Evening Wear Boleros

Get ready to own the night with evening wear boleros that are about to become your ultimate style sidekick. Whether you're slipping into a sultry gown or rocking a chic cocktail dress, these boleros are the perfect finishing touch to elevate your look from fab to fierce. With just the right mix of elegance and edge, you'll be turning heads and breaking hearts without even trying. So, grab your heels and your favorite clutch—it's time to step out and shine like the star you are!

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Abundant Luxury Faux Pearl Bead Bolero in White

$34.90

An elegant white mesh bolero adorned with faux pearls and beads, featuring flared slit cuffs.

Sheer Mesh Flared Sleeve Bolero in Black

$16.90

A black sheer mesh bolero with flared sleeves, perfect for prom or going out.

Sheer Mesh Blouson Sleeve Bolero in Black

$19.90

A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.

Layered Poise Long Sleeve Crepe Bolero in Ivory

$24.90

A chic ivory crepe bolero with fitted long sleeves and an open front design.

Exclusive Chic Removable Faux Fur Long Sleeve Bolero in Black

$39.90

An ultra-cropped black bolero with plush faux fur cuffs and collar on rib knit fabric.

Windsor Party Glow Glitter Mesh Bolero in Black

$19.90

A shimmering black glitter mesh bolero with long fitted sleeves and an open-front design.

Windsor Ms. Diva Faux Fur Shawl in Black

$26.90

A chic black faux fur shawl with a smooth lining and triple-row hook closure for formal events.

Endless Glam Faux Fur Shawl in Ivory

$26.90

An elegant ivory faux fur shawl with a smooth nylon lining and a chic hook-and-eye closure.

Luxe Layer Beaded Sheer Mesh Bolero in Beige

$34.90

A sheer beige mesh bolero adorned with all-over beaded embroidery, flared sleeve hems, and slit accents.

Windsor All Class Faux Fur Shawl in Black

$26.90

A chic black faux fur shawl with satin-like lining and ribbon tie for elegant occasions.

Into Fall Fur Shawl in Ivory

$26.90

An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.

Windsor Chic And Sheer Mesh Ruched Sleeve Bolero in Black

$16.90

A chic black sheer mesh bolero featuring long ruched sleeves and an ultra-cropped hem.

Windsor Whimsical Mood Bow Long Sleeve Mesh Bolero in Black

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Windsor Whimsical Mood Bow Long Sleeve Mesh Bolero in Black

$9.97 $19.90 50% off

A sheer black mesh bolero with bow-adorned long sleeves and an ultra-cropped hem.

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Sheer Mesh Flared Sleeve Bolero in Black

$16.90

(28)

Windsor Sheer Mesh Flared Sleeve Bolero in Black | Size: L | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Exclusive Chic Removable Faux Fur Long Sleeve Bolero in Black

$39.90

(21)

This bolero is the perfect piece for a chic, exclusive look! Designed on smooth ribbed knit fabric, it's a style you'll obsess over, featuring a removable plush faux fur neckline, fitted long sleeves with removable faux fur cuffs, an open front design, and an ultra-cropped hem. Fit & FeaturesSmooth rib knit fabric, moderate stretch, Plush faux fur neckline, faux fur is removable, Fitted long sleeves, removable plush faux fur cuffs, Open front design, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exclusive Chic Removable Faux Fur Long Sleeve Bolero in Black | Size: XL | Knit Fabric

Sheer Mesh Blouson Sleeve Bolero in Black

$19.90

(16)

This chic sheer mesh bolero is a stylish layer to wear over your everyday looks or formal outfits! It features an open front, a majorly cropped hem, and long blouson sleeves with tapered hems. Pair this trendy layer with stud earrings. Fit & FeaturesOpen front, Cropped hem, Long blouson sleeves, tapered hems, Sheer mesh fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheer Mesh Blouson Sleeve Bolero in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric

Windsor Abundant Luxury Faux Pearl Bead Bolero in White

$34.90

(9)

Perfect for any special occasion, this mesh bolero is the epitome of luxury! This sheer mesh bolero is designed with fitted long sleeves with flared slit cuffs, an open front design, and an ultra-cropped hem for a delicate yet modern touch. Adorned with faux pearl and beaded embellishments, this bolero shrug exudes sophistication and elegance. Complete the look in dressy block heels. Fit & FeaturesFaux pearl and beaded embellishments, Sheer mesh fabric, Open front design, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Abundant Luxury Faux Pearl Bead Bolero in White | Size: S | Mesh Fabric/Sheer Mesh Fabric

Party Glow Glitter Mesh Bolero in Black

$19.90

(5)

Glow at the party in this shimmering glitter mesh bolero to layer over your formal dress! It features long fitted sleeves, an open-front design, and cropped hem. Fit & FeaturesLong fitted sleeves, Open-front design, Cropped hem, Glitter mesh sheer fabric , Moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Glow Glitter Mesh Bolero in Black | Size: M | Mesh Fabric

Chic And Sheer Mesh Ruched Sleeve Bolero in White

$16.90

(4)

Layer on chic style with this airy sheer mesh bolero with long fitted sleeves with a trendy ruched design. Fit & FeaturesSheer mesh fabric, high stretch, Long fitted sleeves, ruched design, Ultra cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Sheer Mesh Ruched Sleeve Bolero in White | Size: XL | Mesh Fabric/Sheer Mesh Fabric

Layered Poise Long Sleeve Crepe Bolero in Ivory

$24.90

(4)

Poised and polished, this crepe long sleeve bolero elevates casual to dressy outfits effortlessly! Fit & FeaturesCrepe fabric, Fitted long sleeves, Collared neckline, Open front design, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Layered Poise Long Sleeve Crepe Bolero in Ivory | Size: M

Windsor Vintage Chic Faux Leather Oversized Bomber Jacket in Charcoal

$74.90

(4)

Layer on this sleek faux leather bomber jacket with washed seam detailing for a vintage chic vibe. It features a collared neckline, long sleeves, zip-front, front pockets with snap button closures, and the perfect structured oversized fit to pair over a basic tee and mini skirt. Fit & FeaturesFaux leather fabric with washed seams, smooth nylon lining, no stretch, Ribbed knit hems, Collared neckline, Long sleeves, Complete zip-front, Dual front lined pockets, snap button closures, Oversized fit, Free Shipping on All Orders Over $75. | Windsor Vintage Chic Faux Leather Oversized Bomber Jacket in Charcoal | Size: M/L | Nylon/Leather/Knit Fabric

Windsor Autumn Luxe Faux Suede Trench Jacket in Brown

$59.90

(4)

Your fall staple, sorted. This faux suede trench jacket nails cozy-chic with its belted waist and tailored finish—perfect for crisp days, strolling downtown, and everything in between! Fit & FeaturesSmooth faux suede fabric, Long sleeves with button cuffs, Collared neckline, front pockets, Button-down front closures, Belted tie-waist, Tailored short-length silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Autumn Luxe Faux Suede Trench Jacket in Brown | Size: XS

Windsor Couch Club Chenille Bolero in Brown

$29.90

(2)

For the girls who lounge like it’s an art form. This chenille bolero serves soft luxury with its fuzzy texture and chill-but-chic vibe. Style with the matching catsuit to officially master cozy glam. Shop Matching Catsuit: Couch Club Chenille CatsuitFit & FeaturesSoft ribbed chenille fabric, moderate stretch, Long sleeves, Ultra-cropped hem, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Couch Club Chenille Bolero in Brown | Size: S

Evening Wear Boleros

When the night calls for a little extra drama, nothing says “I’ve arrived” quite like slipping into a chic evening wear bolero. Think of it as the finishing move to your statement look—one part practical, all parts fabulous. Whether you’re heading to a rooftop party, a bestie’s wedding, or that swanky dinner you’ve been manifesting, a bolero is your secret weapon for instant polish. It’s the kind of piece that lets you play with textures, add a pop of sparkle, or soften a daring neckline in the most effortless way. Picture this: you’re twirling under city lights, your dress catching every glimmer, and your windsor bolero draping just so, making you feel like the main character (because, duh, you are). For anyone who’s ever shivered through a photo op or wished for a little confidence boost before making an entrance, trust—this is your answer. And if you’re searching for a gift that actually gets worn (and doesn’t end up in the “maybe someday” pile), an evening dress bolero is pure gold. It’s one-size-fits-most magic for your glam squad, your mom, your sister, or that friend who always borrows your best stuff.

Choosing the right bolero is like picking your vibe for the night. Want to go full glam? Reach for luxe fabrics like satin, velvet, or sequins that catch every flash and filter. Craving a softer, romantic edge? Sheer mesh, delicate lace, or shimmery tulle can give you that “floaty goddess” moment without hiding your killer dress. And for those moments when you need just a hint of coverage—hello, spaghetti straps and open-back gowns—a cropped bolero is your BFF, offering just enough warmth for breezy evenings without cramping your style. The beauty is in the versatility: layer it over a curve-hugging midi for a sultry vibe, or pair it with a flowy maxi for full-on fairy tale energy. Even better, a bolero is a dream for mixing things up when you want to re-wear your favorite dress but make it look brand new. If you’re the type who loves to be prepared (or just loves a good photo op), stash one in your bag and be ready to transform your look at a moment’s notice. And let’s be real—if you’re planning to dance until your heels come off, a bolero is the move that keeps you cozy without slowing you down.

The Windsor girl knows that every detail counts, and a bolero is the ultimate little luxury that turns an outfit into an entrance. It’s the kind of piece you’ll reach for again and again, whether you’re dressing up for an epic night out or just want to elevate your go-to LBD. And if you’re all about options (aren’t we all?), don’t forget to check out the full lineup of Evening Jackets for even more ways to layer up and stand out. With a windsor bolero in your lineup, you’re ready for whatever the night throws your way—late-night plans, impromptu selfies, or that unexpected after-party invite. No matter how you style it, you’ll be serving looks, turning heads, and making memories that last way past midnight.

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