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.

  • Basic Must-Have Ribbed Knit Mini Dress

    This ribbed knit mini dress is a basic must-have that needs to be in your wardrobe! It features a classic crew neckline, long fitted sleeves, and a short, form-hugging fit. The ribbed knit fabric offers a moderate stretch. Style with hoop earrings and knee-high boots.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Mini-length hem, form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1407

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Rhinestone Flower Hair Pin

    Style up your pretty tresses with this dainty flower hair pin! It features all-over mini rhinestone embellishments for the perfect amount of sparkle. Complete the look with stud earrings.

    Fit & Features

    • Single small hair pin
    • Flower design
    • Rhinestone embellishments

    Style Number/Barcode: 07006-0342

    Category Name: 2026 Fall Outfit Trends

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Elegant Flower Hair Pin

    Showcase simple elegance with this chic accessory. The dainty hair pin features a small flower design with rhinestone embellishments for a subtle sparkle. Style with stud earrings.

    Fit & Features

    • Single metal hair pin
    • Small flower design
    • Rhinestone embellishments

    Style Number/Barcode: 07006-0345

    Category Name: 2026 Fall Outfit Trends

    Price: $0.97 $3.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Preppy Bow Clip

    Showcase your sweet and preppy side with this adorable bow clip. It features a barrette-style clip with a cute bow attached. Pair with classic hoop earrings and a dainty layered necklace.

    Fit & Features

    • Barrette-style metal clip
    • Large bow

    Style Number/Barcode: 07006-0333

    Category Name: 2026 Fall Outfit Trends

    Price: $1.97 $5.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Trendy Moment Claw Clip Set

    Have a totally trendy moment with these adorable claw clips! The set features three metal hair clips with varying designs to switch up your looks. Style with simple stud earrings and a charm necklace.

    Fit & Features

    • Set of three metal claw clips
    • Different designs

    Style Number/Barcode: 07006-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Secret Satin Kimono Sleeve Top

    Want to know a secret? This sweet satin top can be worn multiple ways so you stun in every room you walk into! It features long kimono sleeves, a surplice v-neckline, and a customizable tie that can be styled in the front or back. Complete the look in faux leather pants.

    Fit & Features

    • Long kimono sleeves
    • Surplice v-neckline
    • Customizable tie design
    • Cropped hem
    • Shiny satin fabric
    • Fits true to size

    Style Number/Barcode: 06204-1518

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Sight Lug Block Heel Booties

    It's love at first sight when you set your eyes on these faux leather booties featuring an almond toe, block heel, lug sole, side zipper closure, and an ankle-length fit. Complete the look in a cool moto jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Lug sole
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1609

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dark Side PU Slit Mini Skirt

    Keep it dark and edgy in this sleek and stylish PU mini skirt featuring a high-rise waist, back zipper closure, bodycon silhouette, and a front slit accent on croc-embossed fabric. Complete the look in an eye-catching crop top and mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Croc-embossed PU fabric
    • Fits true to size

    Style Number/Barcode: 06401-0481

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Not A Flare Woven Paper Bag Pants

    When you're outfit is stylish you won't have a care in the world! These paper bag pants are essential for dressing up any look. They feature a high-rise waist with a tie-front, belt loop accents, hidden side pockets, front zipper closure, and a flare-leg silhouette. Style with a bodysuit and booties.

    Fit & Features

    • High-rise waist
    • Tie-front, belt loops
    • Hidden side pockets and front zipper
    • Flare-leg silhouette
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0486

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kerri Formal Velvet Mermaid Dress

    Special Occasion

    When the occasion calls for velvet, the Kerri formal velvet mermaid dress delivers with romantic classic Hollywood glamour for your next dressy night out! She features an off-the-shoulder neckline with a sultry front V-wire insert, a high-waist seam, and a form-hugging mermaid silhouette with a high-cut front slit and long hemline. The formal dress is crafted from a lined velvet fabric with luxurious softness and moderate stretch. Complete the look with a rhinestone hair clip and clutch.

    Fit & Features

    • Off-the-shoulder neckline, V-wire insert
    • Lightly padded bust, bra optional
    • Back zipper closure, high-waist seam
    • Mermaid silhouette, high-cut slit
    • Long-length hem
    • Lined velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2606

    Category Name: 2026 Fall Outfit Trends

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 90s Reboot Faux Leather Mini Skirt

    Look and feel like a total 90s babe in this faux leather mini skirt featuring a high-rise waist, bodycon silhouette, a front button, hidden zipper closure, side pockets, and belt loop accents. Complete the look in a mesh top for a night out.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Front button and hidden zipper closure
    • Side pockets, belt loop accents
    • Faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06401-0478

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good Time Twill Cargo Joggers

    Have a good time exploring in these edgy twill cargo joggers! They feature an elasticized, high-rise drawstring waist, six functional pockets, back faux pockets with snap-button closure, a relaxed fit, and elasticized cuffs. Complete the look in a long sleeve crop top. 

    Fit & Features

    • Elasticized, high-rise drawstring waist
    • Six functional pockets, back faux pockets with button closure
    • Relaxed fit silhouette
    • "GOOD TIME" lanyard charm
    • Elasticized cuffs
    • Twill woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06302-0753

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Treat Surplice Wrap Romper

    Look like a sultry treat for a night out with bae! The long sleeve romper features a plunge v-neckline, surplice faux wrap bodice with a side tie closure, and is crafted on slinky knit fabric with plenty of stretch. Complete the look in heels.

    Fit & Features

    • Long sleeves
    • Plunge v-neckline
    • Surplice faux wrap bodice
    • Side tie closure
    • Form-hugging fit
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-1012

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Off Crepe Hoop Mini Skirt

    Show off your fab figure in this crepe mini skirt featuring a high-rise waist with side cutouts and a trio of hoop inserts, a back zipper closure, and a bodycon silhouette. Complete your sultry look in strappy heels.

    Fit & Features

    • High-rise waist
    • Side cutouts with a trio of hoop inserts
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0689

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love It Lace-Up Faux Leather Mini Skirt

    You'll absolutely love the sleek and sultry details of this faux leather mini skirt! It features a high-rise waist, a lattice front design, and a short, curve-hugging silhouette. Style with a crop top and strappy heels for a night out!

    Fit & Features

    • High-rise waist
    • Lattice front
    • Back zipper
    • Mini-length hem
    • Fitted bodycon silhouette
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0479

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Trip Mesh Square Neck Dress

    This square neck dress is ready for your next trip somewhere fab! The dress features adorable short puff sleeves, a ruched bust, an empire waist, and side ruched seams that contour to your curves along the mini, bodycon silhouette on mesh-lined fabric. Complete the look in lucite mules.

    Fit & Features

    • Sheer short puff sleeves, ruffled hems
    • Square neckline
    • Ruched bust, empire waist
    • Side ruched seams
    • Mini-length hem, bodycon silhouette
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1816

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone Rogue Wide Leg Corduroy Pants

    Let your fall fashion take over by adding these corduroy pants to your daily lineup! They feature a high-rise waist, front button, and hidden zipper closure, belt loop accents, four-pocket styling, and a wide-leg silhouette. Complete your trendy look in a bodysuit and a hat.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Belt loop accents
    • Wide-leg silhouette
    • Non-stretch lined woven corduroy
    • Fits true to size

    Style Number/Barcode: 06302-0679

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Baddie PU Chain Trim Skirt

    Look and feel like a total baddie wearing this edgy PU mini skirt designed with a high-rise waist, back zipper closure, a bodycon silhouette, and a front slit with dual chain trim. Complete the look in a long sleeve crop top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Front slit with dual chain trim
    • Mini-length hem
    • PU fabrication, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0480

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Crossing Crepe Mini Skirt

    Everyone will part a way for you in this chic crepe mini skirt designed with a high-rise waist with an x-back design and bodycon silhouette. Complete your sultry look in strappy mules.

    Fit & Features

    • High-rise waist
    • X-Back design
    • Bodycon silhouette
    • Mini-length hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0690

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Convertible Crop Top

    Amp up your night out 'fits with this sleek satin crop top! It features a sleeveless convertible strap design that gives you the option to wear the straps in a cross-front halter design or a V-neckline. The smooth satin top features a cropped, form-hugging fit. Style with a faux leather mini skirt and clear heels.

    Fit & Features

    • Sleeveless convertible strap design
    • Halter neckline, V-neckline
    • Tie-back closure
    • Cropped, form-hugging fit
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4480

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist-Front Ribbed Knit Crop Top

    Stay on trend this fall with this elevated basic! The crop top features long fitted sleeves, a deep V-neckline with a twist-front design, and a cropped, form-hugging fit. Style with high-rise denim and booties.

    Fit & Features

    • Long fitted sleeves
    • V-neckline
    • Twist-front
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4470

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Classic Button Down Top

    Every fashionista needs her classic staple pieces! This poplin woven top features long sleeves with buttoned cuffs, a collar neckline, and button-down front closures on a slim-fit silhouette. Complete the look in a blazer, skirt, and white sneakers for a fresh style!

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-down front closures
    • Slim-fit silhouette
    • Poplin non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-2025

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Sultry Surplice Bodysuit

    Flawless and sultry! Bring the allure in this surplice bodysuit featuring long balloon sleeves, a plunge V-neckline, and a faux wrap bodice, cheeky bottom with dual snap-button closures on pleated knit fabric. Complete the look in hot shorts and mules. 

    Fit & Features

    • Long balloon sleeves
    • Plunge V-neckline
    • Surplice faux wrap bodice
    • Cheeky bottom, dual snap-button closures
    • Pleated knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4471

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Glamour Rhinestone Bow Earrings

    Chic and glam, these embellished bow earrings are a perf addition to your outfits! They feature a small bow shape with a ribbon-like drop design, square-shaped rhinestone embellishments, and center baguette-shaped rhinestones. Style with an oversized blazer and heels.

    Fit & Features

    • Small bow shape
    • Ribbon-like drop design
    • Square-shaped mini rhinestone embellishments
    • Center baguette-shaped rhinestones
    • Post-back closures


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

    Style Number/Barcode: 07001-1413

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free