The '90s were expansion years for Deep Hollow. The family has brought in mares and foals, and a stud horse from Texas. Since their focus is on family entertainment, they're continually adding fun activities for you people to the ranch roster. There is currently a small petting farm, wagon rides, and a pony camp for little cowboys and cowgirls. In keeping with a
tradition in 1950, the first Sunday in still marks Deep Hollow's annual Horse Show.

Each year, more and more people head out to the East End to trade the hustle and bustle of city life for some peace and serentiy. The one road into town is jam-packed during the summer, full of weekenders. But even today, you can still find arrowheads in the fields at Deep Hollow after a rainstorm. Left behind by the Montaukett Indians, they serve as a reminder of another time, when the land was open, cattle grazed freely, and ranching was a way of life.With the help of the Leavers, that way of life will go on in Montauk.

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