16 Best Leather Hiking Boots

Updated on: March 2023

Best Leather Hiking Boots in 2023


Timberland White Ledge Men's Waterproof Boot,Dark Brown,10 M US

Timberland White Ledge Men's Waterproof Boot,Dark Brown,10 M US
BESTSELLER NO. 1 in 2023
  • WHITE LEDGE MENS HIKING BOOTS feature premium full-grain waterproof leather uppers for comfort and durability, seam-sealed waterproof construction to keep feet dry in any weather, and rustproof, speed lace hardware with hooks at top for secure lacing.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men's hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you're heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

TimberlanD Women's White LeDge MiD Ankle Boot,Dark Brown,8 M US

TimberlanD Women's White LeDge MiD Ankle Boot,Dark Brown,8 M US
BESTSELLER NO. 2 in 2023
  • WHITE LEDGE WOMENS HIKING BOOTS feature premium full-grain waterproof leather uppers for comfort and durability, seam-sealed waterproof construction to keep feet dry in any weather, and rustproof, speed lace hardware with hooks at top for secure lacing.
  • NOT JUST FOR THE TRAIL: Whether you're trekking the mountains or hiking downtown streets, Timberland has the styles you'll love to wear. From ankle boots & sneaker boots to sandals & boat shoes, Timberland will keep you on your feet & looking fabulous.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots, casual shoes, and street boots from brands like Keen, Lucky, Toms, Dansko, Doc Martens, Uggs, Skechers, Vionic, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

Men's Eddie Bauer K-6 Boot, Timber Regular 14M

Men's Eddie Bauer K-6 Boot, Timber Regular 14M
BESTSELLER NO. 3 in 2023
  • InsoFit Pro ergonomic polyurethane footbed with stabilizing heel cup and superior forefoot support
  • Sure-footed Vibram outsole
  • Comes with two lace colors
  • Men's sizes 8-12, 13, 14
  • Cushioning EVA midsole

Columbia Men's Newton Ridge Plus II Waterproof Hiking Boot, Cordovan/Squash, 10.5 D US

Columbia Men's Newton Ridge Plus II Waterproof Hiking Boot, Cordovan/Squash, 10.5 D US
BESTSELLER NO. 4 in 2023
  • ADVANCED TECHNOLOGY: This Columbia Men's Newton Ridge Plus II Waterproof hiking boot features Techlite lightweight midsole for long lasting comfort, superior cushioning, and high energy return as well as Omni-Grip advanced traction rubber sole for slip-free movement.
  • HANDY FEATURES: This men's hiking boot is crafted of a waterproof full-grain leather and suede lightweight construction as well as a durable mesh tongue for breathability and comfort during treacherous days out on the trail or on the mountain.
  • ADJUSTABLE FEATURES: The Newton Ridge Plus Waterproof II hiking boot features a lace-up closure for an adjustable, secure fit.
  • DURABILITY: This men's waterproof hiking boot is lightweight and durable.
  • This Columbia Men's Newton Ridge Plus II Waterproof hiking boot is the perfect waterproof addition to a treacherous day out on the trail or up the mountain.

Timberland Men's Earthkeepers Rugged Boot, Red Brown, 11.5 M US

Timberland Men's Earthkeepers Rugged Boot, Red Brown, 11.5 M US
BESTSELLER NO. 5 in 2023
  • Lace-up ankle boot with plush padded collar and burnished finish at heel and toe.Durable gripstick(tm) lug outsole made from 42% recycled rubber offers maximum traction
  • Recycled PET lining.Waterproof seam-sealed construction with premium full grain leather upper is guaranteed to keep feet dry in any weather
  • Anti-fatigue comfort footbed
  • Green Rubber traction outsole

Columbia Men's Newton Ridge Plus II Suede Waterproof Wide Hiking Shoe, elk, Mountain red, 10.5 Wide US

Columbia Men's Newton Ridge Plus II Suede Waterproof Wide Hiking Shoe, elk, Mountain red, 10.5 Wide US
BESTSELLER NO. 6 in 2023
  • Omni-Grip non-marking traction rubber
  • Techlite lightweight midsole for long lasting comfort, superior cushioning, and high energy return
  • Suede and synthetic upper with metal hardware. Waterproof seam-sealed construction.

Rocky Men's FQ0008729 Hiking Boot, Light Brown, 10 ME

Rocky Men's FQ0008729 Hiking Boot, Light Brown, 10 ME
BESTSELLER NO. 7 in 2023
  • Full-Grain Leather
  • Airport Footbed Provides Support and Cushioning
  • Outback Outsole Provides Stability On Rugged Terrains
  • Waterproof and Breathable Gore-Tex Construction
  • 8 Inches In Height

Skechers Men's Segment-Garnet Hiking Boot, BBK, 10.5 Medium US

Skechers Men's Segment-Garnet Hiking Boot, BBK, 10.5 Medium US
BESTSELLER NO. 8 in 2023
  • Air Cooled Memory Foam
  • Relaxed Fit

Skechers Men's Relment Pelmo Chukka Boot,Khaki,11 M US

Skechers Men's Relment Pelmo Chukka Boot,Khaki,11 M US
BESTSELLER NO. 9 in 2023
  • Relax fit
  • Memory foam

Timberland Men's Logan Bay Alpine Hiker Ankle Boot, Brown, 10.5 Medium US

Timberland Men's Logan Bay Alpine Hiker Ankle Boot, Brown, 10.5 Medium US
BESTSELLER NO. 10 in 2023
  • Upper made with premium leather from an LWG Silver-rated tannery
  • D-ring lacing system
  • Anti-fatigue removable footbed
  • Steel shank
  • Gripstick rubber

Timberland Men's Mt. Maddsen Mid Leather Wp Hiking Boot, Medium Brown Full Grain, 10.5 Wide US

