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.

  • On Trend Marble Ruched Short Dress

    Stay on trend with a short dress that creates a head-turning moment! The dress features a fab marble print, a sleeveless square neckline, spaghetti straps, ruching, and a short-length hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and a cropped denim jacket. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Marble print
    • Ruching down the sides
    • Mini-length hem 
    • Lined smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4455

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • West Side Geo Trim Boater Hat

    Kick your style up a notch in this western-inspired boater hat. It features a unique geo trim, a wide brim, and faux wool material. Complete the look in a crop top and boyfriend jeans. 

    Fit & Features

    • Geo trim
    • Wide brim
    • Classic boater style
    • Faux wool material

    Style Number/Barcode: 07302-0514

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Duty Cropped Tank

    Elevate your outfits with this sleek and smooth crop tank top, perfect for dressy or casual ensembles. The flattering square neck tank top is made of soft knit fabric that hugs and sculpts your curves flawlessly. The wide shoulder straps are designed to discreetly hide your bra, while the double-lined bodice creates a seamlessly smooth look. Elevate any denim 'fit or complement any dressy ensemble for a perfectly polished look.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Cropped hem
    • Double-lined knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1174

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • American Moto Slashed Crop Top

    Channel those edgy vibes in a crop top that will have you ready for festival season! The top features a crew neckline, short sleeves, an image of a motorcycle with wings, a graphic that reads: "American Motorcycle Legend", slashed detailing, and a cropped hem. Complete look with denim shorts and booties. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Image of a motorcycle with wings
    • Graphic: "American Motorcycle Legend"
    • Slashed detailing
    • Cotton knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1180

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slit Happens Faux Suede Midi Skirt

    This faux suede midi skirt happens to be very stylish for coffee runs and beyond! It features a high-rise waist, front slit accent, zipper closure, and a fitted midi hem. Complete the look with chic booties and a handbag.

    Fit & Features

    • High-rise waist, slit accent
    • Fitted, midi hem
    • Zipper closure
    • Faux suede fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0425

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Look Faux Leather Shorts

    Showcase a sleek look in these trendy-chic faux leather shorts! They feature a high-rise waist, a front zipper closure, faux front pockets, and a cheeky fit. Style these shorts with a cute sweater and mules.

    Fit & Features

    • High-rise waist
    • Front zipper, hook and bar, and button closure
    • Faux front pockets
    • Cheeky, form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In Satin Belted Trench

    Layer on the chic vibes with this sleek satin trench! It features a wide lapel collar, long sleeves, a draped open front with a tie-front belt to cinch the waist, and a mid-length, flowy silhouette. Style with clear heels.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Draped open front
    • Tie-front belt, front pockets
    • Mid-length hem, relaxed fit
    • Non-stretch satin woven fabric
    • Runs true to size

      Style Number/Barcode: 06204-1317

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek Must-Have Corset Mini Skirt

      This trendy corset mini skirt is a sleek must-have! It features a high waist with a corset-designed front, vertical seams down the front, hook and eye closures, and a short, curve-hugging fit. Style this faux leather skirt with a fitted bodysuit and knee-high boots.

      Fit & Features

      • High-rise waist
      • Corset-designed front, side ruching
      • Vertical front seams
      • Hook and eye front closures
      • Mini-length, form-fitting silhouette
      • Faux leather fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06401-0416

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Stylish Vixen Belted Mini Skirt

      You'll be a total stylish vixen in this snake print skirt that brings the trendy vibes. It features a high-rise belted waist, a front cargo pocket, a wrap-front design, and a short, form-fitting silhouette. Pair this printed skirt with a basic bodysuit and ankle booties.

      Fit & Features

      • High-rise belted waist
      • Back zipper and hook and eye closure
      • Front cargo pocket, button detail
      • Wrap-front design
      • Mini-length, form-fitting silhouette
      • Lined brushed faux leather fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0418

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Wild Side Faux Leather Lug Boots

      Take a walk on the wild side with boots that bring an edge to your look! The boots feature a mid-calf fit, an inner zipper closure, a lace-up front, an almond toe with lug platform, and a stacked block heel. The boots are composed of a faux leather material. Complete look with a shacket and beanie. 

      Fit & Features

      • Mid-calf fit
      • Lace-up front
      • Inner zipper closure
      • Almond toe, lug platform 
      • Stacked block heel 
      • Faux leather material 
      • Runs true to size

      Style Number/Barcode: 07403-1547

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Keeping It Trendy Plaid High Waist Pants

      Keep it trendy with plaid pants that give your look a fab twist! The pants feature a plaid print, an elastic high-rise waist, and a straight leg with a wide-leg hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and crossbody. 

      Fit & Features

      • Plaid print
      • Elastic high rise waist
      • Straight leg
      • Wide leg hem
      • Brushed knit fabric
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06502-0845

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Quite Like You Strappy Faux Leather Block Heels

      No one will do it quite like you in these faux leather block heels! Step out in these stylish shoes featuring an on-trend square toe, asymmetrical strappy design, adjustable ankle strap with buckle closure, and a block heel. Complete the look with a crossbody purse for any event!

      Fit & Features

      • 2.5" Block Heel
      • Square toe
      • Asymmetrical strappy design
      • Adjustable ankle strap, buckle closure
      • Faux leather material
      • Ivory is croc-embossed
      • Runs true to size

      Style Number/Barcode: 07401-3918

      Category Name: 2026 Fall Outfit Trends

      Price: $26.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Edgy Kicks Fitted Lug Booties

      Get yourself some edgy kicks like these lug booties! They feature a round toe, side zipper closure, and a fitted design on faux leather material. Complete the look in joggers and a graphic tee.

      Fit & Features

      • Round toe
      • Side zipper closure
      • Lug sole, fitted design
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1546

      Category Name: 2026 Fall Outfit Trends

      Price: $8.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Rugged Chic Lug Sole Boots

      Give your fit' a rugged and chic look in these lug sole boots! Featuring a round toe, zipper closure, below the knee length on PU material. Complete the look in an edgy jacket for a casual day out.

      Fit & Features

      • Round toe
      • Luge sole
      • Zipper closure
      • Below the knee length
      • Pu material
      • Runs true to size

      Style Number/Barcode: 07402-0787

      Category Name: 2026 Fall Outfit Trends

      Price: $19.97 $53.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rockin' Them Lug Sock Booties

      Rock those sock booties, girl! The booties feature a mid-calf length, an inner zipper closure, tie-straps, almond toe, lug sole, and a low block heel. Complete look with a mini skirt and moto jacket.

      Fit & Features

      • Mid-calf length
      • Inner zipper closure
      • Tie-straps
      • Almond toe, lug sole
      • Low block heel
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1539

      Category Name: 2026 Fall Outfit Trends

      Price: $24.97 $41.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • She's Trendy Lug Sole Boots

      Make your status as a stylish trendsetter known with these of-the-moment boots. They feature a round toe, an inner zipper closure, a chunky lug sole, and an above the ankle fit. Wear these boots with a basic mini dress and a faux leather shacket.

      Fit & Features

      • Round toe
      • Inner zipper closure
      • Lug sole
      • Above the ankle fit
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1540

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek And Stylish Moves Belted Pants

      Step out and stun in these sleek and stylish pants! They feature a high-rise belted waist, front pockets, a skinny-leg silhouette, and a chic snake-embossed pattern. Pair with the matching crop top and clear heels.

      Shop Matching Top: Sleek And Stylish Moves Crop Top

      Fit & Features

      • High-rise belted waist
      • Hidden front zipper and button closure
      • Front pockets
      • Skinny-leg fitted silhouette
      • Snake-embossed pattern
      • Faux leather fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06402-0442

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek And Stylish Moves Crop Top

      Step out and stun in this sleek and stylish crop top! It features a sleeveless square neckline, thin tank shoulder straps, a cropped, form-hugging fit, and a chic snake-embossed pattern. Pair with the matching belted pants and clear heels.

      Shop Matching Bottoms: Sleek And Stylish Moves Belted Pants

      Fit & Features

      • Sleeveless square neckline
      • Thin tank shoulder straps
      • Back zipper, hook and eye closure
      • Cropped hem, form-hugging fit
      • Snake-embossed pattern
      • Faux leather fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06003-1715

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On An Adventure Corduroy Utility Romper

      This corduroy romper will inspire your next adventure! It features short sleeves, a collared neckline, front zipper closure and flap pockets, an adjustable belted waist with belt loop accents, back pockets, and a form-fitting silhouette. Complete the look in cool sunglasses and thigh-high boots.

      Fit & Features

      • Short sleeves
      • Collared neckline
      • Front zipper closure and flap pockets
      • Adjustable belted waist, belt loop accents, back pockets
      • Form-fitting silhouette
      • Corduroy fabric, minimal stretch
      • Fits true to size

      Style Number/Barcode: 06303-0168

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Moment Lace-Up Booties

      Have a total trendy moment in these lace-up booties! They feature an almond-shaped toe, a stylish lace-up front, an edgy lug sole, and a low block heel. Wear these booties with your fave pair of skinny jeans.

      Fit & Features

      • Almond-shaped toe
      • Lace-up front design
      • Inner zipper closure
      • Lug sole
      • Low block heel
      • Above the ankle fit
      • Runs true to size

      Style Number/Barcode: 07403-1543

      Category Name: 2026 Fall Outfit Trends

      Price: $17.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • City Slicker Faux Leather Brim Cabby Hat

      Look city chic in this faux leather brim cabby hat perfect for styling with a trench and boots.

      Fit & Features

      • Faux leather brim
      • Traditional cabby design 
      • Canvas material

      Style Number/Barcode: 07302-0508

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Summer Fridays Halter Midi Dress

      Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.

      Fit & Features

      • Off-the-shoulder, halter neckline
      • Cinched bust, cutout accents
      • Form-fitting silhouette
      • Side slit, midi hem
      • Texture knit lined fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05102-4444

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Old School Hound Stooth Cabby Cat

      Kick it old school in this cute hood stooth cabby hat perfect for styling with pointed-toe booties. 

      Fit & Features

      • Traditional cabby hat design
      • Hound stooth pattern

      Style Number/Barcode: 07302-0511

      Category Name: 2026 Fall Outfit Trends

      Price: $2.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cuddly Cute Sherpa Bucket Hat

      Look cuddly and cute in this faux sherpa bucket hat perf for cold days! Complete the look in a comfy jacket.

      Fit & Features

      • Faux sherpa material
      • Traditional bucket hat design

      Style Number/Barcode: 07302-0510

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free