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.

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    Exchange/Return Notes
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    SKU: 59941671620

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    4.8 ★★★★★
    Based on 236 reviews
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    S Roth
    Houston, US
    ★★★★★ 5
    They work!!
    Color: Fuzzy Slate Gray, Size: Regular, Color: Fuzzy Slate Gray, Size: Regular
    I bought these to replace a very old pair that I originally got at Bed Bath and Beyond like 20+ yrs ago, and the fabric was starting to fray. However, the gel pad inside (at the heel) was still working just fine. Anyway, this new set includes 2 pairs, with a gel pad inside each heel area. Results are truly amazing, I kid you not. You can use them without a moisturizer, but I like to put moisturizer on my heels, then wear these overnight, and in the morning my heels are soft, with no dry skin and NO cracks. I like the fact that these are kind of soft and fuzzy (outside), but I LOVE that they leave your toes exposed and cool (because my heels feel kind of warm from the moisturizer and gel pad). They are of good thickness, and I feel they will last a long time (of course remains to be seen). Highly recommend.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on March 27, 2026
    C
    Verified Purchase
    cindy
    Dallas, US
    ★★★★★ 5
    Perfect for cracked heals ♥️
    Color: Cheetah, Size: Regular, Color: Cheetah, Size: Regular
    These are thick not cheaply made, has a nice texture inside the heal area which I love. I wear them at night after I apply Aquaphor to my heels & while sleeping they are very comfortable. I slipped these guys on & my heels are healing so much faster no more cracked heels for me. 😃 I highly recommend them.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on May 16, 2026
    K
    Verified Purchase
    Korine
    West Palm Beach, US
    ★★★★★ 4
    These socks have saved my heels!
    Color: Fuzzy Slate Gray, Size: Regular
    I really love these socks and how they help my heels to feel. I tend to get large cracks on my heels, and wearing these while I sleep during the summer has saved me a lot of pain. One thing this has disappointed me a bit has been some unraveling of the threads around the top and bottom edges. Doesn't seem to matter how I trim them, the next morning when I wake up there is another hanging thread. Maybe it was just a glitch in the finishing of the batch of socks that I received. I would give them a second chance...this certainly isn't a deal breaker.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on February 9, 2026
    S
    Verified Purchase
    Stella Rosa
    Port Orchard, US
    ★★★★★ 5
    They work!
    Color: Fuzzy Blue, Size: Regular
    The ZenToes Moisturizing Fuzzy Sleep Socks have been a wonderful addition to my nightly self-care routine. Infused with Vitamin E, olive oil, and jojoba seed oil, these socks are designed to soften and hydrate dry, cracked heels, offering both comfort and skincare benefits. The regular size in blue fits perfectly and adds a soothing touch to my bedtime. One of the features I appreciate most is the intense moisturization these socks provide. The infusion of Vitamin E, olive oil, and jojoba seed oil delivers deep hydration to my feet, effectively softening and healing dry, cracked heels. After just a few nights of wearing these socks, I noticed a significant improvement in the texture and smoothness of my skin. My feet feel much softer and more comfortable, which is a relief after long days on my feet. The fuzzy, cozy design of the socks is another standout feature. They are incredibly soft and comfortable, providing a warm and snug fit that’s perfect for sleep. The plush material feels luxurious against the skin, making it a pleasure to wear them overnight. This added comfort enhances the overall experience, making it easier to stick to a nightly moisturizing routine. The design is practical and thoughtful. The socks fit snugly without being too tight, ensuring they stay in place throughout the night. The regular size is perfect for my feet, and they accommodate a range of foot sizes comfortably. The blue color adds a touch of style and fun, making the socks both functional and visually appealing. The socks are easy to care for, which is a significant advantage. They can be hand-washed or machine-washed on a gentle cycle, and they retain their softness and moisturizing properties even after multiple washes. This durability ensures that the socks continue to provide effective hydration and comfort over time, making them a worthwhile investment for foot care. The moisturizing effect lasts long after I take the socks off in the morning. My feet remain hydrated and smooth throughout the day, reducing the need for additional foot creams or lotions. This lasting effect is a testament to the quality and effectiveness of the ingredients used in the socks. Overall, the ZenToes Moisturizing Fuzzy Sleep Socks have exceeded my expectations. Their combination of deep moisturization, cozy design, practical fit, and easy care makes them an essential addition to any skincare routine. The socks have significantly improved the condition of my feet, providing effective relief for dry, cracked heels and ensuring lasting softness and hydration. I highly recommend these moisturizing socks to anyone looking for a comfortable and effective solution for foot care. They have become an indispensable part of my nightly routine, ensuring that I wake up with softer, healthier feet every day.
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    Reviewed in the United States on July 29, 2024
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    Verified Purchase
    Char
    Dallas, US
    ★★★★★ 3
    THESE THINGS SHED BAD!!!!!!!!!
    Color: Pink Strawberries, Size: Regular
    These things shed like you wouldn't believe. They're all over my furniture, my floor, my clothes. I'm finding little pink pieces of sock fluff everywhere and it's annoying. I don't think they did that until after I washed them. So if they don't shed on you right away, just wait, it'll most definitely happen. I returned because I won't where them again.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on May 19, 2026

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