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Timberland Chocorua Trail Mid Waterproof Hiking Boots

rated 4 of 5 stars
photo: Timberland Chocorua Trail Mid Waterproof Hiking Boots hiking boot

If you are hiking on flatland they are good. If going uphill avoid due to poor stitching placement.


  • Comfortable
  • Waterproof


  • Stitches in heel feel like sandpaper causing blisteers

Only put about 15 miles of trail on these bad boys, but so far I am very pleased. Their waterproofing was tested from a rock that I thought was more stable then it was and ended up rolling over when I stepped on it resulting in my foot going in about 4 inches of water, and was happy when my foot was not only dry but supported well and unhurt afterwards.

Just be sure to tighten them up snug which is always an issue for me because I like my shoes loose, but on a hike it is not a good idea because it gives you less support and allows debris to enter the shoe. This is my personal issue, not one with the boot, so I can't take off anything from my rating.

Some have complained about the lacing system but I actually prefer the hooks at the top 2 on each side rather than eyelets all the way up. The tread seemed fairly stable and was not slipping on rocks even after being wet due to my bad choice in which rock to step on.

My only complaint so far is a very minor one and that is they can get quite warm in the summer, but if you have a good moisture wicking sock on and not the cotton ones I wore out in my yard while breaking these in it should be fine.

EDIT 8/20/14: After a few good hikes in these boots I am lowering my rating. They are very comfy and waterproofing is perfect, but there is an abrasive stitch at the heel of these boots that give me blisters after about 5 miles in them hiking uphill.

I have been on a few longer outings now and every time I go uphill for any extended time I get pretty bad blisters on my heels from the very abrasive stitching despite wearing good hiking socks and liners and making sure they are snug tight.. The heel feels like sandpaper it is so bad and there is bound to be some rubbing in the heel area if you are doing any uphill.

My first hike had no hills so they were perfect for that. But any hills and I highly advise against this boot. I would not recommend it to an enemy as it makes hiking much more unpleasant than it should be.

Source: bought it new
Price Paid: $92

The boots are heavy duty enough, while being lightweight enough, and super comfortable. You feel well protected, but not weighed-down with this boot.


  • Waterproof
  • Comfortable


  • I'm trying to think of something...

My initial plan was to get the Timberland White Ledge shoes, and did my due diligence by going and trying all the different shoes on. I knew that I generally liked what Timberland had to offer, since my last pair of boots from them lasted for probably 10 years, and they were still comfortable.

Pretty much, I tried the White Ledge shoes on, and they were comfortable.  A little bulky, but comfy. And then I tried the Chochoruas on and they were perfect. They fit extremely well.  I love wearing them.

There was almost no break-in time needed too. I went walking around Denver, CO, with them the next day and they were great. Everything about this shoe works well for me. My feet stay dry in a downpour, so long as I have something covering the top around the ankle.  It's fantastic waterproofing with the Gore-Tex liner.

I just think they're well made shoes all in all.  I've had these shoes for a little over a year now and they work well, with few signs of wear.  Go try a pair on. 

Source: bought it new
Price Paid: $80

Great versatile waterproof boots for the money. Great value.


  • Gore-tex
  • Nice looking leather
  • Heavy duty laces
  • Good traction
  • All-year-long boots for any occasion, versatile


  • Little warm in summer months

I have had a pair of these for 15 years. They finally wore out in the heel and I'm buying two more pairs.

My originals were brown leather with green fabric. They are now brown leather with bronze fabric. Still the same boot. I am buying a pair in all black next time. 

These boots should last you 10 years if you take care of them. In the 15 years I owned my first pair. I changed out the laces once and the insoles once. That's all.

They took a beating. I would shovel snow in them, mow the lawn in them, hike mountains, walk in the rain, never once did they leak. Great value.


All my boots are Timberlands...all others are crap that don't last.

Source: bought it new
Price Paid: $125

I have purchased 4 or 5 pairs of these boots over the last decade for my sons who are heavily into Boy Scout camping and hiking. As a scouter and father, these are a great value in a light hiking boot.

They help youngsters who aren't used to the fit and feel of a hiking boot become accustomed without the pain of breaking them in. The boys find them extremely comfortable and they love having dry feet on the dewy mornings or in the rain thanks to the Gor-Tex. Way better than some "tennies" that can cost as much.

I have found no problems with fit or blisters on hikes—even a 100-mile Philmont trek. Of course, the boots were dead after that (not really designed for extended mountain hiking), but for the price well worth another pair.

These have great quality and performance for kids who tend to out grow them before they're worn out—durable enough to hand them down, and not so expensive so as to break the bank. IMHO, this should be the official BSA boot.

Materials: Leather and Gore-Tex
Use: Short hikes and backpack trips
Break-in Period: A couple days
Price Paid: $79

Great casual winter boots.


