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Availability:
In Stock.
Arrives
Wednesday, Jun 17
Color: Whiskey Leather
Size: 6
Description
Sam Edelman shoes epitomize chic comfort. With exceptional materials and fine styling, each pair of Sam Edelman shoes is an affordable luxury that cleverly combines a youthful outlook with a worldly sensibility. Sophistication with down-to-earth appeal mean that these shoes are made to be lived in. Whether it's a classic revisited for a modern interpretation or a cutting edge design, Sam Edelman shoes always keep an emphasis on comfort.
Item model number : SamEdelman-Penny2
Department : womens
Date First Available : June 5, 2025
Manufacturer : Sam Edelman
Manufacturer’s warranty can be requested from customer service. Click here to make a request to customer service.:
Best Sellers Rank: #417,195 in Clothing, Shoes & Jewelry (See Top 100 in Clothing, Shoes & Jewelry) #1,301 in Women's Knee-High Boots
#1,301 in Women's Knee-High Boots:
Customer Reviews: 4.2 4.2 out of 5 stars (2,856)
Color: Whiskey Leather
Toe Style: Round Toe
Boot Form Type: Equestrian Boot
Heel Type: low-heels
Seasons: All
Pattern: Solid
Style Name: Classic
Occasion: casual
Boot Shaft Height: 16.75 Inches
Item Weight: 1.25 Pounds
Shoe Height Map: Knee-High
Shaft Circumference: 15 Inches
lining-description: Synthetic
Insole Material: Man Made
Sole Material: synthetic
Material Fabric: Basto Crust Leather
Brand: Sam Edelman
Model Name: Penny Classic
Style Number: Penny
UPC: 017119210947
Global Trade Identification Number: 47
Manufacturer: Sam Edelman
Item Type Name: Equestrian Boot
Closure Type: Zip
Water Resistance Level: Water Resistant
Embellishment Feature: Bow
Frequently asked questions
If you place your order now, the estimated arrival date for this product is:
Wednesday, Jun 17
Yes, absolutely! You may return this product for a full refund within 30 days of receiving it.
To initiate a return, please visit our Returns Center.
View our full returns policy here.
To initiate a return, please visit our Returns Center.
View our full returns policy here.
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Top Amazon Reviews
Overall these boots are amazing. Great value for the money. I've received many compliments on them and would recommend them to others. I have athletic calves and narrow ankles and my biggest gripe with most riding boots is the bunching that inevitably occurs around the ankles after normal wear. I am noticing less of this with the Penny Riding Boot but it still feels to be a bit loose around the ankle. Update: After wearing in 1.5 winters I can say the quality stands and my only negative comment would be that the leather in the foot bed seems to stretch a little bit. If you’re between sizes then size down so your foot doesn’t slide around later. Pros: - beautiful, premium quality and overall fit - very comfortable - true to color - soft buttery leather - easy to zip on and off - elastic detail on shaft provides a little wiggle room to fit boot socks or thick leggings Cons: - Small amount of bunching around the ankle (for those w/ narrow ankles)
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Reviewed in the United States on November 16, 2016 Reviewed in the United States on November 16, 2016 by Megan Lyn
Color: Black Leather
Size: 7
So...I own the Frye Melissa button and I would say these are comparable in style for over 50% less. No, it's not Frye, but it's a nice boot. It's surprisingly nice for $150. Maybe shockingly nice for that price. The leather is really soft albeit thinner than the Melissa Button, so it might not stand on it's own. I have a boot rack, so not an issue for me. Also, there are plastic boot inserts that work wonderfully. I use for storage. The only negative is the boot runs a tad long in the toe/foot. I think closer to a 7.5. I am always a solid 7 except when it comes to Sam Edelman. Their sizing is inconsistent. I would exchange for a 6.5, but I feel the foot would then be too tight, so I'm keeping these. Oh...there are really comfortable. The rubber sole is nice too...no slipping. I almost forgot...there are really cute!!!
