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.

  • Chic In Cable Knit Cold Shoulder Sweater

    Elevate your fall wardrobe with this chic cable knit mid-length sweater. It features a mock neckline with a cold shoulder design, long sleeves with cable knit detailing, ribbed hems, and a relaxed fit. Style with faux leather pants and clear mules.

    Fit & Features

    • Mock neckline
    • Cold shoulder design
    • Long sleeves, cable knit detailing
    • Ribbed hems
    • Mid-length hem, relaxed fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1497

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Life's A Party Chiffon Corset Top

    Life's a party and you'll look chic for it all in this chiffon top featuring peasant long sleeves, a collared plunge v-neckline, pleat detailing, and a corset-style crop hem with hidden hook-eye closures. Complete the look in jeans and a trendy ring set.

    Fit & Features

    • Peasant long sleeves
    • Collared plunge v-neckline
    • Pleat detailing
    • Corset-style crop hem
    • Hidden front hook-eye closures 
    • Chiffon partially-lined fabric, slight stretch
    • Fits true to size

    Style Number/Barcode: 06003-1936

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day Trippin' Acid Wash Denim Jacket

    Have yourself a daytime adventure in a denim jacket that slays! This acid wash jean jacket features long sleeves with button cuffs, a collared neckline, flap pockets, and an elasticized cinched back hem. Complete your trendy look in a bodysuit and jeans.

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline, flap pockets
    • Button-down front closures
    • Cropped length
    • Elasticized cinched back hem
    • Acid wash denim
    • Runs true to size

    Style Number/Barcode: 06203-0479

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secure The Fit Braid Chain Belt

    Secure your outfit of the day with this chain belt featuring braided faux leather intertwined with two rows of chain links and adjustable buckle closure. Complete the look in knee-high boots.

    Fit & Features

    • Braided faux leather
    • Intertwining design
    • Two-rows of chain links
    • Adjustable buckle closure

    Style Number/Barcode: 07301-0483

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Clear Handbag

    This chic clear handbag will level up your trendsetter status! It features a tote design with a faux leather trim, a diamond print pattern, a top handle strap, a faux leather and chain-link strap, a front turn-lock closure, and an included faux leather wristlet. Style with a fitted bodysuit and your fave pair of denim.

    Fit & Features

    • Tote design
    • Faux leather trim
    • Clear design, diamond print pattern
    • Top handle strap
    • Faux leather and chain-link shoulder strap
    • Front turn-lock closure
    • Included faux leather wristlet, zipper closure

    Style Number/Barcode: 07203-0990

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrap My Mind Around Knit Sweater

    Forever a classic with a chic twist! This crop knit sweater will instantly give your outfit a polished vibe. It features long sleeves, a collared v-neck, a surplice bodice, and a wrap-style hem with tie-back closure. Complete the look in new Windsor denim jeans. 

    Fit & Features

    • Long sleeves
    • Collared v-neck
    • Surplice bodice
    • Wrap-style, tie-back closure
    • Cropped hem
    • Smooth knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1493

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Isn't She Glam Rhine T-Necklace

    Dress up in this delicate t-shape necklace featuring a rhinestone chain with faceted faux diamond gems and a lobster clasp closure. Complete the look in a sultry low-cut dress for a dressy occasion.

    Fit & Features

    • Rhinestone chain
    • Faux faceted diamond gems
    • Lobster clasp closure
    • T-Shape design

    Style Number/Barcode: 07002-1227

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Prepped Success Plaid Long Blazer

    You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!

    Shop Matching Skirt: Prepped Success Plaid Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open-front design, side pockets
    • Long-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1463

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Confident Chick V-Neck Bodysuit

    You'll always be confident with this stylish essential bodysuit! It features long fitted sleeves, a V-neck with trim, and a thong bottom with dual snap button closures. The bodysuit is composed of a sweater rib-knit fabric that offers plenty of stretch. Complete the look in boyfriend jeans and mules for a day date.

    Fit & Features

    • Long fitted sleeves
    • V-neck with trim
    • Thong bottom, snap button closures
    • Sweater rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1491

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Contemporary Moves Stiletto Heels

    Shift towards a chic contemporary style in these nubuck heels featuring an almond toe, stiletto heel, wide toe strap, and criss-cross ankle straps with buckle closure. Complete the look in a statement crossbody purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Wide toe strap
    • Criss-cross ankle straps, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3975

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Note V-Neck Sweater Dress

    Everyone will take note of how sultry this sweater dress is on you! It features a sleeveless, v-neck, cutout bodice with wrap tie-back closure, side slit accent, and a midi, curve-hugging silhouette. Complete the look in chic strappy heels for a daytime soiree.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, v-neck, tank-style straps
    • Cutout bodice
    • Wrap tie-back closure
    • Side slit accent
    • Midi, curve-hugging silhouette
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1488

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Only View One Shoulder Sweater Dress

    You're the best view around in this one-shoulder dress! It features a sleeveless bodice, a single strap, cutouts along the waist, a bodycon silhouette, and a side slit midi hem. Complete the look in hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder, single strap
    • Cutouts along the waist
    • Side slit
    • Bodycon silhouette
    • Midi hem 
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1489

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prepped Success Plaid Mini Skirt

    You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!

    Shop Matching Blazer: Prepped Success Plaid Long Blazer

    Fit & Features

    • High-rise waist, hidden back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0465

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Ready Palm Print Mini Dress

    You'll be ready for your getaway at the resort with this tropical mini dress in your arsenal! It features a sleeveless square neck, sleek spaghetti straps, a palm print, and a curve-hugging silhouette. Complete your vacay look in espadrille wedges.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Palm print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4681

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Fave Mesh Mini Dress

    This adorable mini dress will be a new trendy fave! It features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features an all-over tie-dye print pattern. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length, form-fitting, bodycon silhouette
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-4679

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Bombshell Ruched Mini Dress

    You'll radiate bombshell energy in this chic mini dress! It features a sleeveless square neckline, tank shoulder straps, a corset-designed bodice with structured boning at the bust, ruching down the side seams, and a short, curve-hugging silhouette. Style with fringe earrings and stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Corset-designed bodice, structured boning
    • Back zipper closure
    • High waist seam, ruching down the side seams
    • Mini-length hem, bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4498

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Nights Satin Button-Up Short Dress

    The perfect satin short dress for a night of wine and dining! Featuring long sleeves with buttoned cuffs, a collar neckline, button-up front closures, a smocked waist, and a curved short-length hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-up front closures
    • Smocked waist
    • Curved short-length hem
    • Smooth satin fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1927

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hometown Girl Plaid Mini Skirt

    This plaid mini skirt is essential for building your perfect fall wardrobe! The skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a flirty front slit along the hem. Complete the look in the matching shacket.

    Shop The Matching Shacket: Hometown Girl Plaid Crop Shacket

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Back zipper closure
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0464

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Summer Style Knit Midi Dress

    Showcase that effortless summer style this season with this ribbed knit midi dress. It features a sleeveless one-shoulder neckline with a single spaghetti strap, a ruched side cutout with an adjustable drawstring, and a midi-length, curve-hugging silhouette with a chic front slit. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • Ruched side cutout, adjustable drawstring
    • Form-fitting silhouette, front slit
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4674

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Latte To Love Turtleneck Sweater Top

    There's a lot to love about this cozy and cute turtleneck sweater top perfect for fall! It features long sleeves, a fitted silhouette, a color block design, and stretchy rib-knit fabric. Complete the look with denim jeans for a coffee date.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Fitted silhouette
    • Color block design
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1486

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Strut Knee-High Boots

    This fall season, strut with style in these sleek knee-high boots! They feature a pointed toe, a sturdy block heel, an inner zipper closure, and a fitted shaft. Pair these faux leather boots with your favorite sweater dress.

    Fit & Features

    • Knee-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Fitted shaft
    • PU material, smooth lining
    • Runs true to size

    Style Number/Barcode: 07402-0793

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe In Pointed Toe Boots

    Walk tall babe in these PU pointed-toe boots featuring a stylish and sleek under-the-knee silhouette with a block heel and side zipper closure. Complete the look with a boyfriend blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Under-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0796

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good For You Sweater Maxi Dress

    Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Form-hugging silhouette
    • Front cutout slit
    • Maxi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1482

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance