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.

  • In My Feels Fuzzy Sweater

    Catch this fuzzy sweater, not feels this season! It features a V neckline, long sleeves and a rounded high-low hemline. Sweater is composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch.

     

    Style Number/Barcode: 06001-2034

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffle Edge Mock Neck Sweater

    How to style a midi skirt you say? Add a cute sweater! Designed with a ruffled mock neckline, long sleeves with ruffled wrists and a cropped hemline. Composed of a ribbed material that offers moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0303

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Flared Satin Skirt

    Unleash your style prowess with this head turning skirt! It features an elastic high waist, a midi length and a flared hem. The all over leopard print is perfect to pair with your favorite tops! Skirt is composed of a textured satin fabric that offers a relaxed fit with a minimal stretch.

     Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0105

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One Shoulder Knit Bodysuit

    Edge up your look with this one shoulder knit bodysuit. It features long fitted sleeves, a single tank shoulder strap, and a thong bottom with dual snap button closures. The ribbed knit fabric offers plenty of stretch and a form hugging fit.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2018

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All You Need Wide-Brim Fedora Hat
    All you need is one fabulous hat to level up your look. Designed with a structured  crown, and a wide brim. Hat features a faux leather belt around the crown and is composed of wool.

    Style Number/Barcode: 07302-0122

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Move Cargo Pants

    Get up and get going in these must have pants! They feature a high rise waist, a double row fasten closure, a zipper closure, belt loops, side pockets, cargo pockets and a straight leg fit with an elastic hem. Pants are composed of a cargo knit fabric that offers a relaxed fit with minimal stretch.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0074

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Basic In Knit Top

    We're feeling those basic vibes in this must have top!

    Fits & Features

    • Mock Neck
    • Puffed Long Sleeves
    • Layer-Ready Length 
    • Semi-Sheer Smooth Knit Fabric 
    • Relaxed Fit I Moderate Stretch 

    Black: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    White: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0296

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Fab Knit Mini Dress

    You'll be simply too fab in this hot little mini! The dress features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a short, curve-hugging fit. The double-lined knit fabric offers 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: 05102-0548

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Super Destructed Skinny Jeans

    We all need that pair of destructed skinny jeans in our closet! These feature a high rise waist, the traditional five belt loop design, two faux front pockets, two back pockets, a front button and hidden zipper closure, distressed detailing down the leg, and a form-fitting style. Jeans are composed of a denim fabric with moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0053

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glammed Out High Rise Cut Off Shorts

    You'll be totally glammed out in these high rise cut offs and we love it! Pair with some cowgirl boots and a crop top and you're ready for festival season bby!

    Fit & Features

    • High rise waist
    • Traditional five pocket and belt loop design
    • Front button | Hidden zipper closure
    • Rhinestone fringe detailing on the front pockets
    • Slightly frayed cut off hem
    • Denim fabric | Minimal stretch

    Style Number/Barcode: 06603-0043

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Statement Snake Bustier Crop Top

    Stand out in this bold print! The crop top features a plunging bustier neckline, wide shoulder strap and a cropped hem. Top is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching skirt to complete your look! 

     

    Style Number/Barcode: 06003-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Snake Mini Skirt
    Stand out in this bold print! The mini skirt features a high rise waist and a mid thigh length. Skirt is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching top to complete your look! 

    Style Number/Barcode: 06401-0103

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Supportive Sheer Stockings

    Keep it classy and add some stockings to your look! This pair of support stockings are designed to keep you firm with lifting and toning support all while keeping a natural look. Complete the look in a chic mini skirt and boots.

    Fit & Features

    • Supportive high-rise waist
    • Firm, lifts, and tones
    • Natural look
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $10.90

    Availability: In Stock

    Available Color: BLACK, NUDE

    Available Size: NS

    Product Badge:
    • Best Seller
  • Take Charge Lace Up Boots
    Take charge in these bold boots! They feature an around the ankle fit, an inner zipper closure, a lace up front, a round toe, a textured lug platform and a block heel. Boots are composed of a faux leather material.

    Style Number/Barcode: 07403-0225

    Category Name: 2026 Fall Outfit Trends

    Price: $26.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy In Chenille Turtleneck Sweater

    Cozy chic will be your total vibe with this soft chenille sweater! It features a turtleneck, long sleeves, and a relaxed, mid-length fit. The sweater's chenille fabric offers moderate stretch for comfortable wear.

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

    Rust: Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2009

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh So Fab Faux Leather Mini Skirt
    Look oh so fab and sleek in this chic faux leather mini! The skirt features a high rise waist, a hidden back zipper closure, slanted side pockets, and a short, form hugging fit. The PU fabric offers moderate stretch.

    Style Number/Barcode: 06401-0100

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tobi High Rise Mom Jeans

    Oasis by Eunina

    Indulge in the mom jean trend! Or is it a trend because we can live in mom jeans forevaaa. They feature a super high rise waist, the traditional five pocket and belt loop design, a front button and zipper closure, distressed detailing at the knees and upper thigh, and a relaxed fit. The light wash jeans are composed of a denim fabric with moderate stretch.


    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dressed To Impress Belted Trench

    You're always dressed to impress, and this chic belted trench will not disappoint.

    Fits & Features

    • Front Lapel Collar
    • Quarter Length Sleeves With Buttons To Cuff
    • Elastic Banded Back
    • Tie Front Belt
    • Flowy, Relaxed Fit 
    • Longline Hem
    • Lightweight Woven Fabric With No Stretch

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Chill Chenille Sweater
    Netflix and chill? or date night with the gals. Either way your go-to sweater works! Designed with a v neckline, long sleeves, and a knotted back. Sweater is composed of a chenille material that is super soft and offers a relaxed fit with moderate stretch.

    Style Number/Barcode: 06005-0297

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mad Over Plaid Mini Skirt
    You'll be totally mad over plaid with this trendy mini skirt! It features a high rise elastic banded waist paired with a short, curve hugging fit. The skirt is composed of a knit fabric with an adorable all over plaid print, and offers plenty of stretch.

    Style Number/Barcode: 06501-0125

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preciously Patent Scrunched Boots
    Spice up your life with a pair of patent boots! These over the knee boots are designed with a point toe, a medium sized stiletto heel, and scrunched sides. Composed of a patent material that is shiny.

    Style Number/Barcode: 07402-0107

    Category Name: 2026 Fall Outfit Trends

    Price: $33.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Basic Crop Top

    Sometimes, basic is the way to go! This ribbed knit crop features a crew neckline, long fitted sleeves, and a form-fitting style. The thick knit fabric offers plenty of stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    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
  • Ooh La Lace Up Crop Top

    Ooh La La! This crop top features a square neckline, long sleeves that puff at the wrist as well as the shoulder, and a square back. Center of bodice shows a lace up detail from top to bottom. Top is composed of a knit material that offers a light weight feel with slight stretch.

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

    Style Number/Barcode: 06003-0419

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance