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Women’s Annie Leather Riding Boots

STYLE # 50343
Available colors
Size Guide
In Stock - Orders placed within the next 1 hour and 13 minutes ship today
  • Tall leather riding boots
  • Durable leather exterior, side zip entry, elastic gore inserts for a sleeker fit, short stacked heel and treaded rubber sole
  • EU36 (US 6), EU37 (US 6.5), EU38 (US 7-7.5), EU39 (US 8-8.5), EU40 (US 9-9.5), EU41 (US 10), EU42 (US 11)
  • 1.50" heel, 15" shaft, 14" circumference, 1.35 pounds

Women’s Annie Leather Riding Boots


Whether you’re saddling up or strolling the town, these tall, cowhide leather boots will navigate the adventure with comfort and good looks. A full-length zip closure eases you in and out, while a 1.5" wide elastic insert along the back length of the shaft adds comfort stretch and textural contrast to this stylish boot. Enjoy all day comfort with a soft leather lining and cushioned leather footbed, along with treaded rubber outsole for a stable step.
EU36 (US 6), EU37 (US 6.5), EU38 (US 7-7.5), EU39 (US 8-8.5), EU40 (US 9-9.5), EU41 (US 10), EU42 (US 11)
1.50" heel, 15" shaft, 14" circumference, 1.35 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 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.

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Reviewed by 23 customers
Displaying reviews 1-10
By Kathy country girl from Pittsburgh PA
5 5


5 stars +++ expertly constructed, fit perfectly. I love be the product and the company mission. Cannitveate them high enough
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By Alyssa from New York, NY
5 5

Better than I thought they'd be

Just bought these boots for the Fall and I am beyond impressed. Shopping online, you never really know what you're going to get when it arrives and these boots were even better than I thought they'd be. They are absolutely beautiful- the color is that perfect Fall-brown and the quality/craftsmanship is evident. They are sturdy and slightly cushioned in the insole, which was a pleasant surprise. Can't wait to start wearing them once the weather cools down and I'm so glad I was able to find a pair of boots that will last for years to come (at such a great price)!
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By J from Omaha
5 5

Love these.

Very sturdy and comfortable.
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By ellen from O'Fallon mo
5 5

I love these boots

The boots are good looking and comfortable. They appear to be very durable . I would recommend these boots. They fit well in the stirrups and are easy to put on and take off.
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By Sunny from Colorado Springs, CO
5 5

These riding boots are stunning!

They are slim around calves which is what I was going for to accommodate my slim calves, but they're still a bit baggy on my calves! But it's manageable, I just wear boot cuffs. They are beautiful leather and stunning quality. Definitely stiff and require a break-in period. I love them with leggings or jeans!
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By Linda O. from Emmett,Idaho
4 5

I'm sure I would purchase for myself

Bought these as a gift for my Daughter.
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By krose from Oklahoma
5 5

My husband loves these!

I love the smaller calf diameter. Great leather quality
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By KM from Santa Fe
5 5

Great calf size

I am 5'9 and 135 lbs and almost every boot I try on is HUGE on my calves. The circumference of this boot is flattering for a normal sized/thinner person. The zipper on one side does seem to snag but I think will improve with use.
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By christian from prescott az
4 5

Good Quality boot

Love the look and feel
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By VAD from CA
3 5

nice, but sizing is a little off

I wish these came in 1/2 sizes. I ordered a size 8 and they were too narrow, but the length was ok. After wearing them for 2 days, they did not stretch as the salesperson said they would. So, I exchanged them for a size 9. The 9 was great width wise, but were a bit long, but I wear thick socks. They are comfy and warm, but the 9 does feel a little big. I wish they had an 8 1/2. That size would have been perfect!
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Displaying reviews 1-10

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