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Chester Boot Shop has been serving the metro Detroit area since 1948!  We are located in Roseville, Michigan.  We offer work shoes and boots, western cowboy and cowgirl boots, walking-hiking shoes and boots, moccasins, Dr. Martens, hats, shirts and accessories. We also have a full line of shoe and boot care products. Always looking for more American Made products to sell. Our goal is to  give you the best expert advice and service for your footwear needs.

Work Picture

Work Boots

Work boots and shoes we offer. Carolina, Chippewa, Keen, Danner, Thorogood, Corcoran and Dr. Martens.

Western Picture

Western Cowboy Boots

Featuring these famous western and cowboy boot brands. Ariat, Dan Post, Abilene, Sage, Laredo, Dingo, Double H, Sonora, Tony Lama, Nocona, Lucchese, Los Altos, Wild West, Old West, Corky’s Girl, Justin, Chippewa and more! We also specialize in western hats, belts, buckles, shirts, boot tips – heels and accessories.,

Hiking Picture

Hiking Shoe Picture

We offer a wide variety of walking and hiking shoes in styles below and above the ankle by Oboz, Merrell and Keen.

Dr. Martens Crowd Picture

Dr. Martens Picture 1460Huge selection of men’s and women’s Dr. Martens for work and play!

Biker Boots Picture

Biker Boot 4008 Picture

Biker Motorcycle Boots by Double H, Chippewa, Dingo and Harley Davidson.

Minnetonka Moccasin Picture


Moccasins Fringe Boot
Great selection of Minnetonka Moccasins for men, women and kids!

Accessories Picture

Hats And Accessories

Large selection of accessories including western cowboy hats in men, women’s and kids sizes by Stetson, Bailey, Rodeo King, Western Express, Minnetonka, Outback and more. Belts, belt buckles, western shirts, dusters, boot jewelry, boot jacks and boot care.

Roseville, Michigan Since 1948