While there’s nothing wrong with a great pair of lace-up boots, there’s something inherently sleek and stylish about the Chelsea boot. It’s a silhouette that’s garnered a lot of attention across the past year or so in the men’s style arena, and it’s also unique in the fact that it’s a classic style, too. First pioneered in the mainstream style arena by, among others, The Beatles and now worn by current British rockers, they’re an on-trend, continental style with staying power.

Suede Chelsea boots on display in SoHo. Overcoat: Kenneth Cole. Scarf: J. Crew Factory. Gloves: Target Merona. Jeans: Bonobos. Boots: ASOS. Photo credit: Liz Todd

While Chelsea boots can be incorporated into all kinds of outfits across the seasons (including suggestion #3 in this outfit post), perhaps the best time to wear them is the fall and winter, when temperatures dip. Take a page out of David Beckham’s book and rock them in all different kinds of situations — even at a fashion collaboration launch party. The boot’s higher cut pairs well with sturdier, thicker pants fabrics — think slim flannel, corduroy or garment-dyed jeans. That’s not to say they wouldn’t also look right with a simple pair of dark denim (see the photos here). This particular pair of Chelsea boots was a Christmas gift from Santa, and a great one at that — especially given that sizes are now nearly cleared out through ASOS. However, the same site offers plenty of alternative options in both leather and suede, and H&M makes a particularly noteworthy Chelsea boot, as does Frank & Oak.

For the ultimate in dressy appeal, Frank & Oak’s black leather version is sleek.

These ASOS boots check all the boxes of an excellent pair — they have a higher cut, making them ideal for fall and winter treks, and they tie in another cold-weather element, too: the use of suede. The rich tan suede color is extremely versatile, as it contrasts nicely with everything from dark blue denim to navy or olive chinos or charcoal trousers (note that any of those pants would be a terrific purchase even without a pair of Chelsea boots in your closet). And the dark tan color fits in with the equally dark colors of fall and winter (in colder regions of the country, at least), while also standing out in the right way — as you can (hopefully!) see in some of these photos. It’s also worth noting that dark tan suede pairs just as easily with brown or black accessories in terms of your belt color or watch strap — that’s two for the price of one!

Noting the time on an Invicta Pro Diver watch. Not pictured in this casual outfit — Navy crewneck sweater (J. Crew), Pocket T-shirt (American Apparel).

In this instance, I kept the outfit relatively simple — slim blue denim, a charcoal overcoat (now out of stock but a tremendous value on-sale) and a navy crewneck sweater over a charcoal pocket T-shirt. Of course, winter accessories were also key to have on-hand (while that scarf is out of stock, a similar option can be found here, while those Target gloves were a steal on-sale). And the great thing is that although this is a casual outfit, these Chelsea boots would look just as sharp with some heavier, winter-weight suiting or even the charcoal trousers as linked above, along with a V-neck sweater and chambray shirt.

Have you considered picking up a pair of Chelsea boots? What brand would you recommend? Let me know!