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Timberland Charles Street Lexiss Waterproof Tall SKU #7422357(View on Zappos.com Classic)

(4 Stars) (based on 39 customer reviews)
$159.95
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Product Information:
  • Own the ground you walk on in these gorgeous high boots from Timberland®.
  • Waterproof, smooth leather upper with adjustable shaft that accommodates an athletic calf.
  • Strap and buckle accent at ankle adds a touch of fashionable detail and visual appeal.
  • Convenient side-zip entry with tassel allows for effortless on/off wear.
  • Man-made lining surrounds the foot in comfort and helps wick away moisture.
  • Man-made insole delivers excellent cushioning and support in order to reduce fatigue.
  • Durable synthetic outsole maintains traction and grip, even in rough weather.
  • 1 1/2" heel.
  • 15.00" shaft height.
  • 16.25" circumference.
  • 27.00 oz.
  • Product measurements were taken using size 9. Please note that measurements may vary by size.
  • Questions? Please call 888-927-7670 to speak to one of our Comfort consultants!
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Customer Feedback

Overall Rating:
  • (5 Stars) 70%
  • (4 Stars) 25%
  • (3 Stars) 5%
  • (2 Stars) 0%
  • (1 Stars) 0%
Customer Fit Survey:

Customers surveying this product said...

  • 69% "Felt true to size"
  • 77% "Felt true to width"
  • 77% "Moderate arch support"
Write a Review of This Product

Recent Customer Reviews - 39 Reviews Total

Posted: Oct 19, 2009
Reviewer: from Salt Lake City, UT
Overall: (4 Stars) Comfort: (3 Stars) Style: (5 Stars)
I love the color and the quality of the leather. Also love the rugged sole and the fact that these are waterproof. I\'ve worn them in the rain and they kept my feet warm and dry. I have small ankles and calves, and the fit is fine. I use the buckle at the top to adjust the calf so that the boot isn\'t way too big. \r\n\r\nI am disappointed, however, at how much they stretched out in the foot in one day of wear. The fit felt perfect when I tried them on at home. But after a day of heavy walking I\'m wishing that I had ordered a half size smaller. Also, the arch support is just okay, not as good as other Timberlands I\'ve had.
Other Brands Recommended by Reviewer: La Canadienne
Posted: Oct 5, 2009
Reviewer: Issy H from High Desert, Ca
Overall: (4 Stars) Comfort: (4 Stars) Style: (5 Stars)
The look of the boot is a bit masculine. Exactly what I was looking for! They are a bit narrow in the foot, but I ordered a half size smaller. I usually wear a 9 in boots, but got an 8.5 because of the reviews. Glad I did. They were tough to get on the first time, but after a couple of times of taking them off and on I can tell they will stretch out to perfection in no time.
Posted: Sep 20, 2009
Reviewer: from Telluride, CO
Overall: (5 Stars) Comfort: (2 Stars) Style: (5 Stars)
I love the look of these boots, but for those of you with wide calves, choose another boot. Although the circumference is supposed to be 16.25", they did not fit my 14.5-15" calves. (Maybe because I'm short and my calves are widest too far down the leg.) Anyway, I have ordered the lace up version and hopefully that will do the trick.
Posted: Jul 30, 2009
Reviewer: from DFW, Texas
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
I bought these boots for myself for Christmas to wear on my motorcycle and I absolutely love them. They are warm, comfy, and versatile. I wear them with jeans, and with dresses for an edgy look that's still stylish. I bought these in a wide size and they were still a little snug for a while but quickly broke in. I can't wait til the hot summer weather is over so I can start wearing them again!
Posted: Jul 2, 2009
Reviewer: from Canada
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Beautiful boots. Love the tan color! Goes with a lot of outfits...skirts (dressy casual), jeans etc. It is also very comfortable. My calves typically fit most boots, I found it snug with these boots...but it still fits. The quality of these boots is great, very well made. I have always been a fan of Timberland and will continue to be.
Read Additional Customer Reviews Below

Additional Brand Information

The Timberland story begins in 1952, when Nathan Swartz buys part of the Abington Shoe Company. He learns how to make shoes, and starts working on ways to make them better. Timberland history was in the making in 1965 when the Swartz family introduced injection molding to the footwear industry and the first truly waterproof Timberland® leather footwear is born.

The Timberland mission is to equip men, women, and kids to make a difference in their world. Timberland does this by creating outstanding shoes, clothes, watches, and other accessories and by trying to make a difference in the communities where they live and work.

Timberland is a big company made up of a lot of small parts and incredibly talented people. They make boots, shoes, clothes, watches, and various gear that are comfortable enough to wear all day and rugged enough for all year. The people at Timberland don't rest on their accomplishments. If they did, they’d have only made one waterproof leather boot.

Additional Customer Reviews:

Posted: Jun 16, 2009
Reviewer: from Cali
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
OMG! These are the best boots I have ever owned. Outstanding in wet cold weather and do not need breaking in. Walked all over Boston the first week I owned them. Amazing, bought two colors and both get used frequently. I have little feet and slim calves, they work well for me.
Posted: Feb 21, 2009
Reviewer: Erin from Santa Barbara, California
Overall: (3 Stars) Comfort: (2 Stars) Style: (3 Stars)
Shoe Size: Felt a half size larger than marked Shoe Arch: Moderate arch support Shoe Width: Felt true to width
An odd fit - I was excited when I found these because they looked nice enough for city wear, but rugged enough to wear around a ranch on a rainy day, and the price was good. I was really disappointed when they came; they fit wrong all over. My calf is about 15 inches around, and I have a wide size 7 foot. I could hardly get them zipped, and the ankle felt really tight, too. The foot felt comfortable enough, but the boots were really long in the toe, giving the whole thing a sort of odd cowboy boot look. They made my feet look huge, especially when I tried them on under jeans. I returned the boots and will probably spring for Fryes instead.
Posted: Jan 31, 2009
Reviewer: from Chicago
Overall: (4 Stars) Comfort: (5 Stars) Style: (4 Stars)
Shoe Size: Felt true to size Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Great boots - I bought a half size larger than usual, and they fit very well. Narrow in the ankles, true to size in the foot, and they break in and open up in the calf. My only complaint is the finish. I have it in black, and they aren't super shiny (I need to polish) and would have preferred that kind of finish. Otherwise, super stylish with jeans or skirts.
Posted: Jan 22, 2009
Reviewer: from Milwaukee, Wisconsin
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Excellent arch support Shoe Width: Felt true to width
I love these boots! I love these boots so much I would buy another pair now if they were available (and I've only had mine for 6 weeks). They were comfortable from the first time I put them on and they offer better arch support than nearly any other shoe I own. They are close-fitting with heavy socks. And they look fantastic!
Posted: Jan 13, 2009
Reviewer: Nyko from SF, CA
Overall: (4 Stars) Comfort: (4 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Excellent arch support Shoe Width: Felt true to width
Love my boots! I did some research prior to buying these boots, mostly because of the room in the calf area. These do not fit me completely YET, but I just need to get my lazy rear in gear and once I do some exercise, I am sure they will. :) Great looking sexy boot. Only wish they listed the calf circumference. Probably would have done the exercise PRIOR to buying (right).
Posted: Jan 13, 2009
Reviewer: Jocelyn R from New York City
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: No arch support Shoe Width: Felt wider than marked
Best Boots Ever!!!!!! LOVE!!!! I bought the brown pair, and loved them so much I had to have the black as well. Other reviews seem to complain about the narrow width and calf- it makes me wonder just what their legs look like! I have a very large muscley calf (16"!) and usually can't wear tall boots at all, but the gusset on these allowed for a lot of stretch- I was comfortable in them even through my last pregnancy. I have very wide feet and usually have to wear a (too long for me) size ten, but these seem to be wider width than other brands. I got the medium width, and fit happily into a 9.5. They're not quite dressy enough for the office, but are comfortable the whole way to and from - the perfect "commute boot". These look great with my suits and dresses, a much better alternative to the sneakers-and-suit look that we working city girls have to resort to for comfort. They are my weekend staples as well, and are great for walking around the city and running after my two sons in the park. I have worn these every day for more than two years, and they are still as comfortable as when I first put them on. The brown has a more weathered look than the black, but that's probably because I wear them more often. I honestly can't recommend these highly enough- I will probably be stockpiling them in five years when mine finally die!
Posted: Dec 29, 2008
Reviewer: from NY, NY
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt a half size larger than marked Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Great boots! Warm, comfortable for walking and great looking. Overall, I'm very happy with this purchase! Size runs a tad large. which is great for wearing a heavy sock with a winter boot. Got lots of compliments on the look too!
Posted: Dec 18, 2008
Reviewer: Linda from Chicago
Overall: (4 Stars) Comfort: (3 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Excellent arch support Shoe Width: Felt true to width
Almost great timberland boots - Wanting a pair of winter boots and knowing the quality of Timberland, I ordered these and overall I am very satisfied with them. The craftsmanship is everything you would expect at this price point: rugged, durable, handsome. However, I find the shaft is quite narrow even with the gusset let out. I walk a lot; I have well developed gams and can barely get these boots zipped. Oh, yes, the leather eventually stretches a bit and now I can get them zipped over very thin winter long johns. Hopefully it will stretch a bit more. Another inch in the shaft would be most welcome for me. They offer great traction on snow not so much on ice. Waterproof? Hmmm...I used Sno Seal on mine. It darkens the leather somewhat but protects it and keeps the water out. This is an accessory item that Zappos should sell. Except for the narrow shaft, these boots are extremely comfortable and have been from the first moment I put them on (an unusual quality in boots in my opinion). I have worn them all day with no problem. I would have preferred them in black but black was not offered. The look is rugged chic, appropriate for winter boots in Chicago. I would buy these boots again. Timberland: improve the waterproofing, offer black and increase the shaft width and you will have a 5 star product.
Other Brands Recommended by Reviewer: Joseph Siebel
Posted: Dec 14, 2008
Reviewer: Gwen from Birmingham
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Great boot! Get compliments on these all the time! Big rain storm - lots of puddles in the yard. Wore them and they are waterproof. Comfy and so stylish! True to size.
Other Brands Recommended by Reviewer: Dansko
Posted: Dec 11, 2008
Reviewer: from Napa, California
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Excellent arch support Shoe Width: Felt true to width
Just what I wanted! I love the look of this boot-not too rocker and looks great with skinny jeans. The leather is high quality and very warm and comfortable. I got the buckskin and it's a beautiful color.
Posted: Dec 8, 2008
Reviewer: Katie from New York
Overall: (5 Stars) Comfort: (4 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Moderate arch support Shoe Width: Felt narrower than marked
I wish these had fit - I tried on four different sizes (9, 9.5, 9W, 9.5W) and none of them were quite right; I have wide feet, so the wide sizes fit in the foot part, but the leg part was too large in the wide sizes. Just because my feet are wide doesn't mean I have large calves! Very unfortunate, as these are absolutely beautiful and obviously well made. Just too narrow for me.
Posted: Dec 3, 2008
Reviewer: from Denver, CO
Overall: (5 Stars) Comfort: (5 Stars) Style: (4 Stars)
Shoe Size: Felt true to size Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Great knock-around boot - These boots fit great from the get-go (I wear a 7 in Charles David heels and an 8 in Adidas/Asics running shoes and the 7.5 boot was perfect). They are warm, truly waterproof, and very comfortable. I have 'athletic' calves, so the boot is snug, but does not pinch.
Posted: Dec 2, 2008
Reviewer: from South Louisiana
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt true to size Shoe Arch: Excellent arch support Shoe Width: Felt true to width
Perfect boot - Fits my foot perfectly everywhere! Hugs my heel (rare for me in boots) heel doesn't slip. Hugs my calf comfortably yet have enough room for jeans tucked in. Looks great with jeans over also. I only wish my south Louisiana climate were cooler. Needs to be cold out for me to be comfy in these fav. new boots.
Other Brands Recommended by Reviewer: Impo, Clarks
Posted: Dec 1, 2008
Reviewer: Elaine from San Francisco, California
Overall: (5 Stars) Comfort: (4 Stars) Style: (4 Stars)
Shoe Size: Felt true to size Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Nice! I like these boots. I've worn them several times and so far so good. I have average to wide calves and these boots fit great. I've worn them over leggings and under jeans and both ways work fine. The calf is also adjustable, although I haven't needed it yet. I would say they're pretty versatile.
Posted: Nov 30, 2008
Reviewer: from
Overall: (5 Stars) Comfort: (5 Stars) Style: (5 Stars)
Shoe Size: Felt a half size larger than marked Shoe Arch: Moderate arch support Shoe Width: Felt true to width
Great boot! Beautiful boot! Very hip looking! I ordered the Wide and it is great. They definitely run a little big so keep that in mind when ordering.
Read Additional 19 Customer Reviews

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