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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Cozy Curve Ribbed Dolman Sleeve Crop Sweater
Sweater weather looks better with a little volume. This ribbed crop sweater plays up relaxed dolman sleeves against a fitted waist and cuffs for a silhouette that feels current and cozy. Consider your fall denim rotation officially upgraded.
Fit & Features
- Cropped length hem
- Wide neckline
- Relaxed dolman sleeves with fitted cuffs
- Soft rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-000482
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: IVORY, BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Polished Charm Faux Stone Pendant Necklace
A little vintage influence goes a long way. This pendant necklace pairs a delicate chain with an oversized oval faux stone charm for an easy finishing touch that makes even the simplest outfit more styled.
Fit & Features
- Dainty layered long chain design
- Colored stone oval pendant
- Lobster clasp closure
Style Number/Barcode: 07002-000726
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
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Easy Angle Striped Off-Shoulder Sweater Top
This is the kind of sweater that makes casual styling effortless. The striped knit, off-the-shoulder neckline, and relaxed fit make it easy to pair with a denim skirt and boots or comfy wide-leg pants and sneakers for a relaxed vibe. Finish with a headband and simple hoop earrings.
Fit & Features
- Soft knit fabric with moderate stretch
- Horizontal striped pattern
- Off-the-shoulder neckline
- Long sleeves
- Relaxed oversized fit
- Ribbed cuffs and hem
- Runs true to size
Style Number/Barcode: 06005-000477
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Sporty Chic Striped Knit Sweater
Your fall denim lineup just found its sporty little upgrade. This striped boat neck sweater pairs bold rugby-inspired stripes and a fitted silhouette with wide-leg jeans and suede ankle boots for a fresh take on autumn styling. Add a slouchy shoulder bag, and your sweater weather outfit has officially found its groove.
Fit & Features
- Striped pattern, knit fabric
- Boat neckline
- Fitted long sleeves
- Form-hugging fit
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000476
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Knit Shift Boat Neck Ribbed Sweater Mini Dress
The body-skimming mini dress silhouette balances a relaxed dolman top with a more defined shape through the skirt. The boat neckline keeps the upper half clean and open, while the ribbed texture adds subtle structure throughout. Style it with knee-high boots and bold earrings for a sleek cold-weather look.
Fit & Features
- Ribbed knit fabric with stretch
- Boat neckline
- Dolman long sleeves
- Defined waist
- Mini-length fitted silhouette
- Runs true to size
Style Number/Barcode: 06005-000473
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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Cozy On Cue Cable Knit Sweater Poncho
Cozy just got a chic little makeover. This cable knit sweater poncho brings a relaxed yet flirty feel to your cold-weather rotation with a shoulder-baring boat neckline, flowy draped silhouette, and cropped front that pairs perfectly with your favorite high-waisted jeans.
Fit & Features
- Cable knit fabric, high stretch
- Boat neckline
- Flowy overlay silhouette, sleeve holes
- Cropped fit, draped sides
- Runs true to size
Style Number/Barcode: 06005-000474
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS/S, M/L
Product Badge:- New Arrival
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Polka Dot Play Asymmetrical Midi Skirt
The polka dot print makes this midi skirt an easy starting point for a dressed-up look. The ruched waistband draws into a draped polka dot silhouette that shifts in length, adding extra interest. Pair it with the matching halter top or a streamlined top to keep the print feeling polished.
Shop Matching Top: Polka Dot Play Plunging Halter Top
Fit & Features
- Polka dot printed mesh fabric with knit lining, high stretch
- Mid-rise waist
- Ruched waistband
- Midi-length asymmetric hem
- Draped silhouette
- Runs true to size
Style Number/Barcode: 06501-000206
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Dust Up Knee-High Boots
A little rugged, a lot of attitude. These western-inspired boots feature slightly distressed faux leather, a knee-high fit, and a stacked block heel made for concerts, summer fairs, and country bars.
Fit & Features
- 2” Block heel, 7.5" leg opening, 15" shaft height
- Square toe
- Inner side zipper closure
- Comfort insole
- Knee-high fit
- Subtle distressed faux leather material
- Western-inspired design
- Runs true to size
Style Number/Barcode: 07402-000192
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Drama Faux Leather Lace-Trim Mini Skirt
Faux leather just found its flirtier side. This faux leather mini skirt mixes a sleek bodycon fit with an asymmetric lace trim, ruching, and an adjustable side tie for a sultry twist on your going-out wardrobe.
Fit & Features
- Faux leather fabric, moderate stretch
- High-rise waist
- Ruched detailing
- Adjustable side tie
- Mini-length hem, asymmetric lace trim
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000205
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Daily Uniform Straight-Leg Denim Overalls
Denim overalls are shifting from throwback to everyday staple. A straight-leg fit, adjustable straps, and workwear-inspired pockets give these denim overalls a fresh update for everyday styling.
Fit & Features
- Denim fabric
- Adjustable shoulder straps
- Front bib pocket
- Side button closures
- Front and back patch pockets
- Straight leg silhouette
- Runs true to size
Style Number/Barcode: 06602-000144
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: M, L, XL
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Cross My Heart Gemstone Statement Drop Earrings
A little romance with a dramatic edge. These cross statement earrings stack rich faceted stones within sparkling halo settings for an elongated drop that feels ornate, glamorous, and instantly dressed up.
Fit & Features
- Oversized cross drop silhouette
- Faceted gemstone embellishments
- Sparkling rhinestone halo accents
- Ornate metal settings
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000592
Category Name: 2026 Fall Outfit Trends
Price: $10.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Divine Detail Layered Gemstone Cross Necklace
A little romance, a little edge, and plenty of polish. This layered necklace mixes delicate chains with a beaded strand and an ornate cross pendant set with rich faceted stones for an instantly styled finish.
Fit & Features
- Three-row layered necklace design
- Delicate chain and beaded strands
- Faceted gemstone cross pendant
- Ornate textured settings
- Lobster clasp closure with extender
Style Number/Barcode: 07002-000720
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: Out of Stock
Product Badge:- Ships Free
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Shape Theory Side Ruched Boat Neck Mini Dress
Sweater weather is taking a more fitted approach this season. This boat neck mini dress pairs a sleek silhouette with side ruching and a wide neckline for a modern twist on classic knitwear. The softly flared hem brings a fresh finish to your cold-weather rotation.
Fit & Features
- Soft knit sweater fabric with stretch
- Boat neckline
- Fitted long sleeves with flare cuffs
- Ruched side waist seams
- Mini-length flare hem
- Runs true to size
Style Number/Barcode: 06005-000471
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Line Up Pinstripe Flare Pants
These pinstripe pants are bringing all the chic vibes to your look. An extended waistband design gives the tailored-inspired print a bolder update, while the flared-leg silhouette keeps the detail going. Pair with the matching halter top.
Shop Matching Top: Line Up Pinstripe Halter Top
Fit & Features
- Woven fabric
- Pinstripe pattern
- High-rise waist
- Extended waistband, dual button closures, belt loops
- Fitted throughout the leg, flared silhouette
- Runs true to size
Style Number/Barcode: 06502-000135
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sleek Move Mock Neck Ribbed Knit Mini Dress
This ribbed knit mini dress keeps the silhouette sleek from neckline to hem. The fitted shape and mock neckline create a clean, streamlined look, while the side slit adds just enough movement. Style it with knee-high boots or a cropped jacket for a sharp finish.
Fit & Features
- Ribbed knit fabric, high stretch
- Mock neckline
- Long fitted sleeves
- Side slit
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000470
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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Shoulder Check Knit Long Sleeve Top
This is the kind of neckline that does the flirting for you. The fitted off-the-shoulder top plays well with denim jeans or a mini skirt for an easy balance of sweet and sleek. Made for casual plans, coffee runs, or everyday styling.
Fit & Features
- Smooth knit stretchy fabric
- Off-the-shoulder straight neckline
- Long sleeves
- Fitted silhouette
- Mid-length hem
- Sleek, body-skimming shape
- Runs true to size
Style Number/Barcode: 06002-000718
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BROWN, BLACK, TEAL, BLK/WHT, BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Gem Theory Faceted Stone Cuff Bracelet
Consider your wrist styling officially upgraded. This sculptural cuff bracelet pairs hammered metal bands with faceted stone accents in mixed sizes for an artful finish that makes even the simplest look feel more considered.
Fit & Features
- Open cuff bracelet design
- Hammered metal bands
- Three faceted stone accents
- Mixed size bezel settings
- Slip-on styling
Style Number/Barcode: 07003-000374
Category Name: 2026 Fall Outfit Trends
Price: $11.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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In Motion High-Low Poncho Top
Dramatic silhouettes are back in the conversation, and this draped shape gives them a fresher point of view. The poncho top balances a cropped front with an easy high-low hem for a more directional silhouette.
- Woven fabric
- Crew neckline
- Draped poncho sleeves
- Cropped front with high-low hem
- Black top has polka dot pattern, burgundy top is solid
- Runs true to size
Style Number/Barcode: 06003-000490
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: XS, S, M, L
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Street Signal Faux Leather Bomber Jacket
A little moto attitude makes every outfit hit harder. This faux leather bomber jacket brings a sleek zip front, utility-inspired pockets, and a relaxed fit that layers perfectly over your outfits.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Standing collar neckline
- Long sleeves with rib knit cuffs
- Hidden front zip-up closure and snap-button closures
- Front flap pockets with snap-button closures
- Ribbed knit elasticized hem
- Runs true to size
Style Number/Barcode: 06204-000208
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Side Note Asymmetrical Long Sleeve Crop Top
The asymmetrical neckline makes the styling feel instantly more interesting. This cropped long sleeve top balances a fitted waist with blouson sleeves, making it an easy match for everything from casual bottoms to denim and tailored looks.
Fit & Features
- Soft knit fabric, high stretch
- Asymmetrical off-shoulder neckline
- Long blouson sleeves with fitted cuffs
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06002-000715
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Spot On Polka Dot Twill Capri Pants
Polka dots are giving the capri comeback a playful update. The slim twill silhouette keeps the shape clean, while side-slit cuffs add a sharp little finish at the hem. It’s a fresh take on the retro trend with just enough detail to keep it current.
Fit & Features
- Twill fabric with minimal stretch
- Polka dot print
- Mid-rise waist, clean waistband
- Side zipper and hook-eye closure
- Slim capri silhouette
- Side slit cuffs
- Runs true to size
Style Number/Barcode: 06302-000031
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Sleek Silhouette Butterfly Print Maxi Dress
Butterflies, but make it sleek. This high-stretch mesh maxi dress hugs the figure with a bodycon fit, while the abstract butterfly print and mock neckline keep the look artful, elevated, and ready for plans.
Fit & Features
- Mesh fabric, high stretch
- Abstract butterfly print
- Sleeveless mock neckline
- Tank shoulder straps
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000847
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
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Prep Talk Plaid Halter Pleated Romper
The details are giving this romper its extra charm. Lace trim frames the halter neckline and hem, while the fitted bodice and crisp pleats keep the shape polished. The open back and hidden shorts add a playful finish without taking away from the plaid.
Fit & Features
- Plaid knit fabric, moderate stretch
- Halter V-neckline, tie-back straps, open back
- Lace-trimmed neckline and hem
- Fitted bodice, drop waist seam
- Pleated mini-length overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06503-000429
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Check Please Plaid Halter Top
Plaid just found its trendy flair. This halter top features a deep V-neckline, open back, and fitted silhouette perfect for campus days, coffee runs, and last-minute plans. Style with the matching mini skort.
Shop Matching Bottoms: Check Please Plaid Belted Mini Skort
Fit & Features
- Plaid-printed woven fabric
- Sleeveless plunging V-neckline
- Halter strap with elastic detail
- Open back, lower stretchy smocked design
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000483
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set