Timberland Men's Mt. Maddsen Mid Leather Wp Hiking Boot, Medium Brown Full Grain, 10.5 Wide US
BESTSELLER NO. 11 in 2023
  • RUGGED STYLE: Make footprints on your favorite trail in our Mt. Maddsen waterproof hiking boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear or with jeans and a tee.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men's hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you're heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

KEEN Men's Revel iii-m Hiking Boot, Great Wall/Canteen, 13 M US

KEEN Men's Revel iii-m Hiking Boot, Great Wall/Canteen, 13 M US
BESTSELLER NO. 12 in 2023
  • Breathable leather lining.
  • Fit Tip-This style is running a half size small. Suggest ordering a half size larger than usual size

Skechers Men's Relaxed Fit Segment - Dorton Boot,Dark Brown,10 M US

Skechers  Men's Relaxed Fit Segment - Dorton Boot,Dark Brown,10 M US
BESTSELLER NO. 13 in 2023
  • Rounded plain toe front. Side embossed with s-logo
  • Reinforced stitched seams
  • Slip on ankle height casual comfort boot design

Columbia Women's Newton Ridge Plus Waterproof Amped Hiking Boot, Elk, Mountain Red, 6.5 B US

Columbia Women's Newton Ridge Plus Waterproof Amped Hiking Boot, Elk, Mountain Red, 6.5 B US
BESTSELLER NO. 14 in 2023
  • Omni-Grip non-marking traction rubber.
  • Techlite lightweight midsole for long lasting comfort, superior cushioning, and high energy return.
  • A combination of full grain leather and suede, scratch rubber heel, mesh tongue, and outdoor hardware.
  • Omni-TECH waterproof, breathable, seam-sealed membrane, bootie construction.

Skechers Men's Segment Melego Chukka Boot, Dark Brown, 10 D(M) US

Skechers Men's Segment Melego Chukka Boot, Dark Brown, 10 D(M) US
BESTSELLER NO. 15 in 2023
  • Mocc-toe chukka boot featuring perforated side panels and lace-up front with metal eyelets
  • Padded tongue and collar
  • Rear pull loop
  • Gel-infused memory foam cushioned insole
  • Shock-absorbing supportive midsole
  • Flexible rubber high-traction outsole

Timberland Men's Chocorua Trail Mid Waterproof, Brown/Green, 13 EE-Wide

Timberland Men's Chocorua Trail Mid Waterproof, Brown/Green, 13 EE-Wide
BESTSELLER NO. 16 in 2023
  • OUR LEGENDARY CHOCORUA WATERPROOF HIKING BOOTS are now infused with our anti-fatigue technology. These men's hiking boots mean business on the trails, lend a rugged aesthetic to your streetwear look, and use Timberdry membranes to keep your feet dry.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men's hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you're heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

Guide to Killington, Vermont: A Resort Destination with Skiing, Golfing, Hiking and More

Article regarding the vacation destination of Killington, Vermont, which offers a variety of activities to enjoy, such as skiing, golf, hiking and shopping.

A convenient feature regarding this ski resort getaway is that it is one of the few skiing areas in Vermont that can be reached by Amtrak, Interstate Bus Service, as well as a local shuttle and Continental Airline flight. When touring the area, you will notice that the majority of businesses can be found on Killington Road, also known as the Killington Access Road, which is a mountain road leading to the Killington Resort.

When you are interested in buying property in the Killington Grand area, you should know that the area serves as home to a small population of about 1,200 inhabitants. There are many opportunities to purchase a piece of property tucked away amidst the backdrop of inviting, majestic mountains. Those who are interested in investing in real estate will be able to rent out their property to the masses that flock to this resort city in search of relaxation and fun. There are many advantages to owning a piece of this heavenly year-round adventure. The location of Killington offers a variety of easily accessible activities, located close to your home. There are also many selections that accommodate an array of budgets, including quarter-, half- and full-ownership options.

One of the main attractions drawing visitors to the area is skiing. An early season ski and stay package can be purchased for as little as $57 per person, per night. But wait, there are other things that attract tourists to Killington. There are two PGA golf courses that can be found at the Killington Golf Resort, which are open from mid-May until Columbus Day. If you've always wanted to enjoy a few holes, but don't exactly know how to play, you could take advantage of the Mountain Golf School at Killington. This is the perfect place for beginning golfers, mid- and low-handicappers. There are two- and three-day golf school packages available. PGA professional, private assistance appointments are available for $60/hour.

Skiing and golf aren't the only things to keep you busy throughout the city. You could choose to visit the Pico Adventure Center, which can be located about seven miles away from the Killington Grand Resort Hotel. Here you will find a two-track Alpine Slide, climbing wall, as well as The Bungee Thing. The Killington Adventure Center, which opens for the season on the 4th of July weekend; offers hiking, mountain biking, water slides, as well as a skate park.

Killington is a complete city for families. There are plenty of activities that adults and children alike can enjoy. Children can indulge in some of the programs available to them, such as indoor games and skiing. Between late November to early April, the Ranshead Lodge offers snow-learning games for 2-3-year-olds; full-day skiing and snowboarding for 7-12-year-olds, as well as teen programs featuring snowboarding, skiing and snowblading.

Want to take a break from the great outdoors? You could catch an entertaining performance at Rutland's Paramount Theater, which is open year-round. Rutland, which is only a few miles west from Killington, also offers Merchant Row, which is filled with gourmet coffee shops, pizzerias, gift shops and bookstores. If you are in need of a relaxing day, there are spa and health club outlets at the Killington Grand Resort Hotel, where guests can enjoy Swedish or deep tissue massage therapy. The possibilities are endless when considering the Killington experience.

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