Sugar Loaf, New York. Sugar Loaf is a mixed-use hamlet in Orange County, New York, United States.
   It is located in the Town of Chester, within view of Sugar Loaf mountain. The hamlet of Sugar Loaf, New York, was founded in the late 1740s as a waypoint along Kings Highway.
   Businesses supplied food and other goods, and horses to travelers. Local historian Dr. Richard Hull writes about the name: It is still not certain how Sugar Loaf acquired its name.
   The most plausible tale is that Elizabeth Dobbin, during her first winter here, gazed up at that huge bald uplifted fault block, shrouded in heavy morning mist, so frosty at the summit yet so greenish-brown at the base, and was reminded of the hard loaves of sugar she and all colonial housewives made in their smokey kitchens. Note that the name of the mountain in Orange County, New York, is somewhat distinguished by the use of two words instead of one.
   By the early 19th century, Sugar Loaf was a saloon community. One of the favorite pastimes of the men was harness or flat racing. They were eager to compete their horses. Hambletonian 10, considered the sire of all American standardbred horses, was born in Sugar Loaf in 1848. America's first murder-for-hire took place on Calamity Corners at the intersection of Pine Hill and Hambletonian Roads. Throughout the remainder of the 19th century, and for most of the 20th century, Sugar Loaf remained a quiet, pasto
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