• Prison Boot - Dark Brown - Outside
  • Prison Boot - Dark Brown - Hero
  • Prison Boot - Dark Brown - Inside
  • Prison Boot - Dark Brown - Pair
  • Prison Boot - Dark Brown - Front
  • Prison Boot - Dark Brown - Back
  • Prison Boot - Dark Brown - Top Down
  • Prison Boot - Dark Brown - Sole
1 8

Men

Prison Boot

$409.98
$409.98 $478.00 USD
Shipping calculated at checkout.

Color:
Size:
Add Waterproof Balm for $9.98

Timeless Details, Quality Materials

Crafted with pride and built to last, our Prison Boot was introduced at our factory two decades ago. It features a tough rubber sole, thick laces and Goodyear welting that ensures it can be re-soled repeatedly. Proudly crafted in the USA.
  • Stonewash Pull-up Leather
  • Round toe
  • 5 1/4" shaft height
  • 9 3/4" calf circumference
  • Lace-up front closure
  • Leather lining
  • Goodyear welt construction
  • Rubber outsole

Overall rating: 4.282511 / 5 from 223 reviews.

AI Generated Review Summary

The Prison Boot is praised for its outstanding quality, great look, and comfortable fit. Customers appreciate its high-quality leather and classic style, though feedback on sizing is mixed.

Summary topics

  • Boot Color (6%): Customers keep praising the color of the boots, describing it as great, awesome, and beautiful.
  • Boot Construction (4%): It was highlighted by customers that these boots are constructed very well with what appears to be good leather.
  • Boot Fit (12%): It was observed by customers that the fit of the product was great and comfortable, with some mentioning it as a perfect fit.
  • Boot Leather (12%): Customers raved about the leather, describing it as soft, supple, and of high quality.
  • Boot Style (9%): Customers expressed satisfaction with the style, as it was described as great, classic, and classic.

Review topics: ["color","feel","look","problem","fit","leather","quality","boots","style","size","construction","shoes","finish","comfort","design","pair","material","craftsmanship","protection","wear","value","model","frye","soles","boat","break","laces","feet","comments","picture"].

Review highlights

  • "The style is great I have many different brands of boots and this prison boot style is unique and looks great." — Jake R.
  • "These boots are constructed very well with what appears to be good leather." — Stephen D.
  • "The looks and quality are outstanding." — Daniel T.

Reviews

"I like the worn look on the boots. I order 1/2 size down. I'm normally a 9.5 and for a 9 and they fit great."

— Mark (5/5)

Exchange for another pair -

"Exchange for another pair - something truer to picture on website."

— danny m. (3/5)

Leather is unattractive. Fit is

"Leather is unattractive. Fit is tighter than any of my other frye boots. Was on 'final sale' so I wasn't able to return this goose-egg of a boot."

— glenda m. (1/5)

Great boot. Would buy them

"Great boot. Would buy them again."

— Jennifer D. (5/5)

Love’em

"After new soles, and new heels twice, my old pair finally bit the dust after about 25 years. I searched high and low for a new pair before finally going online to your site. I like a flat smooth sole, hard to find. Seems like all shoes and boots have ridges."

— Jack j. (5/5)

Heel Broke first wear

"I could not have been more excited for this boot. They look and fit fantastic. Unfortunately, I wore the boots for the very first time last night. When I was taking off the boot, the entire heel came off. No one has answered any of attempts to contact the company. I saved up for months to afford this 500 dollar product, than the first wear the heel came off completely. Sevral other of the 1 star review's have had this same exact issue with the heel. I need someones help please."

— cal (1/5)

Bad Quality

"For 20 years I have been a customer of the brand and this is the first time I have had a complaint about the product. Both boots have the heel detached from the sole, attached by screws, which will come off in a short time. In addition, the left boot has a cut on the side. It is a pity that the product is so expensive and has come with such a poor finish."

— juan r. (1/5)

good product. . . . . walked around the store

"good product. . . . . walked around the store and fit great. . . . . . not for walking 8 or 10 miles on the Appalachian trail but GREAT eveyday casual boot."

— Tyran B. (5/5)

An awesome boot. Stylish and

"An awesome boot. Stylish and comfortable. 10/10."

— Eric R. (5/5)

New to the brand

"This is my first Frye purchase. I came across the Prison Boot style in an advertisement and immediately liked the look of the boot. I read the sizing reviews and they mostly pointed towards running a little big. I ended up buying my normal size and they fit perfectly. The boot is heavier than I was expecting and the leather was thicker. A very well made boot that should last a long time. I also like the style more than I did just seeing the pictures online. I’m happy with my purchase. ."

— Richard R. (5/5)

Q&A