Classy Boots For Men

Step up your style with our collection of classy boots for men, designed to elevate any outfit. Crafted from high-quality materials, these boots offer both durability and sophistication, making them perfect for both formal occasions and casual outings. With a variety of styles, including sleek leather finishes and versatile designs, you can easily find the perfect pair to match your personal aesthetic. Experience comfort and support with every step, ensuring you look sharp and feel confident wherever you go. Upgrade your footwear game with our stylish selection today!

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6 products
View:  All|6 Products
Timberland Men's Redwood Falls Chelsea Boots
  • Saddle

Timberland Men's Redwood Falls Chelsea Boots

$129.99

(90)

Comfortable, fits great, material is nice and the color is really sharp. ... Sole material A little slippery on snow but all day comfort. ... Fit well, comfortable, easy to slip on and dress up or

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5 Maranda
[ These are so comfy very true to size. I loved it so much I had to have 3 pair just in case.

5 Doug
[ Wanted to get a boot I could throw on quickly when leaving the house and these fit the bill completely. Nice enough to wear for going out even though I bought these for just roughing it.

5 John
[ I love this boot. I was afraid to order online but they look and feel great

5 Ryan
[ Great boots. Good sleek design, yet extremely durable. they break in nice and easy. Put them to work through the snow and salt of Michigan, got them just in time. Will definitely buy them again.

5 Jamie
[ Casual wear but can also dress them up... stylish and comfortable and I appreciate the durability. Would highly recommend. Have received multiple compliments from both friends and colleagues. Would purchase again.

Dr. Martens Men's 1460 Greasy Leather Lace Up Boots
  • Black

Dr. Martens Men's 1460 Greasy Leather Lace Up Boots

$179.99

(8)

Very Comfortable ... Basic dr marten boot that looks stylish and good for winter ... He absolutely loves them& says they ’ re really comfortable. ... air- cushioned sole for extra

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5 Slysugar77
Bought these for my husband for Christmas and he loves them. He has several colors and I ’ m replacing his black ones he ruined years ago with these!

5 DMV_Teej
I really love my boots. It ’s now my 4th pair. I like how Dr. Martens can be dressed up or dressed down. I wear them to work giving a professional look, but then I can still rock them at happy hour with a dressed down look. If you never had a pair they are heavy. They weigh at least 4- 5 pounds.

5 Dona 77
Bought this as a Christmas gift for my daughter and it fits her well and she loves it

5 Carbee978
These were bought for my son as a Christmas gift. He absolutely loves them& says they ’ re really comfortable. I ’ m tempted to get a pair for myself

5 Dwight8
Good Quality Boots. Happy with my purchase. Will purchase them again in the future.

On Sale
Danner Men's Tramline Chelsea 917 GORE-TEX Boots
  • Major Brown

Danner Men's Tramline Chelsea 917 GORE-TEX Boots

$209.99

WAS: $229.99*

(1)

exclusive vibram® 917 outsole featuring xs trek® for optimal traction in urban environments ... modernized stitchdown construction for classic danner look and added stability premium, durable nubuck upper gore- tex® waterproof breathable lining keeps your feet dry and comfortable elastic side...

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5 Mark
[ Bought these a few weeks ago and find myself wearing them all the time! Mostly because once I put them on, I forget they are there! We live in rugged Colorado terrain, and these Danners are so versatile that I wear them in the house and in the mountains without thi king of changing between shoes and boots.

Sperry Men's Mini Lug Chukka Boot
  • Other Beige
  • Tan

Sperry Men's Mini Lug Chukka Boot

$149.99

Quick Facts

these versatile boots sit atop a mini lug sole that offers a touch of ruggedness, while eva cushioning in the midsole provides comfort all day long. ... the men's mini lug chukka is the perfect pair of boots for daily

SOREL Men's Carson Chelsea Boots
  • Camel

SOREL Men's Carson Chelsea Boots

$154.99

(14)

Comfy and good looking. ... They are not insulated, so don ’ t expect a go to winter boot for long days outside, but great for slushy days and the office. ... The fit is right on so if you plan to wear heavier socks you might want to go up 1/2 a size but I 'd rather them be tighter so going my size...

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5 MDB
Great! Thanks, great product. Would definitely recommend this boot and I ’ d order again if they had my size in different colors…………………..

5 Bjunior
Comfortable and well fitted not too loose or tight. It ’s also great for all seasons.

5 Randy D.
Bought these for just everyday boots and absolutely love them. Really no break in time at all and are light on my feet. Great for doing chores around the place to going out to dinner.

5
I wear these shoes to work every day and everywhere. Tough as nails and looks great even beat up. I never complain about foot pain anymore with these. The soles are so tough and the wear is minimal. The leather does wear out after a while meaning a looser fit but the hide hold up. I 'm on my 3 or 4th pair.

5 Michigan guy
I like these boots. They are comfortable- I have a wide foot and a high arch; these boots have a wide toe box and a good footbed. No walking fatigue or foot discomfort. They are not insulated, so don ’ t expect a go to winter boot for long days outside, but great for slushy days and the office. 4 months in I see no quality issues, no water intrusion- granted I have not fully submersed them in water, but no problems for daily Michigan winter use. FYI, I sized up to 11, usually a 10. 5 in length, but most footwear is a touch narrow for me-

Red Wing Men's Iron Ranger Boots
  • Black

Red Wing Men's Iron Ranger Boots

See Price in Cart

WAS: $349.99*

(367)

The leather is thick and tough, the construction is bulletproof, and I love knowing they were handmade by craftsmen in the United States. ... Unlike most black boots, these stand out through their pops of white stitching and the brown welt leather, and the iconic silhouette makes for one hell of a...

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5 Tunefully
I bought my Rough& Tough IR's almost 5 years ago and while I dont wear them often they have only aged like a fine wine. If I do n't wear them for a while they become narrow and tight but give them some heat or mink oil and they loosen back up and once they get hot from body heat they loosen back like my childhood baseball glove. Love RedWing and I will absolutely be a customer for life. Yes this is a real review lol

5 vacuumtube1954
Great boot! I have been wanting a pair of these for a long, long time and I am not disappointed. I still need to break in some but they are getting there. Great leather and all USA made which is important to me. Thank you Red Wing for keep the American quality there and making us all very proud. I would like to add that I have been a Red Wing customer for four decades.

5 BrownTown
Picked a pair of Iron Rangers up at the West Chester, Ohio store. The craftsmanship, comfort and style makes this far and away the finest pair of boots I have ever owned. Also, the fact that they are made entirely here in the USA is extremely important to me personally. I 'm proud to be a Red Wing wearer!

5 KC557
This is my third pair Iron Rangers, and I must say this color is the best. Goes well with khakis or jeans. Highly recommend this boot.

5 Jmarvv
This is my 2nd pair& absolutely love these boots. After the break in period, they fit perfect and are extremely comfortable. Had the soles switched out as for my job, the vibram lugs perform much better. Honey soles may not be for everyone but I ’ m Loving this color combo! Redwing… please make lugs an option!!

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Red Wing Men's Weekender Chukka Boots
  • Copper

Red Wing Men's Weekender Chukka Boots

See Price in Cart

WAS: $249.99*