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.

  • Seize The Moment Patent Block Heel Booties

    These patent leather booties feature a sleek square toe, a platform sole that elevates the style, and a stacked block heel. Perfect for going out.

    Fit & Features

    • 3” Stacked block heel, 5" leg opening, 6" shaft height
    • Patent leather material
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1789

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Basic Halter Rib Knit Crop Top

    A sleeveless crop top features a halter neckline with a spaghetti strap tie and a flattering cinched bust to create a flirty look. Pair with a denim mini skirt for any plans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Halter neckline, spaghetti strap tie
    • Cinched bust
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2051

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remarkable Appeal Cowl Halter A-Line Midi Dress

    Turn every head in the room with the help of this sleeveless midi dress at the cocktail party! Feel confident and sultry in the plunge cowl halter neckline, open back, and elegant A-line silhouette leading to the midi-length hem for a chic touch. Complete the look with earrings and heels.

    Fit & Features

    • Knit fabric with plenty of stretch
    • Plunge cowl halter neckline, spaghetti strap tie
    • Open back
    • A-line silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3571

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Attitude Metallic Snake Print Kitten Heels

    Show off a glam attitude your next girl's night in these fabulous kitten heels! Designed with a metallic snake print on faux leather material, these heels will spark up all the compliments. They feature an open square-shaped toe, an asymmetric strappy design across the foot, adjustable ankle and heel straps with a buckle closure, and a short kitten heel for comfortable wear. Style with rhinestone fringe earrings.

    Fit & Features

    • 2" Kitten heel
    • Faux leather upper with metallic snake print
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps with buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5005

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moves Strappy Snake Print Kitten Heels

    Make only chic moves in these sleek strappy kitten heels! Designed with faux leather material, they feature an open square-shaped toe, an asymmetric strappy design across the foot, adjustable ankle and heel straps with a buckle closure, and a short kitten heel with a snake embossed pattern for a subtle edgy vibe. Style with a clutch.

    Fit & Features

    • 2" Kitten heel with snake embossed pattern
    • Faux leather upper
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps with buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5004

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adventurous Babe Camo Pleated Cargo Mini Skirt

    Adventure awaits in this camo mini skirt boasting a flattering mid-rise waist and trendy cargo pockets that give your outfit an edgy allure. Pair with a crop top.

    Fit & Features

    • Camo-printed cotton-blend denim fabric
    • Mid-rise waist with belt loops
    • Single button with hidden zipper closure
    • Pleated
    • Cargo flap pockets
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0217

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Square Toe Stiletto Heels

    These stiletto heels feature a sleek square toe, and adjustable ankle strap with buckle closure, and are composed of a faux leather material perfect for everyday styling.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Square toe
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5015

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Chain Ankle Patent Block Heels

    Edge up your style game in these patent block heels for a unique and trendsetting look! Featuring an on-trend square toe, a block heel, and a chain ankle strap with a lock charm and lobster clasp closure to secure the style. Complete the look with a trendy purse for any plans!

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Chain ankle strap with lock charm, lobster clasp closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5001

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Pop Patent Faux Leather Stiletto Heels

    Create all sorts of stylish looks and make them pop in these patent faux leather heels featuring a sleek square toe with a strap, stiletto heel, and a closed ankle with adjustable strap and buckle closure. Complete the look with a posh hair bow.

    Fit & Features

    • 4" Stiletto Heel
    • Square toe
    • Cushioned footbed
    • Closed ankle, adjustable strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5002

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Vibes Faux Suede Foldover Cowboy Boots

    Strut in style in these foldover cowboy boots that will have you giving off cute country vibes! Designed with smooth faux suede with western embroidery, they feature a trendy foldover design, pointed toe, and a stacked block heel for comfortable wear. Pair with a graphic tee and denim shorts for a country bar!

    Fit & Features

    • 3" Stacked block heel
    • 6" Leg opening and a 3.5" shaft height
    • Faux suede material
    • Western embroidery
    • Foldover design
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07403-1788

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tequila Time Oversized Graphic Tee

    Style up your bar-hopping 'fit with this oversized graphic tee! Made with cotton fabric, it features a crew neckline, short sleeves, a trendy tequila label graphic, and a relaxed oversized fit. Style with a denim mini skirt and booties!

    Fit & Features

    • Cotton fabric with moderate stretch
    • Tequila label graphic
    • Crew neckline
    • Short sleeves
    • Oversized fit

    Style Number/Barcode: 06002-1902

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheerly Sultry V-Neck Lace Crop Top

    Everyone will notice how sultry you look in this lace crop top perfect for adding romance into your style! Adorned with delicate spaghetti straps, a playful V-neckline with a ribbon tie, and a sheer fitted crop hem. Complete the look in high-rise jeans for a casual date night.

    Fit & Features

    • Sheer lace fabric, lined bust
    • Spaghetti straps
    • V-neckline with ribbon tie
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06001-5393

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always On Point Lace-Up Thigh High Stiletto Boots

    These thigh high boots feature a pointed-toe, a side lace-up cutout for an eye-catching look, a stiletto heel, and a sleek thigh-high shaft length. Perfect for styling with dresses or skirts.

    Fit & Features

    • 4.5” Stiletto heel, 7" leg opening, 23" shaft height
    • Pointed toe
    • Side lace-up cutout design
    • Thigh-high shaft length
    • Runs true to size

    Style Number/Barcode: 07402-1022

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Slither Under-The-Knee Snake Boots

    This pair of faux leather boots features a sassy snake pattern, a pointed toe, inner zipper closure, a block heel, and an under-the-knee length fit perfect for styling with skirts or dresses.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 16" shaft height
    • Snake pattern, faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-length shaft height
    • Runs true to size

    Style Number/Barcode: 07402-1021

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adoring Taste Strapless Lace-Up Tapestry Crop Top

    An attention-worthy strapless crop top everyone will compliment! This top features a strapless neckline, a lace-up front, and an angled cropped hem on floral tapestry woven fabric. Complete the look in a mini skirt for any plans!

    Fit & Features

    • Floral tapestry woven fabric with knit lining
    • Strapless neckline
    • Lace-up front
    • Multiple back hook and eye closures
    • Angled cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2566

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Bliss Turtleneck Striped Mini Dress

    This sleeveless knit mini dress boasts a turtle neckline and a bodycon silhouette with a trendy striped pattern. Style with simple hoop earrings for any casual plans.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Turtle neckline
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 06005-2045

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Aesthetic Collared Crew Neck Sweater

    Create that preppy aesthetic with this knit sweater featuring a woven collared design and crew neckline, long sleeves, and a mid-length hem with a woven trim for that chic layered look. Style with a plaid skirt and sneakers!

    Fit & Features

    • Ribbed sweater knit fabric, moderate stretch
    • Woven collared design
    • Crew neckline
    • Long sleeves
    • Mid-length hem, woven trim
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2044

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layer On The Luxe Faux Fur Cropped Jacket

    Layer on the luxe vibes with this faux fur cropped jacket featuring a wide collared neckline, long sleeves, an open front, and a relaxed fit. Style with a crop top, faux leather pants, and booties for a night out!

    Fit & Features

    • Faux fur fabric with woven lining, no stretch
    • Wide collared neckline
    • Long sleeves
    • Open front
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0481

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Mid Rise Camo Cargo Denim Pants

    These camouflage cargo denim pants give every outfit an effortless vibe. Showcasing an on-trend mid-rise waist and functional pockets throughout the flattering bootcut leg.

    Fit & Features

    • Camo-printed cotton-blend denim fabric, minimal stretch
    • Mid-rise waist with belt loops
    • Hidden front zipper with button closure
    • Front and back pockets, cargo flap pockets
    • Bootcut leg
    • Runs true to size

    Style Number/Barcode: 06602-0527

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fleur Strapless Floral Lace Mini Dress

    A strapless floral lace mini dress boasts a ruffled sweetheart neckline, satin trim bodice designs to accentuate the fitted silhouette, and a tiered ruffled hem. Style with heels for the school dance or a party.

    Fit & Features

    • Floral lace fabric lined with stretchy knit
    • Ruffled strapless sweetheart neckline
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Satin trim, fitted silhouette
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3557

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Fabric Wrap Hair Claw Clip

    Secure your locks with this trendy fabric wrap hair claw clip for looking cute all day long! Complete the look with sandals for any occasion.

    Fit & Features

    • Fabric wrap design
    • Claw clip 

    Style Number/Barcode: 07006-0542

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    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
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Chic Wide-Leg Trouser Pants

    These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love.

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • High-rise elasticized waist
    • Vertical front seams
    • Hip-hugging fit
    • Wide-leg silhouette
    • Pants in size small have an 11" front rise with a 31" inseam
    • Runs true to size

    Style Number/Barcode: 06502-2568

    Category Name: 2026 Fall Outfit Trends

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free