Skip to search results Skip to filters Skip to sort Skip to selected filters

Leather Casual Timberland Shoes

37 items found

Sort By

Your Selections

Search Results

. Timberland - 6" Premium Waterproof Boot. Color Wheat Nubuck Leather. On sale for $198.00. MSRP $210.00.. 4.7 out of 5 stars

Tan Timberland 6" Premium Waterproof Boot

Tan Timberland 6" Premium Waterproof Boot

+3

Brand Name: Timberland
Product Name: 6" Premium Waterproof Boot
Gender: Men's
Color: Wheat Nubuck Leather
Price: $198.00MSRP: $210.00
Rating: 5Rated 5 stars out of 5(4917)

Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof. Color Medium Grey Nubuck. On sale for $99.95. MSRP $120.00.. 4.6 out of 5 stars

Gray Timberland Earthkeepers® Mt. Maddsen Mid Waterproof

Gray Timberland Earthkeepers® Mt. Maddsen Mid Waterproof

+3

Brand Name: Timberland
Product Name: Earthkeepers® Mt. Maddsen Mid Waterproof
Gender: Men's
Color: Medium Grey Nubuck
Price: $99.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(1396)

Timberland - White Ledge Mid Waterproof. Color Brown. On sale for $89.95. MSRP $120.00.. 4.6 out of 5 stars

Brown Timberland White Ledge Mid Waterproof

Brown Timberland White Ledge Mid Waterproof

+3

Brand Name: Timberland
Product Name: White Ledge Mid Waterproof
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(1507)

Timberland - 6" Premium Boot. Color Wheat Nubuck. $169.95. 4.5 out of 5 stars

Tan Timberland 6" Premium Boot

+2

Brand Name: Timberland
Product Name: 6" Premium Boot
Gender: Women's
Color: Wheat Nubuck
Price: $169.95
Rating: 5Rated 5 stars out of 5(1945)

Timberland - Everleigh Ankle Strap. Color Black Full Grain. Low Stock. On sale for $95.00. MSRP $110.00.. 4.4 out of 5 stars

5 left in stock

Black Timberland Everleigh Ankle Strap

Black Timberland Everleigh Ankle Strap

Brand Name: Timberland
Product Name: Everleigh Ankle Strap
Gender: Women's
Color: Black Full Grain
Price: $95.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(51)

Timberland - Cortina Valley Chelsea. Color Jet Black. Low Stock. On sale for $123.08. MSRP $160.00.. 4.4 out of 5 stars

8 left in stock

Black Timberland Cortina Valley Chelsea

Black Timberland Cortina Valley Chelsea

+3

Brand Name: Timberland
Product Name: Cortina Valley Chelsea
Gender: Women's
Color: Jet Black
Price: $123.08MSRP: $160.00
Rating: 4Rated 4 stars out of 5(108)

Timberland - Clairemont Way Cross Strap Sandals. Color Dark Green Full Grain. Low Stock. On sale for $82.75. MSRP $90.00.. 4.7 out of 5 stars

3 left in stock

Green Timberland Clairemont Way Cross Strap Sandals

Green Timberland Clairemont Way Cross Strap Sandals

Brand Name: Timberland
Product Name: Clairemont Way Cross Strap Sandals
Gender: Women's
Color: Dark Green Full Grain
Price: $82.75MSRP: $90.00
Rating: 5Rated 5 stars out of 5(20)

Timberland - Mt. Maddsen Mid Lace-Up Hiking Boots. Color Olive Nubuck. On sale for $99.99. MSRP $120.00.. 4.8 out of 5 stars

Olive Timberland Mt. Maddsen Mid Lace-Up Hiking Boots

Olive Timberland Mt. Maddsen Mid Lace-Up Hiking Boots

+2

Brand Name: Timberland
Product Name: Mt. Maddsen Mid Lace-Up Hiking Boots
Gender: Men's
Color: Olive Nubuck
Price: $99.99MSRP: $120.00
Rating: 5Rated 5 stars out of 5(16)

Timberland - Redwood Falls Plain Toe Waterproof Boot. Color Rust Full Grain. Low Stock. On sale for $130.50. MSRP $145.00.. 4.6 out of 5 stars

7 left in stock

Tan Timberland Redwood Falls Plain Toe Waterproof Boot

Tan Timberland Redwood Falls Plain Toe Waterproof Boot

Brand Name: Timberland
Product Name: Redwood Falls Plain Toe Waterproof Boot
Gender: Men's
Color: Rust Full Grain
Price: $130.50MSRP: $145.00
Rating: 5Rated 5 stars out of 5(82)

Timberland - Stone Street 6" Waterproof Boot. Color Wheat Nubuck. $180.00. 4.6 out of 5 stars

Tan Timberland Stone Street 6" Waterproof Boot

Tan Timberland Stone Street 6" Waterproof Boot

+2

Brand Name: Timberland
Product Name: Stone Street 6" Waterproof Boot
Gender: Women's
Color: Wheat Nubuck
Price: $180.00
Rating: 5Rated 5 stars out of 5(45)

Timberland - Authentics 3 Eye Classic Lug. Color Dark Green Nubuck 1. $150.00. 4.5 out of 5 stars

Olive Timberland Authentics 3 Eye Classic Lug

Olive Timberland Authentics 3 Eye Classic Lug

Brand Name: Timberland
Product Name: Authentics 3 Eye Classic Lug
Gender: Men's
Color: Dark Green Nubuck 1
Price: $150.00
Rating: 5Rated 5 stars out of 5(127)

Timberland - Stone Street Boat Shoes. Color Black. Low Stock. On sale for $89.98. MSRP $130.00.. 3.7 out of 5 stars

5 left in stock

Black Timberland Stone Street Boat Shoes

Black Timberland Stone Street Boat Shoes

+2

Brand Name: Timberland
Product Name: Stone Street Boat Shoes
Gender: Women's
Color: Black
Price: $89.98MSRP: $130.00
Rating: 4Rated 4 stars out of 5(9)

Timberland - Greyfield Chelsea. Color Black Full Grain. On sale for $90.07. MSRP $120.00.. 4.5 out of 5 stars

Black Timberland Greyfield Chelsea

Black Timberland Greyfield Chelsea

Brand Name: Timberland
Product Name: Greyfield Chelsea
Gender: Women's
Color: Black Full Grain
Price: $90.07MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

Timberland - Allington 6" Lace-Up. Color Pure Cashmere. On sale for $107.34. MSRP $130.00.. 4.3 out of 5 stars

Gray Timberland Allington 6" Lace-Up

Gray Timberland Allington 6" Lace-Up

+3

Brand Name: Timberland
Product Name: Allington 6" Lace-Up
Gender: Women's
Color: Pure Cashmere
Price: $107.34MSRP: $130.00
Rating: 4Rated 4 stars out of 5(57)

Timberland - Stone Street Mid Lace-Up Waterproof Boots. Color White Nubuck. On sale for $111.96. MSRP $140.00.. 5.0 out of 5 stars

White Timberland Stone Street Mid Lace-Up Waterproof Boots

White Timberland Stone Street Mid Lace-Up Waterproof Boots

Brand Name: Timberland
Product Name: Stone Street Mid Lace-Up Waterproof Boots
Gender: Women's
Color: White Nubuck
Price: $111.96MSRP: $140.00
Rating: 5Rated 5 stars out of 5(1)

Timberland - Everleigh Gladiator Sandals. Color Black Full Grain. Low Stock. $129.95. 4.0 out of 5 stars

2 left in stock

Black Timberland Everleigh Gladiator Sandals

Black Timberland Everleigh Gladiator Sandals

Brand Name: Timberland
Product Name: Everleigh Gladiator Sandals
Gender: Women's
Color: Black Full Grain
Price: $129.95
Rating: 4Rated 4 stars out of 5(5)

Timberland - Field Boot F/L Waterproof. Color Wheat Waterbuck. $169.95. 4.7 out of 5 stars

Tan Timberland Field Boot F/L Waterproof

Tan Timberland Field Boot F/L Waterproof

Brand Name: Timberland
Product Name: Field Boot F/L Waterproof
Gender: Men's
Color: Wheat Waterbuck
Price: $169.95
Rating: 5Rated 5 stars out of 5(471)

Timberland - Allington Heights Fisherman Sandals. Color Rust Full Grain. Low Stock. $119.95. 4.1 out of 5 stars

1 left in stock

Tan Timberland Allington Heights Fisherman Sandals

Tan Timberland Allington Heights Fisherman Sandals

+2

Brand Name: Timberland
Product Name: Allington Heights Fisherman Sandals
Gender: Women's
Color: Rust Full Grain
Price: $119.95
Rating: 4Rated 4 stars out of 5(17)

Timberland - Ray City Sandal Ankle Strap. Color Jet Black. Low Stock. On sale for $89.25. MSRP $110.00.. 4.5 out of 5 stars

10 left in stock

Black Timberland Ray City Sandal Ankle Strap

Black Timberland Ray City Sandal Ankle Strap

Brand Name: Timberland
Product Name: Ray City Sandal Ankle Strap
Gender: Women's
Color: Jet Black
Price: $89.25MSRP: $110.00
Rating: 4Rated 4 stars out of 5(41)

Timberland - Redwood Falls Chelsea. Color Wheat. On sale for $119.99. MSRP $130.00.. 4.5 out of 5 stars

Tan Timberland Redwood Falls Chelsea

Tan Timberland Redwood Falls Chelsea

Brand Name: Timberland
Product Name: Redwood Falls Chelsea
Gender: Men's
Color: Wheat
Price: $119.99MSRP: $130.00
Rating: 4Rated 4 stars out of 5(101)

Timberland - Authentics Teddy Fleece Fold-Down. Color Wheat. On sale for $105.68. MSRP $170.00.. 4.6 out of 5 stars

Tan Timberland Authentics Teddy Fleece Fold-Down

Tan Timberland Authentics Teddy Fleece Fold-Down

+3

Brand Name: Timberland
Product Name: Authentics Teddy Fleece Fold-Down
Gender: Women's
Color: Wheat
Price: $105.68MSRP: $170.00
Rating: 5Rated 5 stars out of 5(507)

Timberland - Field Boot 6" F/L Waterproof. Color Chocolate Old River Nubuck. $184.95. 4.8 out of 5 stars

Brown Timberland Field Boot 6" F/L Waterproof

Brown Timberland Field Boot 6" F/L Waterproof

+2

Brand Name: Timberland
Product Name: Field Boot 6" F/L Waterproof
Gender: Men's
Color: Chocolate Old River Nubuck
Price: $184.95
Rating: 5Rated 5 stars out of 5(535)

Timberland - Atwells Ave Waterproof. Color Jet Black. On sale for $109.98. MSRP $160.00.. 4.4 out of 5 stars

Black Timberland Atwells Ave Waterproof

Black Timberland Atwells Ave Waterproof

+3

Brand Name: Timberland
Product Name: Atwells Ave Waterproof
Gender: Men's
Color: Jet Black
Price: $109.98MSRP: $160.00
Rating: 4Rated 4 stars out of 5(60)

Timberland - 50th Anniversary Edition Premium 6-Inch Waterproof. Color Medium Red Nubuck. Low Stock. $210.00. 4.6 out of 5 stars

6 left in stock

Red Timberland 50th Anniversary Edition Premium 6-Inch Waterproof

Red Timberland 50th Anniversary Edition Premium 6-Inch Waterproof

+4

Brand Name: Timberland
Product Name: 50th Anniversary Edition Premium 6-Inch Waterproof
Gender: Men's
Color: Medium Red Nubuck
Price: $210.00
Rating: 5Rated 5 stars out of 5(236)

Timberland - Courmayeur Valley Chelsea. Color Black Nubuck. Low Stock. On sale for $91.23. MSRP $150.00.. 4.6 out of 5 stars

8 left in stock

Black Timberland Courmayeur Valley Chelsea

Black Timberland Courmayeur Valley Chelsea

+2

Brand Name: Timberland
Product Name: Courmayeur Valley Chelsea
Gender: Women's
Color: Black Nubuck
Price: $91.23MSRP: $150.00
Rating: 5Rated 5 stars out of 5(650)

Timberland - Everleigh Chelsea Boot. Color Wheat Nubuck. $159.95. 4.7 out of 5 stars

Tan Timberland Everleigh Chelsea Boot

Tan Timberland Everleigh Chelsea Boot

+2

Brand Name: Timberland
Product Name: Everleigh Chelsea Boot
Gender: Women's
Color: Wheat Nubuck
Price: $159.95
Rating: 5Rated 5 stars out of 5(46)

Timberland - Allington Heights 6" Boots. Color Black Nubuck. On sale for $104.98. MSRP $150.00.. 4.6 out of 5 stars

Black Timberland Allington Heights 6" Boots

Black Timberland Allington Heights 6" Boots

+2

Brand Name: Timberland
Product Name: Allington Heights 6" Boots
Gender: Women's
Color: Black Nubuck
Price: $104.98MSRP: $150.00
Rating: 5Rated 5 stars out of 5(68)

Timberland - Everleigh 6" Lace-Up Boot. Color Burgundy Full Grain. Low Stock. On sale for $97.98. MSRP $170.00.. 4.9 out of 5 stars

6 left in stock

Mahogany Timberland Everleigh 6" Lace-Up Boot

Mahogany Timberland Everleigh 6" Lace-Up Boot

+3

Brand Name: Timberland
Product Name: Everleigh 6" Lace-Up Boot
Gender: Women's
Color: Burgundy Full Grain
Price: $97.98MSRP: $170.00
Rating: 5Rated 5 stars out of 5(38)

