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Deep Hollow Ranch in Montauk, New York

Summary by Atlas Obscura
Established in 1658, Deep Hollow Ranch is the oldest working cattle ranch in America. It originally served as a seasonal pasture for cattle and sheep who were driven to the tip of Long Island to graze on the maritime grasses each summer. Over the centuries, ownership and use shifted. The ranch currently has approximately 40 horses and offers guided trail and pony rides to the public. Riders get the chance to saddle up, walk (or trot), and explor…

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Atlas Obscura broke the news in on Friday, December 5, 2025.
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