2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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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.
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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