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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Over You Sleeveless Midi Dress
Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0189
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Sleek Block Heel Booties
Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel. Complete look with a shacket and skinny jeans.
Fit & Features
- Around the ankle fit
- Back zipper closure
- Pointed toe
- Block heel
- Faux leather material
- Runs small to size
Please be advised that these boots run a 1/2 size too small.Style Number/Barcode: 07403-0228
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Short And Sweet Cropped Tee
This comfy ribbed tee is a perfect match to pair with your fave everyday jeans! The cropped closet staple features all-over ribbing for a form-fitting silhouette. A must-have top you can wear from shopping to a casual date night.
Fit & Features
- Crew neckline
- Short fitted sleeves
- Cropped hem
- Lightweight ribbed knit fabric
- Moderate stretch
Style Number/Barcode: 06002-0159
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Striped Stunner Crop Tee
You are a baddie in stripes! This top has a crew neck, short sleeves, and a cropped hem that hits at the rib area. The vertical stripes alternate in size. Tee is composed of a soft knit material that offers moderate stretch.Style Number/Barcode: 06002-0144
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Belted Boater Hat
Add this essential hat to complete your looks! It features a traditional boater design and belt accent to adorn the rim. Hat is composed of a faux wool material.Style Number/Barcode: 07302-0008
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In The Bag Shorts
You're looking posh in these comfortably cute paper bag shorts. Cut to a high rise with a flirty elasticized tie waist, these shorts feature super-convenient side seam and back welt pockets for storing all your on-the-go necessities. Constructed of a woven fabric with minimal stretch.Style Number/Barcode: 06403-0038
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stay Sweet Knit Bodysuit
Stay sweet and stylish in this adorable knit bodysuit! It features long fitted sleeves, a slight sweetheart neckline, and a thong bottom with dual snap button closures. The knit fabric offers plenty of stretch and a form-fitting style.Style Number/Barcode: 06001-1829
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flatter Me Midi Dress
No need to worry, this perfect midi will flatter your beauty! The dress features a sleeveless bodice, tank-like shoulder straps, a deep wired V neckline with seam detailing, a square back, a high waist, and a mid-length, curve hugging fit. The dress is composed of a crepe fabric, offering moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0301
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boss Babe Moto T-Shirt
Show em whose boss babe! This tee is designed with a crew neckline, short sleeves, and a short cropped hem that hits at the rib area. The crop top has a California style graphic that showcases a contrasting vintage moto design. What we love about this crop is that it pairs well with all of our high waisted bottoms!Style Number/Barcode: 06002-0236
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Not Your Basic Long Sleeve Bodysuit
This chic long sleeve bodysuit is not your basic piece for sure. It features a crew neckline, thong-cut bottom with dual snap-button closures, and is composed of a soft cotton-like fabric with a moderate stretch. Pair with denim and layer on a faux leather jacket for an edgy night-out look.
Fit & Features
- Crew neckline
- Long sleeves
- Stretch cotton knit fabric
- Thong-cut bottom
- Dual snap button closures
- Fits true to size
Style Number/Barcode: 06002-0238
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bubble Sleeve Open Back Top
Soft and lightweight, this knit top is a must for fall. It features long bubble sleeves with elastic cuffs, a crew neckline, an open back with a lower tie detail, and a mid-length hem. The ribbed knit fabric offers plenty of stretch.Style Number/Barcode: 06001-1830
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brushed Knit Snake Print Hoodie
Get a comfy yet sassy look in this brushed knit snake print hoodie. It features a hood, long sleeves, and a cropped, relaxed and comfortable fit. The brushed knit fabric offers plenty of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0235
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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What's Knot To Like Mini Dress
Take your look to the next level with this pretty mini dress! It features an off the shoulder neckline, fitted long sleeves, a cinching tie waist belt with loops and an asymmetrical mini length silhouette with a ruched detailing. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch. Zipper not included.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0336
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lissi Formal Lace And Sequin Dress
Bring the sparkle as you shine in our Lissie dress! She features a dazzling sequin embellished lace bodice, a round neckline, a plunging sweetheart neckline and fitted unlined long sleeves. Her slim fit bodice leads to a midi length silhouette accented with a side slit. Dress is composed of a combination crepe and lace fabric that offers a curve hugging fit with a moderate stretch. Includes a knit lining and back zipper closure.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0234
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Streamlined Midi Skirt
Take it easy while maintaining your signature polish in this fuss-free midi. Curve-hugging skirt slips on, has an elasticized waist, and is made from a smooth jersey-like material with moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0055
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh Mania Twist Front Top
Experiment with mesh this season! This top is made of a semi-sheer mesh fabric, has a v-shaped neckline, and a twist front. Mesh fabric has plenty of stretch, and top is unlined. Pair with jeans or a leather skirt for a more dressed up look!Style Number/Barcode: 06001-1832
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cropped Sporty Jacket
Show us your sporty side babe! This crop jacket is a light weight has mesh lining, long sleeves and collared neckline. Jacket showcases taping design on the arms and a detail on the zipper as well. The hem and wrists are elastic for a little stretch and the jacket is composed of a nylon material that has a relaxed fit with no stretch.
Style Number/Barcode: 06204-0158
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Those Cozy Feels Crop Top
Get those cozy feels with this must have top! It features a round neckline, long sleeves and a cropped hem. Top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06002-0208
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Scorpio Scorpion Tee
Wear your zodiac sign with pride with this edgy graphic tee! It features a crew neckline, short sleeves, a mid-length hem, and a bold contrasting script reading "Scorpio" with a scorpion graphic. Tee is composed of a cotton fabric 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: 06002-0232
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hypnotic Brushed Knit Tee
Hypnotize them all in this must have top! It features a round neckline, short sleeves and a tie knot bodice. Tee features a trendy animal print and is composed of a brushed knit fabric. Garment offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06002-0233
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!Style Number/Barcode: 05101-0330
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Waist Cargo Style Denim Joggers
A new take on cargo style joggers! This denim pair features a high rise waist with an elastic banded back, a tie front belt, a front button and hidden zipper closure, front pockets, two large side pockets halfway down the leg, and cute ankle ties. The jean fabric offers moderate stretch and a relaxed fit.Style Number/Barcode: 06602-0039
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Corduroy Ankle Booties
Bring your boot game up a notch, with these 70's inspired corduroy booties! They have an almond toe, and a fitted ankle fit. They have a zipper closure at the side and are composed of a soft knit corduroy that matches the heel!
Please be advised this style runs 1/2 size big.
Style Number/Barcode: 07403-0162
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Babe Scoop Top
Here's looking at you babe! This basic top features a scoop neckline, fitted long sleeves and a subtle high low hem. Top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 06001-1821
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance