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.

  • Bell Sleeve Mini Dress

    Keep it sweet and charming in this pretty mini! It features a mock neck, bell sleeves and a mini length silhouette. The back features a small keyhole with a double button closure. Dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.

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

    Style Number/Barcode: 05101-0198

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Chic In Corduroy Mini Skirt
    Trendy and chic, this corduroy mini skirt will pair well with your fave tops! It features a high rise waist, a hidden back zipper and hook and eye closure, a front slit, and a short, form hugging fit. The corduroy fabric has moderate stretch and includes a knit lining.

    Style Number/Barcode: 06501-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You're A Star Rhinestone Fringe Earrings

    Shine like a star in earrings that bring some serious star power! The earrings feature a rhinestone star design on post and a multi-row fringe accent. Complete your look with a sweeping satin dress and sleek stilettos.

    Fit & Features

    • Star design on post
    • Fringe detail
    • Rhinestones

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0510

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Pearl Statement Earrings

    Get an effortlessly pretty look in these gorg pearl statement earrings! With their hammered metal stud detailing, they provide an edgy chic look to the classic pearl earrings. A must-have for pairing with your workwear, wear with a chic blazer and some trendy mules.

    Fit & Features

    • Hammered metal stud with cut-out
    • Dangling pearl accent

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0455

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Faux Suede Booties

    Look oh-so-cute and cozy in these adorable faux suede booties! They feature a trendy pointed toe, a faux sherpa detail, strap detailing with a buckle accent, and a stacked block heel. Pair these booties with skinny jeans and a chunky knit sweater for the perf winter-time look.

    Fit & Features

    • Above the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure
    • Faux sherpa detail
    • Strap detailing with a buckle accent
    • Faux suede material

    Style Number/Barcode: 07403-1206

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Long For Sparkle Rhinestone Six-Pack Ring Set

    Fulfill the desire to sparkle with this six-pack ring set featuring various styles with rhinestone embellishments in trendy geo and diamond shapes, chainlink design, and a cross charm. Complete the look in a cute sweater dress.

    Fit & Features

    • Six-pack ring set
    • Rhinestone embellishments
    • Trendy geo, diamond, chainlink, cross designs

    Style Number/Barcode: 07004-0235

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty And Detailed Rhinestone Layered Lariat Necklace

    This dainty and detailed rhinestone layered lariat necklace will stylishly elevate your basic looks. It features a three-row layered design with the shortest layer featuring a round rhinestone, the middle layer featuring a sleek bar charm, and the longest layer with both a matching rhinestone and a center lariat with a matching bar charm. Pair this chic necklace with gold hoops.

    Fit & Features

    • Three-row layered design
    • Short layer, round rhinestone
    • Middle layer, vertical bar charm
    • Long layer, round rhinestone, center lariat, vertical bar charm
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1603

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button Up Babe Denim Strapless Mini Dress

    Look and feel like a total babe in this denim mini dress at concerts or parties! The short dress features a sweetheart neckline, bust seam detailing, a trendy asymmetrical button front design, a flattering bodycon silhouette, and a mini-length hem. Complete the look with a mini handbag.

    Fit & Features

    • Strapless sweetheart neckline
    • Bust seam detailing
    • Back zipper closure
    • Asymmetrical button front design
    • Bodycon silhouette, mini-length hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5443

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Glam Buckle Shoulder Bag

    Fit & Features

    • Faux leather material
    • Adjustable top shoulder strap
    • Top zipper closure
    • Rectangular-shaped with rounded edges
    • Small buckle accent

    Style Number/Barcode: 07203-2079

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Striped Stunner Crop Tee
    You are a baddie in stripes! This top has a crew neck, short sleeves, and a cropped hem that hits at the rib area. The vertical stripes alternate in size. Tee is composed of a soft knit material that offers moderate stretch.

    Style Number/Barcode: 06002-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Standard Chain Set
    Layer with classic links that pair perfectly with your outfit, day or night. This two pack features a set of Figaro-style link chains with lobster-clasp closure.

    Style Number/Barcode: 07002-0125

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lil' Thing Mini Skirt
    Show your curves in this super cute mini skirt. This piece features an elasticized waist, an all  over smocked back, and is made of a breathable cotton fabric. The fabric itself has no stretch.

    Style Number/Barcode: 06501-0084

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Pearl Stud Set

    Bling up your earring game with pearls and rhinestones galore ! This set includes a variety of 9 different style stud earrings. Earrings have a post back closure. One set of these earrings are simply clip on and go, making it easy to snap on a little extra style !

    Style Number/Barcode: 07001-0071

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gleam On 2 Pack Rhinestone Bobby Pins Set

    Gleam on girl by accessorizing with these gorgeous rhinestone bobby pins! They feature thin pins with dainty rhinestones adorned. Pair with a basic crop top and distressed denim to glam up your look. Perf for everyday wear.

    Fit & Features

    • Set of two bobby pins
    • Rhinestone embellished

    Style Number/Barcode: 07006-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Cabby Hat

    Keep on trend in a cabby hat that provides the finishing touch to your look. The hat features a traditional cabby design, a belted buckle accent, and composed of faux leather material. Complete your look with a jacket and high waist jeans.

    Fit & Features

    • Traditional cabby design
    • Short brim
    • Belted buckle accent
    • Faux leather material

    Style Number/Barcode: 07302-0275

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delicate Layered Rhinestone Coin Necklace

    Elevate your style in this delicate layered necklace featuring a rhinestone and coin charm on a dainty chain with lobster clasp closure. Complete the look in an oversized crop sweater.

    Fit & Features

    • Layered design
    • Rhinestone and coin charm
    • Dainty chain 
    • Lobster clasp closure

    Style Number/Barcode: 07002-1071

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Elegant Flower Hair Pin

    Showcase simple elegance with this chic accessory. The dainty hair pin features a small flower design with rhinestone embellishments for a subtle sparkle. Style with stud earrings.

    Fit & Features

    • Single metal hair pin
    • Small flower design
    • Rhinestone embellishments

    Style Number/Barcode: 07006-0345

    Category Name: 2026 Fall Outfit Trends

    Price: $0.97 $3.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Never Not Cute Mini Tote Bag

    This mini tote bag is cute all the time! It features a top handle, a front flap with snap-button closure, a detachable chain link shoulder strap, and a spacious interior, on glossy, patent leather material. Complete the look in a crop denim jacket.

    Fit & Features

    • Top handle
    • Front flap with snap-button closure
    • Detachable chain link shoulder strap
    • Spacious interior
    • Glossy patent leather material
    • Mini silhouette

    Style Number/Barcode: 07203-1042

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Bound Panama Hat

    Top off your chic look for a trip to the city with this faux wool panama hat. It features a structured top, a faux leather puffy braided trim, and a wide flat brim. Style with a crossbody purse.

    Fit & Features

    • Structured top
    • Faux leather puffy braided trim
    • Wide flat brim
    • Faux wool material

    Style Number/Barcode: 07302-1349

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It-Girl Attitude Drop Waist Pleated Skort

    Show off an it-girl attitude in this woven skort featuring a high-rise fit with a chic belt, a trendy drop waist design, and a mini-length pleated A-line overlay with fitted shorts for coverage. Pair with a cropped cardigan and sneakers!

    Fit & Features

    • Heathered woven fabric, minimal stretch
    • High-rise fit with belt
    • Side zipper with hook-eye closure
    • Drop waist design
    • Mini-length pleated A-line overlay, fitted shorts
    • Skort in size small has a 7" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0711

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Not My First Rodeo Faux Wool Cowboy Hat

    Look like a total rodeo babe in this trendy western trim faux wool cowboy hat. It features a structured top with a wide brim, an upturned side design, and a faux leather trim with studded details and engraved oval-shaped accents. Includes adjustable ties hidden on the inside for a tighter fit. Style with a graphic tee and distressed jeans!

    Fit & Features

    • Structured top
    • Wide brim, upturned side design
    • Faux leather center trim
    • Studded details
    • Engraved oval-shaped accents
    • Faux wool material
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1511

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always A Favorite Faux Leather Shoulder Bag

    Take a look at your new favorite shoulder bag for effortless styling! The faux leather purse features a shoulder strap, a semi-round silhouette, a top zipper closure, and a spacious interior for keeping your essentials in. Style the shoulder bag purse with hoop earrings for either day or night plans!

    Fit & Features

    • Shoulder strap
    • Semi-round silhouette
    • Top zipper closure
    • Spacious woven interior, single pocket
    • Faux leather exterior

    Style Number/Barcode: 07203-1371

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Classic Hoop Earrings

    These stylish hoop earrings are an elevated classic pair you need to add to your collection! The sleek open-ended hoop earrings feature a wider design at the center with a thinner design at the ends. Include a post-back closure. Wear with a dainty layered necklace.

    Fit & Features

    • Open-ended hoop earrings
    • Medium size
    • Wider design at the center
    • Thinner design at the ends
    • Post-back closure


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

    Style Number/Barcode: 07001-1796

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free