Oilskin Baseball Cap in color Brown
Oiled cotton cap in color Black
Side view of oilskin cap
Inside view of oilskin cap showing organic cotton inner band
Man sitting wearing Conner hats oilskin waterproof dad cap
Man smiling in Kentucky oilskin cap by Conner hats

Kentucky Waterproof Oiled Cotton Cap | Baseball Cap

Regular price$65.00
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Shipping calculated at checkout.
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Size
Size chart

HOW TO FIND YOUR CORRECT HAT SIZE

Even the most accurate measurement of your head (which we will teach you here) doesn’t always mean the hat you receive will be a perfect fit. There are many factors that can get in the way of receiving the perfect fit on the first try. One is the use of natural materials. Sometimes leather or certain straw hats for example can be slightly thicker or thinner with each batch of material, even when sewing a hat the technician can use a little bit less or more pressure and the size will be slightly affected. So hat sizing isn’t an exact science but an accurate measurement of your head is a good place to start. That along with working with a hat brand that cares about you getting the perfect hat for you. WE PROVIDE FREE SIZE INSERTS IN EVERY ORDER JUST INCASE YOU NEED THEM.

THINGS TO CONSIDER

Does the hat brand you are considering offer free sizing tape in case the hat is slightly too large? We add 2 free size inserts in every order, if you need more please contact us!

Does the hat brand offer hassle free, free returns in case the hat doesn’t fit for any reason? Add our Re:do insurance for $2.98 and get free unlimited exchanges and package insurance.

Does the hat brand have a crew of hat experts to help you in case there is a sizing problem? Call us or email we will help you!

WE DO WHAT IT TAKES TO FIND YOU THE PERFECT FIT!

 LETS GET STARTED ON YOUR HAT SIZE

  • Use a soft measuring tape or a piece of string (not elasticized or stretchy).
  • Place the tape measure or string on your forehead and measure the circumference about 1/2 inch or 1.5cm above your ears, about where your hat would sit.

  • If you have another hat that shows the size, you can use that information. 
  • Check the length of the tape measure or string to determine your size. (if using a string, hold it up against a ruler)
  • Use the size charts on the product pages to find your perfect fit. For example, if your measurement comes to 22 inches or 56cm, then you would choose a size Medium hat.
  • Make sure you measure your head multiple times and get 2 measurements that are the same to be 100% sure.

*If you fall in between sizes, choose the next biggest size. We will send two free size inserts with every hat ordered, just incase your hat needs a slight reduction. If you need more than 2 please reach out we can send you more.

See the size charts above. Your hat is either an individual size like Small or Medium or Large etc. or uses a stretch band that covers 2 sizes like Small/Medium and Large/X-Large. Each size can cover a slight range but that is OK, choose the size in your range.


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  • LIFETIME GUARANTEE
  • 50% DISCOUNT IF EVER LOST OR STOLEN

Kentucky Heritage Meets Legendary Oilskin Protection

The Kentucky Waterproof Oiled Cotton Cap embodies the rugged spirit of the Bluegrass State with legendary oilskin technology. Handcrafted from premium waterproof oiled cotton with adjustable buckle back and eco-friendly construction, this classic cap delivers uncompromising weather protection with authentic Kentucky style.

Key Features:

  • Legendary Oilskin Technology - Premium waterproof oiled cotton provides complete weather protection while maintaining breathability and comfort
  • Adjustable Buckle Back - Secure, customizable fit ensures comfort during active pursuits and changing conditions
  • Low-Profile Design - Sleek silhouette adds stylish edge to any outfit while providing serious weather protection
  • Travel-Ready Construction - Packs completely flat without losing shape, perfect for outdoor adventures and travel
  • Cotton Inner Lining - Soft, breathable interior provides all-day comfort during extended wear

Perfect For:

Wet weather protection • Outdoor work and labor • Fishing and hunting • Casual everyday wear • Travel to unpredictable climates • Anyone who appreciates Kentucky heritage with serious weather performance

Kentucky Heritage:

Kentucky represents American resilience, outdoor tradition, and honest craftsmanship. This cap honors that heritage by combining time-tested oilskin technology with modern comfort, creating the perfect headwear for those who value both style and substance.

Sustainable Excellence:

  • Organic cotton sweatband for chemical-free comfort
  • Labels from organic cotton printed with veggie dyes
  • All tags FSC certified for environmental responsibility
  • Handmade in Sri Lanka with traditional craftsmanship

Unmatched Value:

  • Lifetime guarantee against manufacturing defects
  • 50% discount replacement if lost or stolen
  • 2 free sizing inserts included with every order

When you choose the Kentucky Waterproof Oiled Cotton Cap, you're embracing the spirit of the Bluegrass State with legendary weather protection. The premium oilskin construction and authentic styling ensure you're prepared for every challenge while honoring Kentucky's tradition of quality craftsmanship.