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I firmly believe that fall weather should be all about stylishly embracing comfortable, cozy pieces. That’s exactly why I love that one of the biggest trends for this upcoming season is a casual favorite — the henley shirt. This classic piece might be a simple basic, but it’s definitely not one you want to overlook.
The henley shirt has a reputation for being super casual, but the trendiest options this fall are a bit more modern and elevated. Think cashmere fabrics with a luxe look and relaxed fits that come off as effortlessly chic. I rounded up some of my favorite henley tops for women over 40, starting at just $13. They’re perfect for the summer-to-fall transition!
Cozy and Chic Henley Sweaters for Fall
1. Our Favorite: Made of a soft, lightweight knit fabric, this henley sweater is stylish and looks more expensive than it is. The neutral shades can be dressed up with trousers or left more simple with jeans, and we love the versatility.
2. Runner-Up: This striped henley top seems like it was made for chilly fall weather. The cotton blend is breathable but just thick enough to keep you warm and it has a slightly oversized fit that you’ll want to wrap up in.
3. Cozy Chic: This lightweight henley pullover is so soft and snuggly that you’ll want to wear it every single day. We love the laid-back look of the rolled edges and the more relaxed fit.
4. Elevated Loungewear: Skip the bulky hoodie – this henley pullover is just as comfortable, but has a much more put-together look. Layer it over your favorite white tee for some dimension.
5. Relaxed Fit: Picture yourself wearing this knit henley sweater on a rainy fall day – it’s basically perfect. The oversized fit and relaxed feel keep it extra comfy, but it still looks stylish enough to throw on over jeans.
6. Fuzzy and Fun: Super soft and light, this striped henley top has a slightly fuzzy feel that makes it seem like you’re wearing your favorite blanket. Keep it buttoned up for a more polished look, or open the top buttons for a more casual feel.
7. Everyday Basic: This fitted henley shirt definitely feels like a little bit of a throwback, but we mean that in a positive way. The slim fit and longer silhouette make it the best layering piece under a cardigan or long sweater, but it’s just as good on its own.
8. Artsy Vibe: Opt for a bolder print with this printed henley top. It has the classic silhouette of this basic piece, but the splashy, tie-dye-like design makes it stand out a lot more and keeps it on the more dressed-up side.
9. Luxe Feel: Made of incredibly soft Mongolian cashmere, this henley sweater might be one of the softest pieces in your fall wardrobe. It also comes in at a budget-friendly price point for the fabric and makes any casual ‘fit seem more put-together.
10. Transitional Weather Fave: This classic white henley top is perfect for those days when the weather is tricky. Elbow-length sleeves help cover you up on chilly mornings, but don’t feel overwhelming when the temps go up in the afternoon.
11. Office-Friendly: This chambray henley top has been given a denim makeover that keeps it more stylish rather than casual. This can easily be paired with trousers or a skirt for a comfy, office-friendly look.
12. Go-To Basic: Consider this your new favorite fall sweater. This henley pullover nails one of fall’s biggest trends and is made of the softest wool-blend fabrics. Opt for a preppy striped look or keep it simple with a basic shade.
13. Elevated Style: With a slim fit and ribbed knit fabric, this henley top looks more elevated and sophisticated than other more casual picks. That said, it’s still versatile enough to wear just about any way you want.
