Men's Boots

Explore the Men's Boots Collection from Oscar William Shoemakers, featuring handcrafted Chelsea boots, Chukka boots, brogue boots, and patina leather designs created for the modern gentleman. Crafted from premium leathers and finished with exceptional attention to detail, each pair combines timeless British-inspired styling with comfort, durability, and versatility.

From refined business attire to smart-casual dressing, our collection offers distinctive footwear designed to elevate every wardrobe. Discover classic silhouettes, hand-painted patina finishes, and expertly crafted leather boots built to deliver lasting character and sophistication.

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13 products
Sort by:
Most relevant
Availability
Price
£0
£525
Oscar William Charlie Chelsea Boots | Rubber Studded Sole
Oscar William Charlie Chelsea Boots | Rubber Studded Sole

Oscar William Charlie Chelsea Boots | Rubber Studded Sole

Price
£425
Black Chelsea Boots for Men | Leather Upper & Rubber Sole
Black Chelsea Boots for Men | Leather Upper & Rubber Sole

Black Chelsea Boots for Men | Leather Upper & Rubber Sole

Price
£225
Tan Chelsea Boots for Men | Handcrafted Leather & Rubber Sole
Tan Chelsea Boots for Men | Handcrafted Leather & Rubber Sole

Tan Chelsea Boots for Men | Handcrafted Leather & Rubber Sole

Price
£225
Oscar William Chukka Boot – Dark Brown Suede | Lightweight Sole
Dark Brown Suede Chukka Boots | Lightweight Comfort Sole

Oscar William Chukka Boot – Dark Brown Suede | Lightweight Sole

Price
£225
Oscar William Black Suede Chukka Boots | Lightweight Comfort Sole
Oscar William Black Suede Chukka Boots | Lightweight Comfort Sole

Oscar William Black Suede Chukka Boots | Lightweight Comfort Sole

Price
£225
Handmade Classic Chelsea Boots – Chocolate Leather With Rubber Studded Sole
Handmade Classic Chelsea Boots – Chocolate Leather With Rubber Studded Sole

Handmade Classic Chelsea Boots – Chocolate Leather With Rubber Studded Sole

Price
£475
Handmade Classic Chelsea Boots – Navy Blue with Studded Sole
Navy Blue Leather Chelsea Boots | Handmade Studded Sole

Handmade Classic Chelsea Boots – Navy Blue with Studded Sole

Price
£475
Oscar William Handmade Patina Chelsea Boots – Studded Rubber Sole
Hand-Painted Patina Chelsea Boots | Studded Rubber Sole

Oscar William Handmade Patina Chelsea Boots – Studded Rubber Sole

Price
£475
Oscar William Handcrafted Burgundy Patina Chukka Boots – London Heritage Collection
Burgundy Patina Chukka Boots | Hand-Painted Leather Boots

Oscar William Handcrafted Burgundy Patina Chukka Boots – London Heritage Collection

Price
£425
Oscar William Handcrafted Patina Chukka Boots – Studded Rubber Sole
Navy Blue Patina Chukka Boots | Hand-Painted Leather Boots

Oscar William Handcrafted Patina Chukka Boots – Studded Rubber Sole

Price
£425
Dark Brown Leather Chelsea Boots with Back Zip | Oscar William
Oscar William Dark Brown Chelsea Boots | Back Zip Leather Boots

Dark Brown Leather Chelsea Boots with Back Zip | Oscar William

Price
£225
Oscar William Green Patina Brogue Boots – Savile Row Inspired British Elegance
Green Patina Brogue Boots | Hand-Painted Leather Wingtip Boots

Oscar William Green Patina Brogue Boots – Savile Row Inspired British Elegance

Price
£525

Dark Prestige

Power, precision, and uncompromising black elegance.