After Shopping for Hours, We Found the 10 Best Fall Dresses for Every Occasion

From boho to cocktail, this is your one-stop shop for the cutest dresses in the game.

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Don't get me wrong: I love oversized sweatshirts and baggy jammies as much as the next girl. But after a year of quarantine and Zoom parties, we're all looking for a reason to dress up. When there's what seems like infinite virtual stock to sift through (not to mention our recent clothing purchases have been largely loungewear), scoring a winning style can turn into a time suck. That's why we buckled down to scan through the virtual shelves, whittling down the options to the best fall dresses ready to carry you through the cooler days ahead. This selection of fabulous fall frocks—we're talking long sleeves, plaid patterns, chunky knits, and bohemian styles—is a stylish buffet of sartorial opportunity.

Best Blazer Dress: Cider Plaid Collar Blazer Dress

fall-dresses-Cider Plaid Collar Blazer Dress

The trouser suit has seen a renaissance recently, but if you prefer to show a little more skin, we've got just the thing. Enter one of the biggest fall fashion trends of 2021: the blazer dress, which is a menswear classic with a feminine twist. We're getting major Cher from Clueless vibes from this preppy style—the thick and comfy flannel material is perfect for back to school or autumn afternoons spent on the pumpkin patch.

Best Floral Dress: Always Yours Plum Purple Floral Print Long Sleeve Skater Dress

fall-dresses-Always Yours Plum Purple Floral Print Long Sleeve Skater Dress

From meadowy wildflower prints to dainty blooming patterns, there's an art to finding the quintessential floral design. This long-sleeved skater dress is just the right amount of sheer, and can easily be layered under jackets and over tights for colder temps.

Best Casual Fall Dress: Amoretu Women Summer Tunic Dress

fall-dresses-Amoretu Women Summer Tunic Dress

If comfort is key, look no further than this loose tunic dress. The classic tiered silhouette can be dressed up or down, depending on the occasion—wear it with heels or riding boots for a feminine feel, or combat boots for an edgier vibe. At $25 and available in a multitude of colors/styles, we don't blame you for buying a few.

Best Denim Dress: Free People Female Alpha Mini Dress

fall-dresses-Free People Female Alpha Mini Dress

A denim dress has become a fall dress staple in everyone's closet, but that doesn't make it any easier to find a good one. You want it to look structured yet feel flexible, a difficult feat when dealing with denim. This Free People dress passes both tests with flying colors—the cinched waist gives it some shape, cotton fabric allows for movement, and the raw bottom hemline lends itself to the perfect lived-in look.

Best Fall Maxi Dress: Lulu's Taking in the Magic Cream Paisley Print Button-Up Maxi Dress

fall-dresses-Lulu’s Taking in the Magic Cream Paisley Print Button-Up Maxi Dress

Designed with a relaxed fit that's as comfortable as your favorite loungewear set, this ankle-grazing beauty is made of a gauzy, breathable fabric that's versatile enough to wear for errands, yet elegant enough to dress up for a wedding. The purple and brick red paisley print and shiny gold lurex striping couldn't be more fitting for fall.

Best Fall Wedding Guest Dress: Limelight Lurex Star Maxi Dress

fall-dresses-Limelight Lurex Star Maxi Dress

Whether you're braving it at an IRL nuptial or attending the best Zoom party in your life, finding the right dress to wear to a wedding is tough. You want to wear something that makes you shine—but not outshine the bride, of course. What better way to sparkle than in this festive, mystical maxi dress decked with metallic stars? Hands down, it's the cutest dress to celebrate in.

Best Fall Midi Dress: Abercrombie & Fitch ​​Short-Sleeve Smocked Midi Dress

fall-dresses-Abercrombie and Fitch ​​Short-Sleeve Smocked Midi Dress

We're loving the green checked pattern of this smocked midi dress for fall. The tiered silhouette, ruffle detail, and peek-a-boo leg makes this dress feel sweet and sexy.

Best Boho Fall Dress: Blouson-Sleeve Tiered Midi Dress

fall-dresses- Blouson-Sleeve Tiered Midi Dress

For a bohemian look that revels in that wanderlust mindset, you can't go wrong with this romantic midi dress featuring sheer chiffon and a pretty floral print. Available in a spectrum of plus-sizes, you're guaranteed to find the perfect fit.

Best Fall Cocktail Dress: Clover Dress

fall-dresses-Likely Clover Dress

There's nothing like a good puff sleeve to class up the occasion. This chic cocktail dress is also the perfect LBD, classic but still guaranteed to make an entrance.

Best Fall Sweater Dress: J. Crew Half-Zip Sweater Dress in Supersoft Yarn

fall-dresses-J. Crew Half-zip sweater-dress in supersoft yarn

Sweater dresses don't have to be tight and uncomfortable (aka the last thing you want to be wearing during Thanksgiving)—this ultra-soft version is knit with yarn that feels like butter on your skin and roomy enough to do all your fall activities in. Plus, it comes in four colors and nine (!) sizes to cater to all body types and preferences.

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