Unless otherwise specified, all sizes in this post are listed in women's. 1. A flowy tiered shift dress to achieve max comfy-cuteness whether you're bridal shower bound or just headed out on a fall foliage stroll.
If you're blessed in the boob department, reviewers recommend ordering a size up because of a seam that sits right below the bust. Promising review: "This is a closet staple! It’s perfect for fall, and the fabric and fit is a great quality! The color is true to the picture! It feels like it will be long-lasting and will hold up well!" — Kisenhour Get it from Amazon for $35.98+ (available in sizes S–XXL and in 28 colors/styles).
2. A beloved Carhartt beanie so you can join the legions of people who already love this rib-knit cap. It comes in loads of different colors, so you never have to compromise your style for head warmth.
Promising review: "I’ve had this for almost two years, and I still love it. It’s the most perfect beanie for winter — it’s comfortable, not tight, and not super itchy." — Mal Get it from Amazon for $19.
99 (available in 38 colors). 3. Iconic Dr.
Martens Chelsea boots with slip-resistant soles that add an instant cool factor to any look and a bit of height, too. The versatile staple is shockingly comfortable and durable enough for all of fall's most unpredictable weather. Many reviewers say these run big, so consider sizing down! Promising review: "I have been wearing Docs for years now, and this pair has to take first place for comfort .
They're incredibly cute and versatile, can be dressed up or down, and, just like any other pair of Docs, are faithfully durable. Docs always run big so I sized a full size down and still comfortably wear them with thin–thick socks. I brought them on a long trip, wore them in various weather conditions like rain/snow/forest trails, and they worked great.
" — Stacy Cruz Get it from Amazon for $107.50+ (available in sizes 5–11 and in three colors). 4.
A pair of high-waisted faux leather leggings for anyone who's been eyeing another (more expensive) pair of internet-famous pleather leggings for a while. This is a cheaper alternative that achieves the same great look. Promising review: "OMG!! Literally the best! Sizing was true to size.
They're thick, not see through. They're EXACTLY like Spanx. I had a pair of the Spanx leggings and lost them.
I ordered these last minute for my vacation and I was shocked at the quality for the price. Buy it! You will not regret it!" — Boca Doce Baking Get it from Amazon for $69.31 (available in sizes XS–4XL and in four colors).
5. A pair of casual wide-leg overalls because it's breezy enough to wear in late summer, but will seamlessly transition into fall when you swap out the under layer for something cozy. Because these are 100% cotton, reviewers recommend sizing up to account for shrinking or sticking with your regular size and line drying them.
Promising review: "Love these and so glad I bit the bullet and purchased! I wear it over a black shirt, and it’s the perfect outfit for looking on-trend yet staying comfortable. Breathable cotton, double pockets, and adjustable straps! " — ShelB Get it from Amazon for $34.99 (available in sizes XS–5XL and in 20 colors).
6. A flannel plaid shacket to live out your full autumnal agenda in a versatile layering piece that adds warmth (but not too much) and was basically made for apple cider sipping and pumpkin patch adventures. Reviewers say this runs large so, depending on the type of fit you're going for, you may want to order a size down.
Promising review: "Super cute and oversized for pairing with any outfit. I got the green for St. Patrick’s Day, then ordered black because I loved it so much.
Large was super comfy and cute with a black bodysuit under it!" — Lindsey Daniels Get it from Amazon for $33.99 (available in sizes XS–XXL and in 12 colors/styles). 7.
A pair of fall-themed clay earrings so you can add a sprinkle of cozy fall vibes to any look, even if it's 85 degrees and you're forced into shorts. Vivien Design Studio is a Turkey-based Etsy shop selling handcrafted, hypoallergenic jewelry. Promising review: "Wow!! These earrings are probably one of my favorite Etsy purchases EVER! The packaging was sooo pretty and intentional.
I ordered two pairs of earrings to wear to events for my own Etsy shop, and the seller even included a ladybug sticker on the packaging (my shop is Little Ladybug). It was meant to be!! ❤️❤️" — Liz Epp Get it from Vivien Design Studio on Etsy for $10 (available in 16 styles). 8.
A pair of lightweight tapered joggers to finally give all your inferior (aka sagging, stiff, and scratchy) lounge pants a chance to retire. This supremely soft style strikes a fine line between jogger and legging, making it perfect for just about everything from exercising and errands to enjoying a glass of wine on the couch. Promising review: "These are my favorite, and I had to buy them in another color.
They are thin and breathable without being sheer or worrying about them tearing. They are well-made, and I don't have to worry about chaffing wearing away any material." — Katie Get it from Amazon for $28.
99+ (available in sizes XS–3XL and 24 colors/styles). 9. An oversized houndstooth sweater vest for updating your summer jeans and T-shirt uniform with a cozy, lightweight layer that's fit for fall.
Promising review: "Love this! Well worth the price! I paired it with a white turtleneck underneath, but the options are limitless here. I was surprised at the quality of this item..
.it’s very soft and thick , which isn’t what I expected at all. Would definitely, and might, buy again very soon!" — Jon Evans Get it from Amazon for $29.
99 (available in sizes S–L and five styles). 10. A cotton dickey collar if you hate the bulkiness off a long undershirt but live for a polished collar peeking out underneath your favorite sweater.
Now you can get the layered looks you crave without overheating. Promising review: "It’s a good value, fits nicely in the 'V' of a sweater. The underarm straps are comfortable and a nice addition to the dickey of the old days.
The length is long enough for a deeper V sweater but would not work for a button down cardigan sweater. For the money don’t hesitate to give it to try." — Duffy Get it from Amazon for $8.
99+ (available in four styles and in multipacks). 11. A pullover striped sweater to ease you into sweater weather with a lightweight style that's not too hot, but still oozes fall vibes.
Promising review: "I had three random people tell me, 'I love your sweater!' the first time I wore it! It’s not thick, which makes it perfect for the in-between weather days of south Louisiana when you can’t decide if it’s truly fall or summer still!" — Terrie M. Get it from Amazon for $36.99 (available in sizes S–XXL and in 18 styles).
12. These high-waisted palazzo pants for tricking people into thinking you tried really hard on your outfit when really you just swapped your skinny jeans for a bit of wide-legged volume. Promising review: "I’m so impressed by these! The quality is amazing.
I love the material. Not sheer at all and super comfortable. I purchased them to wear for work but they would be super cute dressed up with heels and a bodysuit for a night out.
I’ll be ordering in more colors as they are already a staple in my work wardrobe! I purchased the color Mocha first and it’s exactly like in the photos — kind of a warm gray color. Highly recommend." — Skylar Get it from Amazon for $33.
99+ (available in sizes XS–2X, short and long sizes, and in 31 styles). 13. An A-line woolen midi skirt if your cool weather wardrobe consists of jeans, jeans, and more jeans.
This skirt will give your go-to looks a refresh, and the elastic waistband doesn't hurt either. 😏 Promising review: "This skirt is so luxurious! It's soft to the touch, the fabric is thick and warm , the length is long (to my ankles), it's a beautiful print, and it has a stretchy waistband..
.just gorgeous! I will definitely be buying more in different colors. I purchased the XL, and it fits perfectly.
" — Monica Get it from Amazon for $36.98+ (available in sizes XS–3XL and in 54 styles). 14.
A pack of knit over-the-knee socks because all your favorite dresses and skirts aren't going to cold weather-proof themselves! Don't worry, these babies got some stretch so they can accommodate a wide range of sizes. TeeHee Socks is a small biz creating fun and funky socks in a wide range of styles to complement your look. Promising review: "Loved these socks.
They are nicely made and look 👀 soooooo cute on!! These are the perfect socks for boots for that in-style look we all love. I was worried because I've got some meat on my bones and didn’t know if these would be too tight, but they fit just fine and stretch nicely. These socks are sooo cute and perfect.
Get them, you will love them!!" — Luv2shopp Get a three-pack from Amazon for $12.99+ (available in a variety of styles and pack sizes). 15.
A faux leather moto jacket to add just the right amount of warmth (and attitude) to your fit without looking overly bundled up on kinda-hot-kinda-cold fall days. Be sure to double-check the size chart for your specific measurements! Some reviewers recommend sizing up, especially if you want to layer bulkier clothes underneath. Promising review: "This jacket is fantastic! The faux leather is very soft, it looks amazing and the fit is spot on! I’ve worn it a few times and received compliments each time.
I love it so much; I’m ordering more colors!" — Peacedolphin22 Get it from Amazon for $47.99+ (available in sizes S–XXL and in 14 styles). 16.
Round-toe ballet flats with bows so you can hop on one of this fall's hottest footwear trends without returning to the millennial struggle of yesteryears — suffering through slip-ons with zero arch support. This minimalist style is packed with a spongy lining and a surprising amount of padding. Promising review: "Not only is the style beautiful and classic, but these are super comfortable! They don’t look or feel cheap.
I got the navy blue pair, and I will definitely be purchasing at least one more pair of these to add to my wardrobe as an essential basic." — Ang Get them from Amazon for $18.99+ (available in sizes 6–11 and in 16 colors).
17. A cozy Hanes sweatshirt because it's a seasonal staple that, at this price, you can snag in allll the colors without your bank account making you feel *too* guilty. Promising review: " I've had this sweatshirt for about three years now, and it still looks exactly like it did when I bought it.
And I wear this sweatshirt a lot, like two days out of every week, and none of the stitching has caused me problems, and it's still almost in perfect condition. I loved this sweatshirt enough to buy it in navy blue and deep red. It's soft and thick, but not too thick.
It keeps me warm in the winter, but if I wanted to wear it during the summer, I wouldn't sweat my butt off, either. It's truly an amazing sweatshirt, and compared to other brands and sweatshirts I own, this one takes the cake big time. Overall, I definitely recommend this! Get it, get it, get it!!!" — five star Get it from Amazon for $9.
80+ (available in men's sizes S–5XL and 30 colors) 18. Or a crewneck spooky season sweatshirt for anyone interested in playing the part of Halloween PR rep and spreading holiday cheer (or fright) to everyone you encounter. Hello Handpressed is a Spokane Valley, Washington-based Etsy shop run by a husband and wife duo.
The pair hand presses too cute graphic prints on quality apparel. Promising review: "I loved this sweater so much I ordered three other sweaters! It looks just like the pictures, and it was super soft!" — wyndzer Get it from Hello Handpressed on Etsy for $35.93+ (available in unisex sizes S–4XL and in 24 colors).
19. An oversized turtleneck sweater dress that'll put to rest any argument that dresses can't be cozy. Pair it with leggings or your favorite showstopping boots.
Promising review: "OMG, where do I start? I love this dress. It’s so big and chunky and cozy but also super sexy!!! The pockets are amazing, and the material isn’t itchy at all. It looks great paired with tall boots, but I’m sure you could rock some leggings and ankle boots, and it would look just as amazing.
Totally worth the price; it is baggy for sure, but I anticipated that when I ordered one size up so I could get the length I wanted. I want one in EVERY COLOR. Another Amazon win!" — Ashlee Get it from Amazon for $39.
99 (available in sizes S–3XL and in 43 styles). 20. A stretchy off-the-shoulder jumpsuit because it's earned an impressive amount of 5-star ratings for how soft and incredibly versatile it is.
Loads of reviewers have even picked it up in several colors, and it's the perfect weight for a summer-to-fall transition outfit. Promising review: "This onesie is my new favorite weekend slip-on. The fitted leg works with Converse or sandals.
The soft stretch material in this is easy to pull on and off. There's a single button closure at the back of the neck, so it's comfortable and bathroom-friendly. The lightweight material is perfect for spring, summer, and fall.
I'm ordering other colors for my friends for an upcoming girl's trip." — CMDventures Get it from Amazon for $37.99 (available in sizes S–3XL and 32 styles).
21. A daisy-covered cardigan for cozying up basically any outfit with a punch of color and Y2K flair. Reviewers who typically wear sizes S–L seemed to have success with this "one size" cardi.
Promising review: "This is so much nicer than I expected. It's very warm and very soft. I was honestly expecting it to be very thin and rough like most knit sweaters and I was pleasantly surprised that it was quite the opposite! And it's complete coverage! No holes that show your undershirt!" — Yahari Get it from Amazon for $25.
99+ (available in one size and seven colors). 22. A ribbed balloon-sleeve top if you're on the hunt for the perfect slouchy shirt to basically spend every waking moment in this fall.
Promising review: "Absolutely fantastic top! It’s warm enough for cool weather in fall and winter (subtropics) but light enough for spring. It’s soft and comfortable, drapes very cute, and looks good. Great color of blue.
" — Julie Get it from Amazon for $34.99 (available in sizes S–XL and in 27 colors). 23.
Or a V-neck waffle knit top that's equally comfy but has a little added structure with the cute tie-front detailing. Promising review: "Fabric is a bit thin but perfect for early fall weather. Comfortable and slouchy, which is what I wanted.
" — Valerie Get it from Amazon for $19.99+ (available in sizes Large Plus–4X and in 21 styles). 24.
A flowy long-sleeve maxi dress to ride out those not-quite-fall, not-quite-summer days in a printed piece you could just as easily pair with espadrille sandals as you could your favorite boots. Promising review: "I bought it as a versatile dress to wear for fancy or casual occasions. It’s so easy to throw on and run out the door and automatically look put together.
I have used it with the included belt as well as belts I already have. I love that it does not have the little belt loops that stick out and make dresses look cheap." — JaymeInOhio Get it from Amazon for $32.
19+ (available in sizes S–XXL and in 18 styles). 25. A workwear-inspired short-sleeve jumpsuit in a picture-perfect autumnal hue so you can skip finding a top to match your bottoms and just slip into a one-and-done outfit that's built for just about any adventure you could imagine.
Big Bud Press is a Los Angeles-based small business creating quality, ethically made unisex clothes for living out your day to day. The majority of their fabrics are knit/woven locally, they visit each branch of their manufacturing minimum once a week (but usually more), and all of their dyes and non-toxic. Get it from Big Bud Press for $210 (available in unisex sizes XXS–6XL and in additional colors ).
26. An oversized quarter-zip pullover sweatshirt if you want to save a lot of $$$ by opting for this trendy lookalike for the mega-pricey Aritzia style popping all over your FYP. Promising review : "So TikTok made me buy this + seeing it over and over again on the Amazon Best Sellers tab.
I finally took the plunge to buy it. I love this jacket so much. It literally is comparable to my $80 Aritzia jacket for so much cheaper ! I love how soft it is on the inside! Super fuzzy and warm.
I love the collar, it's stylish, and I love to give it a little flip-over. The zipper is quality, too! I love the contrast of the black and white. I loved this jacket so much that I came back and bought it in white after buying the apricot color.
I would highly recommend it to literally everyone. I bought the same size as my Aritzia jacket, which was a size medium. It fits me perfectly with an oversized look!" — Kate Dumas Get it from Amazon for $35.
99+ (available in sizes S–XXL and in 27 styles). 27. A knit long-sleeve dress with cute button detailing that's the perfect accessory to your favorite leggings when you want to look put-together without a whole lot of fuss.
Reviewers say this dress runs large, so consider ordering a size down! Promising review: "Love the comfort and ease of this dress. I wear it with leggings. Washes and dries easily with no shrinkage or wrinkling! Maybe the pockets weren’t necessary, there is a slight bit of bulk on one side, but not noticeable and who doesn’t like pockets?!?! Jewelry with this is limitless and easy to style.
Definitely buying again in another color." — MoInnkeeper Get it from Amazon for $32.99+ (available in sizes S–XXL and in 40 styles).
You're making the call — it's time for fall shopping to begin! Some reviews have been edited for length and/or clarity..
