2026 Fall Outfit Trends

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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.

  • Sleek Style Croc Embossed Heeled Boots

    Yes babe, get that sleek style in these chic croc-embossed boots! They feature a trendy pointy toe and a thin heel with faux leather material. Pair these of the moment boots with an oversized tee and bikers shorts to get that it-girl look.

    Fit & Features

    • Below the knee design
    • Pointy toe
    • Thin block heel
    • Inner zipper closure
    • PU material
    • Croc-embossed print

    Style Number/Barcode: 07402-0205

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Baddie Faux Leather Trench Dress

    Yes babe, this faux leather trench dress was made for a baddie like you! It features a collared neckline, long loose sleeves with tapered hems, a complete snap button-down front, a high waist, and a short, form-hugging fit. Pair this edgy dress with some combat boots for a night out.

    Fit & Features

    • Collared neckline
    • Long loose sleeves with tapered hems
    • Complete snap button-down front
    • High waist
    • Front pockets
    • Short, form-hugging fit
    • PU fabric with an all-over sheen and moderate stretch

    Style Number/Barcode: 06204-0774

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Into It Layered Chain Anklet
    You'll be so into it with this layered chain anklet! It features layered chains with hanging cross charms and rhinestone accents. Wear it with PVC strap heels for a clearly chic look! 

    Fit & Features
    • Layered chains
    • Hanging cross
    • Rhinestone accents

    Style Number/Barcode: 07003-0267

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy and Stylin' Snake Print Handbag

    Keep it sassy with a snake handbag that elevates your outfit to the next level! The handbag features a small rectangular body, a snake print, and a shoulder strap. Complete the look with a bodysuit with a blazer

    Fit & Features

    • Small rectangular body
    • Snake print
    • Detachable shoulder strap 
    • Faux leather material 

    Style Number/Barcode: 07203-0499

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Glamour Multi Ring Pack

    Channel that vintage glamour with this pretty ring pack! The ring pack includes five rings in varying sizes that feature a vintage flower design, textured bands, and a geometric design. Complete look with a bustier and mom jeans. 

    Fit & Features

    • Pack includes five rings 
    • Rhinestones 
    • Vintage flower design 
    • Textured bands 
    • Geometric design 

    Style Number/Barcode: 07004-0218

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just A Girl Who Loves Tequila Baseball Cap

    Top your outfit off with this sassy baseball cap perfect for a bar crawl or bachelorette! The hat features a classic curved brim, a front embroidered script that reads "Just A Girl Who Loves Tequila", and an adjustable back strap. Complete the look with a trendy crossbody bag.

    Fit & Features

    • Classic curved brim
    • Front embroidered script, "Just A Girl Who Loves Tequila"
    • Adjustable back strap

    Style Number/Barcode: 07302-1520

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Details Hoop Drop Earrings

    You'll adore the simple details of these hoop drop earrings. They feature a small hoop post with a large hanging hoop design. Include a post-back closure. Style these chic earrings with a dainty lariat necklace.

    Fit & Features

    • Small hoop post
    • Large hanging hoop
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1746

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Real Showstopper Denim Stiletto Pumps

    Flaunt these showstopping denim stiletto pumps all over town! The heels feature a closed pointed-toe with a lace-up design, a stiletto heel, a cushioned faux leather insole, and an open back. Complete the look in a classy black dress for a wine bar with bae!

    Fit & Features

    • Closed pointed-toe
    • Lace-up design
    • Open back
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4548

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty Sparkle Rhinestone Hoop Earrings

    Add a pretty sparkle to all of your 'fits with these gorg rhinestone hoop earrings! They feature a medium metal hoop design with all-around rhinestone embellishments. Include an omega closure. Style these hoop earrings with a dainty necklace for everyday glamour!

    Fit & Features

    • Medium metal hoop design
    • Rhinestone embellishments
    • Omega closure, rubber stopper


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

    Style Number/Barcode: 07001-1706

    Category Name: 2026 Fall Outfit Trends

    Price: $9.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Bliss Sterling Silver Plated Cubic Zirconia Chain Necklace

    Wear the perfect finishing touch with this dainty sterling silver plated chain necklace! Made with a dainty chain link dipped in sterling silver plating complemented with a cubic zirconia embellished bar charm, and secured with a lobster clasp closure, this necklace is both elegant and timeless. Complete the look with a ring set for a party or date night!

    Fit & Features

    • Sterling silver plated
    • Dainty chain link
    • Bar charm, cubic zirconia embellishments
    • Lobster clasp closure

    Style Number/Barcode: 07002-1620

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Elegance Crop Blouse

    Get all wrapped up in elegance with this classic and pretty blouse! It features a plunging V wrap neckline, three quarter length sleeves with ruffle hems, and a cropped banded hem with an elastic banded back. The top is composed of a woven fabric with minimal stretch.

    Style Number/Barcode: 06003-0224

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Striped Eyelash Dolman Sweater

    Bat your lashes in this charming sweater! It features a wide round neckline, long dolman sleeves with ribbed cuffs and a cropped hem. The trendy stripes are set in a vertical pattern. Sweater is composed of a soft to the touch knit fabric with an eyelash trim throughout. Garment offers a relaxed fit with plenty of stretch.

     

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

    Style Number/Barcode: 06001-1950

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Textured Knit Duster

    This textured knit duster brings cozy chic to a whole new level. It features long cuffed sleeves, large front pockets, and a drape open front with a relaxed and comfortable fit. The knit fabric offers moderate stretch.

    Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06202-0056

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Pastel Chunky Sneakers

    Keep it pretty in pastel sneakers to give your streetwear outfits a pop of color. The sneakers feature a multi pastel colored body, a lace-up front, a zippered accent, and a chunky sole. Complete your look with matching knit separates and a dainty necklace

    Fit & Features

    • Multi-pastel colors
    • Round toe
    • Lace-up front
    • Zippered accent
    • Pull tabs 
    • Chunky sole

    Style Number/Barcode: 07407-0172

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Croc Embossed Chain Link Shoulder Bag

    You'll be a major trendsetter in this chic croc embossed shoulder bag! It features an extra large chain link strap and a croc embossed faux leather material. Pair this statement bag with a sleek satin top for a gorg date night look.

    Fit & Features

    • Extra large chain link strap
    • Croc embossed faux leather material

    Style Number/Barcode: 07203-0412

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layered O-Ring Chain Link Belt

    Add some major glam to your look with this gorgeous chain link belt! It features two tiers of chains with O-ring detailing and an adjustable lobster clasp closure. Pair this belt with a curve-hugging mini dress for a stylish vibe.

    Fit & Features

    • Two tiers of chains
    • O-ring details
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Add Some Edge Faux Leather Combat Booties

    Add some edge to your everyday look with these cool faux leather combat booties! They feature an above the ankle design with a lace-up front, inner zipper closure, and trendy lug sole. Pair these booties with faux leather leggings to amp up your style!

    Fit & Features

    • Above the ankle design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • PU material

    Style Number/Barcode: 07403-0435

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Deets Rhinestone Ring Set

    The trendy details of this chic ring set will elevate your everyday casual look. The set features eight rings with varying designs, such as thin sleek bands, textured and twisted bands, a cross design, a circular accent, and mini rhinestone embellishment. Style this set with simple stud earrings.

    Fit & Features

    • Eight-pack ring set
    • Varying designs
    • Rhinestone embellishment

    Style Number/Barcode: 07004-0209

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Greek Key Stiletto Booties

    These printed stiletto booties are a trendy vibe for sure! They feature a pointed toe, an above the ankle fitted design, a sleek clear stiletto heel, and an all-over greek key print. Style these booties with hoop earrings and a chic handbag.

    Fit & Features

    • Pointed toe
    • Above the ankle fitted design
    • Lucite stiletto heel
    • Greek key print
    • Runs true to size

    Style Number/Barcode: 07403-1304

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ms. Diva Faux Fur Shawl

    Have a diva moment in a luxe shawl! This shawl features faux fur and a smooth nylon-like lining to easily drape on the shoulder for your glam evening attire! Includes a triple-row hook and eye closure on the top side of the wrap. For your next special event, layer this chic shawl over your formal dress and complete your look with a sleek clutch.

    Fit & Features

    • Faux fur 
    • Smooth nylon-like lining
    • Triple-row hook and eye closure

    Style Number/Barcode: 07305-0016

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Chic Peek Dainty Layered Necklace

    Give your outfit a chic peek of glam with this dainty layered necklace design with five lariat-styled layers, clear stone charms, and a lobster clasp closure. Complete the look in a low-cut long dress and clutch.

    Fit & Features

    • Five-lariat styled layers
    • Clear stone charms
    • Lobster clasp closure
    • Dainty chain-links

    Style Number/Barcode: 07002-1274

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moo-Tastic Cow Print Beanie

    Add a fun touch to your outfit with this cow print beanie featuring a soft and cozy design and a foldover cuff. Complete the look in a casual denim jacket.

    Fit & Features

    • Cow print
    • Foldover cuff
    • Soft and cozy
    • Knit design

    Style Number/Barcode: 07302-0788

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Details Pearl Elastic Band

    Style up your pretty tresses with this hair accessory that brings the luxe vibes. It features a stretchy elastic band with faux pearls and a center bow design with faux pearls and clear beaded detailing. Pair with a dainty tennis bracelet.

    Fit & Features

    • Stretchy elastic band
    • Center bow design
    • Faux pearls
    • Clear beads

    Style Number/Barcode: 07006-0364

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Chic Faux Leather Belt

    Add the perfect touch of chic to your look with this faux leather belt featuring a sleek metal buckle accent, dual bands with perforated holes, and a pull-through design. Complete the look in a form-fitting jumpsuit and heels.

    Fit & Features

    • Sleek metal buckle accent
    • Dual faux leather bands
    • Perforated holes
    • Pull-through design

    Style Number/Barcode: 07301-0468

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance