Gwyneth Paltrow, Oprah, and More Stars Are Wearing Fall Dresses in So Many Cozy Ways

Dresses are an elegant choice for everything from work to weddings, and the arrival of cooler weather doesn’t mean you have to give them up. Gwyneth Paltrow, Oprah Winfrey, and other stars are proving that with the right textures and layers, dresses can be just as warm and comfortable in fall.

Take Paltrow’s T-shirt dress, for instance: the maxi silhouette and loose fabric make it an everyday style you can wear as-is or layer under a light jacket. With thick fabric and long sleeves, Oprah’s sweater dress is a plush, casual option for brunch. And Kate Middleton’s plaid dress adds a level of sophistication to business-casual ’fits.

The best part? Amazon is packed with deals on celebrity-inspired dresses during Prime Big Deal Days from $23. 

Fall Dresses Inspired by Celebrities 

Sweater Dress

With knitted fabric and a cozy design, sweater dresses are the one-and-done style you can wear every day through winter. This Oprah-inspired dress has long sleeves and a maxi silhouette for ideal coverage, and the mock neckline protects your chest from the elements. The ribbing around the cuffs, neckline, and hem is subtly elegant. During October Prime Day, it’s up to 47 percent off in all colors, including beige, red, and more. 

Plaid Dress

What’s the quintessential print that always makes a return this time of year? You guessed it: plaid. The Princess of Wales’ take on the seasonal print included a midi dress with a preppy collar and front buttons, similar to this Amazon option. The hem on this style also includes pleats for a polished appearance. 

T-Shirt Dress

Just like your everyday T-shirt, this Paltrow-inspired dress is a staple you can wear while running errands, heading to the office, or traveling. The relaxed silhouette combined with the wool-blend fabric makes it as comfy as it is warm to slip into. The maxi hem keeps you covered, with the exception of a side slit that allows you to show off your shoes, whether you pair it with white sneakers, ballet flats, or boots. 

One Amazon reviewer shared that the fabric is “incredibly soft” yet “breathable,” and the fit is “very flattering without being clingy.”  

Layer-Friendly Dress

You can even add layers underneath your dresses, which Sarah Jessica Parker smartly showed us how to do by wearing her black midi dress over a white button-down shirt. This Amazon style is designed with a square neckline, which not only provides moderate coverage but also allows a blouse to peep out. 

Puff-Sleeve Dress

Any time Meghan Markle drops a new Instagram post, I immediately want to copy her style. And her recent post on As Ever’s page is no different. Her pale yellow dress was the epitome of effortless elegance thanks to the whimsical puff sleeves. This style’s romantic sleeves create a balanced look by enhancing the shoulders. The long length skims the shins, and the chest is stretchy, making it an ideal choice for those with bigger busts. 

Chocolate Brown Dress

Fall is known for being the season of muted tones, and you can match the outdoors like Amal Clooney did with this season’s “it” color: chocolate brown. For those who have weddings, consider this luxurious gown that comes with flattering ruching details and a drapey base. 

“The quality is impressive for the price,” one Amazon shopper wrote. Normally $45, you can get it for just $32 during October Prime Day.

The verdict is in: You don’t have to ditch dresses just yet. Instead, opt for these cozy styles with long silhouettes, warm fabrics, and earthy colors that you can wear in the weeks ahead and beyond.

Yousify Sweater Dress

Cupshe Belted Plaid Dress

Anrabess Tiered Maxi Dress

Zesica Long-Sleeve Maxi Dress

Mascomoda Tiered Puff-Sleeve Dress

Merokeety Square-Neck Midi Dress