The story of Outlook Farm begins in 1781, when 19-year-old Eliza Norton built the Norton Tavern at the top of a hill on Route 66 in Westhampton, reportedly constructing the inn for his bride. The front upstairs served as an open dance hall with a fiddler's step built in the center, and the tavern became a vital stop for stagecoach travelers whose horses needed rest and water at the hilltop location. In 1860, Warner Bartlett purchased the Norton Tavern and renamed it Outlook Farm, operating it until 1920 when Will Fiske bought the homestead and began peddling farm products throughout the valley, becoming renowned for his chickens, produce, and signature Outlook Farm sausage.

In 1962, Dave and Mary Lee Morse purchased the farm from Will Fiske, embarking on what would become their life's work for the next 45 years. Despite Mary Lee's limited farming experience, the couple threw themselves wholeheartedly into farm life, clearing land, repairing outdated machinery, planting fruits and vegetables, raising cows and hogs, restoring their historic home, and serving customers at their roadside stand. Their days were long but enriched by the authentic pleasures of country life, including sugar eats, husking bees, kitchen dances, and tin panning that brought the farming community together.

In January 1994, Dave and Mary Lee passed the farm to their eldest son Bradford Morse and his wife Erin, ensuring the continuation of the Outlook Farm tradition. Mary Lee remained actively involved, helping to cook and bake for the restaurant while running the bed and breakfast in the original farmhouse. Today, Outlook Farm operates as both a working farm and destination, honoring the memory of David Morse (1934-2009) while carrying forward nearly two and a half centuries of agricultural heritage and community service.