SKU: 59941671620

Eastwood Chelsea Boot R Chestnut

Sale price$158.40 Regular price$176.00
Save 10%

Pay in installments of $44.00 with ShopPay, AfterPay and Klarna

Shipping Estimate
USA
  • USA
  • CAN

Ships within 48 hours · Estimated delivery Jul 28 - Aug 2

Promo Codes Available:

For Your Every Summer RSVP, with Code: SUMMER15

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
    • Free Standard Shipping on $100+ Orders to the USA.
    • Except Preorder products are shipped in 48 hours.
    • Delivery to the USA:
    1. Standard Shipping : 3-10 business days
    • If time is of the essence, please consider selecting expedited delivery for faster service.
    Exchange/Return Notes
    • We offer a 30-day return/exchange service after receiving.
    • Final sale items are not eligible for returns or exchanges.
    • To process your return/exchange, please contact us at [email protected]
    • Please click here for more details>>> Return & Exchange Policy
    SKU: 59941671620

    Discover Niche Categories That Outsell

    Top-Converting Item to Boost Your Average Order

    4.1 ★★★★★
    Based on 12 reviews
    Sort
    Highest Rating
    Newest First
    Oldest First
    Product Reviews
    T
    Verified Purchase
    taximom
    Boise, US
    ★★★★★ 3
    Dogs love it, hard to open and close
    Size: Large, Color: Pink, Size: Large, Color: Pink
    My dogs love this toy. It keeps them entertained a long time. Great calming toy for when you leave the house. Only issues is it is very hard to open and close. One of mine I had three people try to open and after fighting with it for about an hour I finally got it opened. Got 2, one a blue and pink one for each of my dogs. The blue is easier than the pink but still hard to do. Just not as bad. Can't close the pink all the way because it is so hard to close. The dog that uses it has trouble getting the stuff out of it. But it doesn't stop her from trying for hours to do so. Does get some teeth marks on it as well if they are aggressive chewer. Tried multiple eatable lubricating substances to try to make it easier but so far nothing fully worked. Aloe Vera has worked the best so far, but not great.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on February 17, 2026
    C
    Verified Purchase
    CS Niles
    Houston, US
    ★★★★★ 3
    Good in theory, but didn’t fully deliver
    Size: Large, Color: Green, Size: Large, Color: Green
    My dog falls right on the size cutoff between the small and large Pupsicle. I initially ordered the large since he’s a strong chewer, but he had trouble getting everything out, so I ended up trying the small as well. There are definitely some positives. I think the design is better than a Kong. It stays upright, which makes it less messy. I also really like the mold for making the inserts, instead of having to fill the toy itself and freeze it. That said, there are two major design issues that impacted my experience. First, the all-rubber construction creates a lot of friction when screwing the bottom into the base, especially after repeated use. It gradually became harder to open, to the point where I was using coconut or avocado oil to try to loosen the threads. At one point I even needed a wrench and pliers just to get a better grip. Second, while it’s marketed as dishwasher safe (which I was excited about for cleaning), it seems to dry out the rubber and makes the threading issue worse over time. Unfortunately, mine is now permanently stuck shut and no longer usable. Overall, I like the concept, but the durability and usability issues make this a 3-star product for me. I’d recommend it with caution, especially if you plan to wash it frequently.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on April 23, 2026
    K
    Verified Purchase
    Klara Gengler
    Omaha, US
    ★★★★★ 5
    Last a while. Will be buying more toys soon.
    Color: Consuela the Cactus - Large, Size: Large Dog
    Best dog toy I have ever bought. I have three dogs, two at the time I bought this toy. It took them over a year to break through the first layer. The flower comes off first so be careful your dog doesn't swallow it. It still has the second layer so it still looks like a cactus. No stuffing to clean up when they tear into it, which makes it far less messy than other toys. One of my dogs is obsessed with fetch so I use it like a ball inside. The oval shape makes it hard to ensure when it bounces that it will bounce straight. It's bounced into walls and other stuff that I wasn't intending it to hit. Not much of a squeak so I can let them play with it for hours and I don't get annoyed with the noise. Great toy that lasts a while.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on September 25, 2025
    C
    Verified Purchase
    Cassie
    Dallas, US
    ★★★★★ 5
    Nice Value
    Color: Consuela the Cactus - Large, Size: Large Dog
    Very cute! Its soft and feels like it is well made. It is a heavier toy and a tougher one. Not a plush toy. I will order again for our older dogs. Nice value for sure!
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on June 11, 2026
    B
    Verified Purchase
    Blakely McAllister
    Massapequa, US
    ★★★★★ 5
    Great toy for our best boys!
    Color: Consuela the Cactus - Large, Size: Large Dog
    You can never go wrong with BarkBox toys and this was no exception. Our dogs like toys that have squeakers and that they can tear into. This style of toy fits the bill. The design is cute as well. I’ve had this in the house for months and, while it’s definitely seen better days, it’s still intact and they haven’t gotten to the inner layer. (Not for want of trying.) The perfect type of toy for our fur babies.
    WAS THIS REVIEW HELPFUL?YesReportShare
    Reviewed in the United States on February 10, 2026

    recommand products