Arrow Down
Mens Dress Shoes Header Banner
Mens Dress Shoes 

MEN'S DRESS SHOES

Elevate your outfit with top quality Timberland dress shoes, chukkas and boots for men – the perfect footwear choice for all your office, occasion and after party events!


Men's Dress Shoes

3 Items

per page
Set Descending Direction
  1. Timberland Men's Stormbucks Waterproof  Oxford Black Full Grain
    View Men's Stormbucks Waterproof Oxford
    Rating:
    100%
    $320.00
  2. Timberland Men's Stormbucks Waterproof  Oxford Dark Brown Nubuck
    View Men's Stormbucks Waterproof Oxford
    Rating:
    100%
    $320.00
  3. Timberland Men's Classic 2-Eye Boat Shoes Medium Brown Full-Grain
    View Men's Classic 2-Eye Boat Shoes
    Rating:
    100%
    $280.00

3 Items

per page
Set Descending Direction

Timberland men’s dress shoes: stylish and versatile footwear

A good pair of shoes can really make or break your outfit, so when you need to look your best, rise to the occasion with men’s dress shoes and boots by Timberland. There’s a style to suit every man and occasion, from weekdays in the office to weekend weddings, and anywhere you want to make a stylish impression.

A wardrobe staple, men’s lace-up oxfords offer optimum versatility and all-day comfort in a style that takes you from office to after party in effortless fashion. The premium leather uppers in black and dark brown deliver a classic style that allows them to be paired with anything from dark jeans and chinos to tailored pants and suits with ease.

Those who prefer a taller silhouette should explore our range of men's dress boots – perfect for wearing during the cooler seasons, or to add an edge to your sophisticated get up. Styles like our versatile Chukka silhouettes offer a smart-casual approach, making them ideal for a night out too!

Great looking, versatile and designed with the environment in mind, our collection of dress shoes for men are also packed with top-notch comfort features so you can feel good on your feet. Shop our range today and enjoy the timeless style and quality craftsmanship that Timberland dress shoes deliver.

How to clean and care for your dress shoes

Keep your men’s dress shoes pristine with our range of purposefully designed Timberland shoe care, helping to clean, refresh and protect your footwear.

Sizes can vary by style, so getting the right size for you can be a little tricky. It’s important that you have the best shopping experience possible, which is why we’ll do the hard work for you with our size converter! Please note Timberland PRO footwear EU sizing is one size down (E.g. Mens US 7 = EU 39).

Men's Footwear Size Chart

US 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 13 14 15 16 17 18
UK 4.5 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12.5 13.5 14.5 15.5 16.5 17.5
EU 37.5 38 39 39 40 41 41.5 42 43 43.5 44 44.5 45 45.5 46 47.5 49 50 51 52 53
CM 23.5 24 24 24.5 25 25.5 26 26.5 27 27.5 28 28.5 29 29.5 30 31 32 33 34 35 36

Women's Footwear Size Chart

US 5 5.5 6 6.5 7 7.5 8 8.5 9 10 11
UK 3 3.5 4 4.5 5 5.5 6 6.5 7 8 9
EU 35.5 36 37 37.5 38 38.5 39 39.5 40 41.5 42
CM 22 22.5 23 23.5 24 24.5 25 25.5 26 27 28

Kids - Toddler Footwear Size Chart

US 1 2 3 4 5 6 7 8 9 10 11 12 13
UK 13.5 1.5 2.5 3.5 4.5 5.5 6.5 7.5 8.5 9.5 10.5 11.5 12.5
EU 16.5 17.5 18.5 20 21 22.5 23.5 25 26 27 28.5 30 31
CM 9 9.5 10.5 12 12.5 13.5 14 15 16 16.5 17.5 18.5 19

Kids - Youth Footwear Size Chart

US 10 11 12 13 1 2 3 4 5 6 7
UK 9.5 10.5 11.5 12.5 13.5 1.5 2.5 3.5 4.5 5.5 6.5
EU 27 28.5 30 31 32.5 34 35 36 37.5 39 40
CM 16.5 17.5 18.5 19 20 20.5 21.5 22.5 23 24 25

Men's clothing size chart

Timberland clothing is engineered to American size standards. The following charts will help you convert your international size.

NECK SMALL MEDIUM LARGE X-LARGE 2X-LARGE
INCHES 14 - 14.5 15 - 15.5 16 - 16.5 17 - 17.5 18 - 18.5
CENTIMETERS 36 - 37 38 - 39 41 - 42 43 - 44 45 - 47
CHEST
INCHES 36 - 38 39 - 41 42 - 44 45 - 47 48 - 50
CENTIMETERS 91 - 97 99 - 104 107 - 112 114 - 119 122 - 127
WAIST
INCHES 30 - 31 32 - 34 36 - 38 40 - 42 44 - 46
CENTIMETERS 76 - 79 81 - 86 91 - 97 102 - 107 112 - 117
SLEEVE
INCHES 33.5 34 34.75 35.5 36.5
CENTIMETERS 85 87 88 90 92

Women's clothing size chart

CHEST X-SMALL SMALL MEDIUM LARGE X-LARGE
INCHES 30 - 31 32 - 34 35 - 37 38 - 40 41 - 43
CENTIMETERS 76 - 79 81 - 86 88 - 94 96 - 102 104 - 110
WAIST
INCHES 23 - 24 25 - 27 28 - 30 31 - 33 34 - 36
CENTIMETERS 58 - 61 63 - 68 70 - 76 78 - 84 86 - 92
HIP
INCHES 34 - 35 36 - 38 39 - 41 42 - 44 45 - 48
CENTIMETERS 86 - 89 91 - 96 98 - 104 106 - 112 114 - 120

At Timberland our goal is simple: We want you to feel as confident in your order as we do in our product. And you can, because we stand behind every product we make. You may return merchandise purchased online for size, fit or style reasons within 30 days of shipment of your order, provided it has not been damaged, washed, altered or worn. For more information, please contact our customer service.

To ensure you choose the correct size for your feet we recommend you follow the method described here.


To measure your size is better if you are helped by a second person.

    • Put a sheet of paper along the wall and fixed to the floor using scotch tape.
    • Then you stand over the paper, you must be straighten, wearing socks, heels and back against the wall and feet together.
    • Draw the outline of both feet and draw the straight line where the silhouette is longer. Draw another line parallel to 0.5 cm from this line (and the clearance is measured).
      • Finally, measure the distance from the wall to the second line you have drawn (both feet do not have to be the same length).
      • This will be your reference to know your shoe size.

When you find a sneaker that you like, simply select your preferred size metric (US/EU/UK) and choose your size. If you are unsure of which size is right for you, here are some helpful tips:

    • Already own a pair of kicks in the brand?
      Generally sizing tends to be standard across brands, although sizes can vary slightly depending on the style, shape and material of the shoe. The size of the pair that you already own is a good guide!
    • Use the product information and reviews
      Certain brands or styles can run a size larger or smaller. We’ll include this information on the product page when we have this information available, and often, fellow shoppers will leave reviews with size information that you can use.