Thanksgiving calls for the perfect balance of style and ease, and preppy dressing naturally nails that mix. Whether you’re hosting, hopping between family gatherings, or heading out for a cozy dinner, a polished dress keeps you looking effortless without sacrificing comfort. 

Pair your dress with simple gold jewelry, a chic headband, or a lightweight layer for cooler evenings. Comfortable, elevated, and holiday-ready, preppy Thanksgiving dressing makes getting ready the easiest part of the day.

Jude Connally Sabine Dress – Ribbons & Chains Black

This classic shift dress features ¾ sleeves, JC gold buttons, and a bold ribbon-and-chain print. Perfect as a Thanksgiving dress for women, it’s stylish enough to host in yet comfortable enough for long dinners and family photos.

Gretchen Scott Twist & Shout Dress – Ditto Black

With its equestrian-inspired Ditto print, collared neckline, and gold buttons, this dress combines feminine flair with structured sophistication. Wear it for Thanksgiving gatherings—it’s breathable, polished, and ideal for family photos or casual holiday outings.

The Jackie Dress – Black

A cozy knit sweater dress with flattering stretch and gold button detail, The Jackie Dress is an easy choice for Thanksgiving outfits for women. Pair it with boots or flats for a polished look that stays comfortable through long holiday meals.

Gretchen Scott Swagger Dress – Ditto Black

Featuring puff sleeves, side pockets, and an optional wide belt, this shirtdress is as functional as it is chic. Perfect as a preppy fall dress, it’s versatile enough to wear loose while mingling or cinched at the waist for a more defined silhouette at dinner.

Looking for the perfect Thanksgiving outfits for women? These preppy fall dresses from The Lucky Knot are stylish, comfortable, and versatile for any holiday gathering. From hosting Thanksgiving dinner to casual family celebrations, these women’s dresses combine elegance and ease, making them a must-have for your fall and holiday wardrobe.