Comfortable Casual Footwear

Rosemont, MI

Custom Orthotics 

Special Orders Available 

Free Shipping on Orders Over $100

Hours:

Casual Footwear for Every Occasion

At Chester Boot Shop, we understand that comfort and style go hand in hand when it comes to casual footwear. We've been providing exceptional service since 1948, offering a wide range of options to suit your everyday needs. Whether you're looking for work boots, western boots, hiking boots, or biker boots, we've got you covered. Our selection includes:


  • Comfortable sneakers
  • Stylish loafers
  • Versatile slip-ons
  • Durable sandals
  • Casual dress shoes


We also offer a variety of hats and apparel to complement your footwear choices. Visit us to find the perfect casual shoes for your lifestyle.


Why Invest in Quality Casual Footwear?

Investing in high-quality casual footwear is essential for your comfort and foot health. Here's why you should prioritize good casual shoes:


  • All-day comfort for work or leisure
  • Proper support for your feet and posture
  • Versatility for various casual occasions
  • Durability for long-lasting wear
  • Style that complements your wardrobe


At Chester Boot Shop, we're committed to helping you find the perfect pair of casual shoes that meet your needs and exceed your expectations.


Why Choose Chester Boot Shop

When it comes to casual footwear, Chester Boot Shop stands out from the crowd. Here's why customers have been choosing us for generations:


  • Exceptional service since 1948
  • Locally and family-owned business
  • Quality service and merchandise
  • Special orders available
  • Shoe repair services
  • 1 to 7 days for product arrival
  • Same or next business day shipping
  • Exchange or refund within 30 days
  • Free shipping on orders over $100
  • In-house leather belt production
  • Custom orthotics available


Our commitment to quality and customer satisfaction sets us apart. We're not just selling shoes; we're providing comfort, style, and peace of mind with every pair.


Contact Us

Ready to step into comfort and style? Chester Boot Shop is here to help you find the perfect casual footwear. Our knowledgeable staff is ready to assist you with everything from sizing to style selection. We're passionate about providing you with the best possible shopping experience, whether you're looking for everyday shoes or something special for a casual event. Don't let uncomfortable shoes hold you back – visit us today and discover the difference that quality casual footwear can make in your daily life.

  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Bullet text
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.
Free Shipping Over $100
Enjoy free shipping on all orders over $100 at Chester Boot Shop in Rosemont, MI. Get your favorite footwear delivered right to your doorstep without extra cost.

Contact us to get started!

(586) 204-6826
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.
  • Title or Question

    Describe the item or answer the question so that site visitors who are interested get more information. You can emphasize this text with bullets, italics or bold, and add links.

Gallery Heading H2

Reviews


Custom Orthotics Available
Say goodbye to foot pain. Our custom orthotics are designed to fit your unique feet and provide maximum comfort.
Visit us for a fitting today

Visit Us

A LEGACY OF GRIT SINCE 1948

Since 1948, Chester Boot Shop has been the premier source for durable, top-quality boots that can withstand any job. Today, our family-run boot shop in Roseville, MI, offers world-class service and uncompromising quality—much like the boots and shoes we carry. We're proud to have helped outfit Detroit for more than 75 years!


Whether you need western boots, biker boots, hiking boots, or Dr. Martens, we have the perfect size and style. From American-made products to globally recognized brands, we are the ultimate authority in tough footwear for tougher people.

Inside Chester Boot Shop

Chester Boot Shop's Offerings

Person wearing dark blue hiking boots in a forest setting.

Hiking Boots

To enjoy the great outdoors and city, Chester Boot Shop offers excellent walking and hiking boots with superior support & traction.

Pair of red leather cowboy boots on display.

Cowboy Boots

Embrace the spirit of the West with Chester Boot's western boots, known for their style, intricate designs and authenticity.

Person wearing brown leather boots with light blue jeans, standing on a concrete surface.

Causal

For everyday wear and great style, Chester Boot Shop offers a wide selection of casual footwear from slip-ons to loafers.

Wall of cowboy hats in various colors, styles, and decorations.

Hats

Chester Boot Shop offers a variety of hats, including cowboy, caps, fedoras, and more, as well as hat shaping and cleaning.

Green plaid shirts hanging on a rack in a store.

Apparel

Chester Boot Shop offers a variety of apparel, including shirts, pants, hoodies and jackets. Great for work and play!