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Find the best gifts for everyone you love—all right here. Holiday Gifts

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Men's Comfort Boots

Roundhill Grand Waterproof Chukka Boot (Men)

Free Delivery by Christmas

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

Current Price $260

Neumel Era Chukka Boot (Men)

Free Delivery by Christmas

UGG® Neumel Era Chukka Boot (Men)

Current Price $159.95

Anthem Plain Toe Chukka (Men)

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chukka (Men)

Current Price $145

Traveler Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Traveler Chukka Boot (Men)

Current Price $135

Forge Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Forge Chukka Boot (Men)

Current Price $130

Upton Chukka (Men)

Free Delivery by Christmas

Johnston & Murphy Upton Chukka (Men)

Current Price $179

Anthem Plain Toe Chelsea Boot (Men)

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chelsea Boot (Men)

Current Price $145

Neumel Chukka Boot (Men)

Free Delivery by Christmas

UGG® Neumel Chukka Boot (Men)

Current Price $149.95

Metropole London Waterproof Suede Chukka Boot (Men)

Free Delivery by Christmas

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

Current Price $229.95

Durham Waterproof Cap Toe Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

Current Price $199 to $229

Redwood Falls Waterproof Lace-Up Boot (Men)

Free Delivery by Christmas

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

Current Price $160

Cassius Chelsea Boot (Men)

Free Delivery by Christmas

Rockport Cassius Chelsea Boot (Men)

Current Price $160

Earl 04 Chukka Boot (Men)

Free Delivery by Christmas

Josef Seibel Earl 04 Chukka Boot (Men)

Current Price $180

Flynn Plain Toe Derby Boot (Men)

Free Delivery by Christmas

Rockport Flynn Plain Toe Derby Boot (Men)

Current Price $160

Idyllwild Lace-Up Boot (Men)

Free Delivery by Christmas

UGG® Idyllwild Lace-Up Boot (Men)

Current Price $189.95

Calder Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Chukka Boot (Men)

Current Price $179

Metropole Milan Chelsea Boot (Men)

Free Delivery by Christmas

ECCO Metropole Milan Chelsea Boot (Men)

Current Price $194.95

Erroll Waterproof Chukka (Men)

Free Delivery by Christmas

Josef Seibel Erroll Waterproof Chukka (Men)

Current Price $185

Mōlina Water Repellent Boot (Men)

Free Delivery by Christmas

OluKai Mōlina Water Repellent Boot (Men)

Current Price $150

Neumel Chelsea Boot (Men)

Free Delivery by Christmas

UGG® Neumel Chelsea Boot (Men)

Current Price $99.99 to $149.95

Previous Price $149.95

Launch Plain Toe Chukka (Men)

Free Delivery by Christmas

Florsheim Launch Plain Toe Chukka (Men)

Current Price $135

6-Inch Premium Waterproof Boot (Men)

Free Delivery by Christmas

Timberland 6-Inch Premium Waterproof Boot (Men)

Current Price $198

Forge Chelsea Boot (Men)

Free Delivery by Christmas

Florsheim Forge Chelsea Boot (Men)

Current Price $130

Forge Lace-Up Boot (Men)

Free Delivery by Christmas

Florsheim Forge Lace-Up Boot (Men)

Current Price $135

Clarks® Desert Chukka Boot (Men)

Free Delivery by Christmas

Clarks® Originals Clarks® Desert Chukka Boot (Men)

Current Price $150

Hilo Moc Toe Slip-On (Men)

Free Delivery by Christmas

Ariat Hilo Moc Toe Slip-On (Men)

Current Price $89.95

Elijah Polished Leather Chelsea Boot (Men)

Free Delivery by Christmas

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

Current Price $149.95

Upton Chukka (Men)

Free Delivery by Christmas

Johnston & Murphy Upton Chukka (Men)

Current Price $179

Calder Oiled Suede Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

Current Price $179

Classic Chelsea Boot (Men)

Free Delivery by Christmas

Blundstone Footwear Classic Chelsea Boot (Men)

Current Price $209.95 to $219.95

Nigel Low Boot (Men)

Free Delivery by Christmas

Børn Nigel Low Boot (Men)

Current Price $150

Calder Plain Toe Chelsea Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

Current Price $179

Chelsea Lug Boot (Men)

Free Delivery by Christmas

UGG® Chelsea Lug Boot (Men)

Current Price $89.96

Previous Price $149.95

Bernardo Water Repellent Combat Boot (Men)

Free Delivery by Christmas

Aquatalia Bernardo Water Repellent Combat Boot (Men)

Current Price $495

Sport Herdsman Square Toe Cowboy Boot (Men)

Free Delivery by Christmas

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

Current Price $189.95

Stuart Chukka (Men)

Free Delivery by Christmas

Josef Seibel Stuart Chukka (Men)

Current Price $175

Heritage Trailgazer Waterproof Genuine Shearling & Wool Boot (Men)

Free Delivery by Christmas

UGG® Heritage Trailgazer Waterproof Genuine Shearling & Wool Boot (Men)

Current Price $134.99 to $144.96

Previous Price $209.95

Britton Road Waterproof Boot (Men)

Free Delivery by Christmas

Timberland Britton Road Waterproof Boot (Men)

Current Price $150

Only a few left

Calder 175th Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder 175th Chukka Boot (Men)

Current Price $175

Sport Rambler Western Boot (Men)

Free Delivery by Christmas

Ariat Sport Rambler Western Boot (Men)

Current Price $179.95

Mini Lug Chukka Boot (Men)

Free Delivery by Christmas

Sperry Mini Lug Chukka Boot (Men)

Current Price $150

Erik Lace-Up Boot (Men)

Free Delivery by Christmas

Børn Erik Lace-Up Boot (Men)

Current Price $160

Barrett Plain Toe Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Barrett Plain Toe Boot (Men)

Current Price $199

Braxton Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Braxton Chukka Boot (Men)

Current Price $159

White Ledge Waterproof Hiking Boot (Men)

Free Delivery by Christmas

Timberland White Ledge Waterproof Hiking Boot (Men)

Current Price $120

XC Flex Connelly Lace-Up Leather Boot (Men)

Free Delivery by Christmas

Johnston & Murphy XC Flex Connelly Lace-Up Leather Boot (Men)

Current Price $199

'Midtown' Zip Boot (Men)

Free Delivery by Christmas

Florsheim 'Midtown' Zip Boot (Men)

Current Price $150

Mil 1913 Boot (Men)

Free Delivery by Christmas

Camper Mil 1913 Boot (Men)

Current Price $205

Danfield Desert Boot (Men)

Free Delivery by Christmas

Vionic Danfield Desert Boot (Men)

Current Price $210

Hybrid Low Boy Western Chelsea Boot (Men)

Free Delivery by Christmas

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

Current Price $159.95

Rucci Plain Toe Chukka Boot

Free Delivery by Christmas

Florsheim Rucci Plain Toe Chukka Boot

Current Price $155

Mini Lug Chukka Boot (Men)

Free Delivery by Christmas

Sperry Mini Lug Chukka Boot (Men)

Current Price $150

Reeve Chelsea Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Reeve Chelsea Boot (Men)

Current Price $139

Premium 6-Inch Waterproof Boot (Men)

Free Delivery by Christmas

Timberland Premium 6-Inch Waterproof Boot (Men)

Current Price $198

Uppsala Boot (Men)

Free Delivery by Christmas

Birkenstock Uppsala Boot (Men)

Current Price $169.95

Classic 587 Water Resistant Chelsea Boot (Men)

Free Delivery by Christmas

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

Current Price $209.95

Barret Zip Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Barret Zip Boot (Men)

Current Price $199

Booker Ultra Square Toe Western Chelsea Boot (Men)

Free Delivery by Christmas

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

Current Price $149.95

Mt. Maddsen Water Resistant Hiking Boot (Men)

Free Delivery by Christmas

Timberland Mt. Maddsen Water Resistant Hiking Boot (Men)

Current Price $110

Lodge Plain Toe Boot (Men)

Free Delivery by Christmas

Florsheim Lodge Plain Toe Boot (Men)

Current Price $145

Redwood Falls Chelsea Boot (Men)

Free Delivery by Christmas

Timberland Redwood Falls Chelsea Boot (Men)

Current Price $130

Reed Zip-Up Boot (Men)

Free Delivery by Christmas

Børn Reed Zip-Up Boot (Men)

Current Price $150

Leonardo HydroProtect Waterproof Genuine Shearling Lined Boot (Men)

Free Delivery by Christmas

Mephisto Leonardo HydroProtect Waterproof Genuine Shearling Lined Boot (Men)

Current Price $469

Nigel Low Boot (Men)

Free Delivery by Christmas

Børn Nigel Low Boot (Men)

Current Price $150

Uppsala Mid Boot (Men)

Free Delivery by Christmas

Birkenstock Uppsala Mid Boot (Men)

Current Price $169.95

Parker Waterproof Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

Current Price $189

Booker Ultra Square Toe Western Chelsea Boot (Men)

Free Delivery by Christmas

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

Current Price $149.95

Livermore Water Repellent Lace-Up Bootie (Men)

Free Delivery by Christmas

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

Current Price $210 to $230

Thermal Waterproof Genuine Shearling Lined Chelsea Boot (Men)

Free Delivery by Christmas

Blundstone Footwear Thermal Waterproof Genuine Shearling Lined Chelsea Boot (Men)

Current Price $274.95

Midtown Rambler Square Toe Western Chelsea Boot (Men)

Free Delivery by Christmas

Ariat Midtown Rambler Square Toe Western Chelsea Boot (Men)

Current Price $159.95

Highwood Mid Lace-Up Boot (Men)

Free Delivery by Christmas

Birkenstock Highwood Mid Lace-Up Boot (Men)

Current Price $209.95