2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • Venomous Intent Snake Thong Mules

    A little wild, a lot polished. These snake mule heels pair sleek thong straps with a sculpted stiletto heel and glossy finish for the kind of statement shoe that makes even a simple dress look bold.

    Fit & Features

    • Stiletto heel
    • Almond toe
    • Thong strap
    • Cushioned insole
    • Glossy snake pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000791

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Lace Logic Short Sleeve Top

    Your basic tee just got a plot twist. This cotton blend crop top brings a corset-seamed bodice and lace-up detail for a fitted look with just the right amount of attitude.

    Fit & Features

    • Cotton-blend knit fabric
    • Crew neck
    • Short sleeves
    • Corset-seamed bodice, lace-up detail
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000645

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Fit Check Short Sleeve Top

    Your tee just got an upgrade. This short sleeve top keeps the fit sleek with a crew neckline and faux boning, then adds garter strap details for the kind of styling twist that makes denim look planned.

    Fit & Features

    • Knit fabric, moderate stretch
    • Crew neckline
    • Short cap sleeves
    • Faux boning
    • Mid-length hem, garter strap design
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000642

    Category Name: 2026 Fall Outfit Trends

    Price: $27.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Subtle Glow Sequin Bodycon Mini Dress

    Subtle shimmer is having a major moment. This bodycon mini dress updates the sequin trend with tiny clear embellishments, a clean halter neckline, and a low open back. The result feels fresh, streamlined, and ready for vacation plans and weekend dates.

    Fit & Features

    • Knit sweater fabric with mini clear sequin embellishments
    • Sweater knit lining, high stretch
    • Halter neckline
    • Low open back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000432

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Plaid Attitude Collared Zip-Up Vest

    Classic plaid with more attitude. This plaid zip-up vest hugs the frame in a sleek, fitted shape, with a double-zipper front for styling solo or matching back to the set.

    Shop Matching Shorts: Plaid Attitude Mid-Rise Hot Shorts
    Shop Matching Capris: Plaid Attitude Mid-Rise Capri Pants

    Fit & Features

    • Plaid woven fabric, minimal stretch
    • Sleeveless collared neckline
    • Tank straps
    • Double zipper-front design
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06204-000181

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Command Attention Military Denim Jacket

    This cropped denim jacket brings a structured, military-inspired edge with statement button tabs and a sleek zip front that layers effortlessly over your favorite looks this season.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • Standing collar neckline
    • Front zip-up closure
    • Long sleeves with dual button cuff detailing
    • Military-inspired button tabs 
    • Crop-length hem, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000066

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Every Day Edit Stud Shoulder Bag

    Your busiest days just found their plus one. This faux leather shoulder bag keeps the look polished with a slouchy silhouette, buckle accents, and zip pockets that make everyday styling feel effortlessly put together.

    Fit & Features

    • Shoulder strap
    • Detachable crossbody strap
    • Front studded strap accent
    • Top zipper closure
    • Lined spacious interior with zipper pocket
    • Back zipper pocket
    • Faux leather material with studded accents

    Style Number/Barcode: 07203-000210

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Casually Collected Denim Trucker Jacket

    This denim trucker jacket features a trendy boxy silhouette and easy zip-front design, making it the perfect throw-on jean jacket for everything from coffee runs to weekend getaways.

    Fit & Features

    • Medium wash cotton-blend denim fabric
    • Collar neckline
    • Long sleeves with button cuffs
    • Front zip-up closure
    • Front flap open pockets
    • Boxy trucker silhouette, mid-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Up Chenille Knit Zip-Front Hoodie

    Your cozy plans just got way more styled. This chenille knit zip-front hoodie keeps things sleek with a fitted silhouette, long sleeves, and a cropped shape that pairs perfectly with the matching shorts or low-rise denim.

    Shop Matching Bottoms: Cozy Up Chenille Knit Hot Shorts

    Fit & Features

    • Chenille knit fabric, moderate stretch
    • Hooded neckline with drawstring detail
    • Long fitted sleeves
    • Zip-front closure
    • Cropped hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 07103-000119

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Cozy On Cue Chenille Drawstring Lounge Pants

    Plush texture is giving the wide-leg trend a cozier turn. The chenille finish and drawstring waist keep the look soft and relaxed for lounging, coffee runs, and chilly mornings.

    Fit & Features

    • Soft chenille knit fabric
    • Drawstring mid-rise waist
    • Pull-on design
    • Wide-leg silhouette
    • Full-length design
    • Runs true to size

    Style Number/Barcode: 07103-000122

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Studded Intentions Shoulder Bag

    Your outfit called for something with bite. This faux leather shoulder bag brings a distressed finish, studded hardware, and multiple zip pockets to keep your essentials close without losing the edge.

    Fit & Features

    • Compact shoulder bag silhouette
    • Adjustable belted shoulder strap with stud hardware
    • Front flap, snap-button closure, stud hardware and zipper
    • Front buckle and studded hardware
    • Lined spacious interior with one pocket
    • Back zipper pocket
    • Distressed faux leather material

    Style Number/Barcode: 07203-000208

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Outfit Maker Snake Print Shoulder Bag

    The bag that instantly makes the outfit feel more styled. This snake print shoulder bag pairs a sleek silhouette with an easy front flap closure, making it the perfect piece for day or night out plans.

    Fit & Features

    • Adjustable shoulder strap
    • Front flap with dual magnetic closures
    • Lined spacious interior, one open pocket
    • Snakeskin pattern
    • Faux leather material

    Style Number/Barcode: 07203-000209

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: In Stock

    Available Color: SNAKE

    Available Size: NS

    Product Badge:
    • Best Seller
  • Ring Leader Micro Mini Tote Bag

    Handle the plans like you booked the table. This structured micro mini bag brings polished shape, ring handles, and a detachable chain strap for versatile styling with any look.

    Fit & Features

    • Micro mini structured silhouette
    • Ring handles
    • Detachable chain strap
    • Holds small, loose items
    • Faux leather material

    Style Number/Barcode: 07201-000050

    Category Name: 2026 Fall Outfit Trends

    Price: $17.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Worth Staying Out For Studded Faux Leather Corset Top

    Your going-out top just entered the chat. This faux leather corset top brings a strapless sweetheart neckline, studded detailing, and a sculpted fit that makes denim feel instantly more dressed up.

    Fit & Features

    • Faux leather fabric with front knit lining, no stretch
    • Strapless sweetheart neckline, no-slip strip
    • Studded trim along neckline
    • Structured corset seams, flexible boning
    • Cropped hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000450

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Yours Slinky Knit Poncho

    One of those tops that somehow works with everything and still stands out. This slinky knit poncho drapes effortlessly with an off-the-shoulder neckline and asymmetric hem that pairs perfectly with denim, shorts, or a sleek mini.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Off-the-shoulder neckline
    • Short sleeves
    • Asymmetric hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06001-000746

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Behavior Low Rise Plaid Micro Shorts

    Plaid micro shorts make fall styling feel instantly more interesting. Pair the low-rise fit with a fitted knit, oversized jacket, and pointed boots for a sharper seasonal look. The compact silhouette keeps the outfit balanced while still letting the plaid do the talking.

    Fit & Features

    • Low-rise waist
    • Plaid pattern
    • Button-front closure
    • Belt loops
    • Front pockets
    • Fitted micro-short silhouette
    • Runs true to size

    Model Information

    Model is 5'8" with a 34" bust, 24" waist, and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06403-000192

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • Vintage Edge Buckle Detail Shoulder Bag

    A little undone, fully intentional. This slouchy shoulder bag brings vintage-inspired buckle accents and a curved silhouette that makes everyday outfits feel instantly cooler.

    Fit & Features

    • Top shoulder strap
    • Front belted snap with button closure
    • Buckled accents with stud trim
    • Top zipper closure
    • Lined spacious interior, one zipper pocket, one open pocket
    • Vintage-inspired faux leather material

    Style Number/Barcode: 07203-000206

    Category Name: 2026 Fall Outfit Trends

    Price: $25.90

    Availability: In Stock

    Available Color: GREEN

    Available Size: NS

  • Stud Service Faux Suede Shoulder Bag

    A little hardware goes a long way. This faux suede shoulder bag brings a sleek shape together with silver stud accents and a flap front for an easy look that works with your favorite fall outfits.

    Fit & Features

    • Top adjustable belted shoulder strap
    • Front studded embellished trim
    • Front flap with snap-button closure
    • Lined spacious interior with one pocket
    • Smooth faux suede material
    • Structured silhouette

    Style Number/Barcode: 07203-000207

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS

  • Off Script One-Shoulder Corset Top

    The corset comeback just got a street style update. This crop top pairs an off-shoulder neckline with a structured lace-up waist for a snatched fit that pairs perfectly with skirts and jeans.

    Fit & Features

    • Smooth knit fabric, minimal stretch
    • One-shoulder asymmetrical neckline
    • Corset-structured bodice with lace-up detail
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000732

    Category Name: 2026 Fall Outfit Trends

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN, WHITE

    Available Size: XS, S, M, L

  • Spotted First Polka Dot Chiffon Poncho

    The top that gets a second glance before you've even finished your entrance. This polka dot chiffon poncho brings effortless drama with a one-shoulder neckline and floaty silhouette that's made for dinner dates, rooftop plans, and every RSVP in between.

    Fit & Features

    • Polka dot chiffon fabric, no stretch
    • One-shoulder neckline
    • Long flowy sleeve
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-000180

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Behavior Belted Shoulder Bag

    Consider your basic bag era officially over. This slouchy shoulder bag brings the attitude with an oversized buckle belt, metal grommets, and zip details that know how to pull an outfit together.

    Fit & Features

    • Adjustable belted shoulder strap
    • Dual top zipper closures
    • Front zipper pocket
    • Adjustable belted front detail
    • Lined spacious interior
    • Vintage-distressed faux leather material

    Style Number/Barcode: 07203-000204

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Card Snake Print Faux Leather Clutch

    Consider the outfit officially finished. This sleek snake print faux leather clutch pairs a structured frame, polished metal trim, and chain strap for a glam little carry that works with cocktail dresses, party looks, and anything that needs a sharper finish.

    Fit & Features

    • Snake print faux leather exterior
    • Structured rectangular silhouette
    • Metal frame and top clasp closure
    • Compact clutch design
    • Attachable chain shoulder strap

    Style Number/Barcode: 07203-000202

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: NS

  • High-Rise Coated Skinny Pants

    Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look.

    Fit & Features

    • High-rise waist, belt loops
    • Front button and hidden zipper closure
    • Faux front pockets, two back pockets
    • Skinny leg design
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-000039

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK-2

    Available Size: XS, S, M, L

  • Sleek Business Faux Leather Flare Pants

    These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties.

    Fit & Features

    • Coated faux leather fabric, slight stretch
    • High-rise waist
    • Hip-hugging fit, flare hem
    • Front button and hidden zipper closure
    • Two-pocket styling
    • Pants have an 11" front rise with a 30.5" inseam
    • Runs true to size

    Style Number/Barcode: 06402-000041

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L