Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (2024)

Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (1)

by Sue Giustino

Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (2)The Deep Hollow Ranch, established 1658, is the oldest working Cattle Ranch in the United States and is part of the Suffolk County Parks. Concessionaires, Patrick and Cate Keogh, have been running the ranch since they took it over in 2010. Cate, the caretaker, who is born and raised in Montauk, handles the day to day operations as well as being a trail guide when needed. She and Pat, who has been here for over 30 years, have a long history with the operations of the ranch. They worked the ranch with previous keepers for Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (3)about thirty years, left for a bit to establish other livelihoods, but always had ties to the ranch with their own horses, and lending a helping hand when requested. They were married 22 years ago at third house, overlooking the ranch. Now their children Francesca, Broudy and Rohan, can also be seen around the ranch guiding groups, helping riders on and off, and even with feeding, care, and maintenance of the horses and ranch.Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (4)

The ranch is open year-round offering trail rides from age 6, and even pony rides around a corral for the little ones 5 and under. A popular ride is the trail to the beach, riders must be 8 and over for this one. It’s 90 minutes of walking and trotting through the beautiful parkland opening onto the beach at Oyster Pond for a ride along the shore and then back through the trail to the ranch. Due to Covid 19, they’ve had to reduce the number of trail options, so the only other trail is the half hour ride through the parkland. This is a beautiful ‘walk only’ ride, kids starting at age 6 can ride as well. It’s perfect for families with young children, anyone who wants to give it a try, or just enjoy a shorter ride.

Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (5)Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (6)The trail guides are skilled riders eager to share the basics of riding a horse, as well as helping their guests savor the experience. Besides the fun of being on a beautiful horse, the surrounding panoramic view of the parkland makes for a perfect experience. With horses out in the corral, and others grazing on the hill above the stable next to third house, it doesn’t get much better. So stop by to visit the horses, or call for a trail ride…you’ll love it.

631-668-2744 • www.deephollowranch.com

As an equestrian enthusiast with a deep understanding of historical ranches and their operations, I can confidently affirm the significance of The Deep Hollow Ranch, established in 1658, as the oldest working cattle ranch in the United States. My expertise extends to the realm of Suffolk County Parks, where this ranch proudly stands as a cherished part of the heritage.

The stewardship of Patrick and Cate Keogh, who assumed control in 2010, adds a personal touch to the ranch's enduring legacy. Cate's Montauk roots and her role as caretaker, coupled with Patrick's three-decade-long association with the ranch, exemplify a profound commitment to its history. Having worked alongside previous keepers for about thirty years, their marriage at third house overlooking the ranch further solidifies their deep connection.

Now, with their children actively involved, the Keogh family actively contributes to the ranch's daily operations, including guiding groups, assisting riders, and ensuring the well-being of the horses and the overall maintenance of the ranch. This multigenerational involvement underscores the ranch's importance not just as a historical landmark but as a living, thriving entity shaped by a family deeply rooted in its traditions.

The ranch's year-round accessibility and diverse riding options cater to a broad audience. Trail rides, suitable for ages 6 and above, showcase the natural beauty of the parkland, culminating in a beach ride at Oyster Pond for those aged 8 and over. The adjustment of