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.

  • Under Cover Lover Trench Duster

    Designed with a draped collar at the front, long sleeves, and a belt accent, this duster is a neutral babes heaven.  Dress down with a pair of jeans and a basic top, or dress up with some heels! Trench is composed of a faux suede material that offers slight stretch and a relaxed fit.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0195

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Simplicity Knit Duster

    Sometimes the simple things have the most stunning effect! This duster features an open front, long sleeves and a hem that is almost floor length. Composed of a knit material this duster offers a lightweight feel with moderate stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06202-0038

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Simplicity Knit Duster

    Sometimes the simple things have the most stunning effect! This duster features an open front, long sleeves and a hem that is almost floor length. Composed of a knit material this duster offers a lightweight feel with moderate stretch.

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

    Style Number/Barcode: 06202-0039

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Vibes Oversized Hoodie

    We're feeling those cozy vibes with this oversized hoodie! This must have features a zippered front closure, a drawstring hoodie with surplus ties, long sleeves with ribbed cuffs and an all over oversized fit. Hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06202-0041

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbon Wave Fabric Headband

    Go for statement style with this chic headband! It features a flexibly structured, pleated fabric-covered crisscross design and a faux suede underlay. One size fits most.

    Style Number/Barcode: 07006-0048

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitter Glam Combat Boots

    Lace up and take on the day with plenty of glam! These combat boots feature an around the ankle fit, a lace up front, a round toe and a textured rubber sole. The body features a glittery sheen to add plenty of sparkle to your look! Boots are composed of a glitter mesh material. 

    Style Number/Barcode: 07403-0033

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirl Angora Knit Headband
    Cozy-chic never looked so good on you! Cool-weather accessories get a boost from this sumptuously soft knit headband. It features a flexible structure, an angora knit overlay in a colorblock swirl design, and a faux suede underlay. One size fits most.

    Style Number/Barcode: 07006-0050

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chunky Knit Pom Pom Beanie
    Be the ultimate snow bunny in this adorable beanie! It features a fold over cuff, a large, fluffy, faux fur pom pom and a warm knit.

    Style Number/Barcode: 07302-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Tube Hoop Earrings

    Accessorize your look with a chic, trendy vibe! These hoop earrings feature a tube design that are open ended. They have post back closures, and are the perfect medium size !

    Style Number/Barcode: 07001-0065

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Cozy Tie Front Sweater

    Keep it cozy in knits with this must have to layer up! The sweater features a plunging V neckline with a tie front accent and long sleeves. Sweater is composed of a loose knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0015

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Still Got Knit Duster
    Layer up girl and flaunt your chic looks with this duster! It features a drape open front, long sleeves and a sweeping near-floor length. Duster is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching dress to complete a Fall-inspired look!

    Style Number/Barcode: 06202-0036

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Still Got Knit Mini Dress

    Girl flaunt it out in this sexy mini! It features a sleeveless bodice, a scoop neckline, tank-like straps and a curve hugging mini length silhouette. Dress is composed of ribbed knit fabric that offers a moderate stretch. Pair with matching duster to create a Fall-inspired look! 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0287

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vic Victorian Stiletto Booties

    Vintage inspired but totally of the moment, these Victorian-style stilettos have appeal for the ages! Booties feature a pointed toe, short shaft, lace-up tie front, side zipper, and spindly stiletto heels. Boots are made from a faux suede material.

    Style Number/Barcode: 07403-0069

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Peep Toe Booties
    Peep that pedi girl! These booties feature a cut out at the heel as well as an open toe, an adjustable metal pin buckle closure, and a block heel. They are composed of a smooth faux nubuck material. Pair with your favorite jeans or sundress!

    Style Number/Barcode: 07403-0077

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quilted Elegance Faux Leather Handbag
    Keep it simply elegant with this handbag to make a statement! It features a fold over closure with a turn lock accent, an all over quilted design, a dainty chain shoulder strap and a contrasting interior lining. Handbag is composed of a faux leather material.

    Style Number/Barcode: 07203-0089

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On That Basic Belt Variety Pack
    Stock up on basic essentials to complete your look! This belt variety pack includes three narrow belts in neutral hues, a double buckle design and plenty of notches to adjust to your fit. Belts are composed of a faux leather material.

    Style Number/Barcode: 07301-0054

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lace Lug Boots

    Lace up in these commanding boots to give your look a bold edge! They feature an around the ankle fit, a lace up front, a round toe, a block heel and a textured lug sole. Boots are composed of a faux leather material.

    Style Number/Barcode: 07403-1171

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Croc Darling Mini Bag
    Mini bags are in! Rock this petite tote bag designed with a short handle and a button flap top closure. Includes a zipper top with an interior patch pocket and detachable chain shoulder strap. Features an embossed exterior with textile lining.

    Style Number/Barcode: 07203-0060

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Run Leopard Booties
    These fall ready booties are composed of a faux suede, and showcase a dark toned and subtle leopard print pattern. They have an almond toe, a zipper closure at the side and a short block heel.

    Style Number/Barcode: 07403-0051

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snap To It Croc Booties

    Textured croc embossing lends these booties their bite! Shoes feature a short shaft, ring hardware and zip closure, a sturdy block heel, and a pointed toe. Booties are made from a faux leather material.

    Style Number/Barcode: 07403-0044

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Snake Chain Clutch
    This essential clutch is all you need to pair with your casual and dressy looks! It features a rectangular body, a fold over closure and a dainty snake chain shoulder strap. Clutch is composed of a faux leather material.

    Style Number/Barcode: 07203-0066

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chevron Clutch
    Stay timeless with this simply chic quilted clutch. Designed with an envelope top and glitzy hardware detail, this bag includes a detachable shoulder strap for crossbody styling. Pair with both everyday and evening wear for a classic touch.

    Style Number/Barcode: 07203-0055

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Minimal Mini Backpack

    This one is for the minimalist girl! The essential backpack feature a top zipper closure, a front zippered pocket and adjustable shoulder straps. Backpack is composed of a faux leather material.

    Style Number/Barcode: 07203-1924

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Go Tassel Purse
    Are you on the go girl? So are we but we still gotta look good! This purse is a chic small rectangular purse with a double zipper closure. It is composed of faux leather and has a shoulder strap and a structured body. Our favorite part is the cute little tassel that is attached on the side.

    Style Number/Barcode: 07203-0053

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance