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.

  • Textured Knit Cabby Hat

    Keep it classic with a vintage inspired cabby hat! It features a traditional cabby design with an elastic back for stretch and button details at the sides. Wear this trendy hat with your fave knit sweater for the perfect fall time vibe.

    Fit & Features

    • Traditional cabby design
    • Elastic back
    • Button details
    • Composed of a soft knit fabric

    Style Number/Barcode: 07302-0034

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Cabby Hat
    Keep it wild and chic in this cute cabby! it features a trendy animal print and a traditional cabby design with a faux patent leather brim interior.

    Style Number/Barcode: 07302-0039

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glide By Lace Skater Dress

    Saunter into the room and steal the show in this lovely lace dress! Skater style features adjustable cross-back spaghetti straps, a seamed, scalloped lace sweetheart bodice, and a swingy, high-low skirt. Dress is fully lined, slips on, and is made from a woven lace-mesh material with a hint of stretch.

    Style Number/Barcode: 05101-8670

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Lost Beret
    Get lost baby. This french inspired beret is a fall must have! With a downward brim, and a soft round flat crown design. Beret features a contrasting script that reads "get lost". Composed of a faux wool material.

    Style Number/Barcode: 07302-0040

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take A Bow Boater Hat
    Complete your ensemble with chic boater hat! This must have boater is designed with a straight brim and a structured cap, and a faux leather band to create a bow. Hat is composed of a faux wool-like material.

    Style Number/Barcode: 07302-0037

    Category Name: 2026 Fall Outfit Trends

    Price: $15.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling A Little Lacy High-Low Dress

    Embrace the lace with this flirty chiffon high-low dress. This dress features spaghetti straps with back lace detail and a trendy zipper closure. It has an elasticized back for the perfect fit, along with an asymmetric bottom hem. Made of a smooth chiffon fabric with no stretch.

    Model is 5'8" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-0093

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crocheted With Love Off Shoulder Dress

    This dress is all about the loving things! So show some love with its endearing off shoulder neckline, long fitted sleeves, and a short bodycon fit. The dress is composed of a fully lined, crochet fabric that offers a moderate stretch.

    Model is 5'3" with a 32" bust,  22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0104

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Lust With Lace Mini Dress
    You'll be in lust with this gorgeous lace mini. The dress features a sleeveless bodice, tank-like shoulder straps that lead to a sheer back with a zipper closure, a V neckline, a padded bust, sheer waist insets, and lace detailing along the sides. The dress is composed of a crepe fabric that offers moderate stretch and a form hugging fit.

    Style Number/Barcode: 05101-0011

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Platform Faux Leather Booties
    Walk the walk in a pair of booties that shows 'em who is boss! These faux leather booties are designed with an almond toe, laces up the center with golden eyelets, and a zipper closure at the side. They have a tall heel and small platform with a lug sole that gives them an edgy vibe!

    Style Number/Barcode: 07403-0117

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sugar Sugar Ankle Fit Booties
    Hey there suga! If you're obsessed with nude tones, and booties, then we are here for you! This pair is composed of a faux leather and features an almond toe, a high heel, a side zipper closure, and fitted ankle fit.

    Style Number/Barcode: 07403-0115

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gold Trim Faux Suede Booties
    These boots have that little something extra that you're looking for! Designed with an almond toe, an ankle fit, and a low heel with a gold trim. They are composed of a faux suede and include a zipper closure. 

    Style Number/Barcode: 07403-0116

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everly Lace Front Slit Midi Dress

    Special Occasion

    Create a classically beautiful look in our stunning Everly dress! She features a sheer lace mock neckline, long sheer fitted lace sleeves, a front and back cut out above the the bust, a sweetheart neckline with padded cups, flattering vertical seams that run down the bust, and a square back with a zipper and hook and eye closure. Her high waist seam leads to a form hugging, fitted mid-length skirt with a front slit and side sheer lace detail. The dress is composed of a crepe fabric that offers moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0053

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Leather Skinny Pants

    Add some serious edge to your look with these faux leather skinny pants! They feature a high rise waist, the traditional five belt loop design, faux front pockets, two back pockets, a hidden zipper and front button closure, and a slim fit throughout the leg. The faux leather fabric offers moderate stretch and a form hugging fit.

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

    Style Number/Barcode: 06402-0060

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hourglass Sleeveless Sweater Dress
    An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Stripes Paperbag Pants
    The silhouette of the season gets a summer upgrade in a chic royal blue and white stripe. Team these skinnies with your fave crop or bodysuit. Pants feature a paperbag-style high waist with an attached front tie, back zip, and a slim, tapered leg. Pants are made from a lightweight, densely woven material with moderate stretch.

    Style Number/Barcode: 06402-0025

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab Double D Ring Belt

    Create a head turning look with this fab statement belt! It is composed of a faux leather material and features a gold double D ring buckle for the perfect accent.

    Style Number/Barcode: 07301-0033

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Out In Snake Booties

    Step out in these sassy booties! They feature a combination black with white print, a mid calf fit, an inner zipper, a pointed toe and block heel. Booties are composed of a faux leather material.

    Style Number/Barcode: 07403-1149

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Azalea Wang Chap Boots
    Azalea Wang

    The Wild West ain't got nothin' on you! These black chap boots have an adjustable belt, and side straps connecting to thigh-high boots. Boots have a partial back and side zipper closures, high block heels, an almond toe, and is composed of a faux suede material. 

    Style Number/Barcode: 07402-0676

    Category Name: 2026 Fall Outfit Trends

    Price: $80.97 $98.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhine Or Shine Strappy Heels

    Rain or shines, these strappy heels will always have you looking fab! They have a back zipper closure, an open toe with a multi-strap design and rhinestone embellishments, a high stiletto heel, and a shiny PU material. 

    Style Number/Barcode: 07401-1976

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up Stiletto Heels

    These fab strappy heels are the perfect pairing to any outfit! They feature a clear, strappy design with adjustable ankle straps, an open toe, a high clear stiletto heel, and a pointed sole. 

    Style Number/Barcode: 07401-1938

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Suede Platform Heels

    Strap on these basic heels to take your style to the next level! These essential heels feature a closed-back, an adjustable buckle ankle strap and an open almond toe with a single toe strap, and a block heel. Complement your special occasion outfit in these statement-worthy shoes!

    Fit & Features

    • Closed-back 
    • Adjustable ankle buckle strap
    • Open almond toe
    • Single toe strap
    • Block heel
    • Composed of a faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-1367

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Faux Suede Island Heels

    The kind of heels you just can't live without! These faux suede heels go with everything, from date night to homecoming—these heels are a staple piece. They feature an open almond toe, a single toe, an ankle strap, and a stiletto heel. Complete your look with a midi dress and a necklace.

    Fit & Features

    • Closed-back
    • Open almond toe
    • Single toe and ankle strap
    • Stiletto heel  
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-1141

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ardell Wispies Lashes

    Glam up your eyes with these gorgeous lashes! The Ardell Wispies lashes offer a natural, long feathered, and glamorous look, are easy to apply, and are even reusable! The Deluxe pack includes two pairs of lashes, clear white DUO adhesive, and a lash applicator. Perfect for your next special occasion or night out! Complete the look in a floor-length formal dress and sparkly glitter heels to create a glamorous outfit.

    Fit & Features

    • Deluxe lash pack
    • Two pairs of lashes
    • One eyelash DUO adhesive glue
    • One lash applicator tool
    • How-to-apply instructions included

     

    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: 07307-0265

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free