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.

  • Triple Threat Statement Hoop Earrings

    Add the perfect statement to your look with these hoop earrings featuring a triple-hoop textured design and an omega closure. Style with a chic necklace to adorn your dressy outfit!

    Fit & Features

    • Triple-hoop textured design
    • Omega closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-1665

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stop And Flare Smocked Skater Dress

    Stroll on by making everyone stop and stare at you in this flirty skater dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a cutout bust accent, a stretchy smocked bodice, and a flattering skater short-length hem. Complete the look in statement sandals for a brunch or day date!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Cutout bust accent
    • Stretchy smocked bodice
    • Skater silhouette, short-length hem
    • Cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5337

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Denim Over-The-Knee Stiletto Boots

    These iconic denim over-the-knee stiletto boots are perf for a bold babe like yourself. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and detailed buttoned pockets on the denim material. Style these boots with hoop earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Buttoned pockets
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0906

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steal The Scene Skater Dress
    Steal the scene and turn heads in this captivating skater dress! It features a sleeveless bodice, spaghetti straps that lead to an open cross back and lattice details, vertical seams that run down the bust, a high waist seam, and a flowy high low skater skirt. The dress is composed of a crepe fabric that offers moderate stretch.

    Style Number/Barcode: 05101-8832

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Steal The Scene Skater Dress
    Steal the scene and turn heads in this captivating skater dress! It features a sleeveless bodice, spaghetti straps that lead to an open cross back and lattice details, vertical seams that run down the bust, a high waist seam, and a flowy high low skater skirt. The dress is composed of a crepe fabric that offers moderate stretch.

    Style Number/Barcode: 05101-8831

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Chic Tie Front Top
    Casual chic is the way to go with this adorable tie front top. It features a long lapel collar, long sleeves with elastic cuffs, a tie front closure creating a deep V neckline, and a cropped hem. The top is composed of a lightweight, airy textured woven fabric with no stretch.

    Style Number/Barcode: 06204-0124

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shake Things Up Necklace Set

    Shake your style up with this trendy snake chain necklace set! The pack features two flat snake chain necklaces to accessorize with any look!

    Style Number/Barcode: 07002-0094

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Newsgirl Cabby Hat
    Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.

    Style Number/Barcode: 07302-0092

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Confetti Knit Sweater
    Get a comfy cute look in this adorable confetti knit sweater! It features an off the shoulder square neckline, long dolman style sleeves, and a mid-length, unfinished distressed hem and overall relaxed fit. The soft, thick knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0271

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Zip Front Teddy Jacket

    As trendy as it is cozy, this teddy jacket is ready for you to bundle up in! It features a mock neck, long sleeves with elastic banded cuffs and neon zippered pockets, a neon front zip, and a large front pocket with a neon zipper closure. Jacket is composed of a teddy knit fabric with a neon knit lining, offering a relaxed fit with moderate stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0014

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adore You Floral Tapestry Lace Up Vest

    Everyone will adore you in this floral vest designed with a sassy lace-up and cropped length to show off your figure. Complete the look with jeans.

    Fit & Features

    • Floral jacquard tapestry woven fabric, knit lining
    • Sleeveless halter neckline, elastic strap detail
    • Lace-up front
    • Stretchy smocked back
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1886

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leopard Print Wrap Sweater

    Wrap youself in on trend leopard print for the colder season with this chic sweater. It features long sleeves with ribbed hems, a wrap style creating a plunging V front and back, a horizontal bar back detail, and an overall relaxed fit with a ribbed hem. The top is composed of a slightly fuzzy knit fabric with moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0352

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spiced Latte Plaid Fringe Blanket Scarf
    Look like a cute little PSL with the perfect blanket scarf! Designed with a large over-sized fit, frayed edges, and a tartan plaid pattern. Composed of a soft knit fabric that offers no stretch.

    Style Number/Barcode: 07305-0067

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feline Fine Cat Eye Sunglasses

    Stun on them all in cat-eye sunglasses! Keep your vacation look on point with a pair of cat-eye sunglasses that feature a flat top and dark tinted lenses that go with everything. Complete your look with a floral maxi dress or fab matching separates

    Fit & Features

    • Cat-eye frame
    • Hard plastic frame
    • Dark-tinted lenses

    Style Number/Barcode: 07008-0787

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Ready Linen Trim Clear Purse

    Get totally spring ready with this absolutely adorbs linen trim clear purse! Pair it with a floral dress and some wedges for that perfect 'fit!

    • Rectangular fold-over design
    • Twist lock front closure
    • Clear material
    • Linen fabric trim
    • Back pocket
    • Included linen top zippered pouch
    • Dual linen and chain woven shoulder straps

    Style Number/Barcode: 07203-0311

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mini Round Rhinestone Door Knocker Earrings

    Keep it glam in rhinestone earrings that reflect a luxe vibe. The earrings feature a door knocker design, a mini hoop and rhinestone embellishment throughout. The door knockers are perfect to complement your formal dresses to create a mesmerizing look. 

    Fit & Features

    • Door-knocker design 
    • Mini round hoop
    • Rhinestone embellishment 
    • Post-back closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

     

    Style Number/Barcode: 07001-0502

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top It All Off Clear Jelly Crossbody Purse

    Top off your look with high end style! Easily paired with all looks this clear jelly bag is just the trend for you!

    • Long rectangular structure
    • Turn lock closure
    • Cloudy jelly
    • Chevron stitching
    • Inner divider
    • Convertible crossbody chain
    • Gold hardware

    Style Number/Barcode: 07203-0376

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Fab Faux Suede Combat Boots

    Keep your everday look fierce and of course so fab in these combat boots! They feature a faux mircosuede material with an allover cheetah print, a lace-up front, and a chunky platform. Pair these boots with a simple little black dress to add some edge to your girl's night out look.

    Fit & Features

    • Round toe
    • Lace-up front
    • Pull tabs
    • Inner zipper closure
    • Platform
    • Lug sole
    • Faux mircosuede material with an allover cheetah print

    Style Number/Barcode: 07403-0351

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Faux Suede Stacked Heel Boots

    Fall for these stylish boots to dress your layered looks in. The boots feature a below the knee fit, a pointed toe, a low stacked heel, and composed of faux suede material. Complete your look with a cardigan and cabby hat

    Fit & Features

    • Below the knee fit
    • Pointed toe
    • Inner zipper closure 
    • Low stacked block heel
    • Faux suede material 

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0239

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kickin' It Western Style Faux Leather Booties

    Kick it western style with a pair of booties that offer a little style! Pair with skinny jeans and a graphic tee for those edgy western vibez

    • Ankle fit
    • Western style stitching
    • Pointed toe
    • Elastic stretch sides
    • Low block heel
    • Faux leather

    Style Number/Barcode: 07403-0274

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Glitter Detail Combat Booties

    Add a little sparkle to your style in these edgy-glam combat booties! They feature an above the ankle design with back pull tabs, a round toe, a lace-up front, a lug sole, and a short heel. The booties are composed of a glitter material with patent faux leather accents. Pair these booties with a mini dress and a faux fur coat.

    Fit & Features

    • Above the ankle design with back pull tabs
    • Round toe
    • Lace-up front
    • Lug sole
    • Short heel
    • Glitter material
    • Patent faux leather accents

    Style Number/Barcode: 07403-0405

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Details Studded Ankle Booties

    Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style.

    Fit & Features

    • Block heel
    • Ankle-length fit
    • Faux microsuede material
    • Peep toe
    • Criss-cross straps with metal buckles
    • Studded accents
    • Runs true to size

    Style Number/Barcode: 07403-1845

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Who's That Girl Chic Cabby Hat

    Throw on this cabby hat to leave them asking who's that girl? That hat features a traditional cabby design and a short faux leather brim. Complete look with a crop top and faux leather mini skirt

    Fit & Features

    • Traditional cabby design
    • Faux leather short brim
    • Brushed faux wool material 
    • Nylon lining

    Style Number/Barcode: 07302-0396

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Moves Faux Leather Bucket Hat

    Make trendy moves when you top off your look with this chic bucket hat. It features a traditional bucket hat design with a short brim and a sleek faux leather material. Style this hat with combat boots.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Faux leather material

    Style Number/Barcode: 07302-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale