Women’s Fall Fashion Picks for 2026

We have had some crisp, cool weather here in Boston, and suddenly I’ve got a case of the shoppies. Loafers (which I purchased yesterday, see #13) and socks to wear with said loafers (#10-12) are my first priority for this season. If there’s still room, maybe some dark wash denim, some fun pull-on pants, or one of the other pieces below. Here are the top items on my fall wishlist this season!

  1. Gap Easy Double-Knee Barrel Pants in Raspberry Ice Pink ($89.95, currently $62.97 with 30% off code) // I am on the hunt for an easy, pull-on pant as I retire my linen-blend pants for the season, and these are top contenders. I’m in love with this color!
  2. Frame Le Sleek Straight Jeans in Fairway ($278 marked down to $111) // Dark wash denim is going to be big this season, and I’m in need of a slim straight leg jean to replace my old stretched out Everlane Cheeky Straight jeans. (Unfortunetly, Everlane was acquired by Shein so I will no longer be shopping there.) These are borderline a reasonable price. I plan to venture to the Newbury Street store to try them on.
  3. Pistola Sabrina 100% Cotton Curved Utility Pants in Nautical ($178) // Another pull-on pant option for autumn! These are selling out everywhere, so if you like them, act quickly.
  4. Ann Taylor The Denim Trouser in Classic Rinse Wash ($149 marked down to $89.40) // I’m really digging a dressier trouser jean lately. Curious to see what I might think about these.
  5. Z Supply The Sidelines Denim Track Pant in Dreamstate ($128) // Aren’t these fun for weekend walks to the park?!
  6. Dôen Quinelle printed cotton voile midi dress in Menorca Foulard ($355) // I spotted this on Carly and loved it! A great option for late summer and early autumn.
  7. Negative Waffle Knit Pullover in Sailor ($168) // Jen Shoop raves about how comfy this line is. I like that the collar and stripes make this feel put together enough for a work Zoom call on days when I just want to be in sweats.
  8. Boden Belted Wrap Knitted Cardigan in Winetasting ($249) // These oversized wrap cardigans are going to be big this fall and winter. Most options out there are either Western motif or a bandana motif, but I like this more maximalist, colorful one! Looks comfy to wear with jeans.
  9. Gap Factory Ribbed Crewneck T-Shirt in Red pink stripe ($29.99 marked down to $11.99) // Although I have an entire drawer full of striped shirts, I don’t have anything in this colorway, and I find myself short on short sleeve options.
  10. Bombas Modern Rib Calf Socks in Midnight Navy ($18) // I want a couple of dressier socks to go with my new loafers (#13, below). 
  11. Bombas Modern Rib Quarter Socks in Washed Black ($18) // Another versatile option to wear with loafers.
  12. Bombas Ruffle Rib Quarter Socks in Brown Polka Dot ($18) // Love the dots and ruffle!
  13. Madewell The Grayson Penny Loafer in Coffee Bean ($198 marked down to $149.50) // I actually just purchased these in-store yesterday. Can’t wait to wear them!
  14. Moon River Long Sleeve Maxi Dress in Brown ($148)  // This is unlike anything I own. I could see it working for work dinners, fall/winter weddings, travel, and more. 
  15. Margaux The Fonteyn Jane in Dark Chocolate Woven Pasado Suede ($375) // These are spendy, but they would go with almost everything in my closet. LOVE!
  16. Adidas Sambas // I really want to track down this colorway from last year on eBay or something!
  17. Polo Ralph Lauren Chino Sport Cap in Cooper Brown ($55) // I really try not to buy the exact same items in multiple colors, but this brown colorway of a classic cap (I already have navy and also pink) is certainly tempting!
  1. sarahmont90

    lol “case of the shoppies”, I love that

    Liked by 1 person

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