SKU: 59941671620

Eastwood Chelsea Boot R Chestnut

Sale price$158.40 Regular price$176.00
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Description

Eastwood Chelsea Boot R Chestnut"I get compliments all the time" The Eastwood look is classic and clean, comfortable on and with a timeless style. Chelsea boots are quite versatile they can be worn with smart clothes or casual with jeans. Chestnut goes well with most colours and in particular blue. The stitched leather sole includes a rugged commando style rubber overlay to make them better in the wet and makes them last even longer before needing resoling. Photo: @ilhamigozcu

"I get compliments all the time"

The Eastwood look is classic and clean, comfortable on and with a timeless style. Chelsea boots are quite versatile - they can be worn with smart clothes or casual with jeans. Chestnut goes well with most colours and in particular blue.

The stitched leather sole includes a rugged commando style rubber overlay to make them better in the wet and makes them last even longer before needing resoling.

Photo: @ilhamigozcu styles them with blue jeans.

  • High quality full grain calf leather
  • Hand dyed chestnut patina
  • Burnished toe
  • Full calf leather lining
  • Blake stitched sole with rubber commando overlay
  • Includes dust bags
  • Made in Italy


Chelsea boots were originally invented in England as riding boots before becoming world famous in the 1960s, worn by the Beatles and getting their name from the fashionable Kings Road in Chelsea . Eastwood is an ankle boot as compared with our Fleetwood Chelsea which is a mid calf boot. Read more about chelsea boots for men in our chelsea boot style guide.


Hand finished chestnut patina

This Eastwood chelsea boot is in a very nice, hand finished oxblood patina. Oxblood looks fantastic with blue or black jeans, also chinos, and even a suit. We also have them in other colours, including oxblood, brown, blue and black, also suede including grey and tan. The colour is very rich and deep. It has been built up in layers and then waxed and polished to protect and enhance the finish.

Full grain calf leather

They are hand crafted in Italy, using the finest, full grain calf leather. They have an elegant, clean, sophisticated pattern, very nice lines. It's a beautiful piece of leather. The toe is slightly longer than some other brands, which is typically Italian, and is nicely rounded. For many the convenience of chelsea boots is that there are no laces. They're the boot version of a step in loafer. There is an attractive sweeping line from the toe to the ankle We achieve this with our special blocking process, a very skilful process, using a roller to smooth and shape the leather. The result is a clean, sweeping line with no creases.

Craftsmanship/attention to detail

There is a twin elastic gusset, with a nice shape, not square or rectangular. We use a high quality elastic which should keep its elasticity for many years. There is a leather strip from the heel all the way up. It incorporates a strong nylon pull loop, that adds strength, which is important when you pull the boots on. The shaft height which is from the top of the heel to the top of the boot is about 15cm or 6 inches. So if you are sitting, your socks won't normally be visible. The boots provide excellent support around the ankle. It's important to have a carefully shaped last. We based this design on a lot of testing and feedback - so it's generally seen as a very great fitting boot.

There is a nicely rounded top line, with no raw edges, as we taper or ‘skyve’ the edge, then fold the leather and stitch it. Looking inside, we see the Thomas Bird branding, embossed into a piece of calf leather, foam backed for added comfort. The boot has a full calf leather lining. This helps absorb moisture and prolong the life of the boot. And we use a genuine full leather insole. Inside the heel, we use suede to stop your heel slipping. What you can’t see are the stiffeners between the calf upper and lining. There is one in the toe and another at the back, around the heel. These are important to keep the shoe looking good as it ages, and we use longer, high quality stiffeners to achieve this.

Stitched leather sole

The sole is stitched onto the upper with a traditional Italian method called blake stitching. This is an in-channel, lock stitching technique, so even if one stitch was worn the others will still be locked securely in place. And being stitched the sole can be replaced when it eventually wears. But to extend the sole’s life, we use a rubber insert for added wear and better grip.

Stacked leather heel

There is a 25mm genuine leather stacked, heel, with 4 brass pins, and a rubber piece, again for better wear and grip, that can be easily replaced. Our Eastwood oxblood chelsea boot has a classic cut with an elegant line. It's a beautifully Italian made high quality boot, that with care should give you many years of enjoyment.

    Shipping Notes
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    Exchange/Return Notes
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    SKU: 59941671620

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    Brandon Jimenez
    Chelsea, US
    ★★★★★ 5
    Looks sharp, concert black, comfortable some stretch
    Size: Medium, Color: Black
    I bought this for my son to wear at his band concerts, and it’s been perfect. He’s about 5’8” and 155 lbs, and I got him a men’s medium—it fits really well with a comfortable, true-to-size feel. The quality is excellent: soft, lightweight, and breathable, with just enough stretch so he has the flexibility he needs while playing trombone. It also looks really sharp on stage.
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    Reviewed in the United States on May 12, 2026
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    Shania Seeraj
    Louisville, US
    ★★★★★ 5
    Great
    Size: Medium, Color: Black
    The sleeves are exactly how it’s showing on the picture. The size is great. I believe it’s a good value for money. The color is amazing. The quality is great. It’s very light and it’s very comfortable.
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    Reviewed in the United States on May 7, 2026
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    Dee
    Bozeman, US
    ★★★★★ 5
    Snazzy shirt
    Size: Large, Color: Black
    Fits great & looks wonderful. Can be worn casually or for work. Very wrinkly, just toss it in the dryer and they will come right out. It's lightweight & cool.
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    Reviewed in the United States on May 29, 2026
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    Alban Zogaj
    Charlottesville, US
    ★★★★★ 4
    Great shirts have to iron first
    Size: XX-Large Tall, Color: Black
    They feel great the material, they’re thin, the style looks good, the length to and below my waist is good. For the cost they’re good shirts and they’re definitely loose fitting, however they shove them in a tight bag so if you plan on wearing this straight away from delivery day make sure you have an iron ready every single collar and I ordered over 7 shirts comes folded over. Took a star away for the fact they don’t pack them how you would find a higher price shirt packed and typically wear ready.
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    Reviewed in the United States on December 11, 2025
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    God’s own
    Battle Creek, US
    ★★★★★ 5
    Simple and nice.
    Size: 4X-Large, Color: Dark Grey
    Nice shirt. Light weight. It’s true to size and skin friendly because it is cotton.
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    Reviewed in the United States on May 13, 2026

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