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.

  • 90s Chick Boyfriend Denim Jacket

    Take it back to a 90s chick look with this boyfriend denim jacket featuring long sleeves with button cuffs and drop shoulder seams, a collar neckline, button-down closures, front flap pockets, and a cropped hem with a cinched elastic back band. Perfect for styling with high-rise jeans.

    Fit & Features

    • Long sleeves, button cuffs, drop shoulder seams
    • Collar neckline
    • Button-down closures
    • Front flap pockets
    • Cropped hem, cinched elastic back band
    • Medium-wash denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0449

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captured Your Heart Charm Earrings

    These earrings are sure to capture your heart! They feature a rhinestone post with dual chain links and heart charms for a sassy flair. Complete the look in heels for any event.

    Fit & Features

    • Rhinestone post
    • Dual chain links
    • Heart charms

     

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

    Style Number/Barcode: 07001-2046

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Snake Chain Clutch
    This essential clutch is all you need to pair with your casual and dressy looks! It features a rectangular body, a fold over closure and a dainty snake chain shoulder strap. Clutch is composed of a faux leather material.

    Style Number/Barcode: 07203-0066

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jude Mid Rise Distressed Jeans

    Oasis by Eunina

    Elevate your denim game in these must have skinny jeans! They feature a mid rise fit, a single button with zipper closure, a traditional five pocket with belt loop design, knee slit accents, a skinny leg fit with tapered ankle and moderate distressed detailing. Jeans offer a form hugging fit with a moderate stretch.


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

    Style Number/Barcode: 06602-1681

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dome Game Mini PVC Handbag

    You don't play, which is why you've pared it down to the essentials. Have them in tow when you grab this dome-style mini bag. The bag features gold-tone hardware, two top handles, a top zip with two oversize pulls, and a detachable shoulder strap. 

    Style Number/Barcode: 07203-0028

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe And Sleek Shoulder Bag

    Bring a luxe look to your everyday outfits with this sleek faux leather shoulder bag. It features a rectangular shape with a fold-over design, a woven exterior, and an adjustable strap. Style this bag with a boyfriend blazer and hoop earrings.

    Fit & Features

    • Rectangular shape
    • Fold-over design
    • Woven exterior
    • Adjustable shoulder strap
    • Faux leather material

    Style Number/Barcode: 07203-0678

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Charm Two-Pack Hair Bow Elastic Set

    The two-pack hair elastic set features sleek metal bow accents for an elevated coquette vibe. Style with pearl earrings and a layered charm necklace.

    Fit & Features

    • Two-pack hair elastic set
    • Metal bow accent

    Style Number/Barcode: 07006-0543

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vertical Quilt Envelope Purse
    Bring a little edge into your life with this vertical quilt stitched purse. Featuring an envelope style flap with a snap button closure and a faux leather inner lining. The Inside is fully equipped with two compartments and lots of slots for cards. The clutch also doubles as cross body purse with a gold chain strap.

    Style Number/Barcode: 07201-0336

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slip Into Bloom Lace-Up Floral Maxi Dress

    Serving soft drama with every step. From the draped neckline to the lace-up slit, this floral maxi knows how to bring a flirtatious allure, perfect for date nights, vacation, or shower celebrations!

    Fit & Features

    • Floral print, smooth knit-lined fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Lace-up back
    • High side slit
    • Curve-hugging silhouette, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000532

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Uncovered Basic Exposed Seam Tank Top

    Uncover this elevated basic tank top perfect for pairing with your fave bottoms for a unique style! It features a sleeveless square neckline, sleek bungee spaghetti straps, exposed seams going down the front, and a fitted crop hem on stretchy knit fabric. Complete the look in women's best-selling bottoms.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Exposed seams down the front
    • Fitted crop hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1657

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Company Pleated Wide Leg Pants

    Keep in stylish company with these pleated pants that take you from office hours to cocktail hour! They feature a flattering elasticized high-rise waist, and wide-leg silhouette, and are crafted from a dressy pleated woven fabric. Complete the look with a basic bodysuit and mules.

    Fit & Features

    • Elasticized high-rise waist
    • Wide-leg silhouette
    • Pleated woven fabric
    • Runs true to size

    Style Number/Barcode: 06402-1328

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snow Angel Pom Pom Knit Beanie
    You look a little winter angel sent from heaven, and this beanie suits you snow angel! This pastel knit beanie is designed with a criss cross woven knit design, fold over edges, and frayed pom pom atop!

    Style Number/Barcode: 07302-0058

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamour Chic Panama Hat With Pearls

    Channel a glam vibe with a hat to adorn tresses with. The hat features a traditional Panama design, a short brim, and a faux pearl trim. The hat is composed of faux wool. Complete look with a bustier and mom jeans. 

    Fit & Features

    • Traditional Panama design 
    • Short brim 
    • Faux pearl trim 
    • Faux wool material  

    Style Number/Barcode: 07302-0448

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girl Power Leopard Print Strapless Midi Dress

    Show off major girl power in this sexy leopard print midi dress that was made for all eyes on you. It features a strapless straight-across neckline, ruching down the side seams, a midi-length hem, and a bodycon silhouette to put your gorgeous figure on display. The lined sheer mesh fabric features an all-over leopard print pattern to amp up the look. Style this midi dress with strappy stilettos for a nightclub!

    Fit & Features

    • Strapless straight-across neckline, no-slip strip
    • Ruched side seams, hidden side zipper, hook and eye closure
    • Midi-length hem
    • Bodycon silhouette
    • Leopard print
    • Sheer mesh fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3211

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diamond Quilt Backpack

    For the girl on the go! This faux leather diamond quilted backpack is adorned with a front pocket with a zipper. The straps are adjustable and the inside is lined with a knit fabric that also includes an inner zipper pocket. The backpack is mini but has lots of space for all of your  belongings! 

    Style Number/Barcode: 07203-1901

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Satin Flower Rose Hair Clip

    Dress up your tresses with this timeless flower hair clip. Crafted with luxe satin roses and a discreet metal clip, this exquisite hair accessory adds a touch of sophistication and elegance to your look. Style this floral hair clip with a chic clutch for a formal soiree!

    Fit & Features

    • Satin flower roses
    • Metal clip

    Style Number/Barcode: 07006-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Checkmate Glen Plaid Mini Skirt
    Score points for style (and win) in this glen plaid mini. Slip-on skirt features a large- and small-check print and a paperbag waist. Skirt is made from a soft, faux-wool material with a touch of stretch.

    Style Number/Barcode: 06501-0035

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chevron Clutch
    Stay timeless with this simply chic quilted clutch. Designed with an envelope top and glitzy hardware detail, this bag includes a detachable shoulder strap for crossbody styling. Pair with both everyday and evening wear for a classic touch.

    Style Number/Barcode: 07203-0055

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Roll With It Glitter Bowler Bag

    Mini stature, major style. This petite, bowler-style bag still fits all the essentials while making a statement. Handbag features a small top handle, detachable shoulder strap, and metal hardware. Bag is made from a plastic material.

    Style Number/Barcode: 07203-0029

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Take Bangle Bracelet Set

    Less is more, but three is perfection. This polished bangle set gives you that sleek, stacked look that works just as well solo as it does layered with your other favorites.

    Fit & Features

    • Set of three bangle bracelets
    • Smooth polished design

    Style Number/Barcode: 07003-000085

    Category Name: 2026 Fall Outfit Trends

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dotted Darling Smocked Crop Top

    Keep it sweet in a dotted crop top that brings the charm to your brunch outfits. The crop features a smocked bodice with a square neckline, sheer chiffon long sleeves with a dotted print, and a cropped hem. Complete look with clear heels

    Fit & Features

    • Square neckline
    • Smocked bodice
    • Long sheer chiffon sleeves
    • Dotted print on sleeves
    • Cropped hem
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06003-0862

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snow Angel Pom Pom Knit Beanie
    You look a little winter angel sent from heaven, and this beanie suits you snow angel! This pastel knit beanie is designed with a criss cross woven knit design, fold over edges, and frayed pom pom atop! 

    Style Number/Barcode: 07302-0059

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce And Fab Leopard And Clear Crossbody

    Keep it fab with a fierce crossbody that keeps all your essentials close to you! The crossbody features a large clear rectangular body, a leopard print trim, a fold-over closure with turn-lock, a top handle, and a detachable shoulder strap. Complete look with a moto and bodysuit.

    Fit & Features

    • Large rectangular body
    • Leopard print trim 
    • Fold-over closure, turn-lock 
    • Clear body
    • Top handle
    • Detachable shoulder strap 

    Style Number/Barcode: 07203-0676

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clear Must-Have Top Handle Bag

    This chic top handle bag is a clear must-have this season. It features a faux leather top handle strap, a fold-over design, a clear material with faux leather trim, and an included faux leather shoulder strap to convert the bag to a crossbody purse. Complete the look with strappy mules.

    Fit & Features

    • Faux leather top handle strap
    • Fold-over design
    • Clear material, faux leather trim
    • Included removable faux leather shoulder strap

    Style Number/Barcode: 07203-0841

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale