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.

  • Cutie In Camo Button-Down Twill Jacket

    Layer on this camo twill jacket for a cute and casual everyday look. It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, lower pockets, and a fitted silhouette. The stretch twill fabric showcases a trendy all-over camouflage print. Complete the outfit with ankle booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front
    • Buttoned chest pockets
    • Two lower pockets
    • Stretch twill fabric, camouflage print, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06204-1056

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • West Side Geo Trim Boater Hat

    Kick your style up a notch in this western-inspired boater hat. It features a unique geo trim, a wide brim, and faux wool material. Complete the look in a crop top and boyfriend jeans. 

    Fit & Features

    • Geo trim
    • Wide brim
    • Classic boater style
    • Faux wool material

    Style Number/Barcode: 07302-0514

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Dazzled Rhine Over The Knee Boots

    These rhinestone over-the-knee boots will dazzle you! They feature an almond toe, block heel, side zipper closure, and a high shaft with an adjustable drawstring so you can customize the fit. Complete your glam look in a sleek LBD for date night or a concert!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over the knee length
    • Adjustable drawstring
    • Rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07402-0816

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cargo Cutie Structured Crop Blazer

    Take charge in this cute crop blazer perfect for taking care of business! It features long sleeves, a lapel collar neckline, shoulder pads for a structured fit, a cargo-style flap pocket, a faux front pocket, and one hidden button and one front button closure. The blazer is composed of smooth twill woven-lined fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cargo Cutie Faux Wrap Mini Skort

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar neckline
    • Cargo-style flap pocket, one faux pocket
    • One hidden button and one front button closure
    • Cropped hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1553

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Treat Denim Rhinestone Stiletto Mules

    These denim mules will be such a treat to your feet! They feature an open square-shaped toe, an asymmetric foot strap with iridescent rhinestone embellishments, a short stiletto heel, and a slightly cushioned faux leather insole. Complete the look with a trendy mini handbag for a day or night out!

    Fit & Features

    • Open square toe
    • Asymmetric foot strap, iridescent rhinestones
    • Open back
    • Short stiletto heel
    • Slightly cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4606

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Flirt Drop Waist Smooth Knit Ruffled Mini Skirt

    A flirtatious mini skirt boasting a tiered ruffled design and a bodycon silhouette perfect for styling with knee-high boots.

    Fit & Features

    • Smooth knit fabrication, plenty of stretch
    • Drop waist 
    • Tiered ruffled design
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1079

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dramatic Radiance Rhinestone Ear Crawler

    This gorgeous rhinestone ear crawler will bring a dramatic radiance to your formal looks! It features a bold curved design of sparkling marquise-shaped rhinestone and round rhinestone embellishments. Includes a clasp closure and a post-back closure. Style with a statement ring for all the glamour!

    Fit & Features

    • Curved design
    • Marquise-shaped rhinestones
    • Round rhinestones
    • Clasp closure
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1742

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get My Attention Fitted Ankle Combat Boots

    Call for all the attention in these trendy fitted ankle combat boots this fall and winter season! They feature a fitted ankle design, a round toe, a bold platform lug sole, and are composed of a sleek faux leather material. Style these ankle boots with a bomber jacket

    Fit & Features

    • Fitted ankle design
    • Round toe
    • Platform lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1709

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Go PVC Clear Crossbody Bag

    Style this PVC clear crossbody bag and go on your next adventure! The bag features an adjustable and detachable strap, faux leather trim, a top zipper closure, and a spacious interior for keeping your essentials in. Perfect for concerts, festivals, or a day out adventuring! Complete the look in a trendy baseball cap.

    Fit & Features

    • Adjustable and detachable strap
    • Faux leather trim
    • Top zipper closure
    • Spacious interior
    • Clear PVC material

    Style Number/Barcode: 07203-1935

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Diva Rhinestone Fold-Over Denim Boots

    These fab rhinestone fold-over denim boots were made for a fashion diva like yourself! They feature a mid-calf height, a trendy fold-over design embellished with all-over sparkling rhinestones, a pointed toe, and a comfortable wedge heel. Style with a bodycon dress for a country bar!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • Rhinestone embellishments
    • Pointed toe
    • Wedge heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0989

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Seasoned Plaid Crew Neck Mini Dress

    Fabulous and flavor-filled, step into this plaid mini dress for the new season! The mini dress features fitted long sleeves, a classic crew neckline, and a flattering bodycon silhouette on stretchy knit fabric with a trendy plaid print. Complete the look in a moto jacket for a coffee shop hang! 

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Plaid print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5247

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You Better Believe It Pants
    You better believe these are the cutest pants ever! Featuring an elasticized waist with an adjustable tie, these wide leg pants are made of a lightweight crepe fabric for dressing up or down. The pants are fully lined for a comfy fit with no stretch.

    Style Number/Barcode: 06402-0040

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • V-Neck Ruched Midi Dress
    Bring some style to the basic midi with this ruched detail dress! It features long fitted sleeves, a notch front V neckline, ruching along the sides, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.

    Style Number/Barcode: 05102-0319

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Ruffle Mini Dress
    Ruffle up the style game with this on trend snake print mini dress. It features a sleeveless bodice, adjustable spaghetti straps that lead to a halter back, a deep V neckline, and a high waist seam with a tiered, ruffled flowy skirt. The dress is composed of a chiffon fabric with a woven lining and has no stretch.

    Style Number/Barcode: 05101-0386

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Pom Pom Beanie

    Keep it cozy and cute with this beanie! It features a horizontal cable knit design, a ribbed brim, a soft sherpa inside, and a faux fur pom pom accent.

    Style Number/Barcode: 07302-0078

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Turtleneck Top
    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06005-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Chicness Faux Leather Lattice Mini Skirt

    Bring the boldness with a faux leather mini skirt that features a mid-rise waist and dual lattice sides that showcase curves. Complete look with a corset and mini skirt! 

    Fit & Features

    • Faux leather fabrication, sewn-in knit lining
    • Mid-rise waist
    • Back zipper and hook-eye closure
    • Lattice detail on each side
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06401-0682

    Category Name: 2026 Fall Outfit Trends

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Comfy Cutie Hoodie

    Cozy on up into this cute and comfy hoodie! It features a drawstring hood, long dolman style sleeves, and a raw cut hem. The knit fabric offers moderate stretch and an overall relaxed fit. Don't forget the matching sweatpants!

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

    Style Number/Barcode: 06002-0307

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Corduroy Ankle Booties

    Bring your boot game up a notch, with these 70's inspired corduroy booties! They have an almond toe, and a fitted ankle fit. They have a zipper closure at the side and are composed of a soft knit corduroy that matches the heel!

    Please be advised this style runs 1/2 size big.

    Style Number/Barcode: 07403-0162

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jefa Graphic Print Twist Knot Crop Top

    Command like a boss babe in a crop top. Let this graphic top say it all with a sassy graphic print that reads" Jefa" in an Old English font, a crew neckline, short sleeves, and a cropped hem with twist knot accent. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete your boss babe-inspired look with distressed high waist denim and dad sneakers

    Fit & Features

    • Crew neckline 
    • Short sleeves
    • Graphic print that reads: "Jefa" in Old English font 
    • Cropped hem with twist knot accent
    • Cotton knit fabric
    • Relaxed fit 
    • Moderate stretch 

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

    Style Number/Barcode: 06002-0509

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace-Up Textured Chunky Sneakers

    Keep it basic chic with chunky sneakers. This must-have pair features a round toe, lace-up front, pull tabs, and a textured chunky sole. Dress up sneakers with layers of dainty jewelry and a sassy graphic tee shirt.

    Fit & Features

    • Round toe
    • Lace-up front
    • Pull tabs
    • Textured chunky sole   

    Style Number/Barcode: 07407-0025

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Statement Faux Leather Combat Boots

    Yes girl, make a stylish statement in these trendy combat boots! They feature an allover patent faux leather material with bright multi-colored laces and stitching. Pair these boots with a basic mini dress for an edgy vibe.

    Fit & Features

    • Round toe
    • Multi-colored lace-up front
    • Pull tabs
    • Inner zipper closure
    • Platform
    • Lug sole
    • Patent faux leather material

    Style Number/Barcode: 07403-0352

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Faux Leather Block Heels

    Strut it out in chic heels that make each step a stylish one! The heels feature an open back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bodycon and crossbody. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe, strap over toe
    • Wide platform 
    • Block heel
    • Faux patent leather material 
    • Runs true to size 

    Style Number/Barcode: 07401-3403

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Moment Faux Suede Stiletto Booties

    These trendy faux suede stiletto booties are a stylish moment for sure! They feature a pointed toe, an inner zipper closure, a fitted design that hits mid-calf, and a sleek stiletto heel. Pair these booties with a basic dress and a chic shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Fitted design
    • Tall stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1478

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale