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.

  • Carry On In Style Scrunch Shoulder Bag

    Carry on in style toting this unique shoulder bag around! The nylon bag features a shoulder strap, an adjustable drawstring along the top for a scrunching effect, and a zipper closure revealing a spacious interior for your must-haves. Complete the look in a trendy puffer jacket.

    Fit & Features

    • Shoulder strap
    • Adjustable drawstring, scrunch effect
    • Zipper closure
    • Spacious interior
    • Nylon woven material

    Style Number/Barcode: 07203-1957

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Take Ribbed Halter Midi Dress

    Turn up the heat in this curve-loving halter midi dress with a sultry side slit and button detail. Easy to style, impossible to ignore with your favorite pair of heels!

    Fit & Features

    • Stretch rib knit fabric
    • Square halter neckline
    • Bodycon silhouette
    • Front slit with button detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000111

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Trendsetter Bamboo Hoop Earrings

    These large metal hoop earrings feature a textured bamboo design, adding a chic touch to any outfit. They include a secure omega closure.

    Fit & Features

    • Large hoops
    • Bamboo design
    • Omega closure, rubber stopper

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2062

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Three-Pack Hoop Earrings Set

    A three-pack set of gorgeous hoop earrings that elevate every outfit! This exclusive set features one pair of chain twist hoops, one pair of sleek metal twist hoops, and one of hoops with dainty rhinestone embellishments. Complete the look with statement heels for any occasion!

    Fit & Features

    • Three-pack hoop earrings set
    • One pair of twist chain hoops, post-back closure
    • One pair sleek metal twist hoops, omega closure
    • One pair rhinestone embellished hoops, omega closure

     

    Earrings are final sale and may not be returned or exchanged. 

    Style Number/Barcode: 07001-2068

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Platinum Status Door Knocker Hoop Earrings

    A pair of statement earrings featured in a door knocker hoop design is perfect for elevating every look. 

    Fit & Features

    • Door knocker hoop design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2094

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made To Sparkle Eight-Pack Ring Set

    This sparkly stackable eight-pack ring set features various glitter, rhinestone, and sleek designs that dress up any look.

    Fit & Features

    • Eight-pack ring set
    • Various glitter, rhinestone, and sleek designs

    Style Number/Barcode: 07004-0410

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Muse Bow Stud Earrings

    A pair of bow earrings with post-back closures perfect for dressing up your everyday style.

    Fit & Features

    • Bow stud earrings
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2098

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Glam Rhinestone Chain Necklace

    A dainty Y-shaped chain necklace features delicate rhinestones and a secure lobster clasp closure. Perfect for styling with earrings.

    Fit & Features

    • Y-shaped chain necklace
    • Rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07002-1889

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Out Loud Faux Pearl Heart Earrings

    These earrings feature a dainty chain with beading and faux pearl heart charms. Perfect for styling with sleek faux leather heels.

    Fit & Features

    • Dainty chain with beading
    • Faux pearl heart charms
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-2085

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Details Six Pack Earrings Set

    A six pack earrings set featuring three studs and three mini hoop earrings with various styles and designs perfect for everyday wear.

    Fit & Features

    • Six pack earrings set
    • One pair faux pearl studs, post-back closure
    • One pair heart studs, post-back closure
    • One pair rhinestone studs, post-back closure
    • One pair sleek mini hoops, post-back closure
    • One pair twist mini hoops, post-back closure
    • One pair rhinestone mini hoops, post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2097

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set The Bar Mini Hoop Three-Pack Earrings Set

    Set the bar for iconic style with these three-pack earrings set! This set includes one pair of sleek mini hoops, one pair of twist mini hoops, and one pair of texture mini hoops to add versatility to your fashion looks. Complete the look with block heels.

    Fit & Features

    • Three-pack earrings set
    • One pair of sleek mini hoops, post-back closure
    • One pair of twist mini hoops, post-back closure
    • One pair of texture mini hoops, post-back closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-2099

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Glam Twisted Fringe Earrings

    Dazzle in these glam twisted fringe earrings perfect for complimenting your formal dress.

    Fit & Features

    • Twisted fringe design
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.
     

    Style Number/Barcode: 07001-2113

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • At Your Leisure Zip-Up Crop Jacket

    A comfy and cute zip-up crop jacket perfect for post-pilates and grabbing coffee! Pair with the matching bottoms.

    Fit & Features

    • Stretchy rib knit fabric
    • Fitted long sleeves
    • Mock neckline
    • Zip-up front closure
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Pants: At Your Leisure Mid-Rise Flare Pants

    Style Number/Barcode: 06202-000080

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Sweetheart Long Bow Twin Pack

    Fit & Features

    • Twin pack
    • Long bow design 
    • Ribbon material
    • Clip-on 

    Style Number/Barcode: 07006-0554

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Textured Style Statement Earrings

    Add these statement earrings to your collection! They feature a textured drop design and a secure post-back closure. Style with a dressy look for any occasion.

    Fit & Features

    • Textured drop design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.   

    Style Number/Barcode: 07001-2103

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Faux Pearl Bar Necklace

    A dainty chain necklace features a faux pearl bar and a secure lobster clasp closure. Perfect for styling with earrings.

    Fit & Features

    • Dainty chain
    • Faux pearl bar
    • Lobster clasp closure

    Style Number/Barcode: 07002-1954

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: 07203-0052

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Over-sized Baby Doll Bow Barrette
    Hey baby-doll! We love your feminine style. This barrette features an over-sized bow design with a snap clip closure.

    Style Number/Barcode: 07006-0069

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Contrast Stitch Knit Sweater

    Your closet will be happy to meet this cute contrast stitch sweater perfect for showcasing your unique style! The sweater features a ribbed crew neck, long sleeves with cuffs, and a relaxed fit hem. Complete the look with faux leather pants for a Friday night out!

    Fit & Features

    • Ribbed crew neck
    • Long sleeves with cuffs
    • Relaxed fit hem
    • Contrast stitch seams
    • Sweater knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1566

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Days Quilted Nylon Shoulder Bag

    This trendy quilted nylon shoulder bag was made for those lowkey casual days. It features a medium size with a top shoulder strap, a slouchy silhouette, and a quilted design on the nylon fabric. The top zipper closure leads to a spacious woven interior with a single zippered pocket. Style with sleek hoops and ankle booties for a cute on-the-go look.

    Fit & Features

    • Medium size
    • Top shoulder strap
    • Slouchy silhouette
    • Fully quilted design
    • Nylon fabric
    • Top zipper closure
    • Spacious woven interior, zippered pocket

    Style Number/Barcode: 07203-1420

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Chain-Link Choker Necklace

    A sleek and minimal chain-link choker necklace secured with a lobster clasp closure. Perfect for layering with other jewelry.

    Fit & Features

    • Chain-link design
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1880

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cross My Heart Pendant Necklace

    Stun in a necklace that features a dainty chain and an etched heart pendant. Complete with a drop-waist dress and flat shoes.

    Fit & Features

    • Dainty chain link
    • Etched heart pendant
    • Lobster clasp closure 

    Style Number/Barcode: 07002-1906

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Here To Stun Twist-Front Cutout Mini Dress

    Step up your night-out vibe and stun in this smooth knit mini dress featuring a plunging V-neckline with a twist-front bust design and a sultry keyhole cutout at the waist. The bodycon silhouette will flaunt your gorgeous curves.

    Fit & Features

    • Double-lined smooth knit fabric, plenty of stretch
    • Plunge V-neckline, twist-front bust
    • Keyhole waist cutout
    • Long fitted sleeves
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5801

    Category Name: 2026 Fall Outfit Trends

    Price: $24.00 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

    Product Badge:
    • Sale