You might be familiar with Eastland, but its new collection Made in Maine (say that 5 times fast), is a bit of a departure from the usual main line offerings. Completely hand-sewn by some of New England's most skilled cobblers, the Millanocket, pictured with the gum sole, and the Wicasset which features a vibram sole, will add some understated cool to your wardrobe. Available exclusively at Barneys. Grab yours at for under $400. 

Eastland Millanocket at Barneys, $365

Eastland Wicasset at Barneys, $350