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My Favorite Fall Felted Floppy Hats

We definitely had a summer of hats this year, didn’t we? The Fedora, the Panama, wearing hats was a huge trend, and protecting your skin from the sun was sure a nice bonus. And now that we’re coming on the cooler months, the hat trend is trucking right along (only no, trucker hats are not dominating any trends this year, thankfully).

This fall and winter it’s all about the hat. Floppy, made of felted wool, with a little bit of an Indiana Jones edge. Think of your Panama hat in its winter coat. Doesn’t that sound delightful? I personally can’t wait to start wearing my floppy hat out and about. I hunted for it for weeks!

Some of the better contenders I found (in case you are similarly on the hunt for YOUR fall felted floppy hat) right after the jump.


  • Forever 21 Wool Cowboy Hat 1 of 16
    Forever 21 Wool Cowboy Hat
    You had me at cowboy, Forever 21. You had me at cowboy.
    This felted floppy fall hat can be purchased right HERE, $19.80.
  • Forever 21 Wide Brim Wool Hat 2 of 16
    Forever 21 Wide Brim Wool Hat
    I do not wish to alarm you, but this floppy hat DOES come in pink. Carry on.
    This felted floppy fall hat can be purchased right HERE, $14.80.
  • Forever 21 Wool Feathered Fedora 3 of 16
    Forever 21 Wool Feathered Fedora
    If you're going to pick one felted floppy hat in one color, let that color be brown.
    This felted floppy fall hat can be purchased right HERE, $17.80.
  • Forever 21 Knotted Band Cloché 4 of 16
    Forever 21 Knotted Band Cloché
    A highly respectable wool cloche to go with your highly respectable wool pea coat.
    This felted floppy fall hat can be purchased right HERE, $14.80.
  • Anthropologie Glistened Ore Floppy Hat 5 of 16
    Anthropologie Glistened Ore Floppy Hat
    This is one classy floppy hat! That gold braided detail is too good to be true.
    This felted floppy fall hat can be purchased right HERE, $338.
  • Anthropologie Northcote Cloche 6 of 16
    Anthropologie Northcote Cloche
    Yes, I would wear this hat and pretend I was Lady Mary quietly pining away for my Matthew Crawley.
    This felted floppy fall hat can be purchased right HERE, $228.
  • Anthropologie Belted Sadie Rancher 7 of 16
    Anthropologie Belted Sadie Rancher
    This dusty rose is THE perfect color for fall.
    This felted floppy fall hat can be purchased right HERE, $58.
  • Anthropologie Cumbrian Fells Rancher 8 of 16
    Anthropologie Cumbrian Fells Rancher
    Perfectly understated--not too floppy, not to tight.
    This felted floppy fall hat can be purchased right HERE, $68.
  • Anthropologie Denim Floppy Hat 9 of 16
    Anthropologie Denim Floppy Hat
    I am so intrigued with this whole idea. Denim? Denim!
    This felted floppy fall hat can be purchased right HERE, $58.
  • Club Monaco Remi Hat 10 of 16
    Club Monaco Remi Hat
    This one is green and minimal and has the perfect little drape across the brim. Could use a cute little antique broach on the side to jazz it up and keep it out of Robin Hood territory.
    This felted floppy fall hat can be purchased right HERE, $90.
  • Club Monaco Isadore Fedora 11 of 16
    Club Monaco Isadore Fedora
    I just love a navy fedora for fall.
    This felted floppy fall hat can be purchased right HERE, $80.
  • Urban Outfitters Classic Felt Floppy Hat 12 of 16
    Urban Outfitters Classic Felt Floppy Hat
    Just call me Carly Simon.
    This felted floppy fall hat can be purchased right HERE, $29.
  • Urban Outfitters Miranda Outback Hat 13 of 16
    Urban Outfitters Miranda Outback Hat
    This one might actually be my very favorite of the day.
    This felted floppy fall hat can be purchased right HERE, $54.
  • Urban Outfitters Braided Felt Panama 14 of 16
    Urban Outfitters Braided Felt Panama
    That braiding!
    This felted floppy fall hat can be purchased right HERE, $36.
  • Biltmore for Madewell Floppy Hat 15 of 16
    Biltmore for Madewell Floppy Hat
    After searching the hat world far and wide, this is the one I chose for myself. We're in love. It's pretty serious
    This felted floppy fall hat can be purchased right HERE, $78.
  • Biltmore for Madewell Felt Fedora 16 of 16
    Biltmore for Madewell Felt Fedora
    But this one was a close contender for my heart.
    This felted floppy fall hat can be purchased right HERE, $68.

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