Timberland - Greyfield Leather Boot. Color Black Full Grain Patent. Low Stock. On sale for $85.22. MSRP $130.00.. 4.7 out of 5 stars

3 left in stock

Black Timberland Greyfield Leather Boot

Black Timberland Greyfield Leather Boot

Brand Name: Timberland
Product Name: Greyfield Leather Boot
Gender: Women's
Color: Black Full Grain Patent
Price: $85.22MSRP: $130.00
Rating: 5Rated 5 stars out of 5(37)

Timberland - Maple Grove Leather Chukka. Color Medium Brown Full Grain. Low Stock. $125.00. 4.4 out of 5 stars

8 left in stock

Brown Timberland Maple Grove Leather Chukka

Brown Timberland Maple Grove Leather Chukka

+2

Brand Name: Timberland
Product Name: Maple Grove Leather Chukka
Gender: Men's
Color: Medium Brown Full Grain
Price: $125.00
Rating: 4Rated 4 stars out of 5(51)

Timberland - Arbor Road Waterproof Boot. Color Wheat Full Grain. On sale for $151.80. MSRP $220.00.. 4.0 out of 5 stars

Brown Timberland Arbor Road Waterproof Boot

Brown Timberland Arbor Road Waterproof Boot

+2

Brand Name: Timberland
Product Name: Arbor Road Waterproof Boot
Gender: Men's
Color: Wheat Full Grain
Price: $151.80MSRP: $220.00
Rating: 4Rated 4 stars out of 5(27)

Timberland - Greyfield Boot L/F. Color Wheat. Low Stock. On sale for $69.98. MSRP $120.00.. 4.8 out of 5 stars

1 left in stock

Tan Timberland Greyfield Boot L/F

Tan Timberland Greyfield Boot L/F

Brand Name: Timberland
Product Name: Greyfield Boot L/F
Gender: Women's
Color: Wheat
Price: $69.98MSRP: $120.00
Rating: 5Rated 5 stars out of 5(48)

Timberland - 50th Anniversary Edition 6-Inch Waterproof. Color Dark Pink Nubuck. Low Stock. $169.95. 4.7 out of 5 stars

6 left in stock

Pink Timberland 50th Anniversary Edition 6-Inch Waterproof

Pink Timberland 50th Anniversary Edition 6-Inch Waterproof

+2

Brand Name: Timberland
Product Name: 50th Anniversary Edition 6-Inch Waterproof
Gender: Women's
Color: Dark Pink Nubuck
Price: $169.95
Rating: 5Rated 5 stars out of 5(139)

Timberland - Cortina Valley 6" Boot Wp. Color Jet Black. Low Stock. $179.95. 4.8 out of 5 stars

7 left in stock

Black Timberland Cortina Valley 6" Boot Wp

Black Timberland Cortina Valley 6" Boot Wp

Brand Name: Timberland
Product Name: Cortina Valley 6" Boot Wp
Gender: Women's
Color: Jet Black
Price: $179.95
Rating: 5Rated 5 stars out of 5(65)

Timberland - Redwood Falls Waterproof Moc Toe Boot. Color Rust Full Grain. Low Stock. $159.99. 4.7 out of 5 stars

1 left in stock

Tan Timberland Redwood Falls Waterproof Moc Toe Boot

Tan Timberland Redwood Falls Waterproof Moc Toe Boot

Brand Name: Timberland
Product Name: Redwood Falls Waterproof Moc Toe Boot
Gender: Men's
Color: Rust Full Grain
Price: $159.99
Rating: 5Rated 5 stars out of 5(116)

Timberland - Premium 14" Waterproof Boot. Color Wheat Nubuck. Low Stock. $199.95. 4.3 out of 5 stars

2 left in stock

Tan Timberland Premium 14" Waterproof Boot

Tan Timberland Premium 14" Waterproof Boot

Brand Name: Timberland
Product Name: Premium 14" Waterproof Boot
Gender: Women's
Color: Wheat Nubuck
Price: $199.95
Rating: 4Rated 4 stars out of 5(79)

Timberland - Redwood Falls Waterproof Insulated. Color Wheat. $160.00. 4.5 out of 5 stars

Tan Timberland Redwood Falls Waterproof Insulated

Tan Timberland Redwood Falls Waterproof Insulated

+2

Brand Name: Timberland
Product Name: Redwood Falls Waterproof Insulated
Gender: Men's
Color: Wheat
Price: $160.00
Rating: 5Rated 5 stars out of 5(20)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.