Customer Reviews Sam Edelman Penny Leather Riding Boots

I really wanted to like these boots as they are the closest I have been able to find to what I want and they don't cost and arm and a leg. They are decent quality leather, carefully constructed, and have a nice lining. The arch support is not very good, and the foot area feels a little flimsy, but I wasn't really expecting these to be super supportive. Unfortunately, I am returning these as the very top of the shaft was just too wide for my muscular calves to the point where the top stuck out from my leg especially in the back. It was especially noticeable when I tried them on with tights. It might be ok with jeans, but my primary use for these is with dresses and skirts in the winter and I'll be wearing tights.

I really like this boot. I wore with Jeans and they fit great! I’m 5’10” tall so I have long legs and I have muscular calves/legs so the boot was a perfect fit for me. First day wearing them, no pain or blisters. Very comfortable. My only small complaint is the color does not exactly look like the picture. I was expecting a darker brown “whiskey” color as shown above. However the color was more of a “camel” or light tan. I can live with the color because it pairs well with jeans.

My boots just arrived today, and I am impressed with the quality of the leather which is very soft. They have a similar appearance to the Frye boots except at a lower cost. I usually wear 6 1/2 or 7 so I ordered the smaller size and they fit well around the foot and ankle except for the calf circumference which is a bit wide. Although, I do have very thin calves, so I plan on wearing chunky boot socks underneath. I am 5'3" and the top does not come all the way up to my knees, so they don't make my legs appear shorter like other riding boots I have tried on. After much trial and error, I have finally found the perfect riding boot for me.

Super fashionable and functional!!! I walked over 169,000 steps while honeymooning in London & Paris - most of those steps were taken while wearing these boots. My feet did not get sore. I did not get one blister. It is the first time I've made it through a vacation that included a lot of walking without suffering some awful foot related pain. I have bad ankles, bone spurs, weak arches, and over-pronate. I am absolutely amazed (and super grateful) for how well these boots did. They were also perfect for the fall weather!

Love these. Comfortable straight out of the box. Fit true to size. Whiskey color is great, and leather is flexible and soft. Good foot support. Bought instead of Frye because of the zipper and lower price. Very satisfied.

I've been wearing these boots just about every other day since I got them. Having worn these boots for the past 2-3 weeks I don't think I would repurchase this boot if I had to do it again because for the price, I would have just invested another 100$ for a more high quality boot because I can't imagine this boot lasting as long as I want it to. The leather is thin and the inside is lined with a stretchy fabric making it have virtually zero break-in time. However, I already see my boots slouching a bit and getting stretched out a lot faster than I would want. The aesthetics are cute and is what made me attracted to them (classic cut without being generic/boring.) but if you look too closely, it a little on the cheap end thanks to the leather being so thin. It's like shopping at a department store, you get what you pay for. I like these boots but I don't think I "love" them.

They are a decent boot, but the type of thing you'll find at discount stores like Marshall's or TJMAXX. In fact, after I returned these, I found the same brand there. They aren't bad boots, but I wasn't in love with them at all. I thought the pictures looked much nicer than what showed up at my doorstep. I guess I'm really picky about leather. They almost felt plasticy to me. I guess I'm going to have to buckle down and spend more money on something like a pair of Frye's to get the quality I want.

My neighbors are wondering if I am opening a shoe store with all the Zappos boxes that have come and gone in the past week! I initially got these Penny boots in my size, 7½M. Much too my dismay these were impossible to zip over my 16" athletic calves. I literally broke a sweat trying to zip them and was not successful. I thought I might need the wide calf, but those were way too wide. So my final order and last resort was to simply size up to an 8M in the regular width boot and pray that the extra half inch in the calf would help. Success! I am so glad because these boots are beautiful: the leather is buttery, the stacked heal has a cool suede finish, the snap detail and burnished brown on the heel and toe are really nice, stylish touches! I got them in Whiskey and now that I know my size I am very tempted to get them in more colors! If you have a 16" calf and a larger shoe size you will probably be fine. If you are my size go up half a size to an 8M, but know that even with that you can wear these over leggings, but not likely over jeans. I may try it once they stretch out more but for now I know they zip up over leggings just fine. These are true to size, so the 8 is a touch roomy but nothing thicker socks cannot help.

For reference, I'm 5'2" with large feet and an athletic calf circumference of 16 inches, which is supposed to be on the border between the regular (Penny) and wide-calf (Penny2) versions, so I tried both. Remember that this measurement is at the top of the boot, and the widest part of the calf is much lower. So, the height of your calf does make a difference. Well, the wide-calf ones were huge. And the regular-calf ones were initially so tight that zipping them up over bare legs was a challenge (the shoelace trick works well to avoid bruising your fingers). Sad, because I love the style, and the leather and quality seem excellent. However, after walking around the house for a few minutes, I noticed that the calves seemed looser—becoming very comfortable in fact. But, I wanted to wear them with my skinny jeans, not bare legs, so I tried again. Once again, they were so tight that using a shoelace was the only way to get them zipped (being very careful not to break the zipper, of course). I finally succeeded in getting them zipped all the way up, and again noticed that the calf began to loosen after a few minutes walking around. WOW! Perfect fit! Cuddly-snug without feeling tight. Yes, these are real leather. Soft leather that conforms to the body very nicely. After a couple of days wearing them over jeans, I no longer need the shoelace to get them zipped. I also read the reviews that said these run narrow, so I got the wide-width (9W) although I generally wear a medium width. They do run narrow. The wide-width felt snug across the instep, but not uncomfortably tight. My normal size is 8.5 or 9, so I got the 9W. Lengthwise, an 8.5 probably would have worked fine, even with heavy socks. By the time I figured that part out, I’d worn them for a day and so can’t return them. If my heel keeps slipping, I’ll add a heel pad or an extra pair of socks. The color is slightly lighter than the photo on my monitor, but is a medium shade, warm, light brown, not as pale as some reviewers have reported. For the nerds out there, the closest color match is R133 G65 B28. Whiskey is a reasonable color-name. They’re so comfortable that I’m considering getting another pair in black or grey. Finally, in the long-lasting hunt for great boots—success at last! They also look very well made and should last a long time.

I searched forever on Zappos to find a reasonably priced, good looking, and comfortable boot and I found it in these! Everything is just as expected. The leather is buttery soft and exactly the whiskey color I was looking for. I was worried about the calf size since I did not get wide calf, but they fit perfectly over leggings and skinny jeans. Highly recommend!

I love these boots. They were comfortable right out of the box; stand up nicely (I hate slouchy boots) and the grey color is fantastic. Also, I almost did not buy these because of all the reviews that said the calf is so wide; I am not sure what folks are talking about. I consider my calves thin to average, and these fit perfectly around the calfs!

Horrible! When I opened the package the smell of "chemical" was so strong I had to take the boots and the box into another room where I could contain the stench. What was that? Do I really want to know? After a few hours with the box open closed up in a guest bedroom with the window open and I went back, you could begin to smell the "good leather" smell a quality boot/shoe is supposed to have but that other smell has me extremely wary. Well. I am an exact 8.5 Wide. The reviews said size down so I went for an 8 Wide. It was very much too small. And not too short, either, the boot was NARROW. I don't think sizing up two sizes would allow it to be wide enough. This is a narrow foot boot. Now, I'm athletic and have muscular calves. As for the shaft, yes, it was wide and there was plenty of room for an athletic/full calf. Overall, however, I would say this boot is a complete failure. Something I might expect in the wally world price range. Some people praised the look of the leather and it was okay, in my humble opinion, while yes, you can tell it is real leather it had more of a "pleather" or "PU leather" than what it was. This was my first Sam Edelman purchase and if this is representative of their work I'll not be shopping their products again. Except for the fact they do accommodate a full calf well I would say this boot is a complete failure and for goodness sakes, that chemical SMELL. What is going on there? That was bizarre, and not in a good way!

Love these boots. The whiskey color is what I've been looking for and the leather is soft. I also like the fact the leather was not pebbled. I originally purchased this Penny boot in my regular size 7.5 in the regular width. When I tried them on, they felt really narrow and tight in the footbed. I thought they would stretch out after a few wears. I didn't last through a few wears. The first time I wore them was to a holiday photoshoot which lasted no more than 20 mins. My feet were in PAIN! The footbed was so narrow it squeezed my toes together to where I couldn't move them at all and they fell numb. I couldn't wait to get home and pull them off! I gave them a second chance though. I put them on one morning and was ready to go run errands. I didn't make it out of the house before I had to take them off because my toes fell numb again. That's when I decided to return them. After shopping around for a new pair and didn't find anything, I got an idea of trying this boot in a WIDE; not wide calf but wide footbed. Again, Zappos didn't disappoint with their shipping time. I ordered it in the afternoon and it arrived the NEXT day. They always AMAZE me with their shipping time. I was nervous trying them on but to my surprise they felt perfect. SO much more comfortable than the regular size. The calf circumference was the same, just the footbed felt normal and not extra narrow. Sorry for the long review but it did take me awhile to find these and think maybe others have had the same issue with the narrow footbed so hoping this review will help. Definitely order your regular size but select WIDE WIDTH. Can't wait to wear these boots this winter.

I am very pleased with these boots. I wear a size 10 and have very athletic calves (border on wide calf size in some brands). This pair of boots fit well with jeans tucked in. I also really like the asymmetrical height (higher on the outside). Just the right amount of hardware.

I really wanted to love these. They are super cute and exactly what I was looking for style-wise. Unfortunately they just didn't feel right. The back zip ends about mid heel and it is so annoying. You can definitely feel it and it's all I could think about when I had them on. They also ran a little small. I am a pretty true 8.5 and they were a bit too snug so I returned them for a 9, which fit better but didn't alleviate the annoyance of the zipper. Also was really disappointed in Zappos for the first time because when I revived the 9, they were just in an unmarked cardboard box, too small for the boots so they were folded over. The 8.5 that I originally received didn't have that problem. They were in a real Sam Edelman box that was the correct size so that the boots didn't have to be folded over.

To further add to my review, the boots I have are actually two different colors?? What a terrible buy for $150.

I was so scared to receive these in the mail because I have a bigger leg, so I was scared they wouldn’t fit. I also read the reviews and it said order a size up because they run small. NOT TRUE! I wear an 8 and I got a 8 1/2 wide and I would have preferred a 8, but I’m not sending them back because I have somewhere to go this weekend (hahaha), but I love them. Get true to your size and don’t be afraid to order if you have a larger calf. They fit!

They were not wide and fit just like any regular width boots I have tried in the stores. I also have a high arch and they did not feel like they had any arch support.

Love the color. They are a bit lighter in person than what the website shows. A little narrow. Had to return for a larger size. I can wear them all day with no problems.

Wow! These are really great, well made boots! I just put some candle wax on zipper because they were stiff and I am ready to go! My calf is 13 1/2 inches wide and I’m a true size 7. I love the non-slip, stacked heels. They are so soft and don’t need any breaking in...in fact I don’t think I’ve ever had a more comfortable boot! They will to be great for CA winters and travel!!!

I lov the blue color of these, however, the calf part is tighter than expected. I measured my calfs before ordering and these should have fit, but it's a little struggle to zip up each time i wear them. they're ok but not as comfy as i hoped

These are my favorite boots. I have had them for 8 months now and they still look new. I stand and have to walk around a lot for work, these boots are very cute and comfortable. I have taken these on trips where a lot of walking was involved in the rain, these are so very comfortable- and 8 months later I still looking great.

I bought these in the whiskey and they have been a great boot. Very stylish and go great with jeans or tights. Easy to dress up and down. I bought them in red this time and they are great! I’m 5’10” and have an athletic build. These land about an inch below my knee and aren’t too snug around my calves.

I could not be happier with these boots, or the service provided by Zappos. The boots are gorgeous - soft supple leather, spot on color to what is shown. I am typically a 10M, but after reading the reviews, I went with a 10W and they're perfect. I have a 16" calf and the standard width calf also fits perfectly, snug with leggings tucked inside but I'm sure they will give some with wear. There are no apparent issues with the placement of the zipper at the back of the heel, as some have noted (though I have only worn them around the house so far). I placed this order Saturday night at around 8 pm. No sooner had I placed the order when I realized I made a mistake and called Zappos. The rep helped me change the error immediately and, GUYS!, the boots arrived TODAY! It's Monday! How did they do that?! Really really happy. Can't wait to wear them tomorrow! Thanks Zappos!