Do Timberlands Fit Big or Small? (True To Size or Not?)

Disclosure: We may get commissions for purchases made through links in this post.

Timberlands are a type of shoes designed for outdoor activities like hiking. They are very popular among men because they can be worn in any season. However, many people have trouble figuring out the right size for them.

Timberland boots are generally supposed to have a roomy fit throughout the upper part of the boot with little extra room at the toes and heels. They should feel comfortable from the moment you put them on.

Do Timberlands Fit Big or Small?

Different styles of Timberland boots and shoes run differently – some are true to size, others run small, while others run large.

  1. For example, the PRO Boondock work boots, men’s waterproof ankle boots, women’s Courmayeur fashion boots, and women’s Camdale 6 inch boots run true to size.
  2. On the other hand, the men’s Groveton LTT Chukka and other styles in the PRO series tend to run larger which you should account for when purchasing.
  3. Timberland Whitledge boots may run small and narrow. Overall, it’s best to look at the reviews to what others say about the sizing of a particular style.

How Are Timberlands Supposed to Fit?

The best thing about Timberland boots is that they fit like a glove. This is why so many people love them, especially when they are looking for boots to take on construction sites. These shoes are comfortable and will not cause any kind of pain in your feet or legs.

The Timberland boots will be tight when you first get them, especially in the upper part of your feet.

This is because the leather has been treated with a special kind of oil that makes it stiff at first, so it will have a harder time stretching out over time. You need to break them in to achieve that effortless wear.

The first thing you should do is wear them around your house for an hour or so. As soon as you take them off, use a comb or brush and work it through the leather; this will help soften it up a bit before putting them back on again.

Put on some thick socks and walk around in them once again. Repeat this process until they feel normal to you. After wearing them for a few days, they should be totally broken in and ready to wear!

Do You Need to Size Up or Down in Timberlands?

As a general rule, you need to size down in Timberlands by half your usual shoe size because Timberlands fit bigger than the average shoe. They will also stretch and soften as you wear them, so they might be a bit tight when you first get them.

The best way to ensure your Timberlands fit is the measure your feet.

  1. Put a piece of paper on the wall and place your foot against it.
  2. Put a mark at the top of your toes and the back of your heel.
  3. Measure the distance between the two marks and use this measurement when purchasing your Timberlands.

If you’re between sizes, always choose the smaller one. It’s better to have too small of a shoe than too big. You want your feet to be as comfortable as possible, and that means having the right amount of room.

A good way to test whether or not this is true for you is to try on several different sizes at once. Put on a pair that’s slightly too big, then the next size down, then repeat this until you find an acceptable.

Do Women’s Timberlands Fit True to Size?

Women’s Timberlands fit true to size, with a little extra room inside. This is because they are made to fit a woman’s foot, and not a man’s. Men’s Timberlands are made with a tighter fit.

Taller and wider in the toe box means that women are less likely to experience discomfort or blisters during long hikes. It also helps to fit better with a woman’s natural stride as she walks, which reduces fatigue and improves comfort even further.

Timberland offers shoes in women’s sizes 5 through 11. Half sizes are available in the following instances:

• 5.5
• 6.5
• 7.5
• 8.5
• 9.5

There are not any half sizes past 9.5. If you usually wear a size 11, you can try a size 10. But you might find it’s not large enough. Since a size 10.5 isn’t available, you can also try padding size 11 Timberland shoes and boots to achieve a snugger fit.

Even though the hiking boot market is still dominated by men, women’s boots have become more popular in recent years. The reason for this is that, unlike men, women have an easier time finding boots that not only fit their feet comfortably but also flatter their legs. Women’s Timberlands are one of the best types of hiking boots that can do both.

Taller and wider than most other hiking boots, Timberland Women’s shoes look more like a fashionable sneaker than a traditional hiking boot. This can help to make them more appealing to the tastes of female hikers who might be concerned about fashion when they purchase their footwear.

Many people assume that Timberland Women’s shoes are only for casual wear and will not perform well for serious hiking purposes. While it is true that these shoes are particularly stylish, the material used in their construction is tough enough to hold up to the demands of extended hikes on rough terrain.

How Do Toddler Timberlands Run?

Toddler Timberland Boots are a classic piece of footwear that any fashionable baby needs in their wardrobe. They look good with everything from t-shirts and jeans to dress clothes, and they can be worn in the rain or shine. The boots are durable and comfortable, and they’re so cute that your little one will want to wear them all the time!

Timberland makes boots for toddlers and kids which run true to size. While some of the adult styles of Timberland boots run about a half to a full size large, you don’t have to worry about sizing up or down for toddler-sized Timberlands.

Timberland Boys’ Shoes

Just like the boys who wear them, boys’ Timberland shoes have a rugged style and a tough-guy attitude. Timberland Shoes for boys are designed to get messy and keep on going, whether it’s mud puddles, dirt roads, or the playground.

Boys’ Timberland shoes also feature an imprinted rubber sole for traction, and most styles have a lugged outsole for added comfort when walking.

Timberland Girls’ Shoes

Timberland girls’ shoes are designed to keep up with your fast-moving girl. Whether she’s running to school or running around the playground, Timberland girls’ shoes will help her move in comfort and style.

Specially designed to provide great arch support and cushioning underfoot, many Timberland girls’ shoes come with an anti-fatigue footbed and a flexible outsole that provides grip in all directions.

So whether she needs slip-resistant protection while playing outside or stylish looks while hanging out with friends at the mall, you’ll find it all in our collection of Timberland girls’ shoes.

In the end, The Timberland Company is one of the best to go to if you are looking for great toddler shoes. They have a large number of toddler shoes ranging from rain boots and high-top baby timberland boots all the way to regular toddler silhouettes in almost every color scheme possible.

How Do Timberlands Fit Compare to Nike?

In terms of sizing, Timberlands are also a half size bigger than Nikes. So if you need to size down. For example, if you are a size 10 in Nike you would need a size 9.5 in Timbs.

The most important thing is to make sure you allow enough room for thick socks. The upper part of a boot can be snug, but once you get into thicker socks — think ski socks or even two pairs of thinner socks — there has to be room for your toes to wiggle.


In summary, Overall, the size of your Timberland will depend on the specific style and model. Don’t assume that a Timberland boot or shoe runs true to size since this varies by style. Some styles run larger, some run small, some run true to size, others are narrow.

Also, note that Timberland boots and shoes tend to fit one-half size larger than other boots and shoes like Adidas and Nike. Therefore you have to get a half size smaller than you would with those brands.

You may also be interested in… Why Do Timberlands Hurt My Ankles? (What To Do About?) and Do Timberlands Make You Look Taller?