
Cole Haan $250 $159.90
During the colder months, my go-to shoe for my clients is a stylish boot. It satisfies that occasion between a sneaker and a dress shoe while keeping feet warm. Often, this stylish boot is their everyday shoe for a more casual work environment. Other times, it is their weekend shoe for dates and outings. Either way, the most versatile color for a stylish boot is usually brown. As you can imagine, I have done a lot of research on men’s brown boots this season. Here are my six favorites…
Steve Madden Harken Chukka Boot

Steve Madden $90
The Steve Madden Harken Chukka Boot is the most inexpensive of these men’s brown boots, but does not look or feel its price. The yummy cognac will pair with beige chinos and dark blue jeans. These boots are also available at Nordstrom.
Cole Haan ‘Colton’ Chukka Boot

Cole Haan $250 $159.90
This Cole Haan ‘Colton’ Chukka Boot is a constant favorite of my clients for its versatile color and comfort. Pair them with medium to dark blue jeans, tan jeans, and casual 5-pocket pants and chinos in beige and olive green.
Sandro Moscoloni Marcus Chelsea Boot

Sandro Moscoloni $170
This Sandro Moscoloni Marcus Chelsea Boot is one of the most masculine Chelsea boots around. You get your sleek look without feeling like an elf. Pair with medium to dark blue jeans, and casual 5-pocket pants, jeans, and chinos in beige, tan, or olive green.
Clarks Clarkdale Chukka Boot

Clarks $170
This Clarkdale Chukka Boot by Clarks is a beautiful light shade that can go with medium to lighter blue jeans and dark brown pants. It can also go with olive green or tan jeans.
Mezlan Dalias Chukka Boot

Mezlan $425 $254.90
I love this Mezlan Dalias Chukka Boot in the warm brown. They will pair with tan and olive green pants and jeans, as well as medium to dark blue jeans.
Anatomic & Co ‘Colorado’ Chukka Boot

Anatomic & Co $180
This Anatomic & Co ‘Colorado’ Chukka Boot is one of the best-shaped boots around. They will pair with tan and olive green jeans and pants, as well as medium to dark blue jeans.