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Women's Jaydon Wool-Lined Waterproof Leather Boots

STYLE # 59310
Available colors

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  • Italian calfskin suede leather boots
  • Waterproof 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 waterproof 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.

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

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 1-800-683-7526 or by email at [email protected].

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

Do you need to size up for wool lined boots?
Thank you for reaching out to Overland, please reach out to our friendly Customer Service Department at 800-881-9130 or [email protected]
By Overland on 10/15/2023
Could you explain what wool lining means?
The entire boot is lined with wool material.
By Overland on 11/22/2022


Reviewed by 17 customers
10 of 17 reviews
ChrisK from Long Beach, NY
Nov 11, 2023

Love these boots !!

5 5
So well made, comfortable, and stylish !
Rebecca from Maryland
Nov 2, 2023

Beautiful workmanship but limited sizing

3 5
I usually wear a 10-10.5 in US women's sizing and an 8 in US men's sizing. I ordered the largest possible size (11-11.5 US) due to other reviews stating that the calf ran small. I can put on thicker socks but not smaller calves! Unfortunately both the boot and the shaft were still too tight. The balls of my feet were too wide for the soles and the calves were almost impossible to zip. Super unfortunate that the sizing is both limited and not very accurate because the design and craftsmanship of the boots are lovely. Returned them after one hobbling walk where I tried to convince myself I could break in the leather.
Ronit from NY, NY
Oct 26, 2023

Gorgeous boot but

5 5
It runs very small!!! I sent my true size back and am awaiting a size up and will even try two sizes up if needed! Love that it has built in crampons and would love to have this boot on time for an upcoming icy adventure!!!
Suede Girl from Atlanta, GA
Oct 15, 2023

Sadly Returned

1 5
Sadly, I had to return these beautiful boots because the calf circumference was too small and would not zip all the way up with or without leggings on. Please offer boots that have a larger calf circumference!
Caryn from Lighthouse Point, FL
Feb 25, 2023

Fabulous boots!

5 5
These boots fit really well and are comfortable and warm. They look great with jeans!
Barbara from Miami, FL
Dec 19, 2022

Toasty Warm

5 5
These boots are so warm! I can't wait to wear them when we travel to colder temperatures. And I love that the heel is flat because I'll be able to wear them comfortably for hours. I agree that the shaft is pretty narrow so if you have a wide calf, these are probably not for you.
Stephanie from HB ca
Dec 15, 2022


5 5
Surprisingly good fit! Look elegant! Thank you! You can't know what it means for a person like me with a difficult time with a crippled foot to be able to actually put on a pair of shoes and walk in them. It's absolutely amazing. I don't know if it's for the boot, or the sole. I don't know what it is, but it is like a blessing!
LALA Jacobsen from SF
Nov 21, 2022


5 5
Very stylish and ver comfortable. Sized well
Sania from New York
Nov 16, 2022


5 5
Excellent quality - very comfortable and fits really well.
KerryO from Las Vegas, NV
Nov 14, 2022

Excellent Winter Boots

5 5
Great style and these boots are waterproof!

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Our Values

A lot has changed since our humble beginnings in Taos, NM, 50 years ago—but the core values of our family business have always remained the same. Now, as then, we're dedicated to bringing you heritage-quality products expertly crafted from the world's finest natural materials.
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