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.

  • Classic Staple Wide-Fit Block Heels

    This chic pair of block heels are a classic staple you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux leather material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux leather material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3899

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Wide-Fit Block Heels

    This staple pair of block heels are a classic style you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux suede material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux suede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3897

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect In Plaid High-Rise Pants

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Top: Perfect In Plaid Crop Tank

    Fit & Features

    • High-rise elasticized waist
    • Faux zipper pockets
    • Plaid print
    • Skinny-leg design
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0413

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Status Knit Detail Boots

    Level up your trendy status with these faux leather combat boots. They feature a round toe with a lace-up front, ribbed knit detailing at the ankle, a lug sole, and a short block heel. Style these boots with a cropped sweater and a cute mini skirt.

    Fit & Features

    • Round toe
    • Lace-up front design
    • Ribbed knit detailing at the ankle
    • Lug sole, short block heel
    • Above the ankle design
    • Faux suede and knit material
    • Runs true to size

    Style Number/Barcode: 07403-1520

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bow Three-Pack Claw Hair Clips

    Add a new level of cute to your updo in this three-pack set of bow claw hair clips! Complete the look in a chic shoulder bag.

    Fit & Features

    • Three-pack set
    • Bow-designed claw clips
    • Various colors

    Style Number/Barcode: 07006-0293

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Moment Plaid Shacket

    Have a casual moment layering on this trendy plaid shacket! It features a collared neckline, long sleeves, a complete button-down front, and a long line length with stylish dual side slits. The brushed faux wool fabric offers a relaxed and comfortable fit. Pair this shacket with a basic tee and faux leather pants.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Button-down front
    • Two buttoned chest pockets
    • Long line length, dual side slits, relaxed fit
    • Faux wool fabric, no stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1285

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Over-The-Knee Lace Up Boots

    Keep your look oh so chic in this pair of over-the-knee boots! They feature a lace-up back detail, an almond toe, and a block heel. Pair with leather shorts and a crop top for an edgy babe look. 

    Fit & Features

    • Over-the-knee length
    • Lace-up back detail
    • Almond toe
    • Block heel
    • Fits true to size

    Style Number/Barcode: 07402-0306

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Daze Cropped Cardigan

    Get on-trend for fall in this plaid cropped cardigan. It features long fitted sleeves, a button-down front, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching top. 

    Shop Matching Top: Plaid Daze Cropped Tank

    Fit & Features

    • Long fitted sleeves
    • Button-down front
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1099

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy-Cute Plaid Flannel Top

    Button up in this cozy-cute plaid flannel top! It features a collared neckline, long sleeves, and an oversized, relaxed fit. Style this top with leggings and combat booties for the perfect everyday outfit.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front
    • Chest pocket
    • Oversized, relaxed fit
    • Plaid print
    • Lightweight woven fabric, no stretch

    Style Number/Barcode: 06003-1672

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Paisley Off-The-Shoulder Blouse

    You can never go wrong with this paisley blouse for any daytime outing. It features an off-the-shoulder neckline, puff long sleeves, and a cropped hem. The top is composed of lined chiffon fabric with no stretch. Pair with high-rise jeans.

    Fit & Features

    • Puff long sleeves
    • Off-the-shoulder neckline
    • Paisley pattern
    • Cropped hem
    • Lined chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1677

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Over Plaid Shacket

    Keep it cozy with a shacket to layer over your trendy outfits! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with rolled cuff, and a waist tab. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets
    • Long sleeves with rolled cuff
    • Waist tab
    • Plaid print
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1282

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Out Plaid Shacket

    Chill out in a cozy shacket to layer over your looks this season! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a long line length. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.

    Fit & Features

    • Collared neckline
    • Multi-button down front 
    • Two chest pockets
    • Long sleeves
    • Longline length, plaid print
    • Faux wool fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1278

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Trio Three Pack Anklets

    The perfect trio of anklets to adorn your semi-formal wear! This three-pack set features one snake chain anklet, one rhinestone charm anklet, and a multi-chain link anklet each with a lobster clasp closure. Complete the look in stiletto heels.

    Fit & Features

    • Three-pack anklet set
    • One snake chain anklet
    • One rhinestone charm anklet
    • One multi-chain link anklet
    • Each has a lobster clasp closure

    Style Number/Barcode: 07003-0326

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Short Stack Pointed Toe Booties

    The perfect bootie to elevate your style! It features a pointed toe, low block heel, and side zipper on faux suede. Complete your look with distressed jeans.

    Fit & Features

    • Pointed toe
    • Low block heel
    • Side zipper closure
    • Faux suede materials
    • Runs true to size

    Style Number/Barcode: 07403-1509

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basics Cropped Turtleneck Sweater

    Layer on those cozy basics with a sweater that is perf for grabbing a PSL! The sweater features a turtleneck, long sleeves, and a cropped hem. The sweater is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties. 

    Fit & Features

    • Turtleneck 
    • Long sleeves
    • Cropped hem 
    • Cable knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1294

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Day Cable Knit Crop Top

    Make your day a cozy one with a crop top that is part chic, part comfy. The top features a sleeveless mock neck with frilly trim, a cable knit pattern, and a cropped hem. The top is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.

    Shop Matching Maxi Skirt: Cozy Day Cable Knit Skirt

    Fit & Features

    • Sleeveless mock neck 
    • Frilly trim 
    • Cable knit pattern 
    • Cropped hem 
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size  

    Style Number/Barcode: 06001-4036

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Lucite Heel Boots

    These lucite heel boots are clearly a chic choice! They feature an almond toe, thin block heel, a side zipper, hit below the knee. Style with skinny jeans.

    Fit & Features

    • Almond toe
    • Thin lucite block heel
    • Side zipper
    • Below the knee length
    • Faux leather materials
    • Runs true to size

    Style Number/Barcode: 07402-0778

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Elegance Rhinestone Earrings

    Bring elegance in a major way with these rhinestone earrings. They feature a stud with a two-row fringe and a post-back closure. Complete the look with a sleek purse.

    Fit & Features

    • Stud inset
    • Two-row fringe
    • Rhinestones
    • Post-back closure 

     

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

    Style Number/Barcode: 07001-1201

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Mood Faux Suede Booties

    Channel a chic mood with booties that elevate your outfit. The booties feature a mid-calf fit, inner zipper closure, an almond toe, a wide platform, and a block heel. The booties are composed of a faux suede material. Complete look with a cardigan and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Almond toe
    • Wide platform
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1516

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High Rise Skinny Distressed Jeans By Windsor Denim

    Love your look all day in the ultra-flattering Taylor jeans by Windsor denim! They feature a high-rise waist, skinny-leg silhouette, knee-distressed accents, and a raw cropped hem on medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sassy crop blouse for an evening out!

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette
    • Knee-distressed accents
    • Raw cropped hem
    • Front button closure, five-pocket styling
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0345

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cowgirl Digs Faux Suede Booties

    Dig up your cowgirl style! These faux suede booties feature a western-inspired design on a pointed toe, stacked block heel with a side zipper closure, and an ankle-length fit. Complete the look in a Panama hat for festival season.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Ankle-length fit
    • Faux suede material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1506

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Trends Faux Leather Tie-Waist Shacket

    Hop onto this sleek faux leather shacket and set the trend everywhere you go! It features snap-button cuff long sleeves, a collared neckline, a button-down front, flap pockets with snap-closures, a tie-waist, and a relaxed scoop hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, snap-button cuffs
    • Collared neckline
    • Button-down front
    • Flap pockets, snap closures
    • Tie-waist, relaxed scoop hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1273

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Vixen Snake Faux Leather Boots

    Walk it out in boots that showcase your edgy style! The boots feature a snake print, a below-the-knee fit, inner zipper closure, a stacked block heel, and an almond toe. The boots are composed of a faux leather material. Complete outfit with dainty necklaces and a long sleeve ribbed bodycon. 

    Fit & Features 

    • Snake print
    • Below the knee fit
    • Inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07402-0775

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Weather Cable Knit Cardigan

    The perfect cable knit cardigan to look cute on chilly days. It features dolman long sleeves, a v-neckline with button closures, and a relaxed silhouette. Style with ankle booties.

    Fit & Features

    • Dolman long sleeves
    • V-neckline with button closures
    • Relaxed silhouette
    • Cable knit design
    • Runs true to size

    Style Number/Barcode: 06005-1293

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance