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.

  • Sleek And Stunning Satin Mini Skirt

    Keep it sleek and stunning with a mini skirt that elevates your outfits! The skirt features an elastic high-rise waist and a short length. The skirt is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching crop top. 

    Shop Matching Crop Top: Sleek And Stunning Satin Crop Top

    Fit & Features

    • Elastic high rise waist
    • Mini length 
    • Stretchy satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0481

    Category Name: Night Out

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Trendy Below-The-Knee Boots

    Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0329

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Retro Platform Booties

    Get a fab retro look in these trendy platform booties! They feature an almond-shaped toe, an inner zipper closure, a tall platform, and a block heel. Style these booties with faux leather pants.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Block heel
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1370

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Deets Lace-Up Shorts

    You'll love the edgy details of these crepe shorts that are perf for festival season. They feature a high-rise waist, lattice designs down the sides, and a semi-cheeky, form-hugging fit. Style these shorts with a crop top and booties.

    Fit & Features

    • High-rise waist
    • Lattice designs down the sides, tie closures
    • Semi-cheeky, form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0962

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Hotrod Graphic Cropped Tee

    Set off in a top that was made to speed! The top features a crew neckline, short sleeves, slashed detailing, a graphic that reads: "American Hotrod", checkered flags, an image of a vintage car, and a cropped hem. The top is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with cutoff shorts and boots

    Fit & Features

    • Crew neckline
    • Short sleeves
    • "American hotrod" graphic
    • Checkered flags, vintage car
    • Cropped hem
    • Cotton knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1200

    Category Name: Night Out

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Girl Glitter Pleated Romper

    You glow girl in this glitter romper guaranteed to have all eyes on you! It features a sleeveless, square neck with pleating, spaghetti straps, a high waist seam, and a flowy short-length hem. Complete the look in dressy heels.

    Fit & Features

    • Sleeveless, square neck with pleating
    • Spaghetti straps
    • High waist seam
    • Flowy, short-length hem
    • Glitter knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-0994

    Category Name: Night Out

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love's A Mesh Bodysuit

    Accentuate your curves with this long-sleeve bodysuit, ideal for layering over a bralette. This chic mesh bodysuit strikes the perfect balance between modern edge and classic style. Pair this sheer top with high-rise denim jeans for a look that suits a variety of occasions, from casual outings to dressed-up events. An eye-catching essential, it layers beautifully under a fitted blazer or sleek moto jacket, making it the perfect versatile top.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cheeky bottom with a snap button closure
    • Unlined, sheer mesh fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-8504

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Steps Rhinestone Block Heels

    Sparkle with each step in these block heels featuring a square toe, PVC toe, and ankle strap with buckle closure, rhinestone embellishments, and patent leather trim. Complete the look in a statement necklace and earrings.

    Fit & Features

    • Square toe
    • PVC toe and ankle strap
    • Buckle closure
    • Rhinestone block heels
    • Patent leather trim
    • Runs true to size

    Style Number/Barcode: 07401-4048

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Deck The Halls Glam Scarf Top

    Deck the halls with your glamorous self in this metallic scarf top featuring a dazzling rhinestone halter detachable strap, cowl square neckline, tie-back closure, and a cropped hem. Complete the look in a fringe mini skirt for a party!

    Fit & Features

    • Sleeveless cowl square neckline
    • Rhinestone detachable halter strap
    • Cropped hem
    • Tie-back closure
    • Metallic knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4680

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look My Best Rhinestone Crop Top

    Look your best for a night out in this glam rhinestone crop top featuring an eye-catching long sleeve, and a one-shoulder neckline on sheer mesh knit fabric. Complete the look in wide-leg pants and heels.

    Fit & Features

    • One-shoulder neckline
    • Long sleeve
    • Rhinestone embellishments
    • Cropped hem
    • Sheer mesh knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4479

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hooked On You Long Sleeve Crop Top

    Vibe with this flirty and sultry crop top sure to impress your crush! It features long sleeves, a crew neck, a front diagonal hook, and eye closures on double-lined knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves
    • Crew neck
    • Front diagonal hook and eye closures
    • Cropped hem
    • Double-lined knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1462

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Fun Platform Stiletto Heels

    Go out for a fun night in these sultry stiletto heels designed with a square toe, wide toe and ankle strap, platform sole, and closed ankle with zipper closure composed of nubuck material. Style with a sassy little red dress.

    Fit & Features

    • Square toe
    • Wide toe and ankle strap
    • Platform sole
    • Closed ankle with zipper closure
    • Stiletto heel
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4021

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Count Satin Rhinestone Strap Jumpsuit

    Make every fashion moment count in this satin jumpsuit that brings glamour to the scene! It features a sultry cowl neckline, rhinestone-embellished adjustable spaghetti straps for a hint of sparkle, and a flattering wide-leg silhouette. Complete the look with a ring set for a dressy occasion!

