1. Thursday Boot Co. Duke Suede Chelsea Boot
Chelsea boots can easily be very expensive, but at $199, the Thursday Boot Co. Duke is affordable, stylish, and of insanely good quality.
Thursday Boot Co. makes all of its boots by hand in small batches. I went down half a size and the shoes fit perfectly. These will be one of my go-to casual boots this fall.
2. J&M 1850 Meritt Wingtip Boot
The J&M 1850 Meritt is another boot that’s great for wearing formally. With a wingtip design and a brogue pattern, they look like a sharp pair of dress shoes.
3. Timberland 6-Inch Waterproof Boot
The Timberland 6-inch boot is a style that has been in style since its inception in the 1970s. Originally designed for rugged outdoor wear, the boots have transitioned into a fashion staple as well as the go-to boot for construction workers.
4. Nisolo Luca Chukka Boot
The Nisolo Luca is one of the most unique chukka boots you can buy. While keeping the standard mid-cut of the style, it also incorporates a sleek toe box that’s modern and easy on the eyes.
5. Clarks Originals Wallabee Boot
If you’re looking for a boot that can be worn casually and formally, the Clarks Wallabe is for you. Coming in either suede or leather, the boot feature a simple moccasin style construction, a 2-hole lace system, and a natural crepe sole.
6. Thursday Boot Co. President Boot
The Thursday Boot Co. President Boot is one of the best bang-for-your-buck boots you can buy this fall. Priced at $199, it’s a bit more expensive than a pair of boots that would only last a single season (or two at best) that would cost about $150. At the same time, it’s of similar quality to a boot that would cost $250 or even more.
7. L.L.Bean Boot Original 8″
In 1912, avid fisherman and hunter Leon Leonwood Bean created the Bean Boot. Designed to keep feet warm and dry, the now iconic boots are perfect for rough weather in the fall and winter months. Still to this day, the L.L.Bean Boot is handmade by expert craftspeople, never by a machine, in Maine, using the same design processes.
8. Florsheim Belfast Double Monk Strap Boot
The Florsheim Belfast is a great monk strap boot option. It uses a smooth black leather upper, black hardware, and a black sole. With a simple, yet classy design, these can be worn almost anywhere.
9. Stacy Adams Madison II Cap Toe Boot
The Stacy Adams Madison II Cap Toe features a richly textured leather upper in an oxblood color. The boot also has brogue detailing and is accented by black laces, brass eyelet hardware, and stacked leather soles.
10. Cole Haan Barron Chukka Boot