  • Waterproof
  • Durable
  • Comfortable


  • Lacing

I bought these for casual winter boots to wear to work and out on the town. They are very comfortable and light so I am able to wear them throughout the day.

The height is good to keep snow and slop out while the Gore-Tex keeps my feet dry. The soles have good traction as well. The leather has been very durable and they still look like new despite a season of wear.

The only thing I don't like about them is the upper lacing. They have a tendency of coming untied all the time.   

As a disclaimer, I am affiliated with Gore for product testing of Gore-tex products for the purpose of product review and recommendation. I do receive items from Gore for these purposes.

Source: bought it new

The author of this review is affiliated with Gore for product testing of Gore-tex products for the purpose of product reviews and recommendations.

When i first got these boots, I got out my mink oil and gave the leather a couple good coats. I've taken them on several hikes, usually on cold snowy days, and also on some slushy days during a thaw.

I am pleased with just about every aspect of them. They're quite warm and comfy, and keep my feet dry throughout my hikes. I've even gotten into a couple creeks with them, but nothing ankle deep really.

Like most Timberlands, this is a durable shoe. There is plenty of lateral support in the ankle, but not much throughout the rest of the length of the foot. Hasn't really bothered me though.

Materials: leather, gore-tex
Price Paid: gift

I wanted to love them, but sometimes a shoe is a poor fit for your feet in particular. I think this may have been the case here.


  • Waterproof


  • The crease in the leather
  • Does not hold heel in place

These boots were very comfortable when I first got them, but I found that the longer I wore them the more uncomfortable they became. I have bunions and the crease in the leather began to push agains the top of my left foot right on the big toe joint. It feels a little like pressure on a nerve, and on longer hikes my toe went a little numb.

I bought these boots in a Timberland store that had no ramp to test how well the heel stays in place on a downhill incline so I did my best to improvise. It turned out that even if I lace them tightly my narrow foot slides forward, but luckily for me I got no bruised nails during my hikes. 

I was very impressed with how waterproof they are. I wore them once during a very rainy day when I was outside for hours and my feet never got wet. 

Source: bought it new

I bought these to use for school since I was roaming around wooded areas and climbing rock outcrops and slippery steep riverbanks. What I needed was something that had ankle support, some good tread, WATERPROOF, and warm and comfortable. Oh - and within budget.

These fit the criteria and have passed every test I've put them through with flying colors. Coupled with wigwam hiking socks, these kept me warm and dry even when I was in 20-30 degree snowy weather and wading in creeks and should have had waders on.

I expected there to be a break-in period but since I bought them the day before a big trip, I was fully prepared to have blisters and sore feet. At the end of the first (and longest) day my feet were the only part of my body that weren't sore, and there weren't even the beginnings of blisters anywhere.

Honestly, I normally hate the stiffness around my ankles - or really most kinds of boots or shoes for that matter- so when I say these are some of the most comfortable and well worth the buy kind of boots, that's really saying something. They're worth every penny and more.

Materials: gore-tex and leather
Use: weekend backpacking, dayhiking, general purpose outdoor
Break-in Period: virtually none
Price Paid: $100

Comfortable but soles wear out quickly if used on pavement.


  • material
  • comfort
  • size (have wides to 14)


  • soles wear out faster than others

I have owned four pairs of these boots over the last 5 years. They are comfortable and perform well as hiking boots. I wear a 14-wide and they didn't need any break in.  

They are waterproof but don't breathe as well as a gtx and fabric boot, but give more support than fabric boot. However, because they are so comfortable I tend to wear them around town as well, and the soles seem to wear out quickly if used constantly on hard surfaces.

Source: bought it new
Price Paid: $99

I use these for hunting and hiking. Light and comfortable. I use sport insoles with good socks and I can go all day breaking trail through the woods and never think of my feet once. Usually only down to about 45 deg F. Below that and your feet will be cold. They breath great in warm weather though.

I clean them with sadle soap and it keeps the leather nice.

Price Paid: $119

Great boot. Has kept me totally dry and warm. Is relatively light compared to similarly priced models. It's pretty stylin too. Only improvement might be slightly larger treads.

Price Paid: $90

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Price MSRP: $150.00
Current Retail: $125.00
Historic Range: $58.95-$125.00
Reviewers Paid: $79.00-$125.00
Materials Premium full-grain waterproof leather uppers / Padded collar and tongue / Breathable, waterproof Gore-Tex membrane
Weight 2 lb 8 oz per pair
Price MSRP: $150.00
Current Retail: $150.00
Historic Range: $89.53-$150.00
Reviewers Paid: $100.00
Materials Premium full-grain waterproof leather uppers / Padded collar and tongue / Breathable, waterproof Gore-Tex membrane
Weight 2 lb 6 oz per pair
Product Details from Timberland »

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