Eastland 1955 Edition Shoes or Penny Loafers. Multiple Styles Available.

Up to 65% Off
Discount 41%
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$135
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Product Details


Eastland Men’s 1955 Edition Shoes

Pulled from the 1955 design archives, these Eastland shoes represent the company’s legacy of premium, rugged outdoor style. Each shoe suits a preppy yet understated style. Ideal for sporty, casual occasions, boat shoes bring to mind days spent sailing, and penny loafers fit in equally well at the office, out to dinner, or at a casual get-together. Shoemakers hand sewed each shoe from creamy leather ages beautifully, growing more supple and even forming to fit your foot. To extend the life and luster of the shoes, clean the leather with a nonsilicone product. Customers should waterproof the leather before heading into snow, rain, or salt and condition the shoes with an oil, lotion, or incantation.

For three generations—or since 1955—the Eastland family has designed and built premium, durable footwear inspired by their Maine roots. Their designs celebrate American classics, such as work boots and boat shoes. They take pride in classic workmanship, too, hiring artisan shoemakers who often stitch by hand. Whenever technology has evolved to improve on quality, however, the brand has eagerly adopted it, from special insoles designed for comfort to super-lightweight outsoles.

Available Styles

Sullivan Boat Shoe
  • Heritage-style one-eye boat shoe
  • Hand sewn using traditional true moccasin construction
  • Premium full-grain leather upper and rawhide laces
  • Leather-lined, padded OrthoLite comfort insole with patented moisture and odor control
  • Lightweight yet durable SPC outsole with siping for slip resistance
  • Heel height: 1 1/8”
  • Medium width
  • Fits true to size
Stratton Flat-Strap Penny Loafer
  • Heritage-style shoe
  • Hand sewn
  • Premium full-grain leather upper
  • Will conform to foot
  • Leather-lined, padded OrthoLite comfort insole with patented moisture and odor control
  • Stacked leather sole with supportive steel shank
  • Replaceable, durable rubber insert detail on bottom of heel for long-lasting wear
  • Heel height: 7/8”
  • Medium width
  • Fits true to size

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The Fine Print


Free returns. Does not ship to AK/HI/Canada/Puerto Rico. Most orders are delivered within 7 business days from the purchase date. Does not ship to PO boxes. See return policy. Must pay applicable tax and provide name and shipping address at checkout, which will be shared to facilitate shipping. How is the strike-through price determined?

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Eastland 1955 Edition Shoes or Penny Loafers. Multiple Styles Available.

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