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Women’s Kennedy Shearling-Lined Waterproof Leather Boots

STYLE # 58507
Available colors

  • Waterproof full-grain nubuck hiker boots with shearling lining
  • Shearling-lined upper and wool-lined footbed, waterproof suede trim, D-ring laces, inside zipper, rubber outsole, 3mm memory latex footbed
  • 1" heel, 6" shaft, 13" circumference, 1.20 pounds


Don’t let winter weather stop you from exploring the trails. The Kennedy waterproof hiker boots give you all the protection you need when traipsing about in the cold, and they’re beautifully designed to boot! These D-ring lace-up hiking boots are made from durable, waterproof full-grain nubuck, with padded waterproof suede trim around the rear ankle. Inside, you’ll find supportive memory-latex footbeds lined in breathable Merino wool and uppers lined in plush, insulating shearling sheepskin. Two-toned rubber outsoles provide great traction in rain, sleet, or shine, while inner zippers offer easy on/off.

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, 6" shaft, 13" 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 (800) 683-7526 or by email at

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.


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Reviewed by 14 customers
10 of 14 reviews
Theresa from Florida
May 27, 2024

Gorgeous, gorgeous gorgeous

5 5
The picture on the website doesn't do it justice. These boots are gorgeous, lightweight, and so comfortable! I have been wearing them anywhere and everywhere I go.
Theresa from Florida
May 27, 2024


4 5
Love, love, love these boots! They're so comfortable and lightweight and I wear them anywhere and everywhere! Not to mention, they're absolutely gorgeous!
Haddington from Fairfield
Feb 4, 2024

Fantastic! She wore them all day...

5 5
My wife wore her new Kennedy hiking boots all day, around the house. She loves them so much, I'm surprized she took them off for bed! Best birthday gift I could have ever gotten...
Denise from Arkansas
Jan 22, 2024

The PERFECT boot with ALMOST the perfect fit

5 5
I have been trying to buy a lace up, olive colored, hiking boot (and waterproof at that) for three years now, so when I saw this one from Overland, a brand that I love, I ordered it. It just got in, and, short of what appears to be a manufacturing defect in the toe box on the left boot, it's perfect. The right boot fits perfectly.) I love the styling, love the side-zip while you can still lace up the front to tighten the boot on your foot, and love, love, love the color! The problem with the left boot is that where the sole meets the side seam, there is too much of a ridge, so my big toe rubs on it. I know there would be no avoiding that, even with thicker socks. And to wear them after 10 minutes, I know that my toe would be miserable. I am having to return them. I bought them at the end of the season (my bad luck) so now they are out of stock until next fall. I'm praying that the buyers bring back this exact style in this exact colorway.
Sabrina from Houston Texas
Jan 21, 2024

I really love the look of these but...

3 5
I love how they look but they aren't the most comfortable to wear. When I first tried them on I had thin athletic socks on. My toes rubbed and the boot fit narrow. Onces I changed socks to a much thinner style they fit better but the sole still felt hard and over time of wearing them they cause pressure points on my feet. For the price I don't know that it's worth it. I'm still debating as I will have to get new soles and stretch the boot a bit for a more comfortable fit. If you want to wear wool merino or slightly thicker (anything other that almost a dress sock) socks these boots run about 1/2 to a whole size small. I don't know anything about the waterproofing of these boots.
Cabin Stompers from Mauston, WI
Jan 11, 2024

Best Boots Hands Down

5 5
I purchased these for my wife for Christmas based on frequent great results with Overland. She hasn't taken them off since they arrived (awkward at night ;). Honestly, they are extremely high quality, super-warm, truly waterproof as it was tested crossing a deep puddle covered by very thin ice ~ which of course broke through. Excellent product and big thanks to the folks at Overland. Made me a hero.
Anita from Chesapeake,va
Jan 9, 2024

I would buy here again

5 5
Nice well made boots for the winter
Susan from East TN
Jan 5, 2024

Excellent quality!

5 5
I absolutely love these boots! They are even more gorgeous in person. I think they run a tad big. (I'm a 7.5 and ordered the 7/7.5) But if I wear socks with them, they should be ok.
Ginger from Oregon
Dec 31, 2023


5 5
Love these boots! Love the color and soft sheepskin lining. I worn them all day without having to break them in. These look cute with jeans.
Chadwick from Allentown Pennsylvania
Dec 29, 2023

100% yes

5 5
Very outstanding craftsmanship. These boots make timberland look not so good.

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Our Values

A lot has changed since our humble beginnings in Taos, NM, over 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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