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 Drama Lace Flutter Sleeve Crop Top
This lace crop top brings a softer side to trend-forward styling. The floral lace and flutter sleeves add movement while the fitted cropped hem keeps the look clean and current. Pair it with denim jeans or a mini skirt for a cute contrast.
Fit & Features
- Sheer floral lace fabric
- Short flutter sleeves
- Fitted lined knit crop hem
- Runs true to size
Style Number/Barcode: 06001-000928
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Utility Edit Buckle Hem Cropped Jacket
Utility details are having their fashion moment. This cropped utility jacket brings the trend into focus with statement buckle hardware, a structured collar, and a sharp cropped fit perfect for everyday styling.
Fit & Features
- Cotton woven fabric
- Standing collar neckline
- Hidden front zip-up and snap-button closures
- Long sleeves with snap-button cuffs
- Front pockets
- Adjustable belted crop-length hem with pleated detail
- Runs true to size
Style Number/Barcode: 06204-000244
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK, KHAKI
Available Size: S, M, L
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City Plush Faux Fur Cabby Hat
Cold weather accessories just got way more polished. This faux fur newsboy cap pairs a plush crown with a sleek structured brim for the kind of finishing touch that makes coats, knits, and boots feel instantly pulled together.
Fit & Features
- Plush faux fur fabrication
- Cabby hat silhouette
- Structured faux leather brim
- Decorative side button detail
Style Number/Barcode: 07302-000449
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
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Wild Side Faux Fur Leopard Cabby Cap
Cold weather styling just got a little wilder. This plush faux fur cabby cap pairs a leopard print crown with a sleek faux leather structured brim for that polished city look that makes the whole outfit feel more considered.
Fit & Features
- Plush faux fur leopard print crown
- Structured cabby cap silhouette
- Smooth faux leather brim and band trim
- Side button hardware detail
- Runs true to size
Style Number/Barcode: 07302-000450
Category Name: 2026 Fall Outfit Trends
Price: $18.90
Availability: In Stock
Available Color: LEOPARD
Available Size: NS
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City Muse Faux Suede Cabby Hat
A little vintage attitude, a lot of city chic. This faux suede cabby hat brings a clean finish and a structured, rounded silhouette to your fall wardrobe, pairing perfectly with oversized coats, sleek boots, and your favorite denim.
Fit & Features
- Structured rounded silhouette
- Wide brim
- Cabby hat silhouette
- Smooth faux suede material
Style Number/Barcode: 07302-000451
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
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Utility Mode Faux Leather Low-Rise Cargo Pants
These cargo pants make building an edgy outfit ridiculously easy. Style the low-rise waist with a fitted top and sleek heels to balance the wide-leg shape, then let the faux leather finish and cargo pockets do the rest. The result feels sharp, current, and ready for a full street-style moment.
Fit & Features
- Faux leather fabric
- Low-rise waist, belt loops
- Front button closure
- Front and back pockets
- Cargo flap pockets
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-000057
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Check Mate Plaid Cabby Hat
Prep just got a little more interesting. This plaid cabby hat brings textured charm and a vintage-inspired shape to denim, mini skirts, and layered fall looks that could use something extra.
Fit & Features
- Cabby hat structure
- Short curved brim
- Textured plaid woven fabric
Style Number/Barcode: 07302-000447
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: NATURAL
Available Size: NS
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Howdy Season Jersey Mesh Graphic Crop Top
Howdy season just entered the rotation. This sheer jersey mesh graphic crop top pairs an oversized fit with a lace-trimmed V-neckline and cropped hem for game days, tailgates, and anything that calls for boots.
Fit & Features
- Sheer jersey mesh fabric, moderate stretch
- V-neckline with sheer lace trim
- Short sleeves
- "Texas" front sporty graphic
- Cropped hem
- Oversized fit
Style Number/Barcode: 06002-000730
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Howdy Ready Varsity Graphic Halter Top
The varsity graphics bring instant team energy without losing the fashion point of view. A lace-up front, contrast side stripes, and bold number detail give this graphic halter top a sporty finish.
Fit & Features
- Knit fabric with stretch
- Sleeveless halter neckline with tie-back straps
- Lace-up front design
- "Texas" front and back sporty graphics
- Contrast side stripes
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000725
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Style Shift Draped Boat Neck Sweater Knit Poncho
One piece, multiple ways to make it yours. This sweater knit poncho can be worn with a wide neckline or draped off one shoulder for a fresh take on cozy layering. Pair it with denim and boots for a look that knows how to switch things up.
Fit & Features
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Wide boat neckline
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Can be worn off one shoulder
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Relaxed, draped poncho silhouette
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Sweater knit fabrication
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Asymmetrical hemline
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Runs true to size
Style Number/Barcode: 06202-000167
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: IVORY
Available Size: XS/S, M/L
Product Badge:- New Arrival
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Gems In Motion Mixed Stone Linear Drop Earrings
Consider your jewelry lineup officially upgraded. These linear drop earrings stack faceted mixed-shape stones with a sleek teardrop finish, creating just enough movement and shine to make dressed-up looks feel extra polished.
Fit & Features
- Linear drop earring silhouette
- Faceted mixed-shape stone accents
- Teardrop stone detail
- Linked construction for subtle movement
- Fish hook closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000591
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pattern Play Gingham Plaid A-Line Maxi Skirt
Longer lines are having their fall moment. This A-line maxi skirt pairs a clean drop waist seam with a gingham plaid pattern for a silhouette that feels polished, current, and easy to layer into autumn looks. The shape gives boots and fitted knits plenty of room to do their thing.
Fit & Features
- Gingham plaid pattern, airy woven fabric
- Drop waist seam, mid-rise design
- Back zipper and hook-eye closure
- A-line silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000022
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Major Attitude Plunging V-Neck Long Sleeve Bodysuit
A little extra plunge brings a whole lot of attitude. The deep V-neckline and curved underbust seaming give this long sleeve bodysuit a sleek, defined look that draws attention to the neckline. Consider your fitted silhouette officially upgraded.
Fit & Features
- Smooth knit fabric, high stretch
- Plunging V-neckline
- Curved underbust seam detail
- Long fitted sleeves
- Full-coverage upper back
- Fitted bodice with high-cut thong bottom
- Runs true to size
Style Number/Barcode: 06002-000779
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: TEAL
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Flirty Upgrade Striped Knit Long Sleeve Top
Classic stripes just got a flirty upgrade. This plunging V-neck top combines a curve-hugging ruched fit with an open tie-back detail that makes your everyday look anything but basic.
Fit & Features
- Striped knit fabric, high stretch
- Plunging V-neckline
- Long fitted sleeves
- Ruched detailing
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000788
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Sleek Shift Boat Neck Three-Quarter Sleeve Top
This boat neck top keeps everyday styling sleek and simple. The fitted shape and three-quarter sleeves create a clean silhouette that pairs easily with relaxed denim or a mini skirt. Add a belt and heels when you want to sharpen it up.
Fit & Features
- Smooth knit fabric, high stretch
- Boat neckline
- Three-quarter sleeves
- Fitted silhouette
- Hip-length hem
- Runs true to size
Style Number/Barcode: 06002-000769
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: BLOOD, RED
Available Size: XS, S, M, L
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Curve Appeal Mock Neck Long Sleeve Top
Your denim rotation just found its sleekest plus-one. This fitted long sleeve top pairs a mock neckline with side ruching for a flattering shape that works with everything from relaxed jeans to tailored trousers. Add a statement belt and boots for a polished finish.
Fit & Features
- Soft knit fabric with stretch
- Mock neckline
- Fitted long sleeves
- Ruched side seams
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06002-000775
Category Name: 2026 Fall Outfit Trends
Price: $22.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Drape Shift Boat Neck Dolman Sleeve Fitted Waist Top
This boat neck top plays up the contrast between soft drape and a defined waist. The dolman sleeves keep the upper shape relaxed while the fitted waistband sharpens the silhouette through the middle. Pair it with sleek pants or a fitted mini for a clean finish.
Fit & Features
- Wide boat neckline
- Short dolman sleeves
- Relaxed drape through the bodice
- Fitted waistband
- Cropped length
- Runs true to size
Style Number/Barcode: 06002-000789
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Sleek Gather Long Sleeve Bodycon Midi Dress
This is the kind of fitted midi that plays well with a sharper styling mix. Pair this long sleeve ruched bodycon midi dress with metallic accents or a tailored outer layer to contrast the soft gathering through the front. The result feels sleek, modern, and put together.
Fit & Features
- Lined slinky knit fabric with stretch
- Mock neckline
- Long sleeves
- Fitted bodycon silhouette
- Gathered ruching through the front skirt
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001886
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Tied With Intention Satin Bow Hair Clip
The prettiest way to finish the look. This satin bow hair clip brings a polished knotted shape and extra-long ribbon tails that make ponytails, half-ups, and buns feel instantly more styled.
Fit & Features
- Smooth satin ribbon
- Knotted bow design
- Extra-long ribbon tails
- Barrette clip closure
Style Number/Barcode: 07006-000255
Category Name: 2026 Fall Outfit Trends
Price: $8.90
Availability: In Stock
Available Color: IVORY
Available Size: NS
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Trendy Move Wide-Leg Cropped Gaucho Pants
The cropped wide-leg trend is making room for a softer, more fluid shape. These gaucho pants pair a mid-rise fit with a foldover waistband and swingy cropped legs for a look that feels fresh without trying too hard. Style them with a fitted top and pointed heels to keep the proportions sharp.
Fit & Features
- Knit fabric, high stretch
- Foldover waistband
- Mid-rise silhouette
- Wide-leg fit
- Cropped gaucho length
- Runs true to size
Style Number/Barcode: 06502-000158
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BERRY
Available Size: XS, S, M, L
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Back For More High Neck Lace Halter Romper
The romper is all about a close fit through the bodice with extra movement below. A high halter neckline and ruched waist shape this open-back lace romper, while layered ruffles flare out over hidden shorts for a softer finish.
Fit & Features
- Lined lace fabric
- High halter neckline with tie straps
- Open back
- Fitted bodice, ruched waist design
- Layered ruffle mini-length hem
- Built-in knit shorts lining
- Runs true to size
Style Number/Barcode: 06503-000476
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sleek Intentions Off-Shoulder Bodycon Midi Dress
The off-the-shoulder trend is looking extra cute this season. A foldover neckline adds a playful touch to the fitted knit silhouette, while long sleeves keep the look sleek and balanced. It's giving sweet, polished style with just enough flirtiness.
Fit & Features
- Ribbed knit fabric with knit lining, high stretch
- Foldover off-shoulder neckline
- Long fitted sleeves
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000917
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: IVORY, DENIM
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Capri Crush Faux Leather Capri Pants
Capri pants are back, and faux leather gives the comeback a sharper edge. The fitted silhouette keeps the shape sleek while the cropped length and slit hems add a clean, current finish. It’s an easy way to tap into the trend with a little more attitude.
Fit & Features
- Faux leather construction
- Fitted silhouette
- Capri length
- Clean waistband
- Slit hems
- Runs true to size
Style Number/Barcode: 06502-000154
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Fur The Drama Removable Faux Fur Knit Cardigan
A little faux fur, a lot of fashion attitude. This cropped knit cardigan brings a luxe look to cold-weather styling with a removable faux fur collar, flirty tie-front closure, and fitted silhouette that pairs perfectly with tailored trousers or your favorite mini skirt.
Fit & Features
- Knit fabric, moderate stretch
- Removable faux fur collared neckline
- Open front, tie closure
- Long fitted sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06202-000158
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L, XL
Product Badge:- New Arrival
- Knit fabric, moderate stretch