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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Leopard Bell Sleeve Chiffon Mini Dress
This is one for our boho babe! This flowy dress features a v-neckline that meets a knot accent and keyhole cut out at the center of the bodice. Dress has long sleeves that are smocked mid way and flare into a bell style. Skirt meets bodice mid waist and has a flow to it which makes it easy to move around in. Fully lined with a hidden zipper below arm.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0377
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Shimmering Trio Hoop Earring Set
Add a shimmering finish to your look with this hoop earring set for all ur moodz!
- Set of three hoop earrings
- One set with a silver glitter finish
- One set with a sleek finish
- One set with a textured finish
- Omega closures
Style Number/Barcode: 07001-3843
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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Simple Life Thigh High Boots
We got fall on our mind! These thigh high boots are designed with a round toe, a high heel, and a lace up detail at the top. Boots have a zipper closure and are composed of faux suede. Pair with your fav cozy sweater and beanie for a full on look!Style Number/Barcode: 07402-0086
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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Chic Vibes One Shoulder Bodysuit
Get a chic vibe in this one shoulder bodysuit! It features a single long fitted sleeve paired with a thong bottom to avoid unflattering lines and dual snap-button closures for a secure fit. Complete the outfit with high waist paper bag pants or high waist denim jeans.
Fit & Features
- One shoulder neckline
- Single fitted long sleeve
- Thong bottom
- Dual snap closures
- Knit fabric with moderate stretch
- Form-hugging fit
Style Number/Barcode: 06001-2535
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everything We Want Thigh High Boots
Are you a boot addict? SO ARE WE! Designed with a pointy toe, a thigh high fit, and a skinny tall stiletto heel, you can check off all of our favorite features! Composed of a faux suede and include a zipper closure at the side. Detailed with a laces at the back that can be used to tighten at the thigh.
Please be advised that this style runs 1/2 size small.
Style Number/Barcode: 07402-0099
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flat Faux Leather Tall Boots
Add a touch of leather to your look! These faux leather boots are designed with an almond toe, a low heel, and a tall knee-high fit. Boots have a zipper closure and, what we love most about them is how they work with all outfits!
Style Number/Barcode: 07402-0097
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Puff Sleeve Turtleneck Top
This ribbed knit turtleneck is a great basic to style up. It features long fitted sleeves with puff shoulder details and a mid-length, form-fitting hem. The knit fabric offers plenty of stretch.
Model is 5'9" with 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1966
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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Soft Glam Rhinestone Hoop Earrings
Create a soft glam look with a pair of stunning rhinestone hoop earrings, bound to dress up that cute messy bun of yours!
- Large hoop design
- Three row rhinestone embellishments
- Omega closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0242
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Comfy Chic Ribbed Knit Top
Comfy chic is your total vibe. This mid-length top features an off the shoulder square neckline, long dolman style sleeves, and a relaxed fit. The ribbed knit fabric offers plenty of stretch.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1954
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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Reflective Over The Knee Boots
Bring the shine with these shine-worthy beauties! They feature an over the knee fit, a pointed toe and a stiletto heel. Boots are composed of a reflective lycra-like material.
Style Number/Barcode: 07402-0093
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Personal Fave Knit Bodysuit
This adorable bodysuit will be your new personal fave piece in your wardrobe! It features a V neckline, short sleeves with a merrow edge trim, and a partially covered bottom with snap button closures. The bodysuit is composed of a stretchy ribbed knit that offers a form-fitting style.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1707
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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True To Me Faux Leather Booties
It's true to us that you can never have enough booties in your closet! Designed with a slim fit, an almond toe, laces down the center and a zipper closure. These booties have a short heel, a lug sole, and feature a double buckle design around the ankle.Style Number/Barcode: 07403-0216
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Heart Print Scrunchies
Give some love to your pretty tresses with these heart print scrunchies! Set features a pack of three varying colored scrunchies made of a sheer chiffon material featuring velvet hearts.Style Number/Barcode: 07006-0072
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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Not So Basic Flat Wide-Calf Suede Boots
Designed with a drawstring wide calf, a round toe, a wide calf fit, and an over the knee fit these boots are not designed for the basic gal! The faux suede fabric adds to that fall vibe that we are all obsessed with right now!Style Number/Barcode: 07402-0092
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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Striped Eyelash Dolman Sweater
Bat your lashes in this charming sweater! It features a wide round neckline, long dolman sleeves with ribbed cuffs and a cropped hem. The trendy stripes are set in a vertical pattern. Sweater is composed of a soft to the touch knit fabric with an eyelash trim throughout. Garment offers a relaxed fit with plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1950
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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Thigh High Faux Leather Riding Boots
Ride out into the sunset in a pair of thigh high boots! Designed with an almond toe, a low heel and a zipper closure. They reach thigh high and are composed of a faux leather. Pair with your fav leggings and over-sized tee for that relaxed yet trendy vibe!Style Number/Barcode: 07402-0085
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Elevated Turtleneck Bodysuit
This casual elevated bodysuit is perf for transitioning to the cooler seasons. It features a sleeveless bodice, a trendy ribbed turtleneck, and a partially covered bottom with dual snap button closures. The bodysuit is composed of a soft knit fabric with plenty of stretch.Style Number/Barcode: 06001-1944
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Thigh High Peep Toe Stiletto Boots
Peep this pair hottie! This pair of thigh high boots are designed with a slip on form fit, a peep pointed toe, and a skinny stiletto heel. They are composed of a nylon material that offers a little bit of stretch.Style Number/Barcode: 07402-0087
Category Name: 2026 Fall Outfit Trends
Price: $28.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake A Look Booties
Have them all take a second look at you in these trendy booties! They feature an around the ankle fit, elastic gorring at the sides, a pointy toe and block heel. Booties are composed of a faux leather material featuring a trendy animal print.Style Number/Barcode: 07403-0205
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Poised In Plaid Sleeveless Mini Dress
Keep it poised with trendy plaid! The mini dress features a sleeveless bodice, a square neckline, tank-like straps and a mini length silhouette that hugs curves all over. The all over plaid season is perfect to stay on trend this season! Dress is composed of a knit fabric.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0363
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Run Thigh High Boots
Girl you are runnin through our mind in a pair of thigh highs! These on trend boots are designed with an almond toe, a tall heel, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede material.Style Number/Barcode: 07402-0084
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brushed Ribbed Knit V-Neck
You always need a comfy knit in your wardrobe! This top features a V neckline, long semi-loose sleeves with banded cuffs, and a wide banded cropped hem. The ribbed knit fabric offers plenty of stretch and a form hugging fit.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1941
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fall In Line Lace-Up Boots
Fall in line with a pair of trendy boots! These knee-high beauties are designed with an almond toe, a short block heel, a zipper closure and a lace up detailing that leads up the back of the boot! Composed of a faux suede material, and lined with a slightly padded knit material.Style Number/Barcode: 07402-0080
Category Name: 2026 Fall Outfit Trends
Price: $28.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring The Edge Lug Booties
Bring the edge to your look with these bold boots! They feature a closed back, a lace up front with metal grommets, an inner zipper closure, a round toe with textured lug sole and a stacked block heel. Boots are composed of a faux patent leather material.
Style Number/Barcode: 07403-0203
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance