2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • Parisian Chic Faux Leather Beret

    Look like a Parisian chic babe with this faux leather beret. Pair with a fashionable coat.

    Fit & Features

    • Classic beret design
    • Faux leather material

    Style Number/Barcode: 07302-1733

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Romance Velvet Bow Stiletto Mules

    Create major romance vibes in these velvet bow stiletto mules for an adorable look everywhere you go. Pair with a flirty skater dress.

    Fit & Features

    • 3" Stiletto heel
    • Faux leather outsole
    • Open almond toe
    • Large bow accent strap over the toe, velvet material
    • Open back, on-and-off styling
    • Faux leather padded insole 
    • Runs true to size

    Style Number/Barcode: 07401-5182

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Vibes High Waist Denim Mini Skirt

    Bring the casual vibes in this high-waist denim mini skirt featured in a classic silhouette perfect for pairing with a cardigan and sneakers.

    Fit & Features

    • Cotton denim fabric, no stretch
    • High-rise waist with belt loops
    • Single button and hidden zipper closure
    • Dual front and back pockets
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0225

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Cool Mid-Rise Camo Cargo Shorts

    These effortlessly cool camo cargo shorts feature a mid-rise waist paired with a mid-thigh length relaxed fit. The cargo-style side pockets add some trendy edge to the casual silhouette.

    Fit & Features

    • Camo-printed cotton woven fabric, no stretch
    • Mid-rise waist with belt loops
    • Hidden front zipper with button closure
    • Two front pockets, two cargo side pockets, two faux back pockets
    • Mid-thigh length, relaxed fit
    • Shorts in size small have a 10" front rise with an 8" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0289

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Vibes Satin Cargo Jorts

    Perfect your look with trendsetter vibes satin cargo jorts. High-rise, relaxed fit, and plenty of pockets for all your essentials. Effortlessly chic and ready for anything!

    Fit & Features

    • Satin woven fabric
    • High-rise waist, back elastic waistband
    • Belt loops
    • Dual front pockets, large side flap pockets
    • Long length, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06403-1074

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Moment Leopard Print Kitten Heeled Mules

    Fit & Features

    • Stiletto kitten heel
    • Mesh closed pointed-toe
    • Leopard print
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-5180

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sorry I'm Late, I Stopped For Coffee Baseball Cap

    The perfect baseball cap for all coffee lovers! This adorable hat features an embroidered script reading, "sorry I'm late, I stopped for coffee," and includes a back adjustable strap with a metal buckle.

    Fit & Features

    • Classic baseball cap design
    • Round top
    • Curved brim
    • Embroidered script reading, "sorry I'm late, I stopped for coffee"
    • Back adjustable strap with metal buckle

    Style Number/Barcode: 07302-1729

    Category Name: 2026 Fall Outfit Trends

    Price: $16.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS

  • Chic Elegance Faux Leather Stiletto Bow Mules

    Make every outfit elegant with these stiletto bow mules to be the talk at every party. Style the shoes with a midi-length dress.

    Fit & Features

    • Stiletto heel
    • Faux leather material
    • Open almond toe
    • Wide strap over toe, mini bow accent 
    • Runs true to size

    Style Number/Barcode: 07401-5181

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wildly Sophisticated Faux Croc-Embossed Stiletto Mules

    Look and feel wildly sophisticated in these croc-embossed stiletto mules and own every strut! Style these shoes with a crossbody purse.

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Wide strap over the toe
    • Faux leather material
    • Faux croc-embossed pattern
    • Runs true to size

    Style Number/Barcode: 07401-5177

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Strap Stiletto Mules

    Amp up your look with these trendy faux leather stiletto mules featuring an open square-shaped toe, a twist strap design with sleek grommet accents, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Open square toe
    • Twist strap design, grommet detailing
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5175

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Spots Faux Fur Leopard Print Slippers

    Cozy up in these faux fur leopard slippers for a relaxing lounge sesh! Pair with a hoodie.

    Fit & Features

    • Flat sole
    • Faux fur material
    • Closed almond toe
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07408-0115

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Vibes High Waist Gingham Capri Pants

    Cool girl vibes are to be had every time you're in these high-waist gingham capri pants! Pair with kitten heels and an edgy moto jacket.

    Fit & Features

    • High rise waist
    • Gingham print
    • Capri length hem
    • Runs true to size

    Style Number/Barcode: 06502-2555

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Strut Leopard Print Bow Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Adjustable ankle strap
    • Closed pointed-toe
    • Leopard print
    • Large bow accent
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-5173

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Chic Bow Faux Leather Block Heels

    Fit & Features

    • Block heel
    • Single strap accent
    • Closed pointed-toe
    • Velvet bow accent
    • Faux patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-5172

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vintage Charm Gemstone Concho Chain Belt

    Adorn your look with the vintage charm of this gemstone concho chain belt with trendy textured accents and a statement design. Pair with a western-style top and skirt.

    Fit & Features

    • Metal chain link
    • Oval concho-design
    • Textured etched accents
    • Gemstones
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-1244

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Instinct Leopard Print Flats

    Give your look a trendy touch in these leopard print flats perfect for styling with dresses and your favorite bottoms.

    Fit & Features

    • Flat insole
    • Faux microsuede material 
    • Closed almond toe
    • Single strap with adjustable buckle
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07405-0204

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted Allure Leopard Print Bow Flats

    Everyone will spot you in these alluring leopard print bow flats featuring a trendy open slingback design. Pair with trouser pants.

    Fit & Features

    • Low-block heel
    • Faux suede material
    • Closed pointed-toe
    • Bow accent
    • Slingback strap
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07405-0206

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Impression Snake Print Stiletto Mules

    Make a sassy impression with sleek faux leather mules that feature a trendy snake print, a pointy toe, and a stiletto heel. Complete your look with an LBD and hoops for your next GNO! 

    Fit & Features

    • Stiletto heel
    • Open pointy toe
    • Faux leather material 
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07401-5171

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Faux Patent Leather Pointy Flats

    A stunning pair of patent leather flats featuring a sleek pointy toe and open sling back that gives your look a modern flare. Style with a crossbody purse.

    Fit & Features

    • Faux patent leather material 
    • Flat sole
    • Pointy toe
    • Open sling-back 
    • Black: Faux patent leather
    • Wine: Faux croc-embossed print
    • Runs true to size

    Style Number/Barcode: 07405-0208

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Studded Faux Leather Sling-Back Pumps

    Chic and trendy will be your fall vibe in these faux leather pumps featuring a closed pointed toe with sleek studded accents, an adjustable strap across the foot, a sling-back strap, and a block heel. Pair with hoop earrings.

    Fit & Features

    • Block heel
    • Faux leather material
    • Closed pointed toe
    • Studded accents
    • Adjustable strap across foot, buckle detail
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5174

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snuggle Chic Cable Knit Tie-Back Sweater

    Fit & Features

    • Soft cable-knit fabrication
    • Crew neckline
    • Long sleeves
    • Lower back cutout with tie-back ties
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2139

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Charm Faux Leather Bow Flats

    Step out in these charming faux leather bow flats with an open slingback design and low-block heel for an elevated allure. Style these shoes with a purse.

    Fit & Features

    • Low-block heel
    • Faux leather and faux suede material
    • Closed pointed-toe
    • Slingback strap with adjustable buckle
    • Large bow accent
    • Runs true to size

    Style Number/Barcode: 07405-0205

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roaring Luxe Leopard Print Stiletto Mules

    Roar with style in these luxe leopard and palm leaf print stiletto mules perfect for styling with a chic matching set for a weekend escape!

    Fit & Features

    • 3" Stiletto heel
    • Open pointed-toe
    • Wide strap over the toe
    • Leopard and palm leaf print
    • Faux patent leather
    • Runs true to size

    Style Number/Barcode: 07401-5170

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Flair Faux Leather Buckle Strap Flats

    Add an edgy flair to your fall 'fits with these faux leather flats featuring a closed pointed toe, dual buckle straps, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual buckle straps
    • Open back, on-and-off styling
    • Flat sole
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale