Eastland Baja Chelsea Boot vs Eastland Classic II Penny Loafer

The Classic II Penny Loafer is the better-made shoe: full leather upper, OrthoLite cork insole and a rubber outsole, and it holds 4 out of 5 from 236 ratings. The Baja Boot is a synthetic Chelsea with a polyurethane sole and a 1.5-inch block heel, built for wet-weather slop and easy on-off rather than long wear. Buy the loafer for everyday office and casual wear; buy the Baja if you want a pull-on boot that shrugs off rain and muck.

• Choose the Eastland Baja Boot if you want a slip-on Chelsea boot for wet, messy days and prefer a taller shaft with a block heel.
• Choose the Eastland Classic II Penny Loafer if you want a leather everyday shoe with a cushioned OrthoLite insole and a wide fit.