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone-embellished adjustable spaghetti straps
    • Wide-leg silhouette
    • Silky satin fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2443

    Category Name: Night Out

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Easily Darling Satin Floral Jacquard Bustier

    Easy, breezy, and oh-so-darling! Envoke charm in this satin floral jacquard bustier featuring a sweetheart cowl neckline, adjustable spaghetti straps, and a built-in padded underwire bra for support. The flexible boning inserts and cropped hem provide a snatched and chic look with your favorite bottoms! Complete the look in a flirty skirt for a date or brunch!

    Fit & Features

    • Sleeveless sweetheart cowl neckline
    • Adjustable spaghetti straps
    • Stretchy smocked back, zipper and hook-eye closure
    • Built-in padded underwire bra
    • Flexible boning, cropped hem
    • Floral jacquard print, satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2294

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Edge Cargo Faux Leather Mini Skirt

    Own the spotlight in this faux leather mini skirt to create a bold and edgy outfit! The high-rise waist and bodycon fit hug your curves, while the cargo flap pockets add a stylish and functional detail. The mini-length hem and coated faux leather fabric offer a sleek design perfect for styling. Complete the look with a graphic tee and knee-high boots.

    Fit & Features

    • Coated faux leather fabric, slight stretch
    • High-rise waist
    • Cargo flap pockets with dual button closures
    • Front button and hidden zipper closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0675

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Catch Your Eye Art Print Halter Crop Top

    Catch everyone's eye with your beauty in this detailed art print crop top! The stretchy mesh fabric is accented with a gorgeous renaissance art print that will be the statement of your look. The top is shaped with a sleeveless plunging V-neckline, halter straps with a tie-back design, a partially open back, and a cropped asymmetric hanky hem. Style this form-hugging top with jeans and sneakers for a casual-chic vibe.

    Fit & Features

    • Renaissance art print
    • Stretchy mesh fabric, knit lining
    • Plunging V-neckline
    • Halter straps, tie-back design
    • Cropped hanky hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06001-5303

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Little Satin Rhinestone Mini Dress

    Up your sultry sass factor in this satin rhinestone mini dress for a night on the town! It features a sleeveless square neckline, sleek spaghetti straps that lace up along the back, a bodycon silhouette, and side slit accents. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Bodycon silhouette, side slit accents
    • Mini-length hem
    • All-over rhinestone
    • Silky satin, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4948

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Pleasures Midi Pencil Skirt
    Slow down and enjoy the evening in this simply irresistible skirt. It features an elastic waistband, a midi length, and a pencil silhouette. Don't forget the matching top to complete your simply stunning look!

    Model is 5'8" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0038

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mischa Velvet Mermaid Gown

    Special Occasion

    Nothing says glam like our Mischa Mermaid Gown! She of composed of a velvet like material that is sleek and sexy and offers moderate stretch. She has a fitted bodice with a v neckline, padded cups and adjustable spaghetti straps that lead to a low back line. Her floor length skirt flares towards the bottom for a mermaid design, and hugs at the waist. We love Mischa because she pairs well with a variety of heels and accessories! 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0249

    Category Name: Night Out

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Transparency Is Key Rhinestone Mules
    Transparency is key in relationships - and your shoe collection! These heels feature a PVC upper, a metallic leather insole and a rhinestone-encrusted heel. Slip-on styling for easy wear.

    Style Number/Barcode: 07401-0336

    Category Name: Night Out

    Price: $20.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Allure Cubic Zirconia Long Lariat Necklace

    Sparkle with a glam allure in this gorg long lariat necklace with cubic zirconia embellishments.

    Fit & Features

    • Single row of cubic zirconia stones
    • Long lariat design, single row of cubic zirconia stones
    • Larger cubic zirconia accents
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-000044

    Category Name: Night Out

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Straps Crepe Mini Dress

    Keep it sassy and fab with this head turning mini dress! it features a sleeveless bodice, a plunging wrap V neckline, a bold open back with bar strap accents and a curve hugging mini length silhouette. Dress is composed of a lined crepe fabric that offers a moderate stretch. Zipper not included. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0276

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle & Shine Glitter Mini Dress

    You know you love a good sparkle! Slip into the Sparkle & Shine mini dress to have a stunning moment! 

    Fits & Features

    • Elastic Bungee Cord Straps Create A V At The Back
    • Plunging V Neckline 
    • Mini Length Silhouette 
    • Fully Lined, Glitter Knit Fabric 
    • Curve Hugging Fit I Moderate Stretch 
    • Glitter May Transfer 

    Style Number/Barcode: 05103-0715

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teardrop Rhinestone Set

    This teardrop rhinestone necklace and earring set will reflect pure glamour that will complement your evening look. It features a gorgeous rhinestone collar necklace and matching duster earrings, a perfect piece for bridesmaid jewelry. The teardrop charm embellishment will cascade down beautifully. Perfect for a wedding or any event you just want to feel elegant! Pair with a sleek satin dress and a chic handbag.

    Fit & Features

    • Rhinestone collar necklace
    • V-shaped accent with a teardrop charm embellishment
    • Adjustable chain, lobster clasp closure
    • Matching duster earrings
    • Post-back closures

     

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

    Style Number/Barcode: 07002-4529

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale