2026 Fall Outfit Trends

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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.

  • Western Charm Horse Graphic Sweater

    The perfect mix of western charm and city-girl polish. This cozy knit sweater adds a chic twist with its soft texture and elevated silhouette—made for pairing with sleek minis or your fave denim.

    Fit & Features

    • Knit fabric, ribbed hems, moderate stretch
    • Drop shoulder design, long sleeves
    • Front cowboy and horse graphic
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-000185

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Soft Statement Knit Mock Neck Bodysuit

    For when you want that clean, put-together vibe with zero effort. This knit mock neck bodysuit hugs in all the right places and layers like a dream—your go-to for jeans, minis, and everything in between.

    Fit & Features

    • Textured knit fabric, moderate stretch
    • Mock neckline
    • Long fitted sleeves
    • Thong-cut bottom
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000146

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Aura Long Sleeve Midi Dress

    Minimal effort, maximum effect. This off-the-shoulder ribbed midi dress hugs in all the right places with a soft stretch knit that’s made for cozy-chic moments. Style it with gold hoops and strappy heels for that quiet luxury vibe.

    Fit & Features

    • Soft rib knit fabric, sewn-in knit lining, moderate stretch
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Center back slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000331

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Refined Chic Ribbed Midi Dress

    Simple, sleek, and seriously versatile. This ribbed midi dress nails that effortlessly polished vibe with a body-hugging fit and mock neckline. Style with gold hoops and slides for brunch—or heels and a blazer for a polished look for a business lunch.

    Fit & Features

    • Soft rib knit stretch fabric, knit lining
    • Sleeveless mock neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000337

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Polished Intent Patent Mules

    Serving sophistication with a side of attitude. These patent mules feature a sleek pointed toe and a sculpted heel that takes you from dinner to downtown without missing a step. 

    Fit & Features

    • 3" Stiletto heel
    • Closed pointed-toe
    • Luxe fit cushioned insole
    • Faux leather patent material
    • Runs true to size

    Style Number/Barcode: 07401-000414

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Attitude Strut Patent Stiletto Boots

    When the outfit needs attitude—these boots deliver. With a glossy patent finish, sleek pointed toe, and knee-high silhouette, they’re basically confidence in footwear form. Perfect for days downtown, date nights, and everyday styling.

    Fit & Features

    • 2" Stiletto heel, 7.5" leg opening, 13" shaft height
    • Pointed-toe
    • Side zipper closure
    • Under-the-knee length shaft
    • Glossy patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000060

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Scandalous Plaid Lace Mini Skort

    This pleated plaid skort flirts with schoolgirl nostalgia, featuring lace trim and a low-rise fit made for layering with thigh-highs or an oversized knit. It’s giving Y2K bad girl revival in the best way possible.

    Fit & Features

    • Plaid print, knit fabric
    • Low-rise waist
    • Pleated flare silhouette
    • Lace-trim mini hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000158

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Cowgirl Code Mini Bag

    Western flair meets city cool. This cow-print pony hair mini purse brings bold texture and statement style in one petite package. Finished with sleek silver hardware and a curved handle, it’s the perfect piece to add a little yee-haw energy to your everyday looks.

    Fit & Features

    • Top handle strap
    • Detachable chain strap
    • Top zipper closure
    • Mini-silhouette
    • Cow print, pony hair material

    Style Number/Barcode: 07201-000022

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Everyday Edge Faux Leather Cabby Hat

    Top off your look with a little edge—this faux leather cabby hat instantly takes any outfit from casual to cool. Perfect for those days you want a polished vibe without even trying.

    Fit & Features

    • Faux leather material
    • Round top
    • Short curved brim
    • Side button accents

    Style Number/Barcode: 07302-000125

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Roll Mid-Rise Straight Leg Denim Jeans

    Denim made for double takes. These straight-leg jeans serve all the attitude with their dramatic cuffed hem, structured fit, and laid-back ‘model off-duty’ energy. Style them with kitten heels or sneakers—either way, they’re the moment.

    Fit & Features

    • Dark wash denim fabric
    • High-rise waist
    • Straight-leg fit
    • Cuffed hem
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000040

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Giddy Up Knit Horse Cardigan

    A little western, a lot of cozy—this button-down cardigan features a playful horse knit pattern and collar detail that make it anything but basic.

    Fit & Features

    • Horse pattern, soft knit fabric
    • Oversized long sleeves with striped cuffs
    • Collared neckline
    • Button-down front closures
    • Relaxed fit hem
    • Runs true to size

    Style Number/Barcode: 06005-000167

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Revival Faux Leather Mary Janes

    A classic with a twist—these slingback Mary Janes bring vintage vibes into the now with a block heel and sleek faux leather finish. Perfect with trousers, minis, or tights for that polished-cool look.

    Fit & Features

    • 3.5" Block heel
    • Closed square toe
    • Slingback strap with adjustable buckle closure
    • Mary Jane silhouette
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000386

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feel Chunky Clog Mules

    Your cozy era just got taller. These faux fur trim platform clog mules serve up major ‘70s energy with a soft, plush finish and chunky heel that keeps every step comfy and cool.

    Fit & Features

    • Block heel
    • Almond toe, closed design
    • Faux fur trimmed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000593

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rustic Charm Faux Suede A-Line Mini Dress

    Channel all the cozy fall feels with a sleek twist. This faux suede mini dress features a button-front design and a daring open back, accented by a statement buckle strap. Perfect for layering under a trench or pairing with knee-high boots for an effortlessly chic allure.

    Fit & Features

    • Smooth faux suede fabric, sewn-in knit lining
    • Sleeveless crew neck
    • Adjustable buckle strap and cutout design
    • Front button accents
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000258

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Kangol Corduroy Bucket Hat

    Low-key iconic—this Kangol corduroy bucket hat gives your outfit that instant cool factor without even trying. The classic Kangol logo keeps it timeless, while the texture adds just the right amount of edge.

    Fit & Features

    • Corduroy material
    • Internal cotton seams
    • "Kangol" front embroidery and logo
    • Classic bucket shape
    • Runs true to size

    Style Number/Barcode: 07302-000205

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kangol Faux Fur Trim Trapper Hat

    Level up your cold-weather vibe with this Kangol trapper hat that’s all about cozy meets cool. The faux fur trim keeps it luxe, while the Kangol embroidery adds that signature touch.

    Fit & Features

    • Wool-blend material
    • Plush faux fur trim
    • Round top
    • Ear flaps, woven ties
    • Woven lined interior with padding
    • "Kangol" back embroidery and logo
    • Runs true to size

    Style Number/Barcode: 07302-000204

    Category Name: 2026 Fall Outfit Trends

    Price: $41.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kangol Multi Faux Fur Trapper Hat

    Cold weather but make it cute—this Kangol faux fur trapper hat is the cozy upgrade your winter 'fits deserve. The plush texture and ear flaps keep you warm while the Kangol tag finishes it with signature flair.

    Fit & Features

    • Plush multi-color faux fur material
    • Oversized crown
    • Ear flaps, woven ties
    • Woven lined interior with padding
    • Small Kangol logo tag
    • Runs true to size

    Style Number/Barcode: 07302-000206

    Category Name: 2026 Fall Outfit Trends

    Price: $41.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kangol Faux Fur Shearling Bucket Hat

    Street style just leveled up—this Kangol shearling bucket hat is equal parts cozy and iconic. With its plush faux fur and signature Kangol logo, it’s the ultimate finishing touch for chill days or statement 'fits.

    Fit & Features

    • Faux fur shearling material
    • Side trims
    • Fleece-lined flap
    • Knit lining
    • "Kangol" front embroidery and logo
    • Runs true to size

    Style Number/Barcode: 07302-000203

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Kangol Zebra Print Faux Fur Bucket Hat

    Go bold or go home—this Kangol bucket hat takes cozy to a whole new level. The zebra print faux fur and iconic Kangol logo make it an instant statement piece for every outfit.

    Fit & Features

    • Plush faux fur material with zebra print
    • Satin woven lining
    • "Kangol" front embroidery and logo
    • Runs true to size

    Style Number/Barcode: 07302-000207

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Chic Leopard Removable Faux Fur Cardigan

    Sweet, but with claws. This tie-front crop cardigan brings cozy meets chaos with its soft knit fabric and removable leopard faux fur trim. Whether you style it layered or solo, it’s the ultimate “don’t mess, I’m vibing” kind of top.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Removable leopard faux fur collar
    • Tie-front closure
    • Fitted long sleeves with leopard removable faux fur cuffs
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000047

    Category Name: 2026 Fall Outfit Trends

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • City Check Houndstooth Plaid Crop Jacket

    Classic, but make it cool. This cropped wool-blend jacket gives total it-girl energy with its houndstooth plaid print, structured collar, and retro-inspired silhouette. Perfect for layering over outfits when the fit needs a little polish.

    Fit & Features

    • Houndstooth plaid print
    • Wool-blend fabric, sewn-in woven lining
    • Collar neckline
    • Long sleeves with button strap cuffs
    • Button-down front closures
    • Faux front pockets, crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000081

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Snug Fleece Lined Tights

    These fleece-lined tights keep you warm without anyone knowing—they look sleek and sheer but feel like your favorite cozy leggings. Perfect for styling under skirts, dresses, or layering under denim when the temps drop.

    Fit & Features

    • Sheer finish with cozy fleece lining
    • Ultra-high waisted design
    • Footed design
    • Soft and comfortable

     

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    Style Number/Barcode: 07306-000021

    Category Name: 2026 Fall Outfit Trends

    Price: $16.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Play Plaid Bloomer Shorts

    These plaid bloomer shorts give lounge-meets-street vibes with their relaxed fit and gathered hem—perfect for pairing with an oversized tee, chunky sweater, or your “just rolled out but still cute” mood.

    Fit & Features

    • Plaid print, chiffon fabric, sewn-in woven lining
    • Mid-rise waist with bow accent
    • Smocked form-hugging silhouette
    • Ruffled trim hem
    • Runs true to size

    Style Number/Barcode: 06503-000162

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Twist Cable Knit Tie Back Sweater

    A little preppy, a little playful—the cable knit sweater to add a cute flair to your everyday rotation, with a crop hem and tie-back detail that elevates every high-rise bottom.

    Fit & Features

    • Cable knit fabric
    • Long sleeves
    • Crew neck
    • Tie-back detail
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000169

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free