2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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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.
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On Another Level Mini Dress
Take your 'fit to another level as you serve stunning looks in this mini! The dress features a sleeveless bodice, bungee spaghetti straps, a V neckline, a square back, a color block design with stripes that create an hourglass illusion, and a short, form hugging fit. The dress is composed of a crepe fabric that offers moderate stretch.Style Number/Barcode: 05102-0157
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wild Child Bodycon Mini Dress
Stay fierce in a dress as wild as you! This bodycon features elasticized spaghetti straps and a square neckline. Cut to a flirty mini length, this piece is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Dress also includes a knit lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0152
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Night Moves Cowl Neck Dress
Show off your moves in this slinky, sultry midi!
Fits & Features
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Spaghetti Straps With Cross Back Design
- Flattering Cowl Neckline
- Slim, Midi Length Skirt
- Slip-On Design
- Smooth Jersey Knit Fabric
- Plenty Of Stretch
- Zipper Not Included
Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Hunter: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0449
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps With Cross Back Design
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On Knit Mini Dress
You're always on it when it comes to style, and this basic knit mini will make for such a cute 'fit. The dress features a sleeveless bodice, tank-like shoulder straps, a square neck and back, and a short, form hugging fit. The dress is composed of a soft knit that offers plenty of stretch.Style Number/Barcode: 05102-0095
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Darling In Denim Mini Dress
This darling denim mini is the new dress you need! It features a sleeveless, sweetheart neckline with a built-in padded bust, adjustable spaghetti straps, piping detailing down the front, and a short, curve-hugging fit. Complete the look in PVC strap mules.
Fit & Features
- Sleeveless, sweetheart neckline, built-in padded bust
- Adjustable spaghetti straps
- Back zipper closure
- Piping detail down the front and back
- Short, curve-hugging fit
- Denim fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-0120
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Bombshell Mini Dress
Hey babe, you'll be a major bombshell in this sultry mini! The dress features a sleeveless bodice, adjustable spaghetti straps, a padded bustier style top, a square back with an exposed zipper closure, linear seam detailing down the front, and a short, curve hugging fit. The dress is composed of a faux suede fabric that offers moderate stretch.
Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0093
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Walk The Mock Neck Mini Dress
Talk the talk and walk the walk in this must have mini dress! It features a sleek, form hugging silhouette with a mock neck, long sleeves with thumb-hole slits, and a mini length. Brushed knit offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05102-0124
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feeling Knit Midi Dress
Fall into the season with trendy knit to make an effortlessly chic look! The dress features a crew neck, fitted long sleeves and a midi length silhouette. Dress is composed of a double lined brushed knit 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: 05102-0141
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glimmer And Shimmer Lace Skater Dress
Glimmer and shimmer the night away in this pretty dazzling skater dress! It features a sleeveless bodice, a V neckline, spaghetti straps that lead to a sheer lace back with a zipper closure, a lower back cut out followed by a zipper closure, a high waist seam, and a flowy high low skater skirt. The dress is composed of a sheer glitter lace fabric with a stretchy knit lining.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-8680
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic And Sassy Mini Dress
Get a chic yet still sassy look with this trendy printed mini! The dress features a mock neck, back button closures at the neck followed by a keyhole cut out, long fitted sleeves with thumb holes, and a short, curve hugging fit. The dress is composed of a brushed knit fabric with plenty of stretch.
Model is 5’7” with a 34” bust, 24" waist, and 36” hips. She is wearing a size small.
Style Number/Barcode: 05102-0121
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Mesh Moment Mini Dress
Have a major mesh moment in this stunning mini! The dress features a sleeveless bodice, a mock neck with a sheer mesh overlay, a partially lined front and back with a square neckline, a back zipper and hook and eye closure, a high waist seam, and a short, form hugging fit. The skirt of the dress is composed of a crepe fabric that offers moderate stretch, while the top is composed of mesh with a glitter dotted print.
Model is 5’7” with a 34” bust, 24" waist, and 36” hips. She is wearing a size small.
Style Number/Barcode: 05103-0061
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nothing But Love Mesh Floral Surplice
Romance is well and alive this season with this alluring mesh top. This blouse features a deep surplice front, elasticized sleeve openings, a semi-sheer back and fully lined front. It's made of a mesh fabric with plenty of stretch.Style Number/Barcode: 06001-1404
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It Girl Mock Neck Mini Dress
Be the it girl of your trendy squad in this adorable mini dress. It features a mock neck, long bubble style sleeves with cuffed hems, and a short, form hugging fit. The dress is composed of a knit fabric with a knit lining and has plenty of stretch for comfortable wear.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0036
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Full On Shine Knit Pom Beanie
Sparkle and shine in this rhinestone beanie! It's composed of a thick knit fabric that offers plenty of stretch and features a fold over hem. Small rhinestones adorn the whole entire cute beanie, and a faux fur pom pom tops it all off!Style Number/Barcode: 07302-0038
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own It High Low Cocktail Dress
Own the night in a high low cocktail dress! It features a modest V neckline and double spaghetti straps that lead back to a cross over detail. It is a high low dress that is shorter in the front and longer in the back. It has a fitted bodice with vertical seams that lead down to the skirt. The high low hem of the skirt gives a flattering flow. It is composed of a crepe material that offers moderate stretch. Pair with your favorite heels and sparkly earrings and own the night!
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-8659
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall For Floral Skater Dress
Fall for floral this season with this undeniably adorable skater dress! It features a sleeveless bodice, spaghetti straps that lead to a dual cross back, a plunging wired V neckline, a high waist seam, and a flowy skater skirt. Dress is composed of a knit fabric and showcases a flocked floral pattern of velvet against the knit background.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0109
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sequin Stiletto Snake Booties
Step aside girl, snake print sequin booties?! YES. Designed with a point toe, an over the ankle fit, and a zipper closure. They feature a sexy high stiletto heel and are composed of a snake print material adorned in clear reflective sequins. Obsessed.Style Number/Barcode: 07403-0118
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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
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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
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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
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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
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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
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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
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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