex bodysuit!

    Fit & Features

    • Open fishnet design
    • High-rise waist
    • Form-hugging fit

     

    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: 07306-0347

    Category Name: Night Out

    Price: $2.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetly Chic Faux Pearl And Bow Sheer Tights

    Adorable faux pearl and bow accents decorate these sheer tights everyone will admire! Pair with stiletto pumps.

    Fit & Features

    • Sheer nylon fabrication
    • Extra high-rise waist
    • Faux mini pearls
    • Mini bows
    • Runs true to size

     

    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: 07306-0344

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dramatic Flair Rhinestone Ruffle Mini Dress

    Bring the glam dramatic flair in this sleeveless mini dress at parties! The dress features a dazzling display of rhinestone embellishments along the ruffled bodycon fit. Pair with heels.

    Fit & Features

    • Rhinestone embellished mesh fabric, lining
    • Adjustable spaghetti straps
    • Square neckline
    • Ruffled
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3548

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Glam Rhinestone And Bow Sheer Tights

    These rhinestone bow sheer tights are ready to make your outfits glamorous for the runway!

    Fit & Features

    • Sheer nylon fabrication
    • High rise waist
    • Mini rhinestones
    • Mini bows

     

    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: 07306-0343

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Nights Mesh And Crepe Ruched Mini Dress

    Fit & Features

    • Sheer mesh fabric with crepe knit lining, moderate stretch
    • Sleeveless square neckline, pleated surplice design
    • Spaghetti tie-up straps
    • Hidden back zipper with hook-eye closure
    • Ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5715

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine All Night Sleeveless Bodycon Sequin Mini Dress

    Shine all night in this sleeveless sequin mini dress featuring a square neckline, adjustable spaghetti straps for a customizable fit, and a bodycon silhouette. Perfect for the school dance or a banquet.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5716

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Floral Jacquard Bodycon Mini Dress

    This sultry-chic mini dress is crafted with a floral jacquard fabric to bring those alluring romantic vibes. It features a sweetheart neckline accented with a dainty lace trim and bow detail, an open lace-up back design for a customized fit, and a bodycon silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Floral jacquard knit fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, bow detail
    • Spaghetti straps
    • Open lace-up back
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3538

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Flair Buckle Front Shoulder Bag

    This trendy shoulder bag features a small rectangular-shaped design with a sleek buckle front accent and a short shoulder strap. Style with hoop earrings.

    Fit & Features

    • Faux leather material
    • Rectangular-shaped design
    • Buckle front accent
    • Short shoulder strap

    Style Number/Barcode: 07203-2032

    Category Name: Night Out

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Stopping Hisss Snake Print Faux Suede Hot Shorts

    Strut with these show-stopping snake print hot shorts into every party! These high-rise shorts hug your curves in a form-hugging fit, and cheeky bottom, and feature a bold snake print in luxurious faux suede fabric. Complete the look in a sultry crop top and booties.

    Fit & Features

    • Snake print, faux suede fabric, minimal stretch
    • High-rise waist
    • Form-hugging fit
    • Cheeky bottom
    • Runs true to size

    Style Number/Barcode: 06503-1187

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest Babe Bow Fishnet Tights

    You'll look like the cutest babe in these sheer fishnet tights featuring an adorable bow pattern perfect for elevating your favorite looks. Style with dresses and skirts.

    Fit & Features

    • Sheer fishnet design
    • Bow pattern
    • Unlined
    • High-rise waist
    • Form-hugging fit

     

    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: 07306-0331

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Passion Sheer Fishnet Tights

    Fit & Features

    • Sheer nylon fabrication
    • High-rise waist
    • Floral pattern

     

    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: 07306-0330

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Cuteness High-Rise Cargo Faux Leather Mini Skort

    This cute and edgy faux leather mini skort features a flattering high-rise waist, form-hugging fit, and cargo side pockets that give this skort a functional flair. 

    Fit & Features

    • Faux leather material, stretchy knit shorts lining
    • High-rise waist
    • Side flap pockets
    • Front snap-button and hidden zipper closure
    • Form-hugging mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0558

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Find Strapless Ruched Knit Crop Top

    This adorable strapless crop top is a flirty find to level up your everyday basics. Designed with a stretchy double-lined smooth knit fabric, it features a strapless neckline with a trendy V-wired insert, front ruching, and a form-hugging fit. Style with high waist jeans and sneakers for casual weekend plans.

    Fit & Features

    • Stretchy double-lined smooth knit fabric
    • Strapless neckline with V-wired insert
    • Ruching
    • Cropped
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5424

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Style Chain-Link Fishnet Tights

    These edgy stylish fishnet tights feature a chain-link pattern perfect for spicing up your favorite looks.

    Fit & Features

    • Chain-link pattern
    • Sheer fishnet design
    • Unlined

     

    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: 07306-0332

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free