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Reviewed in the United States on January 12, 2015 by T. Johnson
I have a boot addiction. I bought these boots in search of a Frye lookalike boot but with more comfort and stretch. I purchased these boots in grey and they were beautiful and crisp coming out of the box. The inside of the top of boot is shorter than the outside part of the leg which leaves an asymmetrical appearance that I like. I am a typical 9.5 in boots and a size 10 in shoes. I have small calves and long, thin legs and these fit mine perfectly. Good boots like these will stretch with use. I am already noticing a bit of stretch around the ankle after only 2 wears. I hope this doesn't continue too much because I don't want them to appear baggy at the ankles. There is a touch of black shadowing along the base/sole and heel, which gives a classy look. There is a thicker patch of leather behind the heel that adds a nice effect as well. I like the zipper up the back with snap across. My only complaint is that the foot is pretty tight in width and I have extremely narrow feet. I do have bunions, however, which is likely causing the problem. The area around my bunions feels the tightest and is already starting to show the knot through the leather. If you have bunions, I don't recommend these in comparison to other boots I own. Update 11-16-17: I’ve now worn these boots about 10 times and they fit perfectly. The stretched out gradually and have molded beautifully to my feet. The are so comfy that I find myself wearing them all day, even when I’m home from work! Very impressed with their durability and high quality leather.
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Reviewed in the United States on November 16, 2016 Reviewed in the United States on November 16, 2016 by Becky C.
Color: Whiskey Leather Wide Calf
Size: 9
I came across these boots via a blogger I follow and they are SO cute. I wear 8.5 or 9 in flats and usually a 9 in boots. I selected the 9 in these boots and they fit well! I like the wide calf for comfort. Interestingly, the foot part of this wide-calf shoe is somewhat narrow. I ordered these while I was pregnant and received them while I was in the hospital giving birth. When I got home, I tried them on, and I couldn't get them on due to normal pregnancy swelling in the foot. However, a few weeks later, my swelling has apparently gone down as I (thankfully!) can fit them. I have a few other pairs of Sam Edelman shoes and I purchased them in the wide version (9W was more comfortable than the 9M) so if this boot had been available as a wide calf + wide foot, I probably would have chosen that instead. The boots are well made and will hopefully last for many years to come with proper care!!
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Reviewed in the United States on March 10, 2016 by Kate
I really like these boots! I ordered a size 9 and they fit me perfectly. I usually wear a size 9 or 9.5 but I am glad I went for a size 9. These are quality boots, and they look expensive too. They might be a little snug fitting at the front of the boot for some people that have flat feet, and thus I would not recommend them if you have flat and wider feet. I ordered these boots in grey frost, and the color of these boots is just as expected from the picture. They are comfortable to walk on, and because the leather is very soft it does not take all too long to break them in either. All with all, these boots are great for the price!
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Reviewed in the United States on November 19, 2016 by Brendan McGuinn
Color: Black Leather
Size: 8.5
I got these boots and they’re very very pretty. The problem is they squeak really bad when I walk. I bought them in September and our weather did not get cold until December. That’s when I found out how bad they squeak cause that’s when I tried to wear them. I’ve tried several things to eliminate the squeak and it will not stop. I called Sam Edelman‘s helpline and they said I have to go through Amazon. What do I do? My return date is passed.
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Reviewed in the United States on February 23, 2026 by moie
Beautiful soft leather. I ordered this because it was listed as size 11.5. Having received the boots, I don't believe they are an 11.5. They are very tight in the length. I am returning a size 12 pair of Sam Edelman boots because they are huge on me. But these boots listed as 11-1/2 are short in the toe length. Not adequate toe room. The box the boots came in was a plain box because the Sam Edelman packaging had supposedly been damaged and I don't see a sizing label on the boot interior, so impossible to verify what size I was actually shipped. The boots are very narrow. I happen to have narrow feet so that is great for me, but for someone with normal width feet, these boots might be very narrow. There is not much cushioning in the insole. Owing to the short toebox, it might be hard to install an additional insole for added cushioning. Had high hopes for these boots, but disappointed. The leather is soft, the color is a much richer whiskey color than shown in the photo.
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Reviewed in the United States on December 19, 2025 by Suzanne
Color: Black Leather
Size: 6.5
Great looking, quality and comfortable for walking in Europe. All around, wear with everything black boots! However size up if you're wearing 2 pairs of thick socks for winter. I'm usually a 5-6 and got a 6.5 which is perfect fit with a pair of socks but when the temperature dropped and I tried wearing two pairs of thick socks, zipper did not go up and sure enough it wasn't a zipper issue, it was just too tight so had to take one pair of socks off. Next time, I'll be getting 7 or 7.5 for extremely low temperatures as my feet get very cold. They're on the narrow side too. Other than that gorgeous boots. First time I get shoes online and use them for walking while traveling in Europe without breaking them in and no pain whatsoever. They were recommended on a travel site. Love them!!! Will get other colors soon.
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Reviewed in the United States on November 20, 2019 by P. Garcia