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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Mesh Muse Midi Dress
Be a total muse in mesh with this sexy midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a rounded neckline, a square back with a zipper and hook and eye closure, ruched detailing along each side, and a mid-length, flattering curve hugging fit. The garment is composed of a sheer mesh with a knit lining and features a sultry back slit.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0270
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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Textured Snake Belt
This cute belt has a narrow band that features a faux snake texture and large buckle, a square tongue, and an etched faux leather material.
Style Number/Barcode: 07301-0069
Category Name: 2026 Fall Outfit Trends
Price: $10.00 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Satin Wide Leg Pants
Stun in sleek satin in these chic wide leg pants. They feature a high rise waistband, a hidden front zipper and hook and bar closure, and long, wide pant legs. Bottoms are composed of a smooth satin-like fabric with a stylish sheen and moderate stretch.Style Number/Barcode: 06402-0037
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pop Of Color Neon Beanie
Add a pop of color to your winter attire! Traditionally designed with a head hugging fit that folds over at the bottom and is composed of a thick ribbed knit fabric that offers stretch.Style Number/Barcode: 07302-0108
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Mock Neck Crop Top
Show a little sass girl! We encourage it! This mock neck top is designed with long sleeves, a cropped hem that hits mid torso, and is composed of a cotton like material that offers moderate stretch and showcases our fave leopard print pattern. Pair with your fav satin midi skirt, or denim!
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1861
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bell Sleeve Mini Dress
Keep it sweet and charming in this pretty mini! It features a mock neck, bell sleeves and a mini length silhouette. The back features a small keyhole with a double button closure. Dress is composed of a lined crepe fabric that offers a form hugging 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: 05101-0198
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Addison Formal Wrap Midi Dress
Special Occasion
Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.
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: 05001-0230
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Skinny Stripes Cropped Henley
The perfect layer in between seasons, this cute ribbed crop will become a closet staple. Henley-style top features slim horizontal stripes, a crew neck with snap-button closure, long sleeves, and an abbreviated hem. Top is made from pure cotton with minimal stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06002-0146
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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Streamlined Surplice Wrap Top
Keep it cozy-chic in a flattering layer like this streamlined surplice top. Shirt features a wrap-style deep V bodice, long sleeves, and a slightly shorter hem. Top is made from an ultra-soft rayon knit with moderate stretch.Style Number/Barcode: 06001-1648
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Velvet Burnout Wrap Top
Channel your vintage style! This velvet burnout top is a vintage inspired beauty designed with a deep v neckline, long bell sleeves, and a wrap style that folds over at the waist line and ties at the side. Top is composed of a mesh material with a velvet floral burnout pattern atop. Top offers a form with with moderate stretch.
Model is 5'7" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1792
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casually Cozy Cropped Hoodie
Nothing but comfy cool feels in this hooded pullover! It features a contrasting drawstring hood, cuffed long sleeves, and a cropped hemline. The relaxed fit garment is composed of a poodle knit design with a textured knit lining and offers plenty of stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0205
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Drama-Free Crew Neck Tee
Say buh-bye to the drama with this graphic and cropped crewneck. This top features an irridescent rhinestone graphic, ribbed fabric and a slim fit with minimal stretch.Style Number/Barcode: 06002-0172
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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Get It Shorty Bike Short Romper
Get it, shorty! This sexy romper hugs your every curve with its flattering fit. It features adjustable spaghetti straps, a V-shaped neckline, an open back with a hidden back zipper closure.Style Number/Barcode: 06503-0072
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lookin' Good Mid-Rise Destructed Jeans
Lookin' good, bby! These high-rise jeans feature a button waist, button fly and 5-pocket styling. This pair has all over destruction and a faded look for vintage appeal.Style Number/Barcode: 06602-0040
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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Divine Leopard Satin Midi Skirt
Two things that we are obsessed with at the moment, leopard print and midi skirts! This midi features a high waist line, and a hem that hits mid calf, back of skirt has a hidden zipper closure, and front has a slit at one side. Composed of a satin like material, and lined, skirt offers a lightweight fit yet offers no stretch.Style Number/Barcode: 06401-0081
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Babe Mini Moto Skirt
Babe alert! This mini moto skirt is perfect for transitioning into fall. It features a high rise waist, a complete center front zipper closure with an O-ring accent, slanted zippered faux pockets, and a short, form hugging fit. The skirt is composed of a denim-like fabric, offering moderate stretch.Style Number/Barcode: 06601-0006
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Twisted V-Neck Sweater
So cozy in this gorgeous and bright knit sweater. This piece features a V-shaped neckline, a twisted front, long sleeves and minimal stretch. It's a synthetic knit blend.Style Number/Barcode: 06005-0211
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long-Line Leopard Cardigan
Look classically trendy this season in a long cardigan! This sweater is designed with an open front, pockets, and long sleeves. Hemline and wrists are a contrasting black trim and sweater is composed of a knit material that is thick enough to offer warmth but light enough to layer. Cardigan offers moderate stretch, a trendy leopard print, and best of all a cozy fit!
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.Style Number/Barcode: 06005-0212
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy On Up Sweater
Cozy on up in this seriously soft sweater perfect for fall! It features a mock neckline, long dolman style sleeves, and a relaxed, comfortable fit with side slit accents. Sweater is composed of a fuzzy knit with moderate stretch.Style Number/Barcode: 06005-0215
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruched In Side Tie Skirt
Make a sultry statement in this slick satin mini! The skirt features a pull-on seamed waist, adjustable ruched ties at either side and curved hems. The skirt is made from a smooth woven material with ample stretch.
Fit & Features
- High-rise elasticized waist
- Adjustable side ruched ties
- Bodycon silhouette
- Mini-length hem
- Smooth satin fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0051
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Single Sleeve Ribbed Crop Top
Elevate your basics collection with this strategically revealing ribbed crop. Top features a one-shoulder design, single long sleeve, and waist tie at side. Top is made from a lightweight woven material with a touch of stretch.Style Number/Barcode: 06001-2936
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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Main Squeeze Zip-Up Boots
Made for minis, these thigh-grazing boots are sleek and chic in supple faux suede. Boots feature a rounded toe, a block heel, an exterior side zip, and an adjustable drawstring tie at top of unstructured shaft. Boots are made from a soft, suede-like material.Style Number/Barcode: 07402-0012
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vivacious In Velvet Snake Print Mini Skirt
Get a vivacious look in this trendy velvet printed mini! The skirt features a high rise waist, a sultry front slit, and a short, curve hugging fit. It is composed of a velvet snake print embossed fabric.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0044
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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Necessary Basic Midi Dress
Because we all need this necessary basic midi in our closet! The dress features a sleeveless bodice, spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. The smooth knit fabric offers plenty of stretch for comfortable wear.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0256
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance