Trending shoes are stepping into fall with plans. Keep casual days grounded in sleek tall boots and booties in black or brown. When the outfit calls for something prettier, ballerina flats and pointed-toe kitten heels bring instant polish. GNO or date night? Switch into strappy heels, lace-up heels, thong silhouettes, or ankle straps in nude, metallics, red, or pink. From everyday fall-ready moments to guest of wedding looks and sorority formals, consider the shoe situation handled.

Trendy Shoes to Elevate Every Look

Hot Picks for Your Closet

Step into your moment with trendy shoes that make every outfit feel complete. From daytime plans to dressed-up nights, Windsor’s collection of heels, sandals, boots, and more has every style you need to move with confidence and ease.

Dress Heels That Stand Out

This season, it’s all about the details. Lace-up heels with soft floral accents bring a flirty touch, while rhinestone-covered stilettos catch the light from every angle. For weddings and special events, metallic heels and platforms with sleek hardware add instant polish. Bridesmaid heels and wedding shoes shine in satin, mesh, and subtle shimmer—designed with comfort in mind so you can wear them from ceremony to celebration.

Everyday Shoes, Elevated

For casual days, keep it easy with mules, flats, or low-block heels that pair effortlessly with everything from joggers to jean shorts. Want a bold edge? Boots and booties add contrast to lighter looks, while sandals in neutral or bright tones keep your style fresh and ready for warm days.

The Details That Make a Difference

From almond and square toes to open-toe and pointed styles, there’s a shape for every mood. Adjustable straps, metallic finishes, and textures like smooth faux leather and rhinestone accents make it easy to style from the ground up. With multiple heel heights available, you can find the perfect balance of style and comfort for wherever the day takes you.

Refresh your rotation with Windsor’s must-have shoes designed to complete every outfit with ease.

What Shoes Can I Wear With Jeans?

Almost any shoe pairs well with jeans—it all depends on your look. Style straight-leg denim with block heels or mules for an easy, polished feel. For cropped jeans, try pointed-toe heels or strappy sandals to keep your outfit light and elevated.

For casual days, sandals or flats are perfect for running errands or meeting friends. Want to dress things up? Pair dark-wash jeans with statement heels, platforms, or sleek mules for a look that feels styled without the effort.

Buckle Up Babe Denim Stiletto Pumps
These denim stiletto pumps bring a pointed toe, stacked buckle straps, and an ankle wrap design that takes mini, maxis, and going-out denim straight into compliment territory.

Fit & Features
- Stiletto heel
- Closed pointed-toe, dual buckled straps
- Closed ankle with dual buckled straps
- Cushioned insole
- Denim material
- Runs true to size
Style Number/Barcode: 07401-000731

Category Name: Women’s Shoes

Price: $39.90

Availability: In Stock

Available Color: DENIM

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Strap Theory Stiletto Pumps
These stiletto pumps bring metallic shine, layered buckle straps, and an ankle-wrap design that instantly elevates any look.

Fit & Features
- Stiletto heel
- Closed pointed-toe with buckled strap accents
- Closed ankle with buckled straps
- Cushioned insole
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-000732

Category Name: Women’s Shoes

Price: $39.90

Availability: In Stock

Available Color: SILVER

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
All Strapped In Knee-High Heels
All straps, no subtlety. These knee-high boots bring the drama with bold buckled strap detailing and a sleek stiletto heel that instantly elevates your look, whether it's day or night.

Fit & Features
- 4” Stiletto heel, 7.5” leg opening, 15” shaft
- Pointed-toe
- Side zipper closure
- Groment buckled strap detailing
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000150

Category Name: Women’s Shoes

Price: $38.90

Availability: Out of Stock
Product Badge:
- Ships Free
Crossed Plans Metallic Strappy Heels
Your dressy lineup just found its plus one. These metallic strappy heels feature a sleek square toe, delicate crossover straps, and a stiletto heel made for weddings, parties, and late dinner reservations.

Fit & Features
- Stiletto heels
- Square toe
- Strappy design
- Adjustable ankle strap with buckle closure
- Cushioned insole
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-000739

Category Name: Women’s Shoes

Price: $32.90

Availability: In Stock

Available Color: GOLD

Available Size: 6, 7, 7.5, 8, 9, 10
Product Badge:
- New Arrival
Steal The Night Rhinestone Boots
Cue the flash, you just walked in. These knee-high boots shine with all-over rhinestone embellishments, a sharp pointed toe, and a stiletto heel that feels straight out of your on-stage era.

Fit & Features
- 4” Stiletto heel, 7” leg opening, 15” shaft
- Pointed-toe
- Inner zipper closure
- Knee-high fit
- All-over rhinestone embellishments
- Runs true to size
Style Number/Barcode: 07402-000151

Category Name: Women’s Shoes

Price: $38.90

Availability: In Stock

Available Color: ROSE, GOLD

Available Size: 6.5, 8.5, 9, 10
Retro Replay Printed Kitten Mules
These printed mules are basically a conversation starter in shoe form. The swirled retro print and sleek kitten heel give every outfit a statement finish.

Fit & Features
- Kitten heel
- Square toe
- Wide curved strap
- Cushioned insole
- Printed design
- Runs true to size
Style Number/Barcode: 07401-000735

Category Name: Women’s Shoes

Price: $28.90

Availability: Out of Stock
Product Badge:
- Ships Free
Dress Code Strappy Block Heels
The heels you'll love for styling with every outfit. These strappy block heels keep things sleek and stylish for day or night dressing.

Fit & Features
- 3" Block heel
- Square toe
- Strappy design
- Adjustable ankle strap with buckle closure
- Cushioned insole
- White: Faux leather, Black: Faux suede, Gold: Metallic
- Runs true to size
Style Number/Barcode: 07401-000745

Category Name: Women’s Shoes

Price: $28.90

Availability: In Stock

Available Color: BLACK

Available Size: 5.5
Too Tempting Patent Strappy Heels
These heels know exactly what they’re doing. Designed with glossy asymmetrical straps and a sleek block heel, they instantly style effortlessly with every outfit.

Fit & Features
- 4" Block heel
- Square toe
- Strappy design
- Adjustable ankle strap with buckle closure
- Cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-000742

Category Name: Women’s Shoes

Price: $30.90

Availability: In Stock

Available Color: WINE, IVORY

Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Spritz O' Clock Kitten Striped Heels
The shoes that make every outfit look like it came with a boarding pass. With a woven raffia finish and an easy slip-on design, these mule heels are ready for dinners, brunch reservations, and every sunny plan in between.

Fit & Features
- Kitten stiletto heel
- Pointed toe
- Curved band
- Cushioned insole
- Striped pattern, rafia material
- Runs true to size
Style Number/Barcode: 07401-000746

Category Name: Women’s Shoes

Price: $26.90

Availability: In Stock

Available Color: MULTI

Available Size: 5.5, 6.5
Desk To Drinks Peep Toe Mules
Polished at your desk, ready for drinks by six. These faux leather mules pair a peep-toe, sleek square toe, and slim stiletto heel with everyday styling to going-out looks.

Fit & Features
- 2.5" Stiletto heel
- Square peep-toe
- Wide curved strap
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000759

Category Name: Women’s Shoes

Price: $32.90

Availability: In Stock

Available Color: PLUM

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:
- New Arrival
Catch A Vibe Faux Suede Fringe Boots
Caught the vibe before you even step in. These faux suede fringe boots bring that effortless movement and just-right attitude, made for nights out, festival 'fits, or whenever your outfit needs a little extra drama.

Fit & Features
- Stacked block heel
- Pointed toe
- Below-the-knee height
- Faux microsuede material
- Tiered fringe design
- Runs true to size
Style Number/Barcode: 07402-000154

Category Name: Women’s Shoes

Price: $50.90

Availability: In Stock

Available Color: COGNAC

Available Size: 6, 10
Reservations Pending Denim Mules
Your jeans are officially jealous. Denim-textured straps meet sleek contrast trim for a heeled sandal that makes even the simplest going-out look feel considered.

Fit & Features
- Denim-textured upper with contrast trim
- Open-toe silhouette
- Knotted strappy front design
- Slip-on heeled construction
- Block heel
- Runs true to size
Style Number/Barcode: 07401-000755

Category Name: Women’s Shoes

Price: $30.90

Availability: Out of Stock
Product Badge:
- Ships Free
Sleek Little Buckle Kitten Heels
Low heel, high standards. These kitten heels bring sleek faux leather, dainty buckle details, and an ankle strap fit that makes every outfit sharp and chic.

Fit & Features
- 2.5" Kitten heel
- Almond toe
- Buckled accent strap
- Adjustable ankle strap with buckle closure
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000756

Category Name: Women’s Shoes

Price: $29.90

Availability: In Stock

Available Color: BLACK, PLUM, IVORY

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Glimmer Glimmer Rhinestone Satin Mules
These satin mules pair sparkling rhinestone straps with a sleek stiletto heel for weddings, parties, and every dressed-up plan on your calendar.

Fit & Features
- 3.5" Stiletto heel
- Square toe
- Rhinestone-embellished strap design
- Cushioned insole
- Satin material
- Runs true to size
Style Number/Barcode: 07401-000761

Category Name: Women’s Shoes

Price: $34.90

Availability: In Stock

Available Color: PINK

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:
- New Arrival
Wild Card Snake Print Knee High Boots
Outfit boredom just got handled. These snake-print knee-high boots bring a sleek statement finish that levels up denim, minis, and every after-dark look on your calendar.

Fit & Features
- Faux leather material
- Snake print pattern
- Knee-high silhouette
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07402-000155

Category Name: Women’s Shoes

Price: $52.90

Availability: In Stock

Available Color: SNAKE

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Going Somewhere Suede Thong Kitten Heels
Cute plans start from the ground up. These faux suede kitten heel sandals pair a sleek square toe with a thong strap design for date nights, dressy dinners, and every outfit that needs a polished finish.

Fit & Features
- 3" Kitten stiletto heel
- Square toe
- Wide thong toe strap
- Cushioned insole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-000763

Category Name: Women’s Shoes

Price: $29.90

Availability: In Stock

Available Color: TAUPE

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:
- New Arrival
Walk The Line Thong Stiletto Boots
Not your average knee-highs. These sleek thong boots bring an unexpected edge with a fitted silhouette and stiletto heel that instantly elevates your fit.

Fit & Features
- Stiletto heel
- Open square toe
- Cutout thong strap design
- Fitted below-the-knee length shaft
- Side zipper closure
- Sleek material
- Runs true to size
Style Number/Barcode: 07401-000767

Category Name: Women’s Shoes

Price: $46.90

Availability: In Stock

Available Color: BLACK

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:
- Best Seller
Plans Confirmed Bow Block Heels
Consider the outfit officially handled. These strappy block heels pair a polished bow detail with a walkable silhouette made for dinners, celebrations, and every RSVP in between.

Fit & Features
- Faux leather material
- Square toe
- Slim straps with bow front detail
- Adjustable ankle strap
- Block heel
- Runs true to size
Style Number/Barcode: 07401-000768

Category Name: Women’s Shoes

Price: $32.90

Availability: In Stock

Available Color: WHITE

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:
- New Arrival
Escape The City Metallic Wedges
These metallic wedge sandals bring vacay energy with a glossy metallic finish and adjustable ankle strap—made for sunset dinners, beachside strolls, and weekend trips.

Fit & Features
- 4.5" wedge heel
- Almond toe
- Clear PVC toe strap
- Adjustable ankle strap with buckle closure
- Cushioned footbed
- Espadrille and metallic material
- Runs true to size
Style Number/Barcode: 07406-000052

Category Name: Women’s Shoes

Price: $36.90

Availability: In Stock

Available Color: GOLD

Available Size: 8, 8.5, 9, 10
Coastal Plans Espadrille Wedges
Your outfit just found its finishing touch. These espadrille wedges give you that effortless lift with an H-shaped band design and a sleek faux leather footbed that elevates your weekend or vacay lineup.

Fit & Features
- 4.5" wedge heel
- Square toe
- H-shaped band design
- Adjustable ankle strap with buckle closure
- Faux leather footbed
- Espadrille sole
- Runs true to size
Style Number/Barcode: 07406-000051

Category Name: Women’s Shoes

Price: $35.90

Availability: In Stock

Available Color: BLACK, GOLD

Available Size: 8.5, 9, 10, 5.5, 6, 7
Dressed To Fly Butterfly Wedges
A little sparkle changes everything. These butterfly wedge heels bring the drama with rhinestone straps, floating butterfly details, and a clear wedge that looks unreal on dance floors.

Fit & Features
- Lucite wedge heel
- Square toe
- Rhinestone-embellished butterfly accent straps
- Cushioned insole
- Metallic material
- Runs true to size
Style Number/Barcode: 07406-000053

Category Name: Women’s Shoes

Price: $29.90

Availability: In Stock

Available Color: SILVER

Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 10, 5
Tied With Attitude Stiletto Heels
Consider the outfit elevated. These faux leather stiletto heels bring an open toe, sculpted heel, and lace-up ankle cuffs that bring attitude to mini dresses, going-out matching sets, and party skirts.

Fit & Features
- Stiletto heel
- Open toe
- Lace-up back ankle cuff design
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000774

Category Name: Women’s Shoes

Price: $40.90

Availability: In Stock

Available Color: BLACK

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Weekend Upgrade Platform Wedges
The essential wedges of the season. With a lightweight platform wedge silhouette and cushioned thong straps, these sandals bring just the right amount of style for vacations, weekend brunches, and everything in between.

Fit & Features
- 3" Wedge heel
- Round toe
- Cushioned thong straps
- Platform sole
- Structured foam material
- Runs true to size
Style Number/Barcode: 07406-000055

Category Name: Women’s Shoes

Price: $24.90

Availability: Out of Stock
Product Badge:
- Ships Free
Hard Launch Grommet Stiletto Heels
These heels came to take over the outfit. Metallic grommets and a caged strap design give these stiletto heels a bold edge made for parties, dressy vacation looks, and date nights.

Fit & Features
- Stiletto heel
- Almond toe
- Caged strappy design with grommet embellishments
- Closed ankle with zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000772

Category Name: Women’s Shoes

Price: $48.90

Availability: In Stock

Available Color: BLACK

Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

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