Most Comfortable Ankle Boots for Walking

A pair of comfortable ankle boots to walk with is precisely what you need for colder or chilly weather conditions.

This article will be looking at some of the best brands and models of ankle boots designed to walk with comfort.

Benefits of Ankle Boots for Walking

Using an ankle boot to walk with has many excellent benefits;

  • Warmer – For colder weather conditions or even cooler Spring and Autumn, you can get the perfect ankle boot to walk with. Some models offer excellent warmth and insulation, while others are more breathable and cool for less cold weather conditions. Some options are waterproof, which are ideal for rainy seasons and wet conditions.
  • Ankle Support – The Ankle boot is the perfect choice if you have a bad ankle or if you have issues or have had an injury to your ankles. The ankle design protects and supports your ankles.
  • Outdoor Use – Many ankle boots are Hiking or Outdoor boots, which are perfect for walking outdoors, in bad weather, and on uneven and slippery terrains.
  • Attractive – There is also plenty of fashionable and attractive ankle boot models that you can walk with, which are perfect for occasions where you need to dress up a bit.

Choosing Comfortable Ankle Boots for Walking

As most ankle boot designs tend to be a bit flimsy and lacking and substance or support, we have looked into ankle boot models that offer comfort and support features, along with durability for walking.

A good cushioning system, shock-absorbing midsole,e along with some arch support t are all you need in an ankle boot for walking.

A durable and slip-resistant outsole will last you long and help you keep a firm grip on all types of surfaces.

Along with a comfortable lined fit and comfortable and durable uppers, you are all set with the perfect ankle boot for walking with.

Features of a Good Comfortable Ankle Boot for Walking

  • Uppers – The Uppers of a comfortable ankle boot can consist of genuine or synthetic leather, suede and mesh materials depending on the style of the boot. There may also be an interior moisture-wicking lining and a padded heel and tongue for comfort.
  • Insole – A cushioned and moisture-wicking insole provides all-day underfoot comfort. Some models may have a removable insole option, which allows you to use custom orthotics of your choice.
  • Midsole – A cushioned foam or EVA midsole is and excellent option for shock absorbency and cushioning.
  • Sole – The best option in the sole of an ankle boot is rubber, which offers excellent slip resistance and traction. In addition, a lug design pattern and thicker sole will absorb shock more effectively and provide a better grip on slippery surface areas. Other synthetic design soles are likewise acceptable.
  • Supper and Comfort Features – Additional support and comfort features may include heel and forefoot padding or Gel, memory foam in the insole, and excellent arch support.
  • Protective Features – Many ankle boot designs, specifically work and hiking boot types, have some protective features. For example, there are waterproof linings, underfoot plates for protection, and slip-resistant design outsoles. Some boots may even have a steel or alloy protective toe.

Reviews: The Most Comfortable Ankle Boots for Women

Here are some of the most comfortable Ankle Boot designs available today;


The Skechers Energy Cool Rider is a comfortable Ankle Boot that is perfect for walking.

  • The thick rubber sole has a lug tread for better grip and durability.
  • The uppers are leather and synthetic materials that are comfortable and breathable.
  • The interior is fully lined with a comfortable padded tongue and collar.
  • There is also a full lace-up system.
  • Inside is a supportive Shock absorbing midsole and a memory foam footbed.
  • You can select from a few color options in the Skechers boot.


Dr. Martens are known for their adaptable comfort and extreme durability.

  • The Upper is synthetic leather that will, with time, become more supple and adapt to the shape of your feet.
  • Insides a cushioned insole and moisture-wicking lining.
  • The sole is slip-resistant and durable gum rubber.
  • Goodyear Welt stitching is used in construction for better durability.
  • The leather uppers are a two-toned color available in black or burgundy.


The Clarks Emslie Monet is a more dressy-styled walking boot for ladies.

  • The Low heel and comfort features make it easy to walk with the boot, and the classy style makes the boots acceptable for all occasions.
  • Three are leather uppers and a durable synthetic sole.
  • The low heel adds sophistication and stability,
  • Inside is a comfortable cushioned insole and a supportive midsole.
  • You can choose between a black or brown color option.


The Naturalizer Cassandra is a comfortable and all occasion walking boot.

  • The uppers are soft and durable leather.
  • There is a durable synthetic sole that is flat for comfort and walking.
  • Inside is an N5comfort system and cushioning,
  • You can likewise select from a few neutral colors that are available in this model.


The Columbia Redmond is a Hiking boot for walking on outdoor terrains.

  • The uppers are a combination of suede leather, mesh, and webbing with a waterproof lining.
  • There is a Techlite lightweight midsole for shock absorbency and cushioning.
  • The Ombi-Grip non-marking outsole is durable and lugs for outdoor terrains.
  • The Omni-tech waterproof lining is seam-sealed and breathable to keep water and liquids out while still allowing your feet to breathe properly.


The Merrell Braided Bluff is a smart Casual Boot for walking.

  • The Upper is leather with a decorative braided leather buckle strap that adds more feminine appeal and fashionable style to this ankle boot.
  • A Q FORM 2 dual-density midsole with heel centering technology for engineered alignment and comfort.
  • The M Select Grip outsole offers durable traction and grip when you need it.
  • There is also a Merrell Air Cushioned heel to absorb shock and provide stability and an EVA contoured design footbed for cushioning.
  • You can choose between three neutral color options of your liking.


A warm-lined ankle boot for walking in the cold winter months.

  • Leather and suede ankle boots.
  • There is a durable and slip-resistant rubber outsole.
  • The leather uppers are fully waterproof.
  • There is also a medial zipper closure.


Outdoor cold weather walking boot from Sorel.

  • Completely waterproof ankle boots.
  • The boots have a synthetic sole and full-grain leather uppers.
  • They are insulated with 100g of insulation against the cold.
  • The boots come in more color options.


The Skechers Easy Going ankle boot is cushioned with memory foam for comfort.

  • Shorter design ankle boots in beige and black color options.
  • They are leather with a fabric textile lining and uppers.
  • The sole is a durable rubber.
  • Iside is air-cooled memory foam for cushioning.
  • The boot offers a relaxed fit.


The Columbia Newton Ridge is an outdoor hiking ankle boot ideal for walking.

  • A comfortable and waterproof hiking boot.
  • There are more colors and sizes available.
  • The boots have a lace-up closure and Omni-Grip rubber sole for outdoor terrains.
  • They offer full waterproof protection.

Index Table: Top Rated Most Comfortable Ankle Boots for Walking

1Skechers Women's Energy-Cool Rider - Comfortable Ankle Boots for Walking
  • Padded Collar and Tongue
  • Memory Foam Insole
  • Shock Absorbing Midsole
2Dr. Martens Women's Vegan 1460 - Comfortable Lace Up Ankle Boots for Walking
  • Synthtic Leather Uppers
  • Padded Insole
  • Rubber Outsole
Dr. Martens97.9
3Clarks Women's Emslie - Dress Ankle Boots for Comfort and Walking
  • Medium Heel
  • Cushioned Insole
  • Leather uppers
4Naturalizer Women's Cassandra - Comfortable Walking Ankle Boots
  • Leather Uppers
  • N5Comfort System
  • Low Heel
5Columbia Women's Redmond - Comfortable Outdoor Ankle Boots
  • Breathable
  • Techlite Midsole
  • Cushioned
  • Omni Grip Outsole
6Merrell Women's Encore Braided Bluff Q2 - Comfortable Ankle Boots for Walking
  • Leather Uppers
  • Q-Form Midsole
  • Me Select Grip Outsole
7UGG Women's Lorna - Ankle Boots for Walking
  • Warm
  • Durable
  • Cushioned
8Sorel Women's Explorer - Walking Ankle Boots
  • Outdoor Cold weather Design
  • Lined
  • Waterproof
9Skechers Women's Easy Going - Ankle Boots for Walking
  • Lined
  • Memory Foam Cushioning
  • Relaxed Fit
10Columbia Women's Newton Ridge Plus - Walking Ankle Boots
  • Waterproof
  • Adjustable
  • Cushioned
  • Omni-Grip

About the Author

David Alegeta

A Long Distance Hiker and Hiking Instructor. Recently a Blogger and Consultant for Top Shoe Brands.