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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All Class Faux Fur Shawl
Keep it classy and cute! This shawl is composed of a faux fur with a satin-like lining. It is accented with two thick ribbons at the center to tie the shawl closed for a secure fit. For your next special event, layer this chic shawl over your formal dresses and complete the look with sleek stiletto heels.
Fit & Features
- Faux fur
- Satin-like lining
- Center tie ribbon
Style Number/Barcode: 07305-0011
Category Name: Night Out
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Stunning Sparkle Large Hoop Earrings
Give off a stunning sparkle when these hoops catch the light! These hoop earrings feature beautiful crystal-like details to top off all your looks with a bit of bling. Topped with post-back closures for easy wear. Style these sleek hoops with a chic bodysuit and high waist jeans for an effortlessly put-together look.
Fit & Features
- Large hoop design
- Cyrstal-like details
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-0105
Category Name: Night Out
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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Work It Out Heeled Booties
Part utility, all chic, these booties will have you working it! They feature a peep toe, a lace-up tie front, a wraparound velcro strap, an interior side zip, and a stabilizing block heel. Booties are made from a smooth woven fabric.
Please be advised that these boots run one size too small.
Style Number/Barcode: 07403-0080
Category Name: Night Out
Price: $27.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Never Too Much Ring
Never too much bling! Don't miss this classic emerald-cut ring made from cubic zirconia.Style Number/Barcode: 07004-0018
Category Name: Night Out
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Binz Mini Skirt
You're so classic. This bodycon mini skirt features an elasticized waist with a hidden band. Constructed of a shiny stretch fabric, this piece has plenty of wiggle room while hugging your feminine curves. Skirt is unlined. Complete your look with the matching crop top!Style Number/Barcode: 06501-0061
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh With Me Cropped Tee
Don't be afraid to mess with this tee! It has a basic crew neck, cap sleeves and a slim fit. The garment is composed of a sheer, unlined mesh, detailed with a wide lace hemline.Style Number/Barcode: 06001-1662
Category Name: Night Out
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pencil Me In Skirt
A skirt that you can pencil into all of your looks!
Featuring a high waist line, and a bandage design. This skirt has a slit at one side that hits above the knee, and has a zipper located at the back.The bandage fit makes for a curve hugging style. Composed of a bandage crepe material that offers moderate stretch.
Style Number/Barcode: 06501-0046
Category Name: Night Out
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Be Mine Sweetheart Tapered Jumpsuit
A little utilitarian and a lot chic, this crepe jumpsuit guarantees all eyes on you. The suit features a strapless sweetheart neckline, a seamed, lightly padded bodice with elasticized zippered back and cutout detail above the waist, pockets at either hip and legs that are slightly fuller through thigh and taper gently towards hems. The jumpsuit is made of lightweight woven material with modest stretch. Complete look with heels.
Fit & Features
- Strapless sweetheart neckline with padded bodice
- Cutout detail above the waist
- Pockets
- Skinny leg fit
- Lightweight woven fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06502-0115
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitzy And Girly Crop Top
This glitzy and girly crop top is all you need to get that total sparkle vibe! It features a sleeveless bodice, spaghetti straps, a V neckline, a square back, and a cropped hem. The top is composed of a glitter knit fabric that offers moderate stretch and includes a front knit lining.Style Number/Barcode: 06001-1629
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Luxe In Lurex Tube Top
Keep it luxe and fab in this glitzy top! It features a straight strapless neckline, a cropped fit and an all over glow worthy lurex fabric. Top offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06001-1672
Category Name: Night Out
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layered In Luxe Chain Belt
Get layered in luxe with this glam chain belt. It features three rows of herringbone style chains for a chic look. Includes a back chain and adjustable lobster clasp closure.Style Number/Barcode: 07301-0070
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seriously Snake Sequined Skirt
Shop Matching Top: Seriously Snake Sequined Top
Ready to shimmy and shake when you don this snake-print mini! Skirt has an abbreviated silhouette and features all-over iridescent sequin embellishment and an elasticized waist. Skirt is fully lined and made from a smooth poly blend with moderate stretch. Don't forget to pair it with the matching crop top!
Style Number/Barcode: 06501-0052
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Sweetheart Satin Bodysuit
You're a major sweetheart! This satin bodysuit will look oh so flattering on you.
Fit & Features
- Long fitted sheer mesh sleeves
- Partial open back with top hook and eye closures
- Padded sweetheart neckline | Sheer mesh inset
- High waist band
- Thong bottom | Dual snap button closures
- Satin-like fabric | Plenty of stretch
Style Number/Barcode: 06003-0347
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Streamlined Crop Top
Take it easy while maintaining your signature polish in this fuss-free crop. Curve-hugging top slips on,has an elasticized bust, and is made from a smooth jersey-like material with 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: 06001-1670
Category Name: Night Out
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Meow You're Talking Leopard Mini Dress
Satin and leopard? Matchmade in heaven. Show your sleek and wild side in the Meow You're Talking mini dress!
Fits & Features
- Cowl Neckline
- Spaghetti Straps
- Adjustable Tie At Back I Low Open Back
- Satin-Like Composition I Minimal Stretch
- Mini Length Silhouette
- Zipper Not Included
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0338
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Out With The Girls Chain Link Mini Purse
We are talking a weekend out with the girls! A time to dress up, take pics, and drink mimosas, right!?
- Rectangular structured shape
- Gold chain link handle
- Detachable shoulder strap
- Faux leather
Style Number/Barcode: 07203-0164
Category Name: Night Out
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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What's Knot To Like Mini Dress
Take your look to the next level with this pretty mini dress! It features an off the shoulder neckline, fitted long sleeves, a cinching tie waist belt with loops and an asymmetrical mini length silhouette with a ruched detailing. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch. Zipper not included.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0336
Category Name: Night Out
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Shoulder Basic Bodysuit
Create an effortlessly chic look with this sleek bodysuit! It features a one shoulder neckline, a single spaghetti strap and a thong bottom with snap button closure. Bodysuit is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06001-1825
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Clear Heart Clutch
Clearly you'll have major heart eyes for this clutch. It features a heart shape with with a top rhinestone adorned ring clasp, a metal outline, and an included chain to easily convert it to a crossbody. Clutch is composed of an acrylic material.Style Number/Barcode: 07204-0063
Category Name: Night Out
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Party Mode Glitter Midi Dress
...Is totally on! Holidays are right around the corner, so add this glitzy mini for all your upcoming soirees!
Fits & Features
- Adjustable Spaghetti Straps
- Scoop Neckline With Gathering Detail At The Bust
- High Waist Band
- Midi Length Silhouette With Flirty Slit At Side
- Textured Glitter Knit I Smooth Nylon Lining
- Bodycon Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0336
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polka Dot Party Tie Front Top
It's party time in this cute knotted-front top. This blouse features a deep V neck front, exposed button cuffs, and is made of a lightweight and luxurious satin fabric. Pair with jeans for a dressed-down look, or a leather skirt for an evening-ready vibe.Style Number/Barcode: 06204-0263
Category Name: Night Out
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle Stunner Long Sleeve Cover Up
Special Occasion
Layer on some sparkle to your stunning look with this glitter knit cover up. It features long fitted sleeves and an open front with a cropped hem.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05008-0000
Category Name: Night Out
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Streamlined Midi Skirt
Take it easy while maintaining your signature polish in this fuss-free midi. Curve-hugging skirt slips on, has an elasticized waist, and is made from a smooth jersey-like material with moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0055
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh Mania Twist Front Top
Experiment with mesh this season! This top is made of a semi-sheer mesh fabric, has a v-shaped neckline, and a twist front. Mesh fabric has plenty of stretch, and top is unlined. Pair with jeans or a leather skirt for a more dressed up look!Style Number/Barcode: 06001-1832
Category Name: Night Out
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance