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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All Linked Up Layered Stone Hand Chain Bracelet
Your jewelry stack just moved beyond the wrist. This layered hand chain mixes rhinestones, faceted stones, and mixed link textures with a delicate finger loop for a dressed-up finish that brings extra detail to every gesture.
Fit & Features
- Mixed metal chain construction
- Layered bracelet design with rhinestone and stone accents
- Multiple chain textures for a stacked look
- Draped hand chain with delicate finger loop
Style Number/Barcode: 07003-000357
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Plans in Motion Ruched Asymmetrical Midi Skirt
Not your basic midi, and that’s exactly why it works. Ruched detailing and an adjustable drawstring shape the waist, while the asymmetrical hem brings just enough movement for dinner plans, drinks, and whatever happens after.
Fit & Features
- Soft stretch fabrication
- Mid-rise waist
- Ruched waistband with adjustable drawstring
- Asymmetrical handkerchief hem
- Runs true to size
Style Number/Barcode: 06501-000201
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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First Position Satin Bow Ballet Flats
Consider this your balletcore finishing move. These satin flats pair a dainty bow detail with a sleek slingback silhouette for a polished little step from brunch to dressier plans.
Fit & Features
- Square-toe closed design
- Bow inset
- Adjustable slingback strap with buckle closure
- Cushioned insole
- Smooth satin material
- Runs true to size
Style Number/Barcode: 07405-000027
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BLACK, BLUSH, RED
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Amber Hour Layered Stone Necklace
A little collected, a little luminous. Delicate mixed chains, beaded details, and faceted teardrop amber stones layer together for an artful finish that feels discovered with your autumn looks.
Fit & Features
- Layered chain necklace
- Teardrop amber stone insets
- Polished shine finish
- Lobster clasp closure
Style Number/Barcode: 07002-000697
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Gem Theory Rhinestone Concho Chain Belt
A little vintage mood, styled way more current. This statement chain belt lines up faceted rhinestones in sculpted concho settings for an easy hit of shine over denim, minis, dresses, and going out looks.
Fit & Features
- Statement concho chain belt design
- Alternating faceted rhinestone accents
- Sculpted oval metal settings
- Lobster clasp with adjustable extender
Style Number/Barcode: 07301-000506
Category Name: 2026 Fall Outfit Trends
Price: $18.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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City Flirt New York Off-Shoulder Pull-Over Top
Sporty, but with a little extra flirt. This fleece knit pull-over top pairs a relaxed fit with an asymmetric off-shoulder neckline and embroidered script for an effortless vibe.
Fit & Features
- Fleece knit fabric, moderate stretch
- Asymmetric off-shoulder neckline
- Long sleeves, embroidered "NY"
- Front "New York" embroidered script
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06002-000703
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: NAVY
Available Size: S, M, L
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Vamp Twist Strap Off Shoulder Maxi Dress
Let the details do the dressing. This off-the-shoulder maxi dress pairs twisted straps, ruched shaping, and a draped low back with a sleek, sculpted finish. Style it with stiletto heels and statement earrings for polished evening plans.
Fit & Features
- Smooth, slinky knit fabric with stretch
- Off-the-shoulder neckline with twisted straps
- Ruched detailing through the waist and hips
- Low draped back
- Curve-hugging silhouette
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05102-000840
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: OLIVE
Available Size: L
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City Strut Microsuede Scrunch Stiletto Boots
Your fall plans just found their favorite plus one. These microsuede stiletto boots bring the drama with a scrunched shaft, sleek pointed toe, and knee-high silhouette made for mini skirts, oversized jackets, and nights in the city.
Fit & Features
- Soft microsuede fabrication
- Knee-high scrunched shaft
- Pointed toe
- 3" Stiletto heel, 8.5" leg opening, 15.5" shaft
- Runs true to size
Style Number/Barcode: 07402-000190
Category Name: 2026 Fall Outfit Trends
Price: $50.90
Availability: In Stock
Available Color: TAUPE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Fit Check High-Rise Straight-Leg Jeans
Your denim rotation just found its new favorite. These high-rise jeans hug through the waist and hips before falling into a sleek straight leg, ready for everything from coffee runs to going-out plans.
Fit & Features
- Denim fabric
- High-rise waist, "Sweetheart" back embroidered script
- Belt loops, subtle V-shaped back waist cutout
- Front button with hidden zipper closure
- Front pockets
- Straight-leg fit
- Runs true to size
Style Number/Barcode: 06602-000141
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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Angle Shift Asymmetrical Poncho Sweater
This poncho sweater top brings the cutest cozy-fall energy to your lineup. The asymmetrical neckline and flared sleeves give the crop-length plenty of movement while keeping the silhouette easy to style. Pair it with straight-leg denim and ankle boots for a fall look.
Fit & Features
- Soft knit fabric
- Asymmetrical neckline
- Long flared sleeves
- Relaxed poncho silhouette
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000454
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS/S, M/L
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Off Balance Cable Knit Asymmetric Poncho Top
Cable knit gets a more directional point of view. The textured pattern and asymmetric one-shoulder shape give this poncho top a standout finish, while the draped silhouette keeps the look fluid. Pair it with relaxed denim to let the angled shape do the styling work.
Fit & Features
- Cable-knit fabric, moderate stretch
- Asymmetric one-shoulder neckline
- Draped poncho silhouette
- Cropped front length
- Longer side drape
- Runs true to size
Style Number/Barcode: 06005-000455
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: IVORY
Available Size: XS/S, M/L
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Side Note Cropped Asymmetric Poncho Top
This cropped asymmetric poncho top makes the shape the whole point. The off-shoulder neckline and sweeping side drape create an angled silhouette that feels clean, fluid, and current. Pair it with relaxed denim to keep the proportions balanced.
Fit & Features
- Knit fabric, moderate stretch
- Asymmetrical off-shoulder neckline
- Draped poncho silhouette
- Cropped front length
- Elongated side points
- Loose asymmetric hem
- Runs true to size
Style Number/Barcode: 06005-000497
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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Ruffle Check Double Belt Plaid Mini Skort
Plaid and ruffles give this skort enough personality to carry the outfit. The mini silhouette pairs layered flounces with a double-belt waist for a playful mix of movement and edge. Keep the top fitted and let the texture do the styling.
Fit & Features
- Lightweight woven fabric, plaid print
- High-rise waist
- Double-belt waistband
- Layered ruffle design
- Mini-length overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06403-000188
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Ring Leader Harness Buckle Knee High Boots
The harness hardware gives this boot the kind of edge that does the styling work for you. These knee-high boots pair a round toe and low block heel with ring and buckle details that sharpen up skirts, dresses, and denim alike.
Fit & Features
- Knee-high shaft
- Square toe
- Block heel
- Harness-style side strap with metal ring hardware
- Double buckle straps near the shaft opening
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000189
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN, BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- New Arrival
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Buckle Up Croc Embossed Shoulder Bag
The outfit just found its tougher side. This croc-embossed shoulder bag mixes a curved baguette silhouette with bold buckle hardware and studded details for an edgy finish that works especially well with denim, minis, and sleek going-out looks.
Fit & Features
- Croc embossed finish
- Top shoulder strap
- Curved shoulder bag silhouette
- Front buckled strap with snap-button closure
- Lined spacious interior, zipper pocket
- Glossy faux leather material
Style Number/Barcode: 07203-000218
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Glossed Over Strappy Patent Mules
A glossy finish can do a lot for the outfit. These patent mule heels feature sleek criss-cross straps, an open toe, and a slim stiletto heel for a polished finish that works as well with minis as with tailored looks.
Fit & Features
- Stiletto heel
- Pointed toe design
- Criss-cross straps
- Cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-000864
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: In Stock
Available Color: BLACK, IVORY
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Wrapped Up Peep-Toe Stiletto Heels
Consider the ankle ties your outfit’s finishing move. These faux suede heels pair a sleek peep-toe silhouette with a slingback design, wraparound ties, and a slim stiletto heel for a polished look with just enough edge.
Fit & Features
- Stiletto heel
- Peep open square toe design
- Slingback accent with wrap ankle ties
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-000866
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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After Hours Faux Leather Capri Pants
Plans just got a little more interesting. These sleek faux leather capri pants hug the figure with a cropped silhouette made for going-out tops, barely there heels, and late-night reservations.
Fit & Features
- Smooth faux leather fabrication
- High-rise waist
- Slim fitted silhouette
- Cropped capri length
- Runs true to size
Style Number/Barcode: 06402-000053
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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Height Check Scrunch Open Toe Wedges
Consider your heel lineup officially upgraded. These open-toe wedges pair a sleek toe strap with a scrunched ankle design and a sculpted wedge heel for any outfit craving high-fashion height.
Fit & Features
- Sculpted wedge heel
- Open almond toe design, sleek toe strap
- Scrunched closed ankle detail with side zipper closure
- Cushioned insole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07406-000075
Category Name: 2026 Fall Outfit Trends
Price: $38.90
Availability: In Stock
Available Color: BLACK, TAUPE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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West Coast Varsity Los Angeles Graphic Off Shoulder Sweatshirt
This Los Angeles graphic sweatshirt gives off-duty styling a sportier edge. The off-the-shoulder neckline keeps the shape relaxed while the front, sleeve, and oversized 12 back graphics bring in that varsity feel. Pair it with a cargo mini or relaxed denim to keep the look cool and easy.
Fit & Features
- Off-the-shoulder neckline
- Long sleeves
- Front Los Angeles CA graphic
- California sleeve graphic
- Oversized 12 back graphic
- Runs true to size
Style Number/Barcode: 06002-000701
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Checked Out Plaid Low-Rise Wide-Leg Pants
These low-rise plaid wide-leg pants make tailored styling feel a little less expected. The double-button waistband and extended tab give the waistline extra detail, while the wide-leg shape keeps the look relaxed. Pair them with a fitted baby tee or cropped knit to keep the proportions clean.
Fit & Features
- Plaid woven fabric
- Low-rise waist
- Double-button and zipper front detail
- Extended waistband tab
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-000029
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, S, M, L
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Soft Season Faux Fur Cropped Jacket
Winter glam, with a softer side. This plush faux fur cropped jacket brings luxe texture, an oversized collar, and a polished silhouette that layers effortlessly over holiday dresses, gala looks, and dressed-up cold-weather plans.
Fit & Features
- Plush faux fur, sewn-in woven lining
- Spotted pattern
- Collar neckline, long sleeves
- Hidden front hook and eye closures
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06201-000107
Category Name: 2026 Fall Outfit Trends
Price: $64.90
Availability: In Stock
Available Color: TAN
Available Size: XS, S, M, L
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Extra Plush Faux Fur Crop Jacket
Cute, cozy, and doing the absolute most in the best way. This plush faux fur crop jacket brings serious texture with an oversized collar, fluffy finish, and statement shape that makes even jeans feel way more styled.
Fit & Features
- Plush two-toned faux fur fabric
- Oversized collar with open front
- Long sleeves
- Crop-length fit
- Runs true to size
Style Number/Barcode: 06201-000106
Category Name: 2026 Fall Outfit Trends
Price: $64.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Little Drama Polka Dot Mesh Midi Skirt
Dots with a little drama built in. This semi-sheer mesh midi skirt brings movement with a flowy A-line fit, high cut side slit, and hanky-style hem made for going out looks that deserve a little extra.
Fit & Features
- Semi-sheer mesh fabric with knit panty lining, high stretch
- Polka dot print
- Mid-rise waist
- High-cut side slit
- Midi-length hanky-style hem
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 06501-000198
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L