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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A Little Lace Jumpsuit
This jumpsuit's little lace detail makes it so stylish and sultry!
Fit & Features
- Adjustable spaghetti straps
- Wired sheer lace cup detailing with lining
- Front keyhole cutout
- Square back | Hidden zipper and hook and eye closure
- High waist seam
- Wide pant legs
- Crepe fabric | Moderate stretch
Style Number/Barcode: 06502-0255
Category Name: Night Out
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam It Up Mini Skirt
Glam it up babe! This mini skirt will bring the style you're looking for. Pair with the matching cropped bustier to complete your look.
Shop Matching Top: Glam It Up Cropped Bustier
Fit & Features
- High rise elastic banded waist
- Back zipper | Hook and eye closure
- Side cut outs at hem | Chain fringe detailing
- Short, curve hugging fit
- Woven knit fabric | Moderate stretch
Style Number/Barcode: 06401-0167
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Asymmetric One Shoulder Bodysuit
Looking for a trendy piece to spice up your wardrobe? This one shoulder bodysuit is just for you girl.
Fit & Features
- One shoulder neckline with a wrap around detail
- Single long fitted sleeve
- Thong bottom | Dual snap button closures
- Knit fabric | Plenty of stretch
- Form hugging fit
Style Number/Barcode: 06001-2274
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Stunner Midi Skirt
All eyes will be on you sultry stunner in this sexy midi skirt! Pair with the matching cropped bustier to really amp up your look.
Shop Matching Top: Sultry Stunner Cropped Bustier
Fit & Features
- High rise waist
- Complete hook and eye front closures
- Back zipper | Hook and eye closure
- Mid-length, curve hugging fit
- Ruched mesh fabric | Knit lining
- Moderate stretch
Style Number/Barcode: 06501-0198
Category Name: Night Out
Price: $12.97 $32.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Stunner Cropped Bustier
All eyes will be on you sultry stunner in this sexy cropped bustier! Pair with the matching midi skirt to really amp up your look.
Shop Matching Skirt: Sultry Stunner Midi Skirt
Fit & Features
- Adjustable spaghetti straps
- Padded bustier top with a sweetheart neckline
- Complete hook and eye front closures
- Back zipper | Hook and eye closure
- Ruched mesh fabric | Knit lining
Style Number/Barcode: 06001-2272
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mock Neck Chiffon Mini Dress
Girl, you'll be rocking this dress!
Fits & Features
- Elastic Mock Neckline
- Sheer Chiffon Bodice With Long Bell Sleeves
- Embroidery Detailing Throughout
- Smocked Midsection
- Fully Lined, Tiered, Ruffle Mini Length Hemline
- Relaxed Fit | Moderate Stretch
Style Number/Barcode: 05101-0607
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Formal Affair Velvet Jumpsuit
Keep it classically stunning with this luxe velvet jumpsuit!
Fit & Features
- Boat Neckline
- Long Sleeves
- Elastic Waist
- Tie Waist Belt | Belt Loops
- Velvet
- Straight Leg Fit
- Form Hugging Fit | Moderate Stretch
Style Number/Barcode: 06502-0256
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feline Fine Mock Neck Bodysuit
You'll be feelin' extra fine in this feline inspired leopard print bodysuit!
Fit & Features
- Mock neckline
- Long fitted sleeves
- Partially covered bottom | Dual snap button closures
- Leoaprd print
- Knit fabric | Plenty of stretch
- Form hugging fit
Style Number/Barcode: 06001-2273
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Romantic Ruffles Satin Mini Dress
Bring the romance with charming satin! This mini dress is a major head turner!
Fit & Features
- Asymmetrical Ruffle
- Long Sleeves | Ruffle Hem
- Wide Round Neckline
- Satin
- Mini Length Silhouette
- Form Hugging Fit | Minimal Stretch
- Hidden side zipper closure
Style Number/Barcode: 06003-0633
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Tie Waist Skinny Pants
Add a classic touch to your office attire with these chic tie waist skinny pants.
Fit & Features
- High rise waist | Front V cut out
- Tie front detail
- Back zipper closure
- Skinny pant legs
- Woven fabric
- Moderate stretch
Style Number/Barcode: 06402-0152
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Touch Of Color Jelly Mini Purse
Add a little color to your look when you finish off with a beautiful emerald mini jelly purse! A few words come to mind when we think of you sportin' this beaut. Bomb AF.
- Mini rectangular structure
- Double chain link straps
- Turn lock closure
- Inner divider
- Firm jelly design
- Quilted detailing
Style Number/Barcode: 07203-0229
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Scrunched Knee-High Stiletto Boots
Have yourself a little retro moment when you step into these scrunched knee high stiletto boots babe!
- Knee high fit
- Scrunched detailing
- Pointed toe
- Short stiletto heel
- Faux leather
- No zipper
Style Number/Barcode: 07402-0149
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Living In The Limelight Fringe Thigh High Boots
Step into the limelight when your step out in these totally fierce thigh high boots babe!
- Thigh high fit
- Back thigh opening
- Pointed toe
- Skinny stiletto heel
- Faux suede
- Inner zipper closure
- Fringe rhinestone trim detailing
Style Number/Barcode: 07402-0148
Category Name: Night Out
Price: $49.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Heather Heat Stones Mesh Mini Dress
Special Occasion
We are LIVIN' for this dress! You'll be shining as bright as the night sky in our gorge and fab Heather!
Fits & Features
- Elastic Shoulder Straps
- Plunging V Neckline & Back
- Mini Length Silhouette
- Fully Lined, Textured Mesh Fabric
- Heat Stone Embellishments Throughout
- Curve-Hugging Fit I Ample Stretch
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: 05001-0187
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Shoulder Cowl Neck Bodysuit
Sparkle it up with this night out ready glitter lurex bodysuit!
Fit & Features
- One shoulder neckline | Spaghetti strap that lead to a halter back
- Cowl neckline
- Knit thong bottom | Dual snap button closures
- Glitter lurex fabric | Moderate stretch
Style Number/Barcode: 06001-2271
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Sequins Midi Dress
This jaw-dropping midi dress is just what you need for your holiday outings!
Fits & Features
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Adjustable Spaghetti Straps
- Sweetheart Neckline With Padded Cups
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette
- Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins
- Curve Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0602
Category Name: Night Out
Price: $9.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Sultry Sequins Midi Dress
This jaw-dropping midi dress is just what you need for your holiday outings!
Fits & Features
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Adjustable Spaghetti Straps
- Sweetheart Neckline With Padded Cups
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette
- Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins
- Curve Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0603
Category Name: Night Out
Price: $24.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Radiant Rhinestone Door Knocker Earrings
Dazzle them with these radiant rhinestone door knocker earrings baby! They feature a gorgeous rhinestone embellished design that will add the perfect amount of sparkle to your look. Style these trendy earrings with your special night out dress, or even pair with a faux leather jacket.
Fit & Features
- Large circular post
- Door knocker design
- Rhinestone embellished
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0338
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh So Sassy Leopard Print Top
You love to keep your look oh so sassy! This cute leopard print top will give you just that.
Fit & Features
- Long fitted sleeves | Slight puffed shoulders
- Wrap front V neckline
- Tie front detail
- Mid-length hem
- Leopard print
- Soft knit fabric
- Moderate stretch
Style Number/Barcode: 06001-2269
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Over The Knee Boots
Level up your look with a pair of over the knee boots doll!
- Almond toe
- Over the knee fit
- Inner zipper closure
- 50% Faux suede
- 50% Nylon
- Low heel
Style Number/Barcode: 07402-0145
Category Name: Night Out
Price: $38.90
Availability: Out of Stock
Product Badge:- Ships Free
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One Shoulder Glitter Jumpsuit
Keep it glam and fab with a sparkling jumpsuit to showcase your diva side!
Fit & Features
- One Shoulder Neckline | Tank Strap
- Waist Cut Out
- Glitter
- Lined Velvet
- Straight Leg Fit
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 06502-0251
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plunge Into Style Mesh Top
Take the plunge into only the best style with this sultry chic mesh top!
Fit & Features
- Long sheer puffed sleeves with cuffs
- V neck and back | Back horizontal tie closure
- Ruched detailing
- Mesh fabric | Moderate stretch
Style Number/Barcode: 06001-2268
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trend Alert Thigh High Platform Boots
We know you bb, you're a trendsetter, not a follower, and these thigh high boots are right up ur alley!
- Thigh high fit
- Slip on
- Round toe
- Platform lug sole
- Faux suede
Style Number/Barcode: 07402-0139
Category Name: Night Out
Price: $34.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace Knit Up Off Shoulder Bodysuit
Get all laced up in this of the moment knit bodysuit.
Fit & Features
- Off the shoulder square neckline
- Ruched bust detailing
- Center lattice front
- Long sleeves with puffed, elastic banded hems
- Thong bottom | Dual snap button closures
- Stretchy knit fabric
- Form hugging fit
Style Number/Barcode: 06005-0550
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance