Unless otherwise specified, all sizes in this post are listed in women's.
1. A graphic T-shirt you can count on to look fabulous in the inevitable fall photoshoot you've been planning to stage at the pumpkin patch.
2. A teddy coat to keep you nice 'n' toasty while also looking super stylish. Win-win!
3. A witty crewneck sweatshirt that'll guarantee you'll have a ~ghoul~ time whenever you wear it.
4. A gorgeous midi dress the Queen of Hearts from Alice in Wonderland would absolutely approve of since the roses are, in fact, naturally red.
5. Fall-themed hoops you can wear with all of the new sweaters you'll inevitably add to your collection this season.
6. An off-the-shoulder waffle-knit top, perfect for both running errands or a casual lunch with a friend you haven't seen in a minute.
7. Spanx faux-leather leggings you can wear on days you want to appear more ~edgy~ but still feel like you're lounging in comfy clothes.
8. A Sherpa sweater so soft you'll want to buy 10, cut 'em all up, and make a blanket out of them. But, like, don't do that.
9. A Hocus Pocus–inspired tee you can pair with bike shorts for a spellbound style you'll love.
10. A oversized open-front sweater you can layer over your favorite graphic tee and therefore extend a chunk of your summer wardrobe through the winter. Huge win for your closet!
11. An elegant sweater you'll feel like a genie granted you with thanks to its lantern sleeves and various special detailing.
12. An oversized knitted sweater vest to wear on its own or pair with a turtleneck for the ultimate addition to your fall wardrobe. Keep giving us fashionable-bookshop-owner-in-a-romance-novel viiiibes!
13. A Levi's denim jacket lined with Sherpa because, friends, Jack Frost is just getting started! The leaves are falling and crunching between your boots, but that doesn't mean you need to *feel* the chill that's in the air!
14. A gourd-geous sweater that'll be the crowning jewel of your autumn wardrobe — how could it not be???
15. A blanket scarf for anyone who is *always* cold, you know the type ;).
16. A Sorel heeled rain boot, because there's no reason why you should let the weather rain on your parade! Dump your stiff, clunky rain boots and embrace these chic ones instead.
17. A Carhartt beanie you can throw on in a hurry to assure you still look casual and cute when your friends decide last minute (as per usual) TODAY is the day they want to indulge in some outdoor seasonal activities.
18. A loose V-neck tank you can layer under a cardigan for a relaxed but stylish look for when you're hanging out at home watching Halloween movies with your pals.
19. Steve Madden ankle boots you'll want to write a love song about thanks to their bedazzled accents and how comfortable they are.
20. A cozy sweatshirt that'll add a little *pumpkin* spice to your autumn attire.
21. A striped pullover to throw on when you're late but don't want your friends to tease you about it for the umpteenth time.
22. Doc Martens, because you can't go wrong with a tried-and-true classic.
23. An oversized shacket (shirt and jacket) you'll praise yourself for buying on those days between when the weather is just a tad awkward — put the whole "do I need a coat?" debate to rest.
24. A corduroy miniskirt you can count on to look absolutely darling whether you pair it with delicate tights or clunky combat boots.
25. Ankle booties with delicate details that'll surely ~ruffle~ some feathers when you walk into a room.
26. A stylish wide-leg jumpsuit I personally think will look flawless on your Instagram grid paired with a festive pumpkin beer (y'know, the ones with the pretty sugar around the rim!).
27. Madewell's Transport tote, which'll give you enough room to stow away all of the essentials you'd need for a day at the pumpkin patch (hand sanitizer, sunglasses, Polaroid camera, etc.) and still leave you with room to stash some apple cider donuts for the drive home.
28. A tiered shift dress that'll look like it was made to go with your favorite booties this fall — just wait until you see how many people start asking you where you got it from!
29. Levi's overalls for anyone who wants to channel their inner Donna from Mamma Mia but make it *~autumn~*. This classic style is both practical and cute!
30. Leather sneakers that'll have you feeling like a badass each time you lace 'em up — perfect for crunching your way through an apple orchard.
31. A lightweight maxi skirt starring an adorable ruffle waistband (s'cute) you won't be able to stop yourself from ordering in a variety of colors (take it from someone who actually owns it).
After putting this skirt in tons of posts, I finally caved and ordered one for myself. Reviewers love this skirt and for a reason — it really does live up to the hype! I paired it with a high-neck tank, a denim jacket, and sneakers and felt super cute when wearing it to my best friend's baby shower. I love that there aren't any buttons or drawstrings, you just pull this baby on and feel like royalty. The pleats are adorable, the ruched waist is fun, AND it has pockets!!! I'm literally going to place an order for another one as soon as I can decide between the green and the pink. Screw it, maybe I'll just get both.
Get it from Amazon for $29.89+ (available in sizes S–2XL and 11 colors).
32. A plaid minidress for anyone who actually loves Back to School season aka treating themselves to a slew of new outfits.
33. An oversized button-down top for anyone looking to dress like the epitome of autumn. Truly, is there anything better than a comfy flannel in fall? I think not!
34. A Panama hat you'll get tons of compliments on while posing with a glass of your favorite vino at a vineyard with your gal pals — and it'll keep the sun out of your eyes!
35. A pink sweater you'll already be able to picture yourself curling up in after spending the day picking apples. I can't imagine a better piece to kick off Sweater Weather with.
36. A cardigan sweater dress that'll let the whole world know you *are* The Main Character. Added bonus? You can also wear it unbuttoned as a super-cozy, extra-long cardi.
37. A chiffon blouse, because this elegant lil' number is likely as close as you're going to get to being a Bridgerton this fall. I respect the attempt and think you're gonna look divine in this top!
38. Fa-boo-lous skeleton earrings you definitely don't *need* but absolutely will want for the upcoming spooky season.
39. And a splurge-worthy leather jacket you can absolutely consider an investment since you'll be layering it over all of your fall favorites for years to come.
Some reviews have been edited for length and/or clarity.