Wide heel court shoes have become our secret weapon for achieving that perfect vintage-inspired look while actually being able to walk and function normally, and we’re completely obsessed with how they make retro styling accessible and wearable. There’s something so timelessly elegant about a classic court shoe—it’s simultaneously sophisticated and approachable, professional and feminine, depending on how you style it. The wide heel detail adds this lovely vintage touch that references mid-century fashion without looking like you’re wearing a costume, while the comfortable fit means we can actually enjoy the aesthetic instead of suffering for it. We’ve been wearing them to everything from office meetings to weekend brunches because they work with so many different outfit types and occasions. The wide heel provides stability and comfort that lasts all day, while the classic silhouette adds polish and sophistication to any look. We love pairing them with A-line skirts for a very 1950s secretary vibe, high-waisted trousers for something more modern but still vintage-inspired, or shirt dresses where they complete the retro aesthetic perfectly. They work beautifully with both casual and dressier looks, and they photograph incredibly well with vintage-inspired outfits. The comfort factor is incredible—the wide heel distributes weight more evenly than traditional stilettos, while the classic shape is incredibly flattering on most foot types. They make us feel put-together and slightly nostalgic, elevate basic outfits with their vintage charm, and somehow communicate sophistication and good taste without trying too hard.
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(6 (Adults’)) Anna Wide | Black | Women’s Wide Court Shoes
$49.30 -
(7 UK Wide, Black) Where’s That From Womens/Ladies Square Toe Wide Low Block Heel Court Shoes
$33.59 -
Babolat SFX Evo All Court Ladies Tennis Shoes
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Babolat SFX3 All Court Women 36,5 Women’s Tennis Shoes
Original price was: $107.00.$64.20Current price is: $64.20. -
Babolat SFX3 All Court Women 39 Women’s Tennis Shoes
Original price was: $107.00.$64.20Current price is: $64.20. -
Babolat SFX4 All Court Ladies Tennis Shoes
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Gold DOROTHY PERKINS Wide Fit Detroit Slingback Court Shoes
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Hush Puppies Anna Wide Court Shoe – Black
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Jana Abuplain Wide Black Womens Court Shoes 22478-42-001 in a Plain Textile in Size 41
Original price was: $45.00.$39.00Current price is: $39.00. -
Women Court Shoes Buckle Ankle Strap Pointed Toe Dressy Stiletto 009 9
$14.99 -
Women Court Shoes Buckle Ankle Strap Pointed Toe Dressy Stiletto 009 9
Original price was: $14.99.$5.39Current price is: $5.39. -
Women’s White And Blue K-swiss Court Express Hb 96750117 Shoes
Original price was: $76.95.$53.85Current price is: $53.85. -
Womens White And Blue K-swiss Court Express Hb 96750117 Shoes
Original price was: $76.55.$53.57Current price is: $53.57.