Night Out
Plans after dark call for outfits that know how to show up. This edit of going out outfits is built for rooftop bars, concerts, birthday celebrations, and spontaneous nights that start with one drink and end somewhere unexpected. Expect curve-hugging mini dresses, statement separates, and matching sets designed to mix, match, and move with you. Cowl necklines, strapless tops, and halter silhouettes bring just the right amount of edge, while sparkly crop tops and bustiers pair effortlessly with faux leather minis or relaxed cargo pants. Finish the look with a sleek moto jacket or bomber — because a good night out always deserves a great outfit.
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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.
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Plunge V Neck Bodysuit
Take the plunge with this simply chic bodysuit! Make it casual with some denim or take it up a notch with a faux leather mini skirt!
Fit & Features
- Long fitted sleeves
- Deep V neckline
- Thong bottom | Dual snap button closures
- Smooth knit fabric
- Form hugging fit | Moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-2483
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sequins Are Forever Sage Blazer
Sequins are forever, especially with this timeless piece! Dress up with a pair of high waist dress pants and a bodysuit, or dress down with a tee!
Fit & Features
- Collared neckline
- Long sleeves | Slightly padded shoulders
- Single decorated button closure
- Fully lined
- Faux pockets
- Sage with clear sequin embellishments
- No stretch
Style Number/Barcode: 06204-0506
Category Name: Night Out
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux-Ever Yours Wrap Bandage Mini Skirt
Heat up your look with this form-hugging skirt! It'll be a forever fave piece in your wardrobe rotation!
Fits & Features
- Elastic, High Fit Waistband
- Mini Length Silhouette I Form Fitting
- Faux Wrap Design At The Front
- Stretchy, Ponte Fabric
- Zipper Not Featured
Style Number/Barcode: 06501-0242
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Too Little, Too Late Faux Leather Mini Purse
Take on the night, and don't worry about anything but the essentials! This mini is not only adorable but has a cross body shoulder strap which makes it practical!
- Mini design
- Top handle
- Cross-body shoulder strap
- Turn lock closure
- Golden hardware
- Faux leather
Style Number/Barcode: 07201-0026
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Savvy And Sassy Faux Leather Crossbody Purse
You are savvy with style babe, and that's why you know that this is the purse for you! Style it in a chic way when you pair with an over-sized blazer!
- Rectangular structure
- Single exaggerated handle
- Fold over snap closure
- Zipper closure
- Detachable matching strap
Style Number/Barcode: 07203-0271
Category Name: Night Out
Price: $10.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Susana Asymmetric Off-Shoulder Mermaid Dress
Special Occasion
The stunning Susana formal dress will have you radiating elegance! Susana's trendy asymmetric neckline adds a chic touch to her streamlined silhouette. Her wrap skirt reveals a flattering slit that lets you showcase your stylish heels. Make sure you bring a fab clutch to elevate your look.
Fit & Features
- Asymmetric off-shoulder slanted neckline, single shoulder strap
- High waist, floor-length mermaid silhouette
- Wrap skirt reveals front slit
- Crepe fabric, knit lining, moderate stretch
- Form-hugging fit
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1726
Category Name: Night Out
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dot So Mesh Ruched Mini Dress
We figured you needed an upgrade from your usual LBD
This figure-hugging ruched mini will hug those curves and the sheer polka dot mesh detail is such a trendy chic touch! Fits & Features
- V Neckline With Lace-Up Front At Bust
- Sheer Mesh Back, Fitted Long Sleeves & Shoulders With Swiss Dots
- Mesh Lined Fabric I Ruching Throughout
- Mini Length Silhouette
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Featured
Style Number/Barcode: 05101-0718
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- V Neckline With Lace-Up Front At Bust
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Night On The Town Mini Dress
Yes girl, you'll be sooo ready for a night out with your girls in this sexy LBD! Glam it up with some rhinestones and strappy heels!
Fit & Features
- Spaghetti straps
- V neckline
- Front vertical seam detailing
- Two small front slits
- Short, curve hugging fit
- Nylon ponte knit fabric | Moderate stretch
Style Number/Barcode: 05103-0855
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Up Mesh Crop Top
Lace up into this chic and sultry mesh crop! Pair the top with some high waist faux leather pants for that ultimate edgy girl vibe.
Fit & Features
- Sweetheart neckline
- Long fitted sheer sleeves
- Lattice front
- Cropped
- Mesh and knit fabric | Plenty of stretch
- Form-fitting style
Style Number/Barcode: 06001-2477
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Radiating Rhinestone Asymmetrical Mini Dress
Radiate in a rhinestone dress that brings the shine for your special evening. The dress features a high round neckline with a racer bodice and a fitted asymmetrical hem with a dazzling rhinestone fringe. Complete your night out look with strappy heels and rhinestone duster earrings.
Fit & Features
- Sleeveless bodice
- High round neckline with racer bust
- Asymmetrical hem
- Rhinestone fringe
- Ribbed knit fabric
- Form hugging fit
- Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0602
Category Name: Night Out
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get A Move On Crepe Midi Dress
You need to get a move on with making those GNO plans with your girlfriends! Make sure you pick up this party-ready dress and elevate your style with some bold earrings!
Fits & Features
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Spaghetti Straps
- Scoop Neckline
- Midi Length Silhouette I Front Slit
- Crepe Fabric
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Featured
Style Number/Barcode: 05103-0851
Category Name: Night Out
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spaghetti Straps
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Time For Change Chain Print Wrap Bodysuit
Sometimes you get that feeling that you want to change up your wardrobe. No need! You just new and different piece to bring you back to life!
Fit & Features
- Wrap style bodysuit
- V-neckline
- Long sleeves with cut out detailing
- Chiffon with chain pattern
- Double snap closure | Cheeky bottom
- Offers stretch at the waist line
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0765
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get On It Patterned Mesh Top
Girl, get on this adorably chic patterned mesh top! Pair with a simple bodysuit or go sultry with a lace bralette!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Lettuce edge trim
- Form hugging fit
- Sheer patterned mesh fabric
- Moderate stretch
Style Number/Barcode: 06001-2466
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Catch Me Cropped Mesh Top
Get caught in mesh girl! Create a fabulously sheer lewk in this chic crop top! Pair with high waist skinny jeans and fab pumps for head-turning appeal!
Fit & Features
- Round Neckline
- Sweetheart Bust Lining
- Fitted Long Sleeves
- Partially Unlined Mesh Fabric
- Cropped Hem
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 06001-2468
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Short & Sweetheart Strapless Romper
Keep it short and sweet in this fitted romper! Add a pair of gold earrings to highlight the gold-tone buttons!
Fits & Features
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Strapless Sweetheart Neckline I No-Slip Interior Strip I Lightly Padded
- Decorative Button-Front
- Back Zipper With Hook & Eye Closure
- Fitted Shorts
- Stretchy Knit Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06403-0097
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Strapless Sweetheart Neckline I No-Slip Interior Strip I Lightly Padded
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Beaded Babe Crochet Bustier
Hey babe! Take on the festival scene in this beautifully beaded crochet bustier!
Fit & Features
- Sheer crochet halter neckline
- Dual back hook and eye closures at the neck
- Adjustable removable spaghetti straps
- Molded padded cups
- Four hook and eye closures at center back
- Crochet detailing with intricate beading throughout
- Cropped | Woven fabric | Minimal stretch
Style Number/Barcode: 06003-0756
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Statement Shoulders Collared Bodysuit
Update your wardrobe with this simple yet statement-making bodysuit! The puff shoulders add a subtle touch of drama to your look
Fits & Features
- Plunging V Neckline
- Pointed Collar
- Puff Shoulder, Fitted Long Sleeves
- Smooth Knit Fabric
- Thong Bottom With Dual Snap Button Closure
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06003-0760
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Struck By Cupid Heart Print Bodysuit
You must have been struck by cupids arrow because you are beaming in hearts! Whether you style down with high waist denim and a pair of mules, or you dress it up with a leather skirt, this bodysuit is giving us heart eyes!
Fit & Features
- Sweetheart neckline
- Spaghetti straps that tie atop
- Padded bust
- Lined
- Mesh with heart print pattern
- Moderate stretch
- Double snap closure | Cheeky bottom
Style Number/Barcode: 06003-0752
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Glam Lucite Block Heels
Bring the glamour with rhinestone heels to sparkle up your special nights. These glitzy heels feature a double row of rhinestone embellished straps and a lucite block heel. Complete your outfit with a formal satin dress or with a gorgeous ball gown dress.
Fit & Features
- Open almond toe
- A double row of rhinestone embellished straps
- Lucite block heel
- Nubuck material
Style Number/Barcode: 07401-2219
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready Or Not Ruched Bodysuit
Ready or not, you'll come at them with the fiercest style in this ruched bodysuit!
Fit & Features
- Bungee spaghetti straps
- Sweetheart neckline | Sheer mesh ruffle trim
- Lattice lace up front
- All over ruched detailing
- Cheeky bottom | Triple snap button closures
- Sheer mesh fabric | Knit lining
- Plenty of stretch | Form hugging fit
Style Number/Barcode: 06003-0748
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dazzle Me Mini Skirt
Okay babe, you sure know how to make an entrance! This head turning mini skirt pairs perfectly with the matching crop top.
Shop Matching Top: Dazzle Me Fringe Crop Top
Fit & Features
- High rise waist
- Hidden back zipper closure
- Short, curve hugging fit
- Ponte knit fabric
- Moderate stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06501-0240
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Make A Ponte Fringe Crop Top
Strut right out in this stunning fringe crop! Don't forget to pick up the matching skirt for a full blow lewwwk!
Shop Matching Skirt: Make A Ponte Mini Skirt
Fits & Features
- Sweetheart neckline | Padded cups
- Spaghetti straps
- Cropped hemline
- Dangling fringe detail
- Zipper closure center back
- Smooth Ponte Knit Fabric
- Moderate Stretch
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0751
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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X Marks The Spot Cross Back Keyhole Jumpsuit
Looking for flirty and playful? Look no further than the X Marks The Spot jumpsuit! You'll love this one-piece for all those spontaneous GNOs and dinner dates you got scheduled
Fits & Features
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Adjustable Spaghetti Straps Cross At Back
- Center Tie Front I Keyhole Opening
- Slant Hand Pockets
- Back Zipper With Hook & Eye Closure
- Wide Leg Openings
- Woven Textured Fabric
- Relaxed Fit I Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06302-0111
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps Cross At Back
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Gleam On Satin Tie Front Top
Gleam on in this sleek satin tie front top! Make it casual with some distressed denim or edge it up with some faux leather pants.
Fit & Features
- Sweetheart neckline
- Long cinched puff sleeves | Elastic banded hems
- Stretchy smocked back
- Lattice lace up front
- Cropped
- Satin-like fabric with a glimmering sheen
Style Number/Barcode: 06003-0747
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance