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.

  • Flowy Fall Feels Off The Shoulder Tunic

    Get those fall feels in this adorable flowy off the shoulder tunic! It features long flowy flared sleeves and a cinched elastic waist. The lightweight woven fabric features a gorgeous allover bohemian floral print. Pair this tunic with some heeled mules for the perfect date night look.

    Fit & Features

    • Off the shoulder boat neckline
    • Long flowy flared sleeves
    • Cinched elastic waist
    • Short, ruffle hem
    • Woven fabric with allover floral print

    Style Number/Barcode: 06003-1017

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feline Fine Cat Eye Sunglasses

    Stun on them all in cat-eye sunglasses! Keep your vacation look on point with a pair of cat-eye sunglasses that feature a flat top and dark tinted lenses that go with everything. Complete your look with a floral maxi dress or fab matching separates. 

    Fit & Features

    • Cat-eye frame
    • Hard plastic frame
    • Dark-tinted lenses

    Style Number/Barcode: 07008-0787

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Snake Print Skort

    Keep it sassy in snake print skort. The skort features a trendy snake print and an envelope hem. Complete look with a basic scoop neck tank and clear heels for a look that slays.

    Fit & Features

    • High rise waist
    • Snake-inspired print
    • Envelope hem overlay
    • Faux leather fabric 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06403-0127

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Dolman Sleeve Crop Top

    Keep it trendy in a tie-dye crop top that gives off major boho vibes. The top features a round neckline, short dolman sleeves, a drawstring cropped hem, and an all-over tie-dye pattern. Complete your look with the matching shorts or matching joggers and face mask. 

    Shop Matching Shorts: Tie Dye High Waist Shorts

    Shop Matching Joggers: Tie Dye High Rise Joggers

    Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

    Fit & Features

    • Round neckline 
    • Short Dolman sleeves
    • Drawstring cropped hem 
    • Tie-dye pattern
    • Matching shorts sold separately
    • Matching face mask sold separately

    Style Number/Barcode: 06002-0525

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye High Waist Shorts

    Keep it trendy in tie-dye shorts that give off major boho vibes. The shorts feature an elastic high rise waist, a cheeky fit, and an all-over tie-dye print. Complete your look with the matching top and face mask. 

    Shop Matching Top: Tie Dye Dolman Sleeve Crop Top

    Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

    Fit & Features

    • High rise waist
    • Cheeky fit
    • Tie-dye pattern
    • Matching top sold separately 
    • Matching face mask sold separately  

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0145

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brushed Knit Double Layered Romper

    Style up this adorable double layered romper for the fall season! It features a flirty layered look with a tie front detail and a soft to the touch, brushed knit fabric. Pair it with clear heeled mules for a gorgeous date look.

    Fit & Features

    • Long sleees
    • Crew neckline
    • Large keyhole back cut out with top button closure
    • Tie front detail
    • Double layered detail
    • Brushed knit fabric

    Style Number/Barcode: 06503-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About It Plaid Mini Skirt

    We're all about this chic plaid mini skirt! Keep it trendy for your next date night with bae in this skirt that features a flattering high waist and a sultry side slit. Pair with some sassy shades and casual sneakers for that total it-girl vibe.

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Short, form-hugging fit
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0288

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Houndstooth Mini Skirt

    Keep it preppy in a mini skirt that is fit for a fashionista like you! The skirt features a high rise waist, a statement houndstooth pattern, and a side slit. Complete your look with a basic top and heels. 

    Fit & Features

    • High rise waist
    • Houndstooth print
    • Mini length 
    • Side slit
    • Form hugging fit

    Style Number/Barcode: 06501-0289

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Ruched Brushed Knit Mini Skirt

    Stand out in a mini skirt that stuns on your next night out! The skirt features a high rise waist, a ruched body, and composed of soft to the touch brushed knit fabric. Complete your look with a stunning rhinestone bustier and sleek stiletto heels. 

    Fit & Features

    • High rise waist
    • Ruched body
    • Mini length
    • Brushed knit fabric
    • Form hugging fit
    • Moderate stretch 

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0285

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibes Off The Shoulder Jumpsuit

    Keep it low-key in a jumpsuit that keeps you effortlessly on-point. The jumpsuit features an off the shoulder neckline, a notched v-neckline bust, fitted long sleeves and a tapered straight leg with side pockets. Complete your look with layered dainty necklaces and sporty dad sneakers. 

    Fit & Features 

    • Off the shoulder neckline
    • Notched v-neckline bust
    • Fitted long sleeves
    • Mid-rise drawstring waist 
    • Straight leg fit with a tapered hem
    • Side pockets
    • Ribbed knit fabric, form-hugging fit

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.  

    Style Number/Barcode: 06502-0393

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Glamour Sweetheart Neck Bustier

    Bring the glam in a rhinestone bustier. This diva-approved bustier features a plunging sweetheart neckline, molded cups, dazzling rhinestones set in a diamond-pattern, and removable spaghetti straps. The back features a multi-row hook and eye fasten closure. Complete your look with a high waist skirt and rhinestone earrings. 

    Fit & Features

    • Sweetheart neckline
    • Rhinestones
    • Removable spaghetti straps 
    • Hook and eye fasten closure at the back 
    • Form hugging fit 

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-1014

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Desert Night Face Mask With Earloops

    Stay safe baby girl in this face mask that won’t clash with your fit. The face mask features a breathable knit material and earloops for a comfortable fit. The design features a desert night inspired stitching that includes: an eye, crescent moon, cactus, desert flower, and snake outline design. 

    Fit & Features

    • Breathable knit material
    • Eye and Crescent Moon stitch design on left side
    • Cactus, desert flower and snake stitch design on the right side
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0133

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spaghetti Strap Wide Leg Jumpsuit

    Keep it chic in fab jumpsuit for your next brunch date! The jumpsuit features spaghetti tie straps to create a custom fit, a square neckline with shirring at the bust and a flared culotte leg. Style jumpsuit with clear heels and statement earrings.

    Fit & Features

    • Sleeveless bodice
    • Spaghetti tie straps
    • Square neckline with shirring at the bust
    • Empire waist
    • Flared culotte leg

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Baby Girl Rhinestone Face Mask With Earloops

    Stay safe baby girl in this face mask that won’t clash with your fit! The face mask is fitted with a breathable knit material, earloops, and a script that reads: "Baby Girl" in rhinestones. 

    Fit & Features

    • Baby Girl script in rhinestones
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

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

    Oasis by Eunina

    Elevate your denim game in jeans that keep you on-trend. The jeans feature a high rise waist, a single button with zipper closure, distressed detailing and a skinny leg fit with a cropped hem. Complete your look with a statement bodysuit and clear heels. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Distressed detailing
    • Skinny leg fit, tapered hem
    • Medium wash denim fabric 
    • Form hugging fit, moderate stretch   

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size three.  

    Style Number/Barcode: 06602-0064

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Resuable Summer Florals Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a summer floral print, a contrasting black trim, and earloops for a comfortable customized fit. 

    Fit & Features 

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0127

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Camo Print Face Mask With Earloops

    Stay safe in this camo face mask that won’t clash with your fit! Fitted with a soft breathable knit, a camo print with black trim, and earloops for a comfortable customized fit. 

    • Camo print pattern 
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0128

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Reusable Floral Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a fresh floral print, and earloops for a comfortable customized fit. 

    Fit & Features

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0114

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Reusable Face Mask

    Stay safe baby girl in this face mask that won’t clash with your fit. The basic face mask features a breathable knit material and earloops for a comfortable fit. 

    Fit & Features

    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0116

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Basic Red Face Mask

    Stay safe in this red face mask that will still look good with your summer fits! The face mask features a breathable knit fabric, a contrasting black trim, and earloops for a customized comfortable fit. 

    Fit & Features 

    • Solid red 
    • Breathable knit material 
    • Contrasting black trim 
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Face Mask With Earloops

    Stay safe in this solid face mask that won’t clash with your fit! Fitted with a soft breathable knit, contrasting black trim, and earloops for a comfortable customized fit. 

    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0117

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Vibes High Waist Jeans

    We're all about those casual vibes that make for an effortlessly put together look! Pair these high waist jeans with a chic top to take on the day! 

    Fit & Features  

    • High Rise Waist 
    • Traditional Five Pocket and Belt Loop Design 
    • Single Button and Zipper Closure
    • Light Medium Denim Fabric 
    • Cropped Hem 
    • Light Distressed Detailing 

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

    Style Number/Barcode: 06602-0156

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied To Chic Skinny Jeans

    Tie yourself to this chic pair of skinnies to make a gorge statement for a dressed up look, perfect for a date night with bae!

    Fit & Features

    • High Rise Waist
    • Tie Waist Belt with Loops
    • Traditional Five Pocket Design 
    • Dark Wash Denim 
    • Skinny Straight Leg
    • Cropped Hem 

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

    Style Number/Barcode: 06602-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Two Tone Floral Face Mask

    Stay safe, but keep it cute with this printed mask!

    • Floral Print
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale 

     

    Style Number/Barcode: 07305-0103

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance