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.

  • Two Tone Rhinestone Collar and Duster Set

    Set the tone in this chic collar set that radiates elegance for your special evening. The set features a multi-row two-tone rhinestone collar and matching duster earrings. Complete your look with a sweeping formal dress and block heels. 

    Fit & Features

    • Two-tone hue, lavender and silver
    • Rhinestone collar
    • Matching duster earrings
    • Post-back closure with clear disc back 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07002-0413

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Destructed Skinny Jeans

    Oasis by Eunina

    Level up your denim game in the trendy Clara High Rise Destructed Skinny Jeans! They feature a high waist, destructed detailing, and a skinny jean fit. Perf for everyday wear! Pair with a square neck tank and some clear heels.

    Fit & Features

  • High rise waist
  • Front button closure
  • Traditional five pocket and belt loop design
  • Front destructed detailing
  • Skinny jean fit
  • Denim fabric
        •  

          Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small. 

        Style Number/Barcode: 06602-0118

        Category Name: 2026 Fall Outfit Trends

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Bella Super High-Rise Destructed Skinny Jeans

        Oasis by Eunina

        The Bella Super High-Rise Destructed Skinny Jeans are a must-have in your closet! They feature a very high waist with destructed detailing at the front, a skinny leg fit, and a medium wash denim fabric with a faded design. Style this trendy pair of denim with a crop top and clear heels for that it-girl vibe.

        Fit & Features

        • Super high waist
        • Destructed detailing
        • Skinny leg fit, form-hugging
        • Five-pocket and belt loop design
        • Front button and hidden zipper closure
        • Medium wash denim fabric, faded design, moderate stretch
        • Runs true to size

          Style Number/Barcode: 06602-0120

          Category Name: 2026 Fall Outfit Trends

          Price: $18.97 $42.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Tobi High Rise Destructed Mom Jeans

          Oasis by Eunina

          These Tobi High Rise Destructed Mom Jeans are such a trendy vibe you need in your closet ASAP! They feature a high waist, destructed knee detailing, and a mom jean fit. Perf for everyday wear with your fave graphic tee and clear mules!

          Fit & Features

        • High rise waist
        • Front button closure
        • Traditional five pocket and belt loop design
        • Destructed knee detailing
        • Mom jean fit
        • Denim fabric
          •  

            Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

            Style Number/Barcode: 06602-0119

            Category Name: 2026 Fall Outfit Trends

            Price: $19.97 $42.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Western Vibes Braided Panama Hat

            Get those western vibes goin' when you style a suede panama hat with your muscle tee, high waist denim & cowboy fringe boots!

            • Western style panama hat
            • Braided detailing with silver conchos
            • Faux suede
            • Non-stiff brim

            Style Number/Barcode: 07302-0198

            Category Name: 2026 Fall Outfit Trends

            Price: $10.97 $22.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Sleek Small Chunky Hoop Earrings

            Everyone needs a classic pair of small chunky hoop earrings! These feature a sleek gold hue that is perf for everyday wear. Pair with a trendy graphic tee and a faux leather skirt to edge up your look for a night out!

            Fit & Features

            • Small thick design
            • Gold hue

             

            Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

            Style Number/Barcode: 07001-0462

            Category Name: 2026 Fall Outfit Trends

            Price: $3.97 $7.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Rhinestone V Collar and Drop Earring Set

            Reflect glamour in a necklace set that brings the luxe to your formal evening outfits. This set features a V-shaped collar necklace with fringe detail and matching earrings with a drop design. Complete this dazzling rhinestone set with a sleek clutch and rhinestone heels. 

            Fit & Features

            • V-shaped collar
            • Fringe detail
            • Matching earrings
            • Drop design 
            • Rhinestones

             

            Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

            Style Number/Barcode: 07002-0410

            Category Name: 2026 Fall Outfit Trends

            Price: $6.97 $14.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Linked Ring Statement Earrings

            Make a stylish statement in these chic linked ring earrings! Their sleek gold hue will go with all your fave 'fits. Pair with a little black dress and some clear heels for a trendy night out vibe.

            Fit & Features

            • Linked ring design
            • Dangling hoop accent

             

            Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

            Style Number/Barcode: 07001-0463

            Category Name: 2026 Fall Outfit Trends

            Price: $5.97 $11.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Off The Shoulder Long Sleeve Gauze Crop Top

            Stay on-trend in a long sleeve smocked top this season. This bright crop top elevates your casual look with its off the shoulder neckline and billowy long sleeves that offer a lightweight feel. Pair this season staple with high waist denim shorts and a chic pair of wedges that wow.

            Fit & Features

            • Smocked off the shoulder neckline
            • Long billowy sleeves, elastic cuff
            • Cropped hem 
            • Composed of a lightweight gauze fabric

            Style Number/Barcode: 06003-0800

            Category Name: 2026 Fall Outfit Trends

            Price: $6.97 $22.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Simple And Stylish Strappy Platform Heels

            These simple and stylish strappy heels are the perf neutral option. They feature an open almond-shaped toe with a wide strap, a thin cross strap design with an adjustable ankle strap, a short platform, and a block heel. Complete your look with a sleek clutch.

            Fit & Features

            • Open almond-shaped toe
            • Wide toe strap
            • Thin cross strap design, adjustable ankle strap, buckle detail
            • Short platform
            • Block heel
            • Faux nubuck material
            • Runs true to size

            Style Number/Barcode: 07401-2255

            Category Name: 2026 Fall Outfit Trends

            Price: $9.97 $28.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Nine To Five Belted Trench Coat

            Take your look from 9-5 and farther when you style in a sleek blazer! Dress down with cut off denim and heels, or dress up with your go to trousers!

            Fit & Features

            • Collared neckline
            • Long sleeves
            • Cinched waist line at the back
            • Belt detail
            • Slanted pockets with button closure
            • Relaxed fit
            Model in black: Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 
            Model in sage: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

            Style Number/Barcode: 06204-0518

            Category Name: 2026 Fall Outfit Trends

            Price: $14.97 $39.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Sleek Rhinestone Cuff

            Keep it sleek in a rhinestone cuff that brings the elegance. Perfect as a finishing touch to your workwear outfit or for a formal evening out. The cuff features a sleek design and embellished with dazzling rhinestones. Complete look with a statement sleeve top and dress pants to create a chic workwear outfit. 

            Fit & Features 

            • Sleek design
            • Open-end 
            • Dazzling rhinestones

            Style Number/Barcode: 07003-0108

            Category Name: 2026 Fall Outfit Trends

            Price: $5.97 $12.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Pretty Pearl Statement Earrings

            Get an effortlessly pretty look in these gorg pearl statement earrings! With their hammered metal stud detailing, they provide an edgy chic look to the classic pearl earrings. A must-have for pairing with your workwear, wear with a chic blazer and some trendy mules.

            Fit & Features

            • Hammered metal stud with cut-out
            • Dangling pearl accent

             

            Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

            Style Number/Barcode: 07001-0455

            Category Name: 2026 Fall Outfit Trends

            Price: $3.97 $8.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Jetsetter Cat Eye Sunglasses

            You need these shades for next getaway! Style them with a crop top and denim shorts for an effortless look.

            • Cat Eye Design
            • Plastic Tortoise Frame  

            Style Number/Barcode: 07008-0758

            Category Name: 2026 Fall Outfit Trends

            Price: $4.97 $8.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Tie Dye Twist Front Bell Sleeve Crop Top

            Keep it trendy in a tie-dye crop top. Perfect for creating groovy vibes for a festival outfit this crop features a tie-dye print, a twist front bodice, and flowy bell sleeves. Complete this fab top with high waist shorts and fringe earrings. 

            Fit & Features 

            • Plunging v-neckline
            • Twist-front bodice
            • Tie-dye print
            • Long bell sleeves 

             

            Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

            Style Number/Barcode: 06001-2566

            Category Name: 2026 Fall Outfit Trends

            Price: $8.97 $24.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Ready For It Zip Front Anorak

            You'll be totally ready for the day by layering on this stylish zip front anorak! Its O-ring zipper detailing gives the classic jacket a trendy feel.

            Fit & Features

            • Drawstring hood
            • Complete zip and button up front
            • Long sleeves | Single button detailing
            • Drawstrings at waist and back hem
            • Zippered pockets | O-ring detailing
            • Cotton fabric | No stretch

            Style Number/Barcode: 06204-0524

            Category Name: 2026 Fall Outfit Trends

            Price: $9.97 $39.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Everyday Essential Cargo Anorak

            This cotton cargo anorak is such an everyday essential! Layer on the hooded jacket over all your stylish 'fits for a classic chic look.

            Fit & Features

            • Drawstring hood
            • Complete zip and button down front
            • Long sleeves | Single button detailing
            • Interior drawstring at the waist
            • Drawstring at back hem
            • Slanted front pockets
            • Cotton cargo fabric | No stretch

            Style Number/Barcode: 06204-0526

            Category Name: 2026 Fall Outfit Trends

            Price: $9.97 $39.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Turn It Up Lock Faux Leather Purse

            Turn your style up a level when you throw in a crossbody satchel! Style over a tee + high waist shorts look for a wowwww factor!

            • Square design
            • Diamond quilted stitching
            • Turn lock closure
            • Silver hardware
            • Chain + faux leather shoulder / crossbody strap
            • Faux leather
            • Open inner pocket

            Style Number/Barcode: 07203-0319

            Category Name: 2026 Fall Outfit Trends

            Price: $13.97 $28.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Four Row Dainty Chain Necklace

            Keep it simply chic in a necklace that keeps it sleek! The necklace features a four-row layered design and features a sleek chain-link design. Complete your look with a fab matching set. 

            Fit & Features 

            • Four-row tiered design
            • Chain link 

            Style Number/Barcode: 07002-0402

            Category Name: 2026 Fall Outfit Trends

            Price: $4.97 $10.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Triple Ring Charm Necklace Set

            Stun in a necklace that brings the charm to your outfits! Layer necklaces or wear alone for your next outing with the squad! The set includes one chain link necklace and a necklace with a triple ring design. Complete your look with a sundress and floppy hat!

            Fit & Features

            • Includes two necklaces
            • One basic chain link necklace
            • Dainty chain link necklace
            • Triple ring design
            • Includes lobster clasp closure 

            Style Number/Barcode: 07003-0105

            Category Name: 2026 Fall Outfit Trends

            Price: $4.97 $10.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • So Fab Pleated O-Ring Statement Earrings

            These O-ring statement earrings are so fab! Their pleated texture will add a glam touch to your look. Perf to dress up an everyday outfit, pair with a sleek satin dress and some block heels for a chic cocktail hour look.

            Fit & Features

            • Large metal O-ring earrings on post
            • Pleated textured design

             

            Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

            Style Number/Barcode: 07001-0434

            Category Name: 2026 Fall Outfit Trends

            Price: $4.97 $10.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Miss Basic Block Mules

            Keep it basic in these cute mules that go with everything. They feature an open back, a peep toe with a wide strap and a block heel. Complete your look with a denim skirt. 

            Fit & Features

            • Open back
            • Peep toe 
            • Wide strap over the toe
            • Block heel

            Style Number/Barcode: 07401-2270

            Category Name: 2026 Fall Outfit Trends

            Price: $12.97 $28.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • So Hollywood Oversized Sunglasses

            Give off celeb vibes in these oversized sunnies! Throw them on with all your bomb summer looks. 

            • XL Square Plastic Frames
            • Ombre Lenses

            Style Number/Barcode: 07008-0756

            Category Name: 2026 Fall Outfit Trends

            Price: $5.97 $10.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Star Quality Oversized Sunglasses

            Look like a star in these oversized shades! Pair them with a sundress and sandals.

            • Plastic Frame
            • XL Square Ombre Lenses

            Style Number/Barcode: 07008-0757

            Category Name: 2026 Fall Outfit Trends

            Price: $5.97 $10.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale