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Best Fall Dresses For Women Over 50

Fall dresses are a great way to kick up your wardrobe during the cool, crisp autumn months, while fashion is heating up.
fall dresses feature 2024 with pink background

We’re just a few days into fall, and already the colors are changing, and the temperatures are dropping. It’s the perfect time to start thinking about some fun fall fashion ideas. While leggings or treggings are a comfortable option for errands or the workplace, sometimes it’s nice to dress up your style a bit. Fall dresses are a great way to kick up your wardrobe during the cool, crisp autumn months.

You will see lots of rich patterns and deep colors, particularly in dresses. The cuts range from bodycon to swing skirts, and while minis may be big with the younger set, the over-50 woman will find below-the-knee to mid-length dresses in abundance.

We’ve compiled a list of fashionable fall dresses for every budget in a variety of solid colors or fun prints to suit every style choice. Here are our favorites.

MISA Los Angeles Solmaz Scarf Printed Tie-Waist Midi Shirtdress, $388.50 (was $555)
MISA Los Angeles Solmaz Scarf Printed Tie-Waist Midi Shirtdress, $388.50 (was $555)

Why We Love It: We love the button-down front, tie belt, and neutral color palette of this dress.

Mango Paisley Pring Long Sleeve Chiffon Midi Dress, $89.99
Mango Paisley Pring Long Sleeve Chiffon Midi Dress, $89.99

Why We Love It: We love the bold colors of this dress, and the ruched mock neck and an elongated back keyhole cutout look absolutely divine.

Quince Cashmere Sleeveless Midi Sweater Dress (4 colors), $109.90 (was $249)
Quince Cashmere Sleeveless Midi Sweater Dress (4 colors), $109.90 (was $249)

Why We Love It: We love the simple elegance of this dress, and the cashmere is both dressy and comfortable.

Hutch Bridge Long-Sleeve Wrap Maxi Dress, $319
Hutch Bridge Long-Sleeve Wrap Maxi Dress, $319

Why We Love It: This gorgeous dress is full of vibrant colors! We love pairing it with knee-high boots, and the tie-belt makes it perfectly form-flattering.

Tuckernuck Tan Polly Dress, $78 (was $98)

Why We Love It: You can dress this lovely option up or down by simply changing your accessories. Wear it with flats, wedges, or some trendy boots to make it fit any occasion.

Sue Sartor Long-Sleeve Flounce Midi Dress, $495
Sue Sartor Long-Sleeve Flounce Midi Dress, $495

Why We Love It: We love the beautiful color, the front button-down style, the tie belt, and the pockets.

VINCE CAMUTO Turtleneck Sweater Dress, $89
VINCE CAMUTO Turtleneck Sweater Dress, $89

Why We Love It: Sweater dresses are the epitome of comfortable fall fashion, and this LBD (little black dress) works great with simple black booties or with a bit of color from your accessories. You can have some fun with this option.

Kay Unger Floral Printed Chiffon Boat Neck Sleeveless Keyhole Back Side Pocket Gown, $398
Kay Unger Floral Printed Chiffon Boat Neck Sleeveless Keyhole Back Side Pocket Gown, $398

Why We Love It: Classic. Elegant. Picturesque… there aren’t enough adjectives to describe the true beauty of his gown. Plus… it has pockets!

Everlane The Turtleneck Sweater Dress in Cashmere, $195 (was $278)
Everlane The Turtleneck Sweater Dress in Cashmere, $195 (was $278)

Why We Love It: Is there anything more comfortably fashionable than a cashmere sweater dress? Aside from a cozy pair of pajamas, we can’t think of anything, but you can’t wear those out to dinner with your beau.

Boden Ivy Smocked Midi Dress (5 colors), $150
Boden Ivy Smocked Midi Dress (5 colors), $150

Why We Love It: This floaty dress has an elegant notch neckline, and the comfortable smocked waist makes those long lunch dates a breeze.

Reformation Elly Dress, $278

Why We Love It: We love the square neckline, fitted bodice, and flowing, relaxed skirt.

Tuckernuck Sandstone Long Sleeve Pique May Polo Dress (5 colors), $158
Tuckernuck Sandstone Long Sleeve Pique May Polo Dress (5 colors), $158

Why We Love It: Available in 5 colors, you can dress this up as much or as little as you want. Pair it with your favorite belt, booties, flats, or any other accessory you desire.

Norma Kamali Longsleeve Crew Dress
Norma Kamali
Long Sleeve Crew Dress
, $125

Why We Love It: Yet another beautiful little black dress to enhance your wardrobe and your style game. We love the long sleeves and relaxed fit.

The Bettina Tiered Shirt Dress, $148

Why We Love It: This tired shirt dress is easy-breezy and full of personality. Available in 5 colors, you’ll love the different options and looks.

Bagatelle Trucker Corduroy Shirt Dress, $129
Bagatelle Trucker Corduroy Shirt Dress, $129

Why We Love It: There’s something so cool and chic about this corduroy shirt dress, and we love how much a pair of fabulous boots just makes it pop!

Wash Lab Denim Mendocino Cotton & Linen Denim Shirtdress, $165
Wash Lab Denim Mendocino Cotton & Linen Denim Shirtdress, $165

Why We Love It: Cool Casual. Stylish. Comfortable. That about covers this fun and fabulous denim shirt dress.

Tuckernuck Black Nile Dress, $595
Tuckernuck Black Nile Dress, $595

Why We Love It: This dress oozes sophistication, and the simple color palette allows you to be as brazen or simple with your accessories as you desire.

CeCe Clip Dot Flutter Sleeve Midi Dress, $90.30

Why We Love It: Gorgeous and green, this dress just pops! With a fitted waist, flowing skirt, and flutter sleeves, you’ll love how this looks and feels.

Kedera Long Sleeve Tweed Dress (4 colors), $43.98
Kedera Long Sleeve Tweed Dress (4 colors), $43.98

Why We Love It: Tweed is just classically cool, and this dress is no exception.

Diane von Furstenberg Wool & Cashmere Wrap Sweater Dress (8 colors), $558
Diane von Furstenberg Wool & Cashmere Wrap Sweater Dress (8 colors), $558

Why We Love It: While we love the coolness of the classic black option, the other 7 dazzling colors are equally glorious. This quintessential wrap sweater dress knit from luxe wool and cashmere features a sultry-dipped neckline and waist-cinching sash.

Conclusion

Whatever your style preference or budget, there is a wide array of options out there for some lovely fall dresses. Consider pairing it with a great blazer or cardigan to keep you comfortable on chilly fall evenings, and a pair of fashionable booties is a great way to kick your style up a notch. There’s nothing like a great dress to make you feel alive!

Read Next:

5 Top Fashion Blogs for Women Over 50

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