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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Center Of Attention Strapless Rhinestone Romper
Be the center of attention in this rhinestone romper at concerts or festivals! The stunning strapless neckline and form-hugging fit will accentuate your curves, and the dazzling rhinestones will add a touch of glamour.
Fit & Features
- Rhinestone embellished, knit fabric
- Strapless neckline, non-slip grip lining
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-000020
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruffle Mode Sleek Jumpsuit
Jump right into ruffle mode this season with a sleek one piece outfit! Whether you style down with black booties, or you dress it up with rhinestone earrings and a pair of heels, a jumpsuit is an easy outfit, and we love!
Fit & Features
- V-neckline
- Ruffled spaghetti straps
- Straight leg
- Form fitting silhouette
- Seam detailing at the cups
- Slip on fit
- Crepe | Moderate stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06502-0284
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On Your Radar Ruched Maxi Dress
Get on their radar in a sleek maxi dress that shows off curves in all the right places. The maxi dress features a square neckline, sleek spaghetti straps and ruched maxi length silhouette with a high side slit to show off glowing gams. Complete your look with clear heels and statement earrings.
Fit & Features
- Sleeveless square neckline
- Sleek spaghetti straps
- Maxi length silhouette
- Ruched side seams that streamline design
- High side slit
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0332
Category Name: Night Out
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Chic Moment Open Toe Ankle Booties
Have a major chic moment in these adorable open toe ankle booties! They feature an open back detail and a sturdy block heel. Pair these with some high waist paper bag pants for an office-ready look.
Fit & Features
- Open toe
- Open back
- Block heel
- Inner zipper closure
- Faux nubuck material
Style Number/Barcode: 07403-0389
Category Name: Night Out
Price: $17.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Eyes On Me Eyelet Mini Dress
Draw all eyes on you in this pretty mini dress! The dress features a sleeveless square neckline, spaghetti straps, a ruched mini length with drawstring, and an eyelet pattern throughout. The dress is composed of a lined lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with block heels and a straw tote.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Ruched drawstring
- Eyelet pattern
- Mini length silhouette
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1381
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Moment Snake Mesh Duster
Create a stylish moment with a trendy duster that is all the rage! The duster features a snake print, a draped open front, long sleeves, and a flowy long length. The duster is composed of a sheer mesh fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top and high waist jeans.
Fit & Features
- Snake print
- Draped open front
- Long sleeves
- Flowy long length
- Sheer mesh fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0185
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Raven Ruched Velvet Bodycon Mini Dress
Special Occasion
Get a luxe look that will bring chic vibes in the Raven velvet bodycon mini dress! She features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a lace-up design, ruched detailing down the sides and on the back, and a short, curve-hugging fit. Complete the outfit with rhinestone embellished heels for a subtle sparkle.
Fit & Features
- Sleeveless cowl neckline
- Dual spaghetti straps
- Open back, lace-up design, tie closure
- Ruching down the sides and on the back
- Mini-length, form-fitting silhouette
- Velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-0858
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Mystic Swirls Square Neck Mini Dress
Create a sultry-mystic vibe for the night in this square neck dress featuring sleek spaghetti straps and a bodycon silhouette with backside ruching that accentuates every curve on the mesh-lined fabric. Complete the look in lucite mules.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Ruched back detailing
- Marble swirl pattern
- Mesh-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4453
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Life's A Gem Crepe Mini Dress
Live your life looking fabulous in this crepe mini dress ready to party! Featuring a sleeveless sweetheart neckline with rhinestone trim, adjustable and detachable straps, a built-in padded bust with underwire, and a bodycon silhouette. Complete your club look in a necklace and earrings set.
Fit & Features
- Sleeveless, sweetheart neckline
- Rhinestone trim, back zipper closure
- Adjustable and detachable straps
- Built-in padded underwire bust
- Bodycon mini silhouette
- Lined crepe fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05103-4488
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxurious Shimmer Metallic One-Shoulder Top
Revel in the luxurious shimmer of this metallic crop top. Its metallic pleated fabric, smocked crop hem with ruffle trim, and one-shoulder cut with a peasant long sleeve exude an irresistible effortless elegance. Complete the look in a mini skirt for a party!
Fit & Features
- One-shoulder, peasant long sleeve
- Smocked crop hem, ruffle trim
- Metallic pleated fabric
- No stretch
- Runs true to size
Style Number/Barcode: 06003-2339
Category Name: Night Out
Price: $3.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fabulous Over Everything Faux Pearl Mini Dress
Dare to be fabulous in this faux pearl mini dress! Crafted from a slinky knit fabric, this mini dress features a sweetheart neckline, a padded bust, and fitted mesh sheer ruched long sleeves adorned with faux pearls for an unforgettable look. The side ruched seams and bodycon silhouette hug your curves for a flawless look. Style with a clutch and heels for a dressy occasion!
Fit & Features
- Sheer fitted mesh ruched long sleeves, faux pearls
- Sweetheart neckline, padded bust
- Side ruched seams, bodycon silhouette
- Mini-length hem
- Slinky knit fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2888
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Captive The Room Satin Corset Cutout Mini Dress
An elegant-sultry design for chic events, this satin mini dress is a gorgeous piece to captivate any room! It features a sweetheart neckline, adjustable spaghetti straps, and a padded bust with hidden front hook and eye fasteners for a supportive and sleek look. The cutout waist shows some skin while the bodycon silhouette offers a flattering finish to the mini-length hem. Complete the look in platform block heels for a dressy occasion!
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Padded bust, hidden front hook and eye fasteners
- Cutout waist, bodycon silhouette, mini-length hem
- Smooth satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2986
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Attention Bustier Rhinestone Satin Mini Dress
Attract all the attention in this luxe satin mini dress at the club! With a sweetheart neckline, adjustable spaghetti straps, and a rhinestone bustier bodice, this bodycon dress is perfect for a night out. The built-in padded bust and flexible boning provide support and a perfect fit, while the mini-length hem adds a touch of boldness. Complete the look in stiletto heels and earrings!
Fit & Features
- Satin fabric lined with stretchy knit
- Rhinestone embellished
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Built-in padded underwire bust
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5531
Category Name: Night Out
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boldly Chic Faux Leather Lace-Up Tube Top
A bold faux leather tube top that brings a chic factor with a lace-up back and modern cropped hem. Complete the look in a printed mini skirt.
Fit & Features
- Distressed faux leather fabric, minimal stretch
- Strapless straight neckline
- Snap button and front zipper closure
- Lace-up back design
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2624
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Dressed Up Platform Heels
These fabulous platform heels will have you all dressed up and ready to party! They feature an open square toe, a wide toe strap, a thin adjustable ankle strap with a back criss-cross design, a platform, and a tall block heel. Style with a bodycon dress and a rhinestone clutch.
Fit & Features
- Open square toe, wide toe strap
- Thin adjustable ankle strap, back criss-cross design
- Metal buckle detail
- Open back
- Platform, tall block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4057
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Reign In Rhinestone Heels
Reign like the queen you are in these radiant rhinestone adorned heels! They feature an open toe, a thick strap embellished with mini rhinestones, an ankle strap, a back zipper closure, and a low block heel. The black shoes are composed of a faux nubuck material.
Style Number/Barcode: 07401-1955
Category Name: Night Out
Price: $22.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Little Details Dainty Rhinestone Choker
It's all in the little details! This dainty choker features a row of rhinestones paired with another row of clustered rhinestones that create a small diamond shape. Includes a lobster clasp closure.
Style Number/Barcode: 07002-5007
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Edge Faux Leather Strapless Crop Top
Stylish and edgy, this faux leather crop top will level up your look for festival season or a night out. Pair with high-rise jeans and ankle booties.
Fit & Features
- Faux leather fabric
- Strapless straight neckline
- Open back, buckle strap accent
- Cropped hanky hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000024
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Chic Slip Dress
A little casual and a lot chic, this slip dress is a must-have. It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a sheer inset under the bust, a square back with a zipper closure, and a short fit. The dress is composed of a lightweight smooth satin-like fabric with no stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0321
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Button Up Leopard Print Blouse
Button yourself up for success! This top features a collared neckline, long sleeves, and gold functioning buttons that lead down to a cropped hem with knot detailing. Blouse is composed of a linen material that offers a light weight fit with no stretch, and showcases a leopard print pattern.
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0389
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Styled In Satin Mini Skirt
Get all styled up in trendy satin with this mini skirt! Pair with a satin top for a sleek and chic 'fit!
Fit & Features
- High rise elastic banded waist
- Front ruched detail with drawstring at hem
- Short, curve hugging fit
- Smooth satin-like fabric
- Plenty of stretch
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0138
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sequin One Shoulder Mini Dress
Start off the night with wowing sequins as you live your best life in this fun sequin mini dress!
Fit & Features
- One Shoulder Neckline
- No Slip Strip
- Fitted Long Sleeve
- Waist Cut Out
- Sequin
- Mini Side Slit
- Form Hugging Fit | Slight Stretch
Style Number/Barcode: 05103-0575
Category Name: Night Out
Price: $34.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All About The Mauves Thigh High Boots
We are all about the mauve tones these days, and we are even more about a pair of mauve thigh highs!
- Thigh high fit
- Stiletto heels
- Point toe
- Inner zipper closure
- Faux suede
Style Number/Barcode: 07402-0130
Category Name: Night Out
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Belted Cropped Faux Leather Moto Jacket
A chic faux leather moto jacket is necessary in everyone's closet! Layer this belted cropped one over all of your 'fits to elevate your look.
Fit & Features
- Collared | Stud detailing
- Asymmetric zip front
- Long sleeves | Zipper accents
- Zippered pockets | Small snap button faux pocket
- Belted waist
- Cropped
- PU fabric | Smooth lining
Style Number/Barcode: 06204-0450
Category Name: Night Out
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance