What Dresses Are in Style for Fall 2025

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Fall is one of my favorite seasons for dresses because you get all those cozy fabrics, rich colors, and fun patterns. Plus, a dress can look just as good with sneakers as it does with boots, and you know I’m all about options. This year, there are plenty of dress trends for fall 2025 that are perfect for women over 50, and today I’m sharing the ones that I think are worth trying.

P.S. You might find a dress or two you love for fall in this post: Stylish & Comfortable Fall Dresses for Women Over 50 from Amazon

What Dresses Are in Style for Fall 2025

Shirt Dresses

Are shirt dresses in style for fall 2025 for women over 50
Travelers Knit Sleeveless Shirtdress (Size 1) | Tweed Blazer (Large) | Jasper Layered Pendant Necklace | BRAHMIN Celina Bucket Bag | Pointed Toe Slingback Pump (TTS)

Shirt dresses are such an easy win, and I don’t see them going out of style anytime soon. This fall, designers are giving them an update with fabrics like corduroy and suede. They feel fall-ready but not too heavy, which makes them easy to layer.

Wondering why I love shirt dresses so much? Read this post next: A Classic Shirtdress And Why You Should Wear Them

Shop Shirt Dresses for Fall 2025:

Dark Florals

Middle age woman showing that Dark Florals are on Trend for fall 2025
Crinkle Finish Flutter Sleeve Maxi Dress (Large) | Frankie Wedge Pump (TTS) | Italian Suede Shopper Tote | Ferrara Two Tone Necklace | Embrace Caviar Versa Bypass Bracelet | Caviar Forever Ball Station Bracelet | Signature Link Bangle

Florals are sticking around for fall, but instead of bright summer prints, we’re seeing them on darker backgrounds. Think navy with burgundy or chocolate brown with dusty rose. It feels very fall but still feminine.

I have been loving floral print this year! You can see me styling even more floral dresses in this post: Florals for Fall? Yes, Please! Four Dresses You’ll Want to Wear Now and Later

Shop Dark Floral Print Dresses for Fall 2025:

Midi Dresses with Boots

Can you wear a midi dress with boots for fall 2025
Fit and Flare Midi Dress (Size 10) | Sam Edelman Ellis Fringe Knee High Boot (TTS) | Rebecca Minkoff Darren Fringe Bucket Bag | Jasper Pendant Necklace

Midi dresses are still going strong, and I’m not mad about it. They’re long enough to give you coverage, but not so long that you trip over them. Add in a pair of boots, and you’ve got yourself a foolproof fall outfit.

I love mine with tall boots that just peek out when I walk, but ankle boots look just as cute.

Looking for more denim dresses to try? You can head over to The Best Denim Dresses To Wear Now next!

Shop Midi Dresses for Fall:

Denim Dresses

Denim Dresses are popular and trendy for fall 2025 for women
Frayed Denim Maxi Dress (Size 1) | Jasper Layered Pendant Necklace | Western Harness Boot (TTS)

Denim is everywhere this year, and dresses are no exception. Whether it’s a button-front shirt dress or a belted denim midi, this trend is an easy one to try. I like dark denim for something a little dressier and lighter washes for casual days.

Shop Denim Dresses for Fall 2025:

Are sweater dresses still in style for Fall 2025?
Yes, gurls, they are! In fact, they’re one of the biggest dress trends this year.

Can women over 50 wear plaid dresses?
Absolutely. Just look for modern color palettes like camel, chocolate, or muted blue instead of holiday red.

What’s the most flattering dress style for women over 50?
Wrap dresses are universally flattering, but anything that defines your waist and makes you feel confident is the right choice.

A woman showing how to style a dress with boots for fall and winter 2025
Plaid Long Blazer (Medium) | Cable Knit Sweater Dress (Large) | Knee High Boot (Shop Similar)

How do you wear boots with dresses in the fall?
Ankle boots work with shorter dresses, and knee-highs look great with midis. If you want a dressier look, try heeled boots with a wrap or velvet dress.

If you’re looking for more tips on wearing boots with dresses, visit How To Style Boots With Dresses And Skirts.

Shop More Stylish Dresses for Fall 2025:

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6 Comments

  1. Charlie Watt says:

    😊. Love the dresses with boots!

  2. 😊 I love the denim dresses!

  3. Amy Erickson says:

    😀
    I love reading your posts everyday! Thank you

  4. Gay Manning says:

    Love the boot look with dresses.

  5. 🙂I have always loved short dresses. Happy they are back in style.

  6. Love, love the green dress/jacket combination on you. Really lovely. Not a fan of maxi dresses since on me and my tall frame, it’s a lot of fabric so I prefer just below the knee length. Once the weather cools sufficiently down here in Florida, I will be able to wear my new purchases of jeans, sweaters and loafers.

  7. 😀wow nice selections