It's that time of year — the temperatures are dropping and the holidays will be here before we know it! That means you're probably on the hunt for the right outfits that look stylish, but won't make you sacrifice comfort, especially as we enter a colder season. Figuring out what to wear during these transitional months can be stressful — but it doesn't have to be.
If you don't want to rummage through your wardrobe to piece together an outfit, a dress is an easy one-and-done solution. So, we did the work for you and scoured Amazon to find bestselling styles that you can wear this fall (and sometimes beyond).
You don't need to splurge to find something fashionable, so we selected a few cozy, chic and affordable options that can easily be paired with the cute shoes and cardigans you already have in your closet.
Bestselling Amazon fall dresses
- Fitted but comfortable
- Can be dressy or casual
- Mixed reviews on material
With over 14,500 total ratings, this dress is clearly an Amazon favorite. One five-star reviewer said it was the perfect choice for a last-minute work event, continuing, “[I] Got lots of compliments on the dress and this purchase was just a win-win situation. Oh and of course, pockets!”
- Spacious pockets
- Buttons aren't functional
From the buttons to the pockets, this dress is all about the details. You can find it in both long-sleeve and short-sleeve styles, but both can be paired with a cardigan for an extra layer this fall.
- Loose and flattering
- Good length
- May run large
Contributing writer Anna De Souza says there are limitless ways to wear this sweater dress. "One of the best things about this dress is its versatility. You can easily adjust your layers to stay comfortable. As temperatures drop, you can layer it with a pair of leggings or tights — and even a long-sleeve turtleneck or quilted vest to amp the cozy factor up top."
- Customers appreciate quality
- Good length
- Mixed reviews on sizing
An easy and versatile tunic dress that can be styled on its own for a loose fit or paired with a belt to achieve a more curve-hugging silhouette.
- Soft and stretchy
- Wash with laundry bag
"This dress feels like a cozy sweater," says editorial director Adrianna Brach. "It’s so comfortable but dressy enough to wear to work."
- Lightweight
- Loose fit
- Mixed reviews on fit
Brach is also a big fan of this button down style, and apparently so is everyone who sees her in it! "I get so many compliments on this shirt dress," she says. "The ruching in the middle is so flattering and the tie-waist makes it easily adjustable for the perfect fit."
- Comfortable
- Stretchy
- May be see through
Lastly, Brach says she's a big fan of this maternity dress. According to the brand, it offers a comfortable and flexible fit, thanks to side ruching that expands with your growing belly.
- Batwing sleeves
- Oversized
- May shrink in wash
How cozy does this dress look? It's soft and warm, but the fabric makes it feel lightweight; plus, you can easily pair it with tights and boots on a chilly fall day.
- Comfortable
- Form-fitting
- Mixed reviews on length
"I purchased this dress in the burgundy color a few years ago and it's still a go-to in my fall wardrobe," says commerce writer Danielle Murphy. "The fabric is weighted perfectly and feels like a cozy blanket. I also love how it hugs my figure and accentuates the little curves I have, thanks to the tie-waist detail."
- Figure hugging
- Mixed reviews on thickness
If you prefer a fitted dress, this bodycon piece is sure to highlight any figure. It makes for a great night-out dress, but you can make it more casual by pairing it with riding boots and a poncho.
- Comfortable
- Roomy pockets
- Fabric is not very thick
Former contributing writer Lindy Segal says that when fall comes around, she firmly leans into sweater weather season and all the layering opportunities that come with it. She paired this dress with an oversized scarf and booties to get into the cool-weather spirit. Plus, it's incredibly comfortable — "The jersey material feels like a slightly thicker T-shirt; it’s ultra-soft and cozy, but not too thin," she says.
- Can be worn as maternity dress
- Mixed reviews on length
Maxi styles are always on trend, but the smocked bodice makes this style stand out. It comes in nearly 30 colors and is available in sizes up to 2XL, which makes it more of a size-inclusive option. Pair it with your go-to boots and a few layered necklaces for an easy fall look.
- Customer-loved quality
- Mixed reviews on quality
This tiered dress is adored by customers for its trendy yet comfortable fit. It offers a loose silhouette, a cute V-neck and a side pocket for storing a few essentials.
- Wrinkle free
- Two pockets
- Mixed feedback on size
Who doesn't love versatility in their fall wardrobe? This dress can be worn multiple ways: By itself with sneakers and a statement necklace, cinched with a belt and added booties, paired with a leather jacket and a hat — you name it!
- Breathable
- Mixed reviews on fit
This dress checks all of the boxes: The long maxi style protects your legs from the cold, it has long sleeves and ... who doesn't love pockets?!
- Cute empire waist
- Extremely soft
- Back hem is pretty long
We're hitting the final months of the year, which means holiday parties and New Year's soirées are around the corner. Commerce writer Danielle Murphy is happy she nabbed this velvet number as soon as she did, calling it a must-have for every party. "It checks all the boxes in terms of style, fit and price," she says.
- Soft material
- Reviewers say slit is high
Quite a few writer and editors from the Shop TODAY team own the no-sleeve version of this sweater dress by Zesica and love it. This option is great for the chillier seasons wear and would look extra sleek when paired with a leather jacket and Chelsea boots.
- True to size
- Comfortable
- May run a little small
Shouldn't all dresses be as cozy as your favorite sweater? This popular style is made from a blend of cotton, polyester and spandex, which makes it feel soft, according to reviewers. It comes in a range of colors that feature a matching tie-waist belt, designed to flatter any figure. One Shop TODAY contributor referred to it as the perfect winter dress, and a recent reviewer who wore it to a fall wedding called it "flattering, trendy and classy."
- Warm material
- Comfortable
- Mixed reviews on fit
When in doubt, do yourself a favor and go with the A-line. This style just never goes out of style and looks great on every body type. We love this design from Prettygarden for its cozy ribbed material and swing hemline.
- Breathable and stretchy
- Some colors may be see-through
Take the sleek look and feel of your favorite zip-up and turn it into a full-on dress! The unique style boasts a lightweight, ribed material, a collared neckline, cuffed sleeves and the flattering style of a tunic.
- Customers love its classy look
- Stretchy and flattering
- Some saw issues with stitching
This kind of drop waist has been on the fashion scene for months, and this dress offers an easy way to try out the trend. Plus, you can't go wrong with the rest of the chic style — a fitted top that transitions into a flowing and flared skirt.
- Has pockets
- May feel too thick
Whether you're dressing for a day at the office or an afternoon of apple picking, this A-line number will have you looking cute as ever. Pair it with booties and some gold jewelry to complete the look!
- Lightweight
- Soft material
- Slip is on the shorter side
Romanticize your fall 'fits with patterned dresses like this one. The boho maxi boasts a flattering elastic high waist, ruffled sleeves and fabric that swings effortlessly.
- Comfy and breathable
- Some find it too short
If you ever imagined your favorite sweatshirt as a dress, well, this brand just made it a reality. The ruffled hem is incredibly chic, while the oversized fit and crewneck detailing allows you to move freely and comfortably.
- Customers like the soft fabric
- Mixed feedback on fit
Pull this cozy maxi on during breezy fall days for a chic and comfortable look. We think you'll love the pleated skirt, loose fit and convenient side pockets.
- Stretchy, per the brand
- Curve-hugging
- Material easily snags
If you love cable knit sweaters, you'll fall more in love with this dress version. It boasts a twisted pattern, a curve-hugging tie waist and ribbed long sleeves to keep you comfortable as well as warm.
- Customers like how it feels
- Mixed feedback on fit
You don't have to choose between staying warm and looking extra chic when you have this sweater dress. It comes in a variety of cute colors and boasts a mockneck design that is both trendy and modest.
- Distressed details
- Soft material
- Mixed feedback on sizing
Denim for fall makes as much sense as florals for spring — it's the perfect pairing! Add some booties, a scarf and a leather jacket, and you'll have an outfit perfect for the season.
- Soft and stretchy
- Pockets can be oddly shaped
We're loving the lacy detailing near the top of this mini shift dress. The boho design is eye-catching, as well as the A-line style skirt portion. Complete the look for fall with a pair of knee-high boots and a fun hat.
- Cute keyhole back
- Expensive looking
- May run a little big
Just because you've packed away your lightweight, pastel wedding season dresses doesn't mean fall nuptials aren't coming up! Dress to impress with this boho maxi number, which is available in all the autumnal colors you could dream of.
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The Shop TODAY editors and writers search the internet to find the best products out there. We interview expert sources and use our own personal experiences with the product and brand to make shopping easier for our readers.
Danielle Murphy is the audience development writer for Shop TODAY. She’s been writing for the team since 2021, covering everything from fashion and beauty to product reviews and sales content.
