Bootleggers Footwear

Women's Shoes

Showing 1–12 of 63 results


  • Our most sought-after clog, the Boston lends a fashion-forward edge to any style. Handcrafted for quality, oiled nubuck leather looks distinctly heritage, designed to age over time for a perfectly worn, one-of-a-kind look. Featuring an additional foam layer for cushioning, the soft footbed offers extra comfort plus go-all-day support.

     

    Select options This product has multiple variants. The options may be chosen on the product page
  • Our most sought-after clog, the Boston lends a fashion-forward edge to any style. Velvety suede gives the laid-back look classic, every season appeal. Featuring an additional foam layer for cushioning, the soft footbed offers extra comfort plus go-all-day support.

     

    Select options This product has multiple variants. The options may be chosen on the product page
  • So classic and consistently comfortable, the Boston clog has become a coveted, year-round favorite. Velvety suede lends an effortless feel to the style. Featuring an additional foam layer for cushioning, its soft footbed offers extra comfort plus go-all-day support.

    Select options This product has multiple variants. The options may be chosen on the product page
  • This season, pick Cloudsteppers boat shoe Breeze Edge for comfortable, casual style with a nautical-inspired twist. We’ve crafted this perennial profile with our signature Breeze outsole, underpinning every move with flexible, energy-returning support. And for comfort that never lets you down, a Cushion Soft™ footbed makes each stride feel like floating on clouds.

    Select options This product has multiple variants. The options may be chosen on the product page
  • A canvas boat shoe inspired by hot, sunny days spent surfside, BreezeSky Bay delivers signature Cloudsteppers comfort with its super-supportive Cushion Soft™ footbed.  And, for effortless movement all-season long, we’ve completed this slip-on profile with a flexible, easy-walk sole.

    Select options This product has multiple variants. The options may be chosen on the product page
  • A canvas boat shoe inspired by hot, sunny days spent surfside, BreezeSky Bay delivers signature Cloudsteppers comfort with its super-supportive Cushion Soft™ footbed.  And, for effortless movement all-season long, we’ve completed this slip-on profile with a flexible, easy-walk sole.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Cathrynn Dusk is a versatile flat shoe that complements classic style, perfect for everyday wear and various occasions. Crafted with premium leather, it features a classic toe shape and a flexible, lightweight TPR (thermoplastic rubber) outsole with a hidden wedge footbed. The grosgrain ribbon and contrast toe cap design add delicate, sophisticated finishing touches.

    Select options This product has multiple variants. The options may be chosen on the product page
  • A comfortable slip-on loafer in premium leather, Clarks Collection Juliet Beat is prepped for smart-casual styling, this season and the next. Landing in versatile, easy wear colorways and crafted with a soft Ultimate Comfort footbed for total support, it’s the perfect balance of effortless style and dependable cushioning.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Kynnzie Mule addresses the need for a casual shoe that can be worn all day long. Crafted with premium leather, it features an Ultimate Comfort footbed for soft, supportive comfort. The flexible TPR (thermoplastic rubber) sole delivers ultimate underfoot traction, while a swivel backstrap transitions from slip-on to a secure fit.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Combining the ease of your favorite trainers with seasonal styling, Kynnzie Zip is the casual pair to keep in rotation all season long. Crafted with premium leather, it features an Ultimate Comfort footbed for soft, supportive comfort. Underfoot, a flexible TPR sole is complemented by an easy-walk block heel for instant elevation.

    Select options This product has multiple variants. The options may be chosen on the product page
  • A laid-back casual shoe to wear on off-duty days, Lynell Strap arrives in premium nubuck for a classic look and feel. We’ve crafted it with a comfortable wedge heel and a flexible, durable TR (thermoplastic rubber) sole for elevated movement. Tying things together, an easy-adjust riptape strap delivers quick, easy on/off.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Comfortable and versatile, the Shaya Jane shoe is prepped to stride confidently into dressy occasions. Crafted from premium leathers, it features an easy-walk heel and the unbeatable support of our Contour Cushion footbed. Smart aesthetics with no comfort compromise, this silhouette ticks every box.

    Select options This product has multiple variants. The options may be chosen on the product page

Showing 1–12 of 63 results

Filter Products by Price