Top 11 Knee High Boots Riding Style 2020 for Women

Women all around the world have started to wear riding boots as casual footwear a few years ago and they seem to stay in fashionista’s wardrobes for a long time. We made the selection of knee-high riding boots that will satisfy any taste or style. Below there is a comparison table with best riding boots models from different brands and with a different design.

Compare Knee High Boots

PhotoBrandModel Price on AmazonUpper MaterialSole MaterialColorsDimencionsFeaturesOur Mark

Best Choice

FRYE Women's Carson Riding Button Boot Thumb

FRYEWomen’s Carson Riding Button BootLeatherSynthetic3 colorsapproximately 1.25″ (3.18 cm)
  • Pull on closure
  • May be used for horse riding

Best Choice

FRYE Women's Cara Roper Tall Riding Boot Thumb

FRYEWomen’s Cara Roper Tall Riding BootLeatherLeather3 colorsapproximately 1″ (2.54 cm)
  • May be used for horse riding

Sam Edelman Women's Penny 2 Wide-Shaft Riding Boot Thumb
Sam EdelmanWomen’s Penny 2 Wide-Shaft Riding BootLeatherSynthetic4 colorsapproximately 1.25″ (3.18 cm)
  • Asymmetric shaft and single ear pull with embossed button
  • Zipper closure
  • May be used for horse riding

Sorel Women's Slimpack Riding Tall II Snow Boot Thumb
SorelWomen’s Slimpack Riding Tall II Snow BootLeatherRubber3 colorsapproximately 1.5″ (3.81 cm)
  • Molded EVA footbed with arch support
  • Microfleece top cover
  • Insulated waterproof vulcanized rubber shell
  • Non-slip bottom

LifeStride Women's Xandywc Riding Boot- Wide Calf Thumb
LifeStrideWomen’s Xandywc Riding Boot- Wide CalfLeather and fabricSynthetic3 colorsapproximately 1.25″ (3.18 cm)
    Shaft measures approximately 15.25″ (38.74 cm) from arch / Platform measures approximately 0.25 inches (0.64 cm) / Boot opening measures approximately 16″ (40.64 cm) around

Clarks Women's Malia Skylar Wide Shaft Riding Boot Thumb
ClarksWomen’s Malia Skylar Wide Shaft Riding BootLeatherRubber2 colorsapproximately 2″ (5.08 cm)
  • Ortholite footbed
  • Zipper closure

Breckelle's Women's Alabama-12 Knee High Riding Boot Thumb
Breckelle’sWomen’s Alabama-12 Knee High Riding BootsSyntheticSynthetic4 colorsapproximately 1.6″ (4.06 cm)
  • Round-toe
  • Zipper entr
  • Lace-up construction

Breckelle's Outlaw Women's Lace Up Knee High Riding Boot Thumb
Breckelle’sOutlaw Women’s Lace Up Knee High Riding BootsSyntheticSynthetic3 colorsapproximately 1″ (2.54 cm)
  • Zipper entry
  • Lace-up construction
  • Non-slip bottom

Generation Y Womens Knee High Boots Lace Up Combat Buckle Straps Low Heels Shoe Thumb
Generation YWomens Knee High Boots Lace Up Combat Buckle Straps Low Heels ShoesSyntheticRubber4 colorsapproximately 1.5″ (3.81 cm)
  • Zipper closure
  • Adjustable buckle straps
  • Lace-up front

DREAM PAIRS Women's Riding Knee High Boot Thumb
DREAM PAIRSWomen’s Riding Knee High BootsSyntheticRubber4 colorsapproximately 1.25″ (3.18 cm)
  • Adjustable buckle closures
  • Buckled straps at ankle and quilted zipper accent
  • Instep zipper for easy on/off

Riverberry Women's Mia Smooth Knee-High Low Heel Riding Boot Thumb
RiverberryWomen’s Mia Smooth Knee-High Low Heel Riding BootSyntheticSynthetic4 colorsapproximately 1″ (2.54 cm)
  • Decorative shaft top and ankle strap accent
  • Zipper closure
  • Slightly padded insole

FRYE Carson Riding Button Boot

FRYE Carson Riding Button Boot Review

FRYE Cara Roper Tall Riding Boot

FRYE Cara Roper Tall Riding Boot Review

Riding boots from Frye have a simple pull on construction without a zipper or any additional details and decorations. Model Carson is running slightly big, so order them a size smaller and this boot is surely made for tall women. The other model, on the contrary, is small and for the perfect fit, you will have to size up. Bottoms are slippery, so be careful on the icy street. In general, the quality is average.
Boots are available in black, cognac, beige and chocolate color.

  • Simple design
  • Comfortable
  • Soft insoles

  • Slippery bottoms
  • Not good quality of the materials

Sam Edelman Women’s Penny 2 Wide-Shaft Riding Boot

Sam Edelman Women's Penny 2 Wide-Shaft Riding Boot Review

These Sam Edelman boots will work great for women with wide calves, but they are not bulky at the ankle. They feature zipper with snap tab at the back. Leather upper is very soft and will conform to the form of your foot, though the area near the toes can be slightly snug, as shoes have an almond shape. Boots are available in black, whiskey, olive and gray color.

  • Made for wide calves
  • Soft and stretchable leather
  • Sturdy bottom with a grip
  • Cushioned footbed
  • Zipper at the back

  • Can be narrow in the toe box

Sorel Women’s Slimpack Riding Tall II Snow Boot

Sorel Women's Slimpack Riding Tall II Snow Boot Review

Sorel riding boots are very warm, waterproof and most importantly durable. But they lack some ventilation, so probably your feet will get wet after a few hours of wearing. There is no zipper or laces just simply pull on construction and it can be difficult to put boots on. There are some complaints about slick bottoms, though soles have some grip.
But all in all, this model is quite comfortable and reliable.

  • Quality materials
  • Durable
  • Waterproof
  • Very warm
  • Cushioned EVA insoles

  • Slippery bottoms
  • Not breathable materials
  • No zippers or laces

LifeStride Women’s Xandywc Riding Boot

LifeStride Women's Xandywc Riding Boot Review

LifeStride boots have extremely wide calf area with a stretchable piece of fabric at the back, there is enough room for skinny jeans. But at the bottom, shoes are pretty narrow, so if you have wide feet you should order boot half size bigger. This model feature zipper and it is quite easy to pull the shoe on and off. Also, it is said in the description that boots are made of leather, but actually it is synthetic material. Available in 3 colors.

  • Made for wide calves
  • Zipper entry
  • Provide arch support

  • Can be too narrow in the toe area

Clarks Women’s Malia Skylar Wide Shaft Riding Boot

Clarks Women's Malia Skylar Wide Shaft Riding Boot Review

Boots from Clarks are as comfortable as all Clarks products. They have a really soft footbed that provides good arch support. Among all other reviewed models this one has the highest heel – about 2 inches (5 cm), so boots will give you a little lifting without discomfort. All used materials are of a high quality and you can be sure that this shoe will serve you for a long time. As for disadvantages, the calf area is stiff and narrow. Boots are available in black and brown color.

  • Quality and durable materials
  • Sturdy soles
  • Soft and comfy cushioning
  • Zipper entry

  • May not work for wide calves

Breckelle’s Women’s Alabama-12 Knee High Riding Boots

Breckelle's Women's Alabama-12 Knee High Riding Boot Review

Breckelle’s Outlaw Women’s Lace Up Knee High Riding Boots

Breckelle's Outlaw Women's Lace Up Knee High Riding Boot Review

Here we have 2 models from brand Breckelles, they have similar look, only having a difference in boot shaft height. If you have shorter legs, probably the second model will be a better option for you as the upper is a little bit lower and won’t hit the knee area and restrict movements. Boots have a lace up front, so no matter if you calves wide or narrow, you have the opportunity to make the perfect fit. And for easy on and off there is zipper entry. Alabama shoes are available in black, brown, beige and tan colors and other boots are presented in brown, tan and ice.
The biggest and most noticeable disadvantage is the shoe’s specific smell. Also, quality of used materials, as well as other details, is quite poor. So, these boots will be great for a party, but they are not the best choice for everyday wear.

  • Stylish design
  • Lace-up front
  • Zipper for fast and easy on and off
  • Non-slip bottom

  • New pair of boots has specific smell
  • Not durable zipper
  • Poor quality of materials

Generation Y Womens Knee High Boots Lace Up Combat Buckle Straps Low Heels Shoes

Generation Y Womens Knee High Boots Lace Up Combat Buckle Straps Low Heels Shoe Review

Next model from Generation Y like previous boots features lace-up construction and zipper. Also, shoes have buckle straps that can be adjusted as you like. The material may feel slightly stiff, but it will stretch after a while. Bottoms have a nice grip, so shoes can be worn during icy or snowy weather. Boots are presented in 4 colors: black, taupe, tan and brown.
But the quality of these shoes is not very high, they will wear out pretty quickly.

  • Adjustable buckle straps and laces
  • Zipper entry
  • Good grip on the soles
  • Soft insoles

  • Poor quality of the materials

DREAM PAIRS Riding Knee High Boots

DREAM PAIRS Riding Knee High Boot Review

Riding Knee High Boots have stylish look, featuring decorative and functional zipper and 2 buckle closures. They are wide enough for big calves and run slightly large, but with a thick sock, these boots will fit just perfectly. Shoes are very comfortable for all day wearing and have little arch support. The lining inside the boot is very soft and pleasant. You can have this pair in brown, black, khaki and camel color.

  • Attractive design
  • 2 adjustable buckle closures that can be used for perfect fitting
  • Functional zipper of easy on and off
  • Cushioned insoles for extra comfort and support
  • Non-slip bottom

  • Shoes run slightly large

Riverberry Women’s Mia Smooth Knee-High Low Heel Riding Boots

Riverberry Women's Mia Smooth Knee-High Low Heel Riding Boot Review

Nice and simple riding boots with wide calf area. Have 2 buckles that can be adjusted to the shape of your feet. The upper material is synthetic, so boots can make feet feel a bit sweaty. In general, shoes are comfy and the quality is average. Boots are available in black, gray, brown and tan color.

  • Zipper and adjustable buckle closures
  • Will work for wide calves
  • Comfortable and warm

  • The quality is average

Our Verdict Dream Pairs

From all reviewed models FRYE Carson Riding Button Boot and FRYE Cara Roper Tall Riding Boot have everything that customers are looking for in boots. They are really comfortable, durable and feature high-quality materials.
Hope our recommendations will be useful for you, tell in comments your opinion, please.

Buyer’s Guide

What to wear knee-high boots in the riding style with?

In the traditional sense, jockey boots are knee-high boots, characterized by a low square heel and the absence of a zip (on the classic model). Initially, they were intended only for riding, but in the middle of the twentieth century, they became widespread along with the hippie movement. Today they are considered a must-have of the female wardrobe. Most fashion experts believe that ideal jockey boots should be cognac-brown, but we advise you to pay attention to black models as well.

In winter and during rainy autumn boots should be comfortable and practical. But, of course, it is perfect when the footwear combines convenience with beauty and style. The knee high boots in the riding style are exactly what you are looking for if you want to look stylish, regardless of weather conditions. Do not be intimidated by the name. These boots, indeed, were originally intended for riding, but falling into the hands of fashion designers, quickly transformed into everyday modern boots. Do not worry about anything buying any jockey boots as it is not difficult to find appropriate clothes to create a great look with them. There are plenty of options.

Knee-high boots in the riding style are usually decorated with miniature stirrups and thongs, buckles or zippers will please those who are always in search of adventure. They can be worn with light dresses or you can combine them with tight jeans. Jockey boots can be leather or rubber, demi-season or winter. These boots are very fashionable and comfortable, practical and at the same time stylish.
Let’s analyze what to wear jockey boots with. The main clothes for jockey boots, of course, are narrow skinny jeans. Dress them in a trendy sweater with the effect of hand-knitting. But not only jeans are suitable for creating an image with knee-high riding boots. The knitted short dress will perfectly contrast with such boots. For autumn, a short raincoat or any other short coat, a warm voluminous poncho will do. One of the best options would be the combination of a fur vest, narrow trousers tucked into boots and a three-dimensional leather bag.

Use of Knee High Riding Boots in Different Styles:

Classic jockey style

If you want to create the correct image of a jockey, choose a coat in tone for boots, or better replace it with a checkered jacket. This style is perfectly fit trousers-riding breeches, which are now very relevant for young people. You will not do without a turtleneck. And don’t forget to wear a cap.

Styles of “Country” and “Western”

Jockey boots – decoration of the style of “country”, because they are successfully combined with light short dresses. For the “cowboy’s girlfriend,” narrow jeans dressed in boots are suitable. A short leather jacket and bag, preferably brown or red, checkered shirt, knitted jacket, simple jewelry will complement these images.

What to pay attention to buying boots in the riding style?

When selecting jockey boots in a store, be sure to consider their specifics. Do not forget that their direct purpose is horse riding, so classic models will be made from pretty rough leather. Hence, we conclude that the size and style of such boots should be selected especially carefully so that they fit well.
For standard boots of this type, the distance from the knee to the shoe should equal your palm, otherwise, they will resemble Cossacks and will not fit into the jockey style.

Generation Y Women’s Shoe Size Chart

Generation Y Shoe Size Chart

Sorel Women’s Shoe Size Chart


Sam Edelman Women’s Shoe Size Chart

Sam Edelman Women's Shoe Size Chart

FRYE Women’s Shoe Size Chart


LifeStride Women’s Shoe Size Chart

LifeStride Shoe Size Chart

Dream Pairs Women’s Shoe Size Chart

S or 3AN or 2AM or BW or C/DXW or E
Size (USA)Heel to Toe (in inches)EuropeanGreat BritainMexico
48 1/43521.5
4.58 1/2352.52
58 5/835-3632.5
5.58 3/4363.53
6.59 1/8374.54
79 1/437-3854.5
7.59 1/2385.55
89 5/838-3965.5
8.59 3/4396.56
9.510 1/8407.57
1010 1/440-4187.5
10.510 1/2418.58
1110 5/841-4298.5
1311 1/444109.5
1411 5/84510.510

Clarks Women’s Shoe Size Chart

Clarks Shoe Size Chart

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