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Women's Regan Fleece-Lined Leather Boots

STYLE # 50307
Available colors

  • Burnished waxed leather boots with fleece lining
  • Distressed look, stylish buckle and seam details, flexible all season wear with no-slip traction soles
  • 1.20" heel, 15" shaft, 13.70" circumference, 1.20 pounds


Our tall leather Regan boots walk you through cooler weather with grace and style. Hand butting on oil and wax gives these distressed leather boots a rich finish that pairs well with skirts or jeans. Fine details make these fashioned boots stand out, like the leather trim, inverted seams, topstitching, and classic buckle with metal rivets. A full-length inside zipper gives you easy on and off, and stretch gore at the collar ensures a comfortable calf fit. The flexible bottom with no-slip rubber outsole make these boots a natural for everyday wear. Lined with a synthetic fleece blend.
1.20" heel, 15" shaft, 13.70" circumference, 1.20 pounds
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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 128 customers
10 of 128 reviews
Cindy from Citrus springs, Fl
Jun 27, 2021

A highlight of my trip

5 5
I found a great pair of boots. Perfect fit. "On sale"! I was so excited then remembered we were backpacking, and there was no easy way to get them home. The saleswoman immediately offered to have them sent to my home via fed ex free of charge. They arrived two days after we returned home. I wish I had more time to shop for more items. The store was full of cute clothes. Hats off to Overland!!
Heather from Somewhere in the world
Jun 6, 2021


5 5
On a recent trip to Telluride I purchased these boots!!! They are so comfortable and so cute! I get compliments every time I wear them!
Cathy from Collinsville ct
Jun 2, 2021

I really like these boots

5 5
The boots are scrumptiously comfortable. The shading on the toe and heel are way darker than in your picture
Eileen from St Pete FL
May 29, 2021

I would buy these boots again

5 5
Love the soft supple leather and the comfortable fit, they are stylish yet comfortable. Very well-made worth every penny. I'd rather buy a quality pair of boots that I have to buy two cheap pairs they don't look as good or feel as good while I am wearing them
Cookie from ATL, GA
May 13, 2021

Very lightweight boots 👢 ever!!

5 5
I got this Regan boots for my birthday from my husband! I didn't expect that it would be so comfortable! Extremely lightweight and very very comfortable!! I got the Sheepskin B-3 jacket too and these are perfect together to wear! It's very warm and very stylish and happy to walk down the street! Darker toes don't bother me at all :) Size is little small so I had to exchange from 38 to 39. FYI, I usually wear 7.5 for Nike or Sketchers
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Shirley from In.
May 2, 2021

So unique-love the blended colors

5 5
Well made in Poland. Unique color & very classy. I love the dark tipped toes, adds so much to the looks. Also very comfortable & true to size. Love all my purchases from Overland!
Tiamat from Bay Minette ALABAMA
Apr 14, 2021

Master Craftsmenship

5 5
High grade stitched leather
Anne from Mission Viejo CA
Apr 1, 2021

Gorgeous! Well-made

5 5
The distressed leather gives these boots character and the stitching is top notch. They run true to size. Great foot support. I can see that these boots will be comfortable for all day wear. The only drawback is that it fits a little loose around my calf even after adjusting to the last hole.
Az from Maple grove, Mn
Mar 29, 2021

Love these boots!

5 5
These boots are beautiful and comfortable!!
Retirednurse2 from Illinois
Mar 28, 2021

Absolutely beautiful boots!

4 5
These boots are sooo beautiful, soft leather, warm interior and nice height heel. They'll be fantastic for our cold unpredictable Midwest winters with the lug sole, but....the shaft is pretty slim. I have what I consider pretty standard size calves based on all the reviews I read, but I can't get them zipped over the widest section of my calf. I absolutely love these boots and the foot and ankle fit fine but due to the narrow shaft I gave them a 4 star. I thankfully got them during a great sale so I'm going to keep them in anticipation of being able to wear them after I lose the Covid weight I'm currently working on. They are my motivation to stay honest, because I really want to wear these next fall! Highly recommend if you're looking for something a little different, just keep in mind that the shaft isn't meant for anyone with a little larger or athletic calf.

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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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