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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Cuddle Up Knit Blanket Scarf
Cuddle up in a scarf that warms up your look! The scarf features an oversized style and a short fringe. The scarf is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Oversized style
- Short fringe
- Cashmere-like knit fabric
Style Number/Barcode: 07305-0360
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Classic Checkered Scarf
This chic checkered scarf will always be a classic style! It features neutral tones, fringe detailing at the hems, and is composed of a soft woven fabric. Layer this scarf with a faux leather jacket.
Fit & Features
- Neutral tones
- Checkered print
- Fringe detailing
- Oversized fit
- Woven fabric, no stretch
Style Number/Barcode: 07305-0361
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Babe Thigh-High Tights
Showcase your bold and sultry style with these on-trend tights. They feature a faux thigh-high design with a fishnet material and striped accents at the thigh. Pair these tights with edgy booties.
Fit & Features
- High-rise waist
- Form-hugging fit
- Faux thigh-high design
- Fishnet material, striped accents
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0115
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Croco Style Lug Sole Booties
Level up your style in these croc lug sole booties featuring a round toe, chunky design, lace-up placket on the front, zipper closure, on faux leather material. Complete the look in a trendy mini skirt.
Fit & Features
- Round toe
- Chunky lug sole
- Lace-up placket on the front
- Zipper closure
- Crocodile pattern
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1430
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Goes With Everything Basic Block Heels
These faux suede block heels will go with everything in your fashion closet! They feature an almond toe, thin toe, and ankle buckle strap on a closed ankle accent. Complete the look in a stylish dress and crop sweater for a girl's brunch.
Fit & Features
- Almond toe
- Block heel
- Thin toe and ankle buckle strap
- Closed ankle accent
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-3693
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Luxe Life Peep Toe Platform Heels
Live that luxe life with heels that elevate your outfits! The heels feature an open back, an adjustable ankle strap, a peep toe, a wide platform, and a block heel. The heels are composed of a felt-like material and a faux leather insole lining. Complete look with a formal satin dress.
Fit & Features
- Open back
- Adjustable ankle strap
- Peep toe
- Wide platform
- Block heel
- Felt-like material
- Runs true to size
Style Number/Barcode: 07401-3682
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Total Vibe Lug Sole Booties
You in these trendy booties will be a total vibe! The booties feature a round toe, a ribbed sock bootie design at the ankle, a zip-front, and a chunky tall lug sole. Style these booties with faux leather leggings.
Fit & Features
- Round toe
- Ribbed sock bootie design at the ankle
- Zip-front
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1426
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Double Or Nothing Coil Belt
All eyes on you in this edgy double-coil belt perfect for styling with a satin dress and booties for a night on the town!
Fit & Features
- Double-coil design
- Lobster clasp closure
Style Number/Barcode: 07301-0407
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Leopard Print Tights
Keep it fierce with tights that will level up your look! They feature a high-rise waist and a fab leopard print design. Style these tights with a cute crop top and a faux leather mini skirt.
Fit & Features
- High-rise waist
- Leopard print design
- Moderate stretch
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0111
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake Rep Envelope Crossbody
You've got a rep for all things snake print and this envelope crossbody makes a perfect addition! It features a thin shoulder strap, snap-button closure on faux leather material. Complete the look in a chic sweater for brunch!
Fit & Features
- Thin shoulder strap
- Envelope flap
- Snap button closure
- Snake pattern
- Faux leather material
Style Number/Barcode: 07203-0900
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Vibes Only Faux Leather Bodycon Dress
Channel chic vibes with a bodycon that showcases curves in all the right places! The dress features a strapless square neckline, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a clutch.
Fit & Features
- Strapless square neckline
- Bodycon fit
- Mini-length silhouette
- Faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4252
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Peep Your Business Stacked Heel Booties
Watch everyone glance your way in these cute suede booties featuring an open almond toe, zipper closure, stacked block heel, on microsuede material. Perfect for styling with a bodycon dress.
Fit & Features
- Open almond toe
- Zipper closure
- Stacked block heel
- Microsuede material
- Runs true to size
Style Number/Barcode: 07403-1421
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Butterfly Chain Detail Panama Hat
Add a touch of trendy glamour to your fall look with this adorable Panama hat. It features a wide flat brim adorned with a dainty butterfly charm chain. Style this hat with sleek hoop earrings.
Fit & Features
- Wide flat brim
- Rhinestone butterfly charm chain
- Faux wool material
Style Number/Barcode: 07302-0457
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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Glam Ryder Rhinestone Panama Hat
Add a touch of glam to your western fit in this panama hat featuring a rhinestone band, wide brim, on faux wool material. Complete the look with a denim jacket.
Fit & Features
- Rhinestone band
- Wide brim
- Faux wool material
Style Number/Barcode: 07302-0454
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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Glamour Chic Panama Hat With Pearls
Channel a glam vibe with a hat to adorn tresses with. The hat features a traditional Panama design, a short brim, and a faux pearl trim. The hat is composed of faux wool. Complete look with a bustier and mom jeans.
Fit & Features
- Traditional Panama design
- Short brim
- Faux pearl trim
- Faux wool material
Style Number/Barcode: 07302-0448
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Chic Classic Beret
Top off your look with this adorably chic beret! It features a classic beret-styled brim and is composed of a wool and acrylic material. Pair this hat with a cropped sweater.
Fit & Features
- Classic beret design
- Wool and acrylic material
Style Number/Barcode: 07302-0449
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Chic Faux Wool Panama Hat
Simply chic, this faux wool Panama hat will complete your trendy look. It features a wide flat brim and a center sleek snake chain accent band. Style this hat with hoop earrings.
Fit & Features
- Wide flat brim
- Snake chain band
- Faux wool material
Style Number/Barcode: 07302-0462
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Elevated Glam Cabby Hat
Bring elevated glam vibes to your look with this chic cabby hat! It features a traditional cabby hat design with a short brim and a sleek chain-link detail. The tweed material has a stylish metallic thread woven throughout. Pair this hat with hoop earrings.
Fit & Features
- Traditional cabby hat design
- Short brim
- Chain and stud details
- Tweed material, metallic thread detailing
- Smooth woven lining
Style Number/Barcode: 07302-0451
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Glamour Rhinestone Panama Hat
Showcase trendy glamour with this sparkly detailed Panama hat. It features a traditional Panama hat design, a wide brim, and a rhinestone embellished band. The hat is composed of a faux wool material. Style it with a chic blazer and hoop earrings.
Fit & Features
- Traditional Panama hat design
- Wide brim
- Wide rhinestone embellished band
- Faux wool material
Style Number/Barcode: 07302-0453
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Totally Fab Ribbed Mini Dress
Keep your look totally fab in a mini dress that keeps it effortlessly chic! The dress features a sleeveless V-neckline, bungee spaghetti straps, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1050
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Cutie Lace-Up Block Heel Booties
You'll be cozy and cute all day long in this pair of faux leather booties. They feature a lace-up vamp, an almond toe, and a stacked heel. Wear them with a sweater dress and hoop earrings for a perfectly Fall look.
Fit & Features
- Lace-up vamp
- Almond toe
- Stacked heel
- Fits true to size
Style Number/Barcode: 07403-1419
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Staple Block Heel Booties
Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.
Fit & Features
- Mid-calf fit
- Pointed toe
- Block heel
- Stretch knit material
- Runs true to size
Style Number/Barcode: 07403-1416
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hitting The Mark Faux Suede Boots
Hit the style mark with boots that complete your layered outfits! The boots feature an over-the-knee fit, an inner zipper closure, ruching, a pointed toe, and a block heel. The boots are composed of a faux suede material. Complete look with a chunky cable knit sweater and skinny jeans.
Fit & Features
- Over the knee fit
- Ruching
- Inner zipper closure
- Pointed toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0750
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keepin' Knit Trendy Crop Top
Keep your casual look on-trend with this cute long sleeve crop top. It features a crew neckline, a cropped, form-hugging fit, and is composed of a lightweight stretchy ribbed knit fabric with contrasting exposed seams. Style this top with faux leather joggers and chic mules for an elevated vibe.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Contrasting exposed seams
- Runs true to size
Style Number/Barcode: 06001-3758
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free