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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Adoring Taste Strapless Lace-Up Tapestry Crop Top
An attention-worthy strapless crop top everyone will compliment! This top features a strapless neckline, a lace-up front, and an angled cropped hem on floral tapestry woven fabric. Complete the look in a mini skirt for any plans!
Fit & Features
- Floral tapestry woven fabric with knit lining
- Strapless neckline
- Lace-up front
- Multiple back hook and eye closures
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2566
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sheerly Sultry V-Neck Lace Crop Top
Everyone will notice how sultry you look in this lace crop top perfect for adding romance into your style! Adorned with delicate spaghetti straps, a playful V-neckline with a ribbon tie, and a sheer fitted crop hem. Complete the look in high-rise jeans for a casual date night.
Fit & Features
- Sheer lace fabric, lined bust
- Spaghetti straps
- V-neckline with ribbon tie
- Fitted crop silhouette
- Runs true to size
Style Number/Barcode: 06001-5393
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Moment Marble Rhinestone Halter Mini Dress
Have a glam moment in this mesh mini dress designed with mini rhinestone embellishments and a bodycon silhouette that flaunts your curves. Complete the look with strappy heels.
Fit & Features
- Marble-printed mesh fabric with knit lining, plenty of stretch
- Mini iridescent rhinestone embellishments
- Plunging halter V-neckline
- Tie-back halter straps, partially open back, zipper with hook-eye closure
- All-over ruching
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5725
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Serving Looks Ruched Knit Bodycon Mini Dress
You'll be serving looks your next night out in this sexy bodycon mini dress! Designed with a stretchy knit fabric, it features a sleeveless V-neckline with a surplice design, thin tank halter straps with a tie-back design, a partially open back, all-over ruching to accentuate your curves, and a bodycon silhouette to flaunt your figure. Style with lace-up heels.
Fit & Features
- Stretchy knit fabric
- Surplice V-neckline
- Tank halter straps, tie-back design
- Open back
- Ruching
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5726
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tricks Of The Trade Convertible Bodycon Midi Dress
Versatility at its finest, this sleeveless midi dress knows a trick or two! Crafted from a smooth knit fabric that fits like a glove, this dress offers a convertible neckline with a braided strap allowing for multiple styling options, side ruched seams, and a perfect bodycon fit. Complete the look with dangly earrings and heels for date night or a semi-formal event!
Fit & Features
- Smooth knit fabric, stretchy knit lining
- Convertible neckline with braided strap
- Multiple styling options, off-the-shoulder, halter, one-shoulder
- Bodycon silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05101-3564
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layer On The Luxe Faux Fur Cropped Jacket
Layer on the luxe vibes with this faux fur cropped jacket featuring a wide collared neckline, long sleeves, an open front, and a relaxed fit. Style with a crop top, faux leather pants, and booties for a night out!
Fit & Features
- Faux fur fabric with woven lining, no stretch
- Wide collared neckline
- Long sleeves
- Open front
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0481
Category Name: Night Out
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charmed Look Bow Detail Pleated Knit Skort
Leave them charmed with your adorable style in this bow detail pleated knit skort! It features a high-rise waist for a flattering fit, a chic double bow front design, pleated detailing, and a flirty skater silhouette overlaying a shorts lining.
Fit & Features
- Structured knit fabric with moderate stretch
- High waist
- Double bow design
- Pleating
- Skater silhouette, shorts lining
- Skort in size small has an 8" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06503-1192
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic And Flirty Strapless Lace-Up Abstract Corset Top
This chic and flirty abstract corset top is perfect for going out! With the flattering strapless neckline from the satin ribbon lace-up back, this top boats plenty of stylish detail and offers a snatched appearance thanks to the fitted crop silhouette and flexible boning. Complete the look in a flirty mini skort.
Fit & Features
- Abstract tapestry pattern, woven fabric, sewn-in knit lining
- Strapless neckline
- Satin ribbon lace-up back
- Flexible boning
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2563
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Call Of The Wild Jungle Tapestry Lace-Up Corset Top
Answer the call of the wild in this stunning corset top! Featuring a strapless neckline and flexible boning, this top accentuates your curves and provides a comfortable fit. The satin lace-up back makes heads turn, while the jungle tapestry woven pattern adds an exotic vibe. Complete the look in cute denim jeans and heels.
Fit & Features
- Jungle tapestry woven pattern, sewn-in knit lining, no stretch
- Strapless neckline
- Flexible boning
- Satin lace-up back
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2565
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classy Yet Sassy Lace Trim Pleat Ponte Skater Romper
Look classy and sassy in this ponte skater romper out on a day date! Featuring adjustable spaghetti straps for the perfect fit, a delicate sweetheart neckline with lace trim and a cute ribbon bow, and a flirty skater silhouette with a pleated short-length hem. Complete the look with a dainty layered necklace.
Fit & Features
- Ponte knit fabric, minimal stretch
- Adjustable spaghetti straps
- Sweetheart neckline, lace trim, ribbon bow
- Skater silhouette
- Pleated short-length hem
- Runs true to size
Style Number/Barcode: 06503-1191
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Darling Pick Strapless Floral Eyelet Bustier
A darling floral bustier to pick for brunch this weekend! This stunning top features a strapless sweetheart neckline and underwire bust for a flattering fit. Flexible boning and multiple back hook and eye fasteners provide support and ensure comfortable wear while the cropped hem flatters your figure. Complete the look in a chic midi skirt and sandals.
Fit & Features
- Floral print, eyelet lined woven fabric, no stretch
- Strapless sweetheart neckline
- Underwire bust
- Flexible boning, multiple back hook-eye fasteners
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2562
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Style Ruched Knit Halter Skater Dress
Show off your sassy style at weekend outings in this adorable halter skater dress. Made with stretchy smooth knit fabric, it features a sleeveless V-neckline, trendy tie-back halter straps leading to a partially open back, ruched seams at the waist to accentuate your curves, a short double-layered skater skirt for a flirty vibe, and a fit-and-flare silhouette. Complete the look with a charm necklace and strappy mules!
Fit & Features
- Stretchy smooth knit, top knit lining
- V-neckline, tie-back halter straps
- Partially open back
- Ruched seams at the waist
- Double-layered skater skirt
- Fit-and-flare silhouette
- Runs true to size
Style Number/Barcode: 05102-5832
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Boho Allure Ruffled Lace Midi Skirt
Bring the bohemian western allure to your summer 'fits with this breezy ruffled lace midi skirt! Designed with sheer floral lace fabric, it includes a built-in knit shorts lining for coverage. The skirt features a high-rise elasticized waist for added stretch, an asymmetric midi-length hem creating a high-cut side slit accented with a ruffled trim, and a form-hugging silhouette. Style with a crop top and sandals.
Fit & Features
- Sheer floral lace fabric with knit shorts lining
- Moderate stretch
- High waist
- Asymmetric midi-length hem
- Ruffled trim
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-1190
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Affection Lace-Up Bow Bodycon Mini Dress
Get ready for the compliments in this sleeveless mini dress on your next night out or date! Made from smooth knit fabric, this mini dress features an adorable square neckline trimmed with lace and a bow, spaghetti straps that form the lace-up back, and a bodycon silhouette. Complete the look with hoop earrings.
Fit & Features
- Smooth knit fabric
- Square neckline, lace and bow trim
- Spaghetti straps
- Lace-up back
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5721
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cancun Cutie Lace-Up Tropical Floral Corset Top
Bring the sweet island vibes in this tropical floral corset top with you everywhere! Boasting a strapless neckline, a satin ribbon lace-up back that turns heads, flexible boning for a snatched appearance, and a fitted crop silhouette. Complete the look in high-rise shorts.
Fit & Features
- Tropical floral tapestry pattern
- Woven fabric, sewn-in knit lining, no stretch
- Strapless neckline
- Satin ribbon lace-up back
- Flexible boning
- Fitted crop silhouette
- Runs true to size
Style Number/Barcode: 06003-2564
Category Name: Night Out
Price: $7.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Signature Chic Ruffled Long Sleeve Mesh Bolero
Layer on signature chic style with this sheer mesh bolero over your day or night outfit! It features fitted long sleeves with ruffled cuffs for added drama, an open front design to show off your style, and an ultra-cropped hem. Complete the look in a denim mini skirt.
Fit & Features
- Stretchy sheer mesh fabric
- Fitted long sleeves with ruffled cuffs
- Open front design
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06202-0482
Category Name: Night Out
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Love At First Sight Lace-Up Flower Stiletto Heels
It'll be love at first sight of these statement faux leather heels! Perfect for any event or party, these heels feature a sleek square toe with satin flowers along the toe strap, a stiletto heel, a cushioned insole, and lace-up ankle straps so you can style them multiple ways. Complete the look with a cute handbag.
Fit & Features
- 4.5" Stiletto Heel
- Square toe
- Satin flower insets along the toe strap
- Cushioned insole
- Lace-up ankle straps
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4995
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Aspiration Rhinestone Strap Satin Handbag
This satin handbag is sure to catch everyone's eye! It features a glamorous rhinestone embellished handle, and a front flap with snap-button closure that opens to reveal a spacious interior with a pocket for your things. Complete the look with a hair accessory for any evening out!
Fit & Features
- Rhinestone embellished handle
- Front flap, snap-button closure
- Spacious interior with pocket
- Satin material
Style Number/Barcode: 07204-0797
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Style Tie-Back Bodycon Slit Zebra Midi Dress
This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.
Fit & Features
- Stretchy knit material, zebra print, sewn-in knit lining
- Scoop neckline
- Spaghetti straps
- Tie-back design
- Side slit
- Bodycon midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5830
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Addition Dainty Stone Threader Earrings
These dainty stone threader earrings will be a chic addition to your jewelry lineup! They feature a long delicate chain threader design accented with small teardrop clear stones at the front and sleek bar detailing at the back. Style with a layered necklace for a trendy luxe vibe.
Fit & Features
- Long dainty chain threader design
- Front teardrop clear stone accents
- Back bar accents
- Rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2039
Category Name: Night Out
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Long dainty chain threader design
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Dreamy Sparkle Celestial Charm Lariat Necklace
This celestial charm lariat necklace will showcase the dreamiest sparkle! It features a dainty chain, an O-ring and toggle closure, a long cascading lariat design, shimmering rhinestones, and sleek moon and star charms for a trendy pop. Pair with stud earrings.
Fit & Features
- Dainty chain
- O-ring and toggle closure
- Rhinestones
- Moon and star charms
- Long lariat design
Style Number/Barcode: 07002-1846
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Dainty chain
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Twinkle Brightly Rhinestone Linear Earrings
You'll twinkle brightly in these dainty linear earrings featuring a chain link with rhinestone embellishments and a post-back closure. Complete the look with a necklace for any occasion.
Fit & Features
- Linear design
- Rhinestone embellishments
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2037
Category Name: Night Out
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charming Sweetness V-Neck Lace Trim Floral Crop Top
Unlock a charming sweetness in this floral crop top to dress up your everyday look! With delicate spaghetti straps and a lace trim V-neckline, it exudes a romantic appeal with a tiered ruffled silhouette and cropped hem. Complete the look in shorts and strappy sandals.
Fit & Features
- Floral print, mesh fabric, bust knit lining
- Spagehtti straps
- Lace trim V-neckline
- Tiered ruffled silhouette
- Runs true to size
Style Number/Barcode: 06001-5389
Category Name: Night Out
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Open Fishnet Tights
These sultry open fishnet tights will add an alluring-chic look to your Halloween costume! They feature a high-rise waist and a form-hugging fit with a large open fishnet design. Style with the wicked clown faux leather bodysuit or the fierce feline latex bodysuit!
Fit & Features
- Open fishnet design
- High-rise waist
- Form-hugging fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0347
Category Name: Night Out
Price: $2.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free