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By Hibu Websites December 15, 2025
Find out the best ways to ensure a good fit for your work boots, including recognizing your own foot size and issues, as well as trying on with proper socks.

Cowboy Hats

Roseville, MI

Exceptional Service Since 1948

Work, Western, Hiking, and Biker Boots

Casual Footwear, Hats, and Apparel

Hours:

Cowboy Hats: Classic Western Style

At Chester Boot Shop, we understand the importance of a quality cowboy hat. Whether you're a seasoned rancher or a fashion-forward urbanite, our selection of cowboy hats offers both style and functionality. We provide a wide range of options to suit your needs:


  • Felt cowboy hats
  • Straw cowboy hats
  • Leather cowboy hats
  • Wide-brim styles
  • Cattleman crowns
  • Gambler styles
  • Pinched front designs


Visit Chester Boot Shop to find the perfect cowboy hat that reflects your personal style and meets your practical needs.


Why You Need a Quality Cowboy Hat

A well-crafted cowboy hat is more than just a fashion statement; it's a functional accessory that offers numerous benefits. Here's why investing in a quality cowboy hat from Chester Boot Shop is essential:


  • Sun protection for face and neck
  • Shields eyes from glare
  • Keeps head cool in summer, warm in winter
  • Adds a touch of Western charm to any outfit
  • Durable and long-lasting
  • Versatile for various occasions


Our knowledgeable staff can help you select the perfect cowboy hat that not only looks great but also serves its purpose effectively.


Why Choose Chester Boot Shop

When it comes to purchasing a cowboy hat, Chester Boot Shop stands out as the premier destination in Roseville, MI. Our commitment to quality and customer satisfaction sets us apart:


  • Outfitting Detroit & Suburbs Since 1948
  • 100s of styles of work boots and shoes
  • Great choice of work, western, hiking, and biker boots
  • Michigan and family-owned business
  • Quality service and merchandise guaranteed
  • Special orders available for unique needs
  • Shoe repair service available
  • Tuff Toe service available
  • Free shipping on orders over $100
  • Quick shipping within 1-7 days
  • Custom orthotics for personalized comfort
  • In-house leather belt crafting
  • 30-day exchange or refund policy for unworn merchandise


Our dedication to providing top-quality products and personalized service ensures that you'll find the perfect cowboy hat to suit your style and needs.


Contact Us

Ready to find your ideal cowboy hat? Chester Boot Shop is here to assist you. Our knowledgeable staff is prepared to answer your questions, provide expert advice, and help you select the perfect cowboy hat for your needs. Whether you're looking for a classic felt hat for everyday wear or a stylish straw hat for special occasions, we have the expertise and inventory to meet your requirements.


Reach out to Chester Boot Shop today and experience the difference that quality, service, and tradition can make in your hat-buying journey.


Some Brands We Carry:

  • Bailey 
  • Gone Country
  • Stetson 
  • Minnetonka
  • Outback
  • Western Express
  • Crown Hat
  • Twister


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FAQs

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  • How do I choose the right size cowboy hat?

    To choose the right size cowboy hat, measure the circumference of your head about an inch above your ears. Use a flexible tape measure or string, then compare this measurement to our size chart. A properly fitting cowboy hat should sit comfortably about a finger's width above your ears and eyebrows.

  • What's the difference between felt and straw cowboy hats?

    Felt cowboy hats are typically made from wool or fur and are best for cooler weather. They're more durable and water-resistant. Straw cowboy hats are lighter, more breathable, and ideal for warm weather. Felt hats are often considered more formal, while straw hats are casual and practical for outdoor work.

  • How do I care for and clean my cowboy hat?

    To care for your cowboy hat, brush it regularly with a soft-bristled brush to remove dust and debris. For felt hats, use a counter-clockwise motion; for straw hats, brush with the grain. Avoid getting your hat wet if possible. If it does get wet, let it air dry naturally. For deeper cleaning, it's best to consult a professional hat cleaner to maintain the hat's shape and quality.

  • What materials are used in your cowboy hats?

    At Chester Boot Shop, our cowboy hats in Roseville, MI are crafted from high-quality materials to ensure both durability and style. We carry felt hats made from premium wool or fur, straw hats for breathable comfort, and genuine leather hats that offer a rugged, classic look.


    Each material is selected to provide functionality for specific conditions, whether you need sun protection, water resistance, or long-lasting wear. Our team can guide you to the right material that matches your lifestyle and fashion preferences, ensuring your hat performs as well as it looks.

  • Can I customize my cowboy hat order?

    Yes, we offer special orders for customers seeking unique designs or specific sizes for cowboy hats in Roseville, MI. Whether you’re looking for a distinctive crown shape, color, or material, our knowledgeable staff can coordinate with suppliers to fulfill your request.


    Customizing your hat allows you to express personal style while maintaining the quality standards Chester Boot Shop is known for. Our team also ensures that custom orders meet comfort, fit, and durability expectations before final delivery.

  • What brands of cowboy hats do you carry?

    Chester Boot Shop proudly carries a range of top Western brands for cowboy hats in Roseville, MI. Some of the brands we offer include Stetson, Bailey, Minnetonka, Outback, Twister, Western Express, and Crown Hat, giving customers both classic and contemporary options.


    These brands are selected for their reputation for quality craftsmanship and attention to detail. Whether you are purchasing your first cowboy hat or adding to a collection, we can help you find a quality brand that suits your needs and personal style.

  • Do you provide hat shaping and maintenance services?

    Yes, we offer professional hat shaping and cleaning for cowboy hats in Roseville, MI to help maintain their structure and appearance. Our staff can reshape brims and crowns, ensuring your hat keeps its intended fit and style over time.


    Regular maintenance not only extends the life of your hat but also preserves its original look and craftsmanship. We recommend periodic shaping and gentle cleaning to keep your hat performing well in both practical use and fashion presentation.

  • How quickly can I receive my cowboy hat after ordering?

    Chester Boot Shop provides fast shipping for cowboy hats in Roseville, MI, typically within 1-7 business days. We also offer free shipping on orders over $100, making it convenient to receive your hat without extra cost for shipping on larger purchases.

  • Are your cowboy hats suitable for both work and casual wear?

    Absolutely. We offer cowboy hats in Roseville, MI that are designed to be versatile for a variety of occasions. Felt and leather hats provide durability and protection for ranch or farm work, while straw hats are light and breathable for casual outdoor use. So, if you've been looking for cowboy hats in Roseville, MI, check out Chester Boot Shop.

Reviews


Cowboy in hat and shearling-lined jacket looks to the side, holding a saddle in a sunny outdoor setting.

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Free Shipping Over $100

Enjoy free shipping on all orders over $100 at Chester Boot Shop in Roseville, MI. Get your favorite footwear delivered right to your doorstep without extra cost.

Contact us to get started!

(586) 204-6826

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!