120 North Road    Highland, NY 12528    (845) 691-9883

About Us
Tuesday - Saturday 
for Dinner
Open at 5:00

Sunday & Monday
for Private Parties
Patio Dining
Fireside Dining

120 North Road, Highland
 New York 12528
Originally part of the summer resort, Hotel Di Prima, which opened its doors in 1926, the Would Restaurant has a long history of warm hospitality.  The Hotel Di Prima catered to Italian families from the New York City area. In the 1940s and 1950s, thousands of vacationing families came to relax and savor the rich summer  flavors of   “the country.”In 1994, Claire Winslow and Debra Dooley purchased the establishment and became partners in the Hudson Valley retreat.  With renovations underway they changed the name of the resort to the Inn At Applewood, and the restaurant to The Would.

Many guests say that "the old resort atmosphere relaxes you and takes you back to slower days."  On summer evenings guests enjoy dining on the porch, while watching the boccie players.  In the winter they dine by a crackling fire with white linen table cloths, candlelight and fresh flowers.