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Boots $49.99 or Less! Shop the Sale

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Men's Wool Shoes

61 items found

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Ben Sherman - Clifford Oxford. Color Sand Khaki. On sale for $40.50. MSRP $90.00..

Brand Name: Ben Sherman
Product Name: Clifford Oxford
Color: Sand Khaki
Price: $40.50MSRP: $90.00

Polo Ralph Lauren - Keaton Harris Tweed® Sneaker. Color Multi. On sale for $88.20. MSRP $98.00.. 5.0 out of 5 stars

Brand Name: Polo Ralph Lauren
Product Name: Keaton Harris Tweed® Sneaker
Color: Multi
Price: $88.20MSRP: $98.00

Freewaters - Homer. Color Charcoal 1. On sale for $41.36. MSRP $46.00.. 2.3 out of 5 stars

Brand Name: Freewaters
Product Name: Homer
Color: Charcoal 1
Price: $41.36MSRP: $46.00

Sperry - Ice Bay Boot Seacycled Wool. Color Taupe. On sale for $63.37. MSRP $139.95.. 3.5 out of 5 stars

Brand Name: Sperry
Product Name: Ice Bay Boot Seacycled Wool
Color: Taupe
Price: $63.37MSRP: $139.95

Polo Ralph Lauren - Keaton Harris Tweed® Sneaker. Color Soft Grey. On sale for $46.20. MSRP $110.00.. 5.0 out of 5 stars

Brand Name: Polo Ralph Lauren
Product Name: Keaton Harris Tweed® Sneaker
Color: Soft Grey
Price: $46.20MSRP: $110.00

Polo Ralph Lauren - Keaton Harris Tweed® Sneaker. Color Glen Plaid. On sale for $62.70. MSRP $110.00.. 5.0 out of 5 stars

Brand Name: Polo Ralph Lauren
Product Name: Keaton Harris Tweed® Sneaker
Color: Glen Plaid
Price: $62.70MSRP: $110.00

Living Kitzbühel - Kitzbuehler. Color Inca Gold. Low Stock. On sale for $70.21. MSRP $119.00.. 4.1 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Kitzbuehler
Color: Inca Gold
Price: $70.21MSRP: $119.00

Ben Sherman - Cliff Oxford. Color Grey Wool. On sale for $44.80. MSRP $70.00..

Brand Name: Ben Sherman
Product Name: Cliff Oxford
Color: Grey Wool
Price: $44.80MSRP: $70.00

Ben Sherman - Clifford Oxford. Color Charcoal Canvas. On sale for $30.46. MSRP $90.00..

Brand Name: Ben Sherman
Product Name: Clifford Oxford
Color: Charcoal Canvas
Price: $30.46MSRP: $90.00

Ben Sherman - Clifford Oxford. Color Khaki Canvas. On sale for $30.41. MSRP $90.00..

Brand Name: Ben Sherman
Product Name: Clifford Oxford
Color: Khaki Canvas
Price: $30.41MSRP: $90.00

Ben Sherman - Clifford Oxford. Color Grey Wool. On sale for $41.40. MSRP $90.00..

Brand Name: Ben Sherman
Product Name: Clifford Oxford
Color: Grey Wool
Price: $41.40MSRP: $90.00

Clarks - Bushacre 3. Color Black Wool. On sale for $48.38. MSRP $110.00.. 4.0 out of 5 stars

Brand Name: Clarks
Product Name: Bushacre 3
Color: Black Wool
Price: $48.38MSRP: $110.00

Living Kitzbühel - Kitz. Color Anthracite 1. Low Stock. On sale for $70.11. MSRP $123.00.. 4.0 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Kitz
Color: Anthracite 1
Price: $70.11MSRP: $123.00

Johnston & Murphy - Amherst Wool. Color Gray Wool. On sale for $51.60. MSRP $129.00.. 4.5 out of 5 stars

Brand Name: Johnston & Murphy
Product Name: Amherst Wool
Color: Gray Wool
Price: $51.60MSRP: $129.00

Johnston & Murphy - Amherst Wool. Color Taupe Wool. On sale for $79.98. MSRP $129.00.. 4.5 out of 5 stars

Brand Name: Johnston & Murphy
Product Name: Amherst Wool
Color: Taupe Wool
Price: $79.98MSRP: $129.00

Johnston & Murphy - Amherst Wool. Color Navy Wool. Low Stock. On sale for $80.28. MSRP $129.00.. 4.5 out of 5 stars

Low stock

Brand Name: Johnston & Murphy
Product Name: Amherst Wool
Color: Navy Wool
Price: $80.28MSRP: $129.00

Johnston & Murphy - Amherst Wool. Color Dark Gray Wool. On sale for $68.37. MSRP $129.00.. 4.5 out of 5 stars

Brand Name: Johnston & Murphy
Product Name: Amherst Wool
Color: Dark Gray Wool
Price: $68.37MSRP: $129.00

Woolloomooloo - Fraser. Color Sand Camo. On sale for $64.50. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Sand Camo
Price: $64.50MSRP: $150.00

Woolloomooloo - Fraser. Color Blue Multi. On sale for $85.50. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Blue Multi
Price: $85.50MSRP: $150.00

Woolloomooloo - Fraser. Color Green. On sale for $73.50. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Green
Price: $73.50MSRP: $150.00

Woolloomooloo - Fraser. Color Sand. On sale for $79.50. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Sand
Price: $79.50MSRP: $150.00

Woolloomooloo - Fraser. Color Black. On sale for $69.00. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Black
Price: $69.00MSRP: $150.00

Woolloomooloo - Fraser. Color Red Multi. On sale for $75.00. MSRP $150.00.. 3.7 out of 5 stars

Brand Name: Woolloomooloo
Product Name: Fraser
Color: Red Multi
Price: $75.00MSRP: $150.00

Vince - Dawson. Color Black. Low Stock. On sale for $100.00. MSRP $250.00.. 4.0 out of 5 stars

Low stock

Brand Name: Vince
Product Name: Dawson
Color: Black
Price: $100.00MSRP: $250.00

Vince - Dawson. Color White. Low Stock. On sale for $102.38. MSRP $250.00.. 4.0 out of 5 stars

Low stock

Brand Name: Vince
Product Name: Dawson
Color: White
Price: $102.38MSRP: $250.00

Born - Jayce. Color Brown Wool. Low Stock. On sale for $52.25. MSRP $95.00..

Low stock

Brand Name: Born
Product Name: Jayce
Color: Brown Wool
Price: $52.25MSRP: $95.00

Acorn - Slipper Sock. Color Light Gray Ragg Wool. On sale for $31.17. MSRP $52.00.. 3.8 out of 5 stars

Brand Name: Acorn
Product Name: Slipper Sock
Color: Light Gray Ragg Wool
Price: $31.17MSRP: $52.00

Woolloomooloo - Suffolk Merino Wool Slip-On. Color Sky. Low Stock. On sale for $52.00. MSRP $130.00.. 3.9 out of 5 stars

Low stock

Brand Name: Woolloomooloo
Product Name: Suffolk Merino Wool Slip-On
Color: Sky
Price: $52.00MSRP: $130.00

Dockers - Rugged Clog Slipper. Color Black. On sale for $20.00. MSRP $50.00.. 4.3 out of 5 stars

Brand Name: Dockers
Product Name: Rugged Clog Slipper
Color: Black
Price: $20.00MSRP: $50.00

Florsheim - Venture Wool Plain Toe Lace-Up Sneaker. Color Charcoal Wool/Black Crazy Horse. Low Stock. On sale for $44.00. MSRP $110.00.. 5.0 out of 5 stars

Low stock

Brand Name: Florsheim
Product Name: Venture Wool Plain Toe Lace-Up Sneaker
Color: Charcoal Wool/Black Crazy Horse
Price: $44.00MSRP: $110.00

Living Kitzbühel - Winkel. Color Cappucino. On sale for $54.90. MSRP $122.00.. 5.0 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Winkel
Color: Cappucino
Price: $54.90MSRP: $122.00

Living Kitzbühel - Haslach. Color Anthra. Low Stock. On sale for $64.66. MSRP $122.00.. 5.0 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Haslach
Color: Anthra
Price: $64.66MSRP: $122.00

Living Kitzbühel - Winkel. Color Rosewood. On sale for $50.02. MSRP $122.00.. 5.0 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Winkel
Color: Rosewood
Price: $50.02MSRP: $122.00

Living Kitzbühel - Winkel. Color Grand Canyon. Low Stock. On sale for $50.02. MSRP $122.00.. 5.0 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Winkel
Color: Grand Canyon
Price: $50.02MSRP: $122.00

Living Kitzbühel - Winkel. Color Phantom. On sale for $56.12. MSRP $122.00.. 5.0 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Winkel
Color: Phantom
Price: $56.12MSRP: $122.00

Living Kitzbühel - Kitz. Color Anthracite. On sale for $51.66. MSRP $123.00.. 4.0 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Kitz
Color: Anthracite
Price: $51.66MSRP: $123.00

Living Kitzbühel - Kitzbuehler. Color Elderberry. On sale for $54.74. MSRP $119.00.. 4.1 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Kitzbuehler
Color: Elderberry
Price: $54.74MSRP: $119.00

Living Kitzbühel - Sonnberg. Color Grey. Low Stock. On sale for $39.36. MSRP $96.00.. 3.3 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Sonnberg
Color: Grey
Price: $39.36MSRP: $96.00

Living Kitzbühel - Kitzbuehler. Color Lily Pad. On sale for $54.74. MSRP $119.00.. 4.1 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Kitzbuehler
Color: Lily Pad
Price: $54.74MSRP: $119.00

Living Kitzbühel - Tirol. Color Fango. Low Stock. On sale for $44.62. MSRP $97.00.. 4.1 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Tirol
Color: Fango
Price: $44.62MSRP: $97.00

Living Kitzbühel - Kocha. Color Dark Brown. Low Stock. On sale for $48.95. MSRP $126.00.. 1.0 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Kocha
Color: Dark Brown
Price: $48.95MSRP: $126.00

Living Kitzbühel - Tirol. Color Anthracite. On sale for $48.50. MSRP $97.00.. 4.1 out of 5 stars

Brand Name: Living Kitzbühel
Product Name: Tirol
Color: Anthracite
Price: $48.50MSRP: $97.00

Living Kitzbühel - Kocha. Color Grand Canyon. Low Stock. On sale for $65.52. MSRP $126.00.. 1.0 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Kocha
Color: Grand Canyon
Price: $65.52MSRP: $126.00

Living Kitzbühel - Kitzbuehler. Color Pearl Blue. Low Stock. On sale for $48.79. MSRP $119.00.. 4.1 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Kitzbuehler
Color: Pearl Blue
Price: $48.79MSRP: $119.00

Living Kitzbühel - Sonnberg. Color Dark Blue. Low Stock. On sale for $43.20. MSRP $96.00.. 3.3 out of 5 stars

Low stock

Brand Name: Living Kitzbühel
Product Name: Sonnberg
Color: Dark Blue
Price: $43.20MSRP: $96.00

Florsheim - Venture Wool Plain Toe Lace-Up Sneaker. Color Navy Wool/Navy Nubuck. Low Stock. On sale for $44.00. MSRP $110.00.. 5.0 out of 5 stars

Low stock

Brand Name: Florsheim
Product Name: Venture Wool Plain Toe Lace-Up Sneaker
Color: Navy Wool/Navy Nubuck
Price: $44.00MSRP: $110.00

XTRATUF - Homer. Color Grey. On sale for $29.50. MSRP $95.00..

Brand Name: XTRATUF
Product Name: Homer
Color: Grey
Price: $29.50MSRP: $95.00

TravisMathew - The Daily - Wool. Color Charcoal. On sale for $47.98. MSRP $119.95.. 2.0 out of 5 stars

Brand Name: TravisMathew
Product Name: The Daily - Wool
Color: Charcoal
Price: $47.98MSRP: $119.95

Foamtreads - Doctor Boa. Color Grey. Low Stock. On sale for $27.88. MSRP $61.95.. 3.7 out of 5 stars

Low stock

Brand Name: Foamtreads
Product Name: Doctor Boa
Color: Grey
Price: $27.88MSRP: $61.95

Foamtreads - Kendale. Color Black Wool. Low Stock. On sale for $26.82. MSRP $60.95.. 4.5 out of 5 stars

Low stock

Brand Name: Foamtreads
Product Name: Kendale
Color: Black Wool
Price: $26.82MSRP: $60.95

Foamtreads - Morgan FT. Color Black. Low Stock. On sale for $21.98. MSRP $54.95.. 3.9 out of 5 stars

Low stock

Brand Name: Foamtreads
Product Name: Morgan FT
Color: Black
Price: $21.98MSRP: $54.95

Vibram FiveFingers - V-Alpha. Color Blue/Black. Low Stock. On sale for $107.46. MSRP $125.00.. 4.7 out of 5 stars

Low stock

Brand Name: Vibram FiveFingers
Product Name: V-Alpha
Color: Blue/Black
Price: $107.46MSRP: $125.00

Foamtreads - Physician. Color Charcoal Wool. On sale for $44.43. MSRP $53.95.. 4.2 out of 5 stars

Brand Name: Foamtreads
Product Name: Physician
Color: Charcoal Wool
Price: $44.43MSRP: $53.95

Acorn - Fave Gore. Color Grey Ragg Wool. On sale for $26.22. MSRP $57.00.. 4.4 out of 5 stars

Brand Name: Acorn
Product Name: Fave Gore
Color: Grey Ragg Wool
Price: $26.22MSRP: $57.00

Foamtreads - Desmond. Color Charcoal. Low Stock. On sale for $48.71. MSRP $64.95.. 4.4 out of 5 stars

Low stock

Brand Name: Foamtreads
Product Name: Desmond
Color: Charcoal
Price: $48.71MSRP: $64.95

Acorn - Slipper Sock. Color Charcoal Ragg Wool. On sale for $22.86. MSRP $52.00.. 3.8 out of 5 stars

Brand Name: Acorn
Product Name: Slipper Sock
Color: Charcoal Ragg Wool
Price: $22.86MSRP: $52.00

Acorn - Slipper Sock. Color Light Grey Cotton Twist. On sale for $27.53. MSRP $52.00.. 3.8 out of 5 stars

Brand Name: Acorn
Product Name: Slipper Sock
Color: Light Grey Cotton Twist
Price: $27.53MSRP: $52.00

Giesswein - Andau. Color Charcoal. Low Stock. On sale for $56.97. MSRP $100.00.. 4.4 out of 5 stars

Low stock

Brand Name: Giesswein
Product Name: Andau
Color: Charcoal
Price: $56.97MSRP: $100.00

Giesswein - Vent. Color Black. Low Stock. On sale for $76.93. MSRP $148.00.. 4.3 out of 5 stars

Low stock

Brand Name: Giesswein
Product Name: Vent
Color: Black
Price: $76.93MSRP: $148.00

Acorn - Slipper Sock. Color Cobalt Ragg Wool. On sale for $38.54. MSRP $52.00.. 3.8 out of 5 stars

Brand Name: Acorn
Product Name: Slipper Sock
Color: Cobalt Ragg Wool
Price: $38.54MSRP: $52.00

Acorn - Slipper Sock. Color Crimson. On sale for $30.65. MSRP $52.00.. 3.8 out of 5 stars

Brand Name: Acorn
Product Name: Slipper Sock
Color: Crimson
Price: $30.65MSRP: $52.00