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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Soft Focus Faux Feather Trim Long Sleeve Top
Going-out plans just found a softer way to stand out. Sheer mesh gives this long-sleeve top a barely-there look, while faux feather trim brings playful texture from neckline to hem. Add it to the lineup when the night calls for a little extra.
Fit & Features
- Cropped length
- Sheer mesh construction
- Long sleeves with feather-trimmed cuffs
- Faux feather trim along the neckline, front opening, and hem
- Runs true to size
Style Number/Barcode: 06001-000855
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Winter Muse Cable Knit Bodycon Dress
Your winter wardrobe has a new appreciation for the little details. This mock neck dress pairs trendy cable knit patterns with a bodycon fit and a cozy mock neckline for a fresh interpretation of traditional knitwear. Style with tights and boots for a dreamy winter look.
Fit & Features
- Soft cable knit sweater fabric
- Mock neckline
- Fitted long sleeves
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000496
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Polished Plans Horsebit Slingback Heels
A little prep, a little edge, fully put together. These pointed-toe slingback heels feature sleek horsebit hardware and a sculpted heel for an elevated finish that works from desk plans to dinner plans.
Fit & Features
- Smooth faux leather upper
- Pointed toe silhouette
- Horsebit hardware accent
- Slingback strap with sculpted heel
- Runs true to size
Style Number/Barcode: 07401-000927
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: IVORY, BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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City Sleek Scrunch Faux Leather Stiletto Boots
Your fall boot lineup just found its sharper option. These slouchy faux leather boots pair a pointed toe with a sleek stiletto heel and scrunched shaft for a polished city look that works with minis, fitted dresses, and oversized outerwear.
Fit & Features
- 3" Stiletto heel, 8.5" leg opening, 16" shaft
- Slouchy ruched shaft
- Pointed toe
- Knee-high length
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000203
Category Name: 2026 Fall Outfit Trends
Price: $50.90
Availability: In Stock
Available Color: WINE, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- New Arrival
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Second Look Lace Back Knit Long Sleeve Top
The back view just changed the whole outfit. This knit long sleeve top pairs an asymmetric off-shoulder neckline with a draped sheer lace back, giving jeans and sleek bottoms an unexpectedly chic edge.
Fit & Features
- Knit fabric, high stretch
- Asymmetric off-shoulder neckline
- Long fitted sleeves
- Sheer lace back panel, draped back design
- Mid-length hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06001-000844
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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High Step Platform Knee High Boots
The outfit just got taller and a lot more interesting. These platform knee-high boots bring a sleek fit, chunky block heel, and bold platform sole for denim, mini skirts, and going-out looks that need a little extra altitude.
Fit & Features
- 3.5” Block heel, 8” leg opening, 15” shaft
- Square toe
- Side zipper closure
- Knee-high fit
- Platform sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000199
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BLACK, BROWN, WINE
Available Size: 6.5, 10, 5.5, 6, 7, 7.5, 8.5
Product Badge:- Best Seller
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Handle The Day Croc Embossed Handbag
Polished outfits start with the right bag. This croc top handle handbag brings a structured silhouette, statement hardware, and a detachable strap for hands-free styling.
Fit & Features
- Structured handbag silhouette
- Top handle
- Detachable strap
- Front flap closure with hardware accent
- Lined spacious interior
- Croc embossed faux leather material
Style Number/Barcode: 07203-000229
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
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Woven Into Plans Mini Top Handle Bag
Tiny bag, very put together. This woven mini handbag pairs a structured shape with rounded top handles and a detachable crossbody strap for brunch plans, weekend getaways, and everything in between.
Fit & Features
- Structured mini bag silhouette
- Top handles
- Detachable strap
- Spacious interior
- Woven faux leather material
Style Number/Barcode: 07203-000231
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: In Stock
Available Color: BEIGE
Available Size: NS
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Linked Up Slouchy Handbag
Your everyday bag just got a little more polished. This slouchy faux leather handbag brings an oversized chain accent, a roomy shape, and an optional crossbody strap for plans that keep moving.
Fit & Features
- Top handle with oversized hardware accent
- Detachable strap
- Top zipper closure
- Lined spacious interior
- Slouchy silhouette
- Faux leather material
Style Number/Barcode: 07203-000230
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Close Fit Off-Shoulder Long Sleeve Knit Top
This off-shoulder knit top makes the neckline the focal point. The wide fold-over detail and ruched sides add texture up top, while the fitted long-sleeve silhouette keeps the rest of the shape clean. Pair it with cargos or a mini skirt for an easy contrast.
Fit & Features
- Knit fabric, high stretch
- Wide fold-over off-shoulder neckline
- Ruched side detailing along the fold-over design
- Long fitted sleeves
- Hip-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000491
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Casually Chic Off-Shoulder Knit Sweater
Your cozy girl wardrobe just got a chic little twist. This off-shoulder sweater brings relaxed sophistication with an asymmetric neckline, slouchy dolman sleeves, and an oversized fit that pairs perfectly with your favorite jeans for coffee dates and casual city days.
Fit & Features
- Soft knit fabric, high stretch
- Asymmetric off-shoulder neckline
- Long dolman sleeves
- Hip-length hem
- Oversized fit
Style Number/Barcode: 06005-000489
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: OATMEAL
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Knit Worthy Off-The-Shoulder Bodysuit
Knitwear just got a flirty new attitude. This cable knit bodysuit brings a chic vibe to cozy styling with a wide fold-over off-the-shoulder neckline, curve-hugging fit, and sleek thong-cut bottom that pairs perfectly with everything from relaxed trousers to your favorite mini skirt.
Fit & Features
- Cable knit fabric, high stretch
- Off-the-shoulder neckline
- Wide fold-over design
- Long fitted sleeves
- Thong-cut bottom
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000488
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Pretty Sharp Floral Lace Vest Top
Delicate lace meets a more structured attitude. This fitted vest top uses floral texture and front frog closures to give the high neckline a distinctive, polished finish. The contrast makes even a simple outfit feel more considered.
Fit & Features
- Floral eyelash lace fabric, sheer design
- High mock neckline
- Sleeveless construction
- Front frog closures
- Form-hugging fit, center split front hem accent
- Runs true to size
Style Number/Barcode: 06003-000492
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Cozy Trio Rib Knit Headband Set
Three easy ways to top off the look. This rib-knit headband set keeps cold-weather styling simple with a stretchy, close fit that works with everything from jackets to oversized sweaters.
Fit & Features
- Three-pack headband set
- Rib-knit design
- Wide silhouette
- Stretchy fit
Style Number/Barcode: 07006-000203
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: MULTI
Available Size: NS
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Shoulder Play Seamless Long Sleeve Top
A little shoulder changes the whole styling equation. The cropped off-the-shoulder top works especially well with high-rise bottoms, while the long sleeves keep it cute and effortless for layering or styling alone.
Fit & Features
- Seamless knit stretchy fabric
- Off-the-shoulder neckline
- Long sleeves
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 07109-000071
Category Name: 2026 Fall Outfit Trends
Price: $22.90
Availability: In Stock
Available Color: IVORY, BLACK, BROWN
Available Size: XS/S, M/L
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Second Skin Fitted Long Sleeve Crop Top
This fitted long sleeve crop top keeps your layering game clean and easy. The crew neckline and close-to-body shape make it a natural match for relaxed denim, mini skirts, or under a jacket. Add a belt or statement accessories when you want the simple silhouette to feel a little sharper.
Fit & Features
- Smooth knit soft stretchy fabric
- Crew neckline
- Long sleeves
- Fitted silhouette
- Cropped length
- Straight hem
- Runs true to size
Style Number/Barcode: 07109-000074
Category Name: 2026 Fall Outfit Trends
Price: $22.90
Availability: In Stock
Available Color: BURGUNDY, IVORY
Available Size: XS/S, M/L
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Casual Styling Short Sleeve Crew Neck Bodysuit
This short sleeve bodysuit keeps casual styling cute and easy. The crew neckline and fitted shape give it that clean baby tee-inspired look that works with everything from baggy denim to mini skirts. Add sneakers or a little heel depending on the mood.
Fit & Features
- Seamless knit fabric with high stretch
- Crew neckline
- Short sleeves
- Form-hugging silhouette
- Thong-cut bottom with snap-button closures
- Runs true to size
Style Number/Barcode: 07109-000070
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: RED, BLACK
Available Size: XS/S, M/L
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Shoulder Season Foldover Off Shoulder Cable Knit Top
This off shoulder cable knit top makes sweater styling feel a little more polished. The foldover neckline and fitted shape keep the silhouette sleek, while the cuff slits add a subtle detail at the sleeves. Pair it with a denim mini or straight-leg jeans for an easy seasonal look.
Fit & Features
- Foldover off-shoulder neckline
- Cable-knit texture
- Long sleeves
- Cuff slits
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06005-000486
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Cut Above Mock Neck Cutout Sweater Top
This mock neck sweater top puts a fresh spin on fall knitwear. The cropped overlay and curved cutout break up the textured fitted silhouette with just enough edge to keep things interesting. Style it with a mini or low-rise denim for a cute seasonal contrast.
Fit & Features
- Texture knit fabric with stretch
- Mock neckline
- Long sleeves
- Curved front cutout detail
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000485
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Wild Side Leopard Faux Fur Barrel Shoulder Bag
Animal print just got a city girl upgrade. This faux fur barrel shoulder bag mixes plush leopard texture with a sleek strap, zip top closure, and sculptural side pouch detail for an outfit finish that refuses to play background.
Fit & Features
- Plush faux fur leopard print exterior
- Elongated barrel silhouette
- Zip top closure
- Lined interior
- Slim faux leather shoulder strap with metal hardware
- Rounded side pouch detail
Style Number/Barcode: 07203-000224
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: In Stock
Available Color: LEOPARD
Available Size: NS
Product Badge:- Best Seller
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Off Duty Polish Sleek Shoulder Bag
This sleek baguette bag pairs a glossy finish with a slim shoulder strap, polished hardware, and a compact silhouette that slips effortlessly into your everyday rotation and night-out plans.
Fit & Features
- Top shoulder strap
- Polished hardware insets
- Top zipper closure
- Lined spacious interior with zipper pocket
- Baguette compact silhouette
- Faux leather material
Style Number/Barcode: 07203-000225
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Polished Boat Neck Long Sleeve Bodycon Mini Dress
The neckline keeps this mini dress looking clean and elevated. A wide boat neck frames the shoulders, while long sleeves and a softly gathered waist add shape without overcomplicating the silhouette. It’s an easy, polished pick for sleek everyday styling.
Fit & Features
- Soft knit fabric
- Boat neckline
- Long sleeves
- Gathered waist
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 06005-000484
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Side Glance One-Shoulder Bell Sleeve Sweater
Sweater season is showing a little more shoulder this year. This one-shoulder bell sleeve sweater pairs an asymmetrical neckline with dramatic flared sleeves and a fitted silhouette for a fresh take on fall-to-winter knitwear.
Fit & Features
- Sweater ribbed knit fabric, high stretch
- One-shoulder neckline
- Long bell sleeves
- Mid-length fitted hem
- Runs true to size
Style Number/Barcode: 06005-000480
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Side Note Asymmetric Hem Off-Shoulder Top
This off-shoulder top lets the details do the work. The wide fold-over neckline and ribbed knit texture give the fitted shape extra dimension, while the asymmetrical hem adds a sharp finish at the waist. Pair it with relaxed denim or a mini to keep the look current.
Fit & Features
- Knit fabric with high stretch, vertical ribbed texture
- Wide fold-over off-shoulder neckline
- Long fitted sleeves
- Asymmetrical pointed hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000479
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L