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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Plaid And Simple Long Coat
Keep it simply chic with captivating plaid! The coat features a flat collar with lapel accent, long sleeves, a cinching tie waist belt with loops, a multi button down front and a knee length. The all over plaid pattern is perfect for mixing with your favorite layers this season!
Style Number/Barcode: 06204-0169
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Knit Sleeve Camo Jacket
Just because you are keeping it casual doesn't mean you have to compromise your style! This chill fall jacket is designed with sweater sleeves, hood, and a cotton like camo bodice. Jacket has the traditional side pockets, and metal functioning buttons down the center.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0162
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Button Knit Midi Dress
Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0352
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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Flyin' First Class Faux Suede Trench Coat
You have got a first class style babe, why not top it all off with a dramatic suede coat!
Fit & Features
- Faux suede
- Dramatic collar
- Three zippers | Two pockets
- Long hem
- Button details at the shoulder
Style Number/Barcode: 06204-0142
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cabin Trip Faux Suede Jacket
We are having a vision of you on a winter vacay, at the cabin, sippin' hot cocoa, and keeping it cute and cozy in the snow with a toasty sherpa suede coat!
Fit & Features
- Faux suede
- Dramatic collar
- Sherpa lining
- Knit ribbed sleeves
- No pockets
- Mid-length hem
Style Number/Barcode: 06204-0141
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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As The Leaves Fall Plaid Scarf
As the leaves fall and the seasons change we want to add a little more layers to our look! This plaid scarf adds a seasonal touch that we are loving right now! Designed with open ends, fringe edges, and a beautiful plaid pattern. Scarf is composed of a woven knit material that is lightweight and over-sized.Style Number/Barcode: 07305-0044
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flat Thigh High 50/50 Boots
Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring a round toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!Style Number/Barcode: 07402-0028
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Frayed Plaid Infinity Scarf
The perfect way to finish off a cold weather outfit is to add the perfect scarf! Designed with a large closed loop, this infinity scarf is easily slipped on and ready to go! Displaying a Scottish tartan plaid pattern and frayed edges, and composed of a tight knit material.Style Number/Barcode: 07305-0049
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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Velvet Thigh High Boots
Bring on the velvet! Not only are we obsessed with a clear heel, but we are obsessed with a velvet boot! This pair is designed with an almond toe, a round clear Lucite heel, and an inner zipper. Boots have a tie detail at the top.Style Number/Barcode: 07402-0027
Category Name: 2026 Fall Outfit Trends
Price: $25.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simplicity Fitted Midi Skirt
Make this pencil skirt a wardrobe essential for the office or going-out looks. This classic midi skirt silhouette in ponte fabric has a high-waist design and back slit to move and walk with ease. This pencil skirt midi creates the perfect polished look for work with a long-sleeve blouse or paired with a corset top for a sexy date night ensemble.
Fit & Features
- High-rise waist
- Inner-band for support
- Bodycon silhouette
- Midi-length hem
- Back slit accent
- Ponte knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0097
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Frayed Houndstooth Plaid Infinity Scarf
The perfect way to finish off a cold weather outfit is to add the perfect scarf! Designed with a large closed loop, this infinity scarf is easily slipped on and ready to go! Displaying a houndstooth plaid pattern and frayed edges, and composed of a tight knit material.Style Number/Barcode: 07305-0050
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Fur Collared Bomber Jacket
Lookin' bomb in a bomber jacket babe! Designed with a collared neckline, long sleeves, and banded hemline this bomber jacket is a winter go to! Jacket also features a zipper closure with an o-ring detail, and traditional slanted pockets at the waist. Jacket is fully lined on the inside and the outside is composed of a super soft faux fur offering little stretch and a relaxed fit.Style Number/Barcode: 06201-0065
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buffalo Plaid Cozy Scarf
Get curled up with a cozy soft scarf! Designed with open ends with fringe, and a buffalo plaid pattern. Composed of a super soft knit material. Wear loose, or fold up nice and tight!Style Number/Barcode: 07305-0039
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Good Vibes Platform Heel Booties
Bring the good vibes with your better than good style! These booties are designed with an almond toe, a platform sole, and a tall circular heel. They feature an ankle fit and a zipper closure and are composed of a faux suede.Style Number/Barcode: 07403-0151
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Popcorn Knit Long Cardigan
Get a little cozy and layer with a cardigan! Featuring long sleeves and an open design with pockets. This cardigan is composed of a knit popcorn material that is soft and lush! This knit offers plenty of stretch and an over-sized fit.
Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0158
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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Tis' The Season Plaid Scarf
It's that time of the year where its acceptable to layer your looks! Starting with a cozy over sized scarf! Designed with open frayed ends, and a colorful plaid pattern, and composed of a loose woven knit fabric.Style Number/Barcode: 07305-0038
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Girly Girl Plaid Blanket Scarf
Show your cute and fem side with a soft pink scarf! Designed with open ends and long fringe at the ends. Scarf displays a buffalo plaid print and is composed of a soft knit material that is over-sized and super cozy!Style Number/Barcode: 07305-0037
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Still Got Knit Mini Dress
Flaunt your love for knit with this casual mini dress! It features a turtle neck, long fitted sleeves and a curve hugging mini length silhouette that rests at the mid-thigh level. Dress is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0186
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Twisted Style Knit Crop Top
Get that twisted style with this must have knit crop. The top features long fitted sleeves, a cute twist front detail creating a V neckline, and a cropped hem. The knit fabric has moderate stretch.
Taupe: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Gray: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1882
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Scorpio Graphic Tee
Feisty? Check. Ambitious? Check. Scorpio? 100%! This cute tee features a crew neckline, short sleeves, a mid-length hem, and a center script that reads "50% Feisty, 50% Ambitious, 100% Scorpio." Tee is composed of a soft cotton fabric with moderate stretch.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0250
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Can't Stop Won't Stop Lug Boots
Stomp on all the haters with a pair of boots made for a baddie. Designed with a round toe, laces down the center, a lug sole with a short heel, and a zipper closure at the side. This faux leather pair boots have a combat style, and include an elastic detail at the sides and two stud accents at the back.Style Number/Barcode: 07403-0189
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sherpa Lined Combat Boots
Walk into winter with a pair of boots that offer warmth plus style! Lined with a soft faux fur sherpa, and designed with a round toe, a lug sole, and a lace up closure at the center. They have snap buttons on the side so you can fold them over and snap in place! Boots are composed of a faux leather nubuck.Style Number/Barcode: 07403-0188
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Walk The Walk Lace Up Booties
Walk the walk in a pair of fierce booties! Designed with an almond toe, a lace up center, and a zipper closure. These tall boots are composed of a faux suede material and have a double buckle detail at the ankle.Style Number/Barcode: 07403-0182
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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Get To Work Lace-Up Boots
You better work it, girl! These lace-up ankle booties feature a side zipper closure, a block heel, platform heel and faux suede exterior.Style Number/Barcode: 07403-0076
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance