Skip to Main Content Skip to Footer

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 these boots have a wide toe box?

ANSWER:

All of our boots are considered Medium width, unless noted in the details that they offer a roomier toe box.
By Overland on 1/19/2025

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

REVIEWS

4.0  4 stars 36 Reviews
(20)
(7)
(3)
(0)
(6)
10 of 36 reviews
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.
Customer Image Thumbnail, Click to Maximize
Customer Image Thumbnail, Click to Maximize
Customer Image Thumbnail, Click to Maximize
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
1 5
 
Erica from Columbus, Ohio
Dec 12, 2024

Too narrow

I'm saying pretty much what the other reviews are saying. These boots are beautiful and made well. They are just way too narrow in the foot. It's a shame, I really didn't want to send them back.
1 5
 
D from NJ
Dec 5, 2024

Terrible

First time ordering from Overland and probably my last. Sorry to say but the price tag and quality are not in alignment. I dont mind spending a small fortune on an item if the quality is there. However can't logically justify it if it's lacking. I dont believe these boots were real leather/suede and perhaps they were designed for a baby? I have skinny ankles and could not get my foot in. Sorry for my negative response but I'm being honest.
5 5
 
Mary from Carlisle ,PA
Dec 4, 2024

So versatile..with shirts and jeans

Nice fit.and beautifully made ..my third pair of boots this year..Great customer service..Wonderful to actually talk to a person!
3 5
 
Sadie's mom from Illinois
Jul 7, 2024

There's a sizing problem here!

I wanted these boots to work sooo bad. But unfortunately they were way to small. I'm a solid 8.5, medium width, average instep. I have several pairs of Overland boots and size has never been an issue. I had to really squeeze to get my foot into the boot, which was painful once on. There was no way I was going to be able to zip them up. They are beautiful and in keeping with Overland's quality. The length wasn't an issue but the measurements for the calf/ankle are completely off. By that info these should have worked for me with room to spare. I think the design needs a little reworking. Even moving up in size would not have made these work for me so back they went. Really a shame 'cause they are so cute and well made. My search continues for a tall black boot!
5 5
 
Natalia from New Hampshire
Apr 22, 2024

Just what I was looking for!

These tall boots are perfect for a casual look, wearing with dresses and skirts. I love the low heal and quality craftsmanship . They fit perfectly (5'4). Customer service was wonderful. They shipped the boots at no charge .
5
 
from

Customer Image Thumbnail, Click to Maximize

TAILORED PICKS FOR YOU

Screen reader users call 1-800-683-7526 to chat with a representative.

Top