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Women's Jaydon Wool-Lined Leather Boots

Style # 59310
Color:
Available colors
Fit:
Size: Size Guide
  • Italian calfskin suede leather boots
  • Water-resistant suede, wool lining, microfiber shaft lining, steel shank support, 3mm footbed insoles, foam midsole, Italian thermo-rubber treaded outsole
  • 1" heel, 15" shaft, 15" circumference, 1.20 pounds
Classic riding-boot styling meets all-weather wear in the Jaydon, made from water-resistant suede leather. Dressed up or dressed down, these beautiful Italian calfskin suede boots offer a contoured fit, timeless good looks, and lasting comfort, thanks to their elastic gusset at the calf, flat stacked heels, and layers of inner support built to keep you on your feet with ease. With full inner YKK zippers, wool-lined uppers, and microfiber-lined legs.

This boot is crafted with an intentionally unlined heel, which prevents socks from catching and heels from rubbing, enabling a more secure and comfortable fit.

Specs: 1" heel, 15" shaft, 15" circumference, 1.20 pounds
Made in: Canada

Overland ships all orders free via standard ground shipping to all 50 states and APO/FPO addresses. For details on expedited shipping or for deliveries to US Protectorates, please refer to the Shipping page.

We want you to be completely satisfied with your Overland purchase. For your convenience, we provide free return shipping for orders within the 50 states, with a prompt exchange or refund process. For more details, visit our Returns & Exchanges page.

Our Customer Service team will be glad to assist with any questions. We are available 7 days a week at (800) 683-7526 or by email at service@overland.com.

Overland welcomes international orders. Depending on the order and destination, additional payment requirements may apply. Please refer to the International Orders page for more detailed information.

COMPLETE THE LOOK

QUESTION:

Do you recommend sizing up? Typically a 38 fits me great.

ANSWER:

Thank you for your inquiry. As these boots tend to run slightly smaller, for a snugger fit we recommend you order your regular size and for a more generous fit, you may wish to size up.
By Overland on 8/26/2024

QUESTION:

Could you explain what wool lining means?

ANSWER:

The boot is lined with wool material.
By Overland on 11/22/2022

QUESTION:

ANSWER:

By on

REVIEWS

4.1  4.1 stars 41 Reviews
(24)
(8)
(3)
(0)
(6)
10 of 41 reviews
4 5
 
Mari from Massachusetts
Mar 28, 2025

Great boots but too small

Great boots and I wanted so much to fit me. Unfortunately like many other reviews there is a sizing issue. Too small on the footbed and a bit wide on my calf. I have slim calves and I always had problems finding boots that fit me and I was hoping that these would work for me. I am European and I am very familiar with euro sizing, I am usually 38 and occasionally 39. I purchased 39 but I have to return. The look and quality of these boots is amazing but the sizing is definitely wrong.
5 5
 
Misty from Austin, TX
Mar 4, 2025

Well made and stylish

First off, I did have to go up one size. I see a lot of reviews about that on this boot. And it is "skinny" through the ankle and calf which for me worked great as I am usually swimming in these riding boots. Lovely boot, great quality. I expect many stylish and good years in this boot. Thanks!
5 5
 
Sandra from Louisville Kentucky
Feb 21, 2025

Great boots at a great price

Who doesn't love a sale? These boots are high quality and look great. They run super small so be sure to order up in size. I went up a size and can barely zip over my calves. But - seriously, these boots are beautiful and worth the squeeze.
5 5
 
Divya from New York
Feb 4, 2025

Must Have winter boots

I was contemplating a pair of slightly taller winter boots and came across these. Based on the reviews, I was a bit hesitant to order because the fit seemed to be a problem. Regardless, given the free returns, I decided to give them a try and I am glad I did! I normally wear size 39 EU, but ordered size 40. They fit like a dream. So light and so easy to walk around in, unlike normal winter boots, which tend to be heavy and bulky. Leather is great quality, soft and supple and water repellent. I would highly recommend and I'd say at a 30% discount, amazing value for money.
5 5
 
Jaclyn from Allentown, Pa
Jan 29, 2025

Love it

Other reviews said they run small but I ordered a size smaller than my normal and they fit great. Yes a little tight on the calves so if you are thicker there these might not work for you. I am so glad they worked for me!
5 5
 
Susie from Princeton, NJ
Jan 13, 2025

Beautiful and versatile boots

These boots are gorgeous. They can look dressy or casual. I walked around in the snow in them and they stayed dry and warm. I should have read the reviews about the sizing. I ordered my standard 38 which should have been roomy. Had to return for a 39 which fit. Returning them for an exchange was easy and quick so not I'm not too upset. But something is really off on the sizing.
1 5
 
M from DFW
Dec 26, 2024

Calf too wide for me

I loved the boots but couldn't keep them because they were too wide for my calves.
1 5
 
Elara Kompass from Boise Idaho
Dec 20, 2024

The perfect boot - crying! What went wrong ?!

I really wanted to love these boots. They look even better in person-absolutely stunning. However, something is seriously off. Last year, I purchased the shearling-lined leather boots with the buckle on the side, and they fit perfectly. I had no trouble slipping my foot inside. But the boots my husband just ordered for me-the ones in this review-were a completely different story. I couldn't even get my foot inside! It's as if the entire shoe size is 3-4 sizes too small. I'm from Europe, and a European 39 is my standard size, but these boots felt more like a 36 or even a 35. The measurements are so off that they reminded me of a child's size boot. For context, your other boots with the thick lining fit perfectly, so I'm struggling to understand what went wrong with this design. Please address the sizing issue and bring these boots back! The demand is clearly there-just look at all the other ladies eager to buy them.
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5 5
 
Christina from PA
Dec 16, 2024

Sizing runs small

Lovely boots but definitely size up. I am a size 10.5 and purchased 42 but they were difficult to get on. Calves are tight as well but got them zipped. They are comfortable and warm once on. If you size up, they are the perfect boot.
5 5
 
Mary Ann from Chi cago
Dec 14, 2024

Absolutely loved them very well made

Don't know what to say other than great quality very stylish and warm
5
 
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