Cozy Meets Chic: Winter Styles for Every Occasion from Frank & Eileen

* This post is sponsored by Frank & Eileen. All selections, styling, and opinions are my own. Thanks for supporting the retailers that support this site!

Cooler weather and the approaching holiday season means it’s time to refresh our wardrobes with pieces that blend comfort and style, and Frank & Eileen‘s winter collection offers just that. Their mix of relaxed yet elevated designs are ideal for everything from running errands to casual get-togethers and cozy holiday events. Case in point, the Izzie Sweatshirt Party Dress.

Izzie Sweatshirt Party Dress in Triple Fleece, Black (M) c/o

Izzie is the sweatshirt dress that’s as sophisticated as it is comfortable—think of it as your new favorite LBD with a cozy twist. It’s made of Frank & Eileen’s signature triple fleece cotton with a stylish rolled funnel neck and long sleeves. The hand-cut raw hem and edges add a modern touch, while the pullover design makes it easy to slip on and go.

I love how this dress combines laid-back ease with just the right amount of polish. It’s the perfect piece to transition from day to night. I styled it here as a dressier monochromatic look, with black tights and black suede knee boots, but you could also dress it down with sneakers or ballet flats.

For everyday errands, the Eileen Relaxed Button-Up Shirt in Italian Flannel is perfect for topping off your favorite blue jeans. I’m already a big fan of the Eileen button-up. I have it in the stonewashed denim, white linen, and black featherweight cotton, so I figured I should round out my collection with one of their Italian Flannels. I think this Green and Yellow with Red Plaid is so fun for the season

These shirts have a relaxed fit that looks great on every body type, with the Frank & Eileen signature button placement that enhances the bust and never gapes. The shirttail hem provides just the right amount of coverage, making it perfect for layering or wearing on its own.

Eileen Relaxed Button-Up Shirt in Italian Flannel, Green and Yellow with Red Plaid (S) c/o // Derry F&E Signature Jean, 2001 Wash (30) c/o

I styled the flannel button-up with my Derry F&E Signature Jeans in the 2001 Wash. These jeans are the perfect mix of relaxed and refined. They have a high-rise fit, a straight leg silhouette, and a versatile medium wash, with just the right amount of stretch to provide both comfort and structure.

Pairing jeans with a plaid flannel shirt creates a laid-back, rugged vibe, so I wore brown ballet flats for a polished touch to balance the look.

Another new style to the Frank & Eileen lineup is this Montecito Sweater. This timeless pullover is made from luxuriously soft Italian cotton; and I like how the exaggerated crew neck and continuous seam sleeves give it a fresh, modern feel. Plus, the relaxed fit makes it perfect for layering.

I first styled it with the Derry F&E Signature Jeans and black loafers, for a simple look that is very much my style.

Montecito Sweater in Pure Italian Cotton, Black (S) c/o // Derry F&E Signature Jean, 2001 Wash (30) c/o

While I love a simple outfit, I was inspired by some of the layered looks on the Frank & Eileen website, so I went to my closet to see what I could pull together. I decided on my Eileen denim button-up and Derry Pull-On Jeans in the Antique White. I love this color combination for fall and winter — classic, yet somewhat unexpected for this time of year.

Montecito Sweater in Pure Italian Cotton, Black (S) c/o // Eileen Relaxed Button-Up Shirt, Vintage Stonewashed Indigo (S) c/o // Derry Illusion Pull-On Jean, Antique White (29) c/o

I was afraid layering this chunky cotton sweater over the relaxed button-up would feel bulky and awkward, but it’s actually quite comfortable, and I love the added interest (not to mention warmth) that layering like this offers.

The Derry Illusion Pull-On Jeans are similar to the Derry F&E Signature Jeans, but they’re a pull-on style, which is so sleek and comfortable. They’re designed to sit at your natural waist and gently curve over your hips, with a straight leg fit and cropped length.

Now I’m inspired to try out some other layered looks. I hope you are too! And as I always say, when you purchase from Frank & Eileen, you can feel good about supporting a woman-owned business that’s committed to sustainability and ethical manufacturing practices. Their garments may cost a little more than the brands I typically feature, but I like knowing that they’re responsibly sourced and made in factories where employees are treated well and earn a living wage.