Pointed or pointy shoe or shoes may refer to:

• Beatle boots, a variant of Chelsea boots worn in Britain and elsewhere from the 1950s to present
• Calcei repandi, pointed shoes fashionable in ancient Etruscan culture; see Daily life of the Etruscans § Shoes
• Ciocie, worn by Italian peasants since the medieval period
• Climbing shoes, which now typically include a reinforced extension for better toeholds
• Jutti with a nokh, or pointy tip
• Opanci, worn by Balkan peasants since antiquity
• Mexican pointy boots, worn in Mexico and the southern United States since the 21st century
• Pigache, worn in 11th–13th century Europe
• Poulaines, worn in 14th & 15th century Europe
• Winklepickers, worn in Britain and elsewhere from the 1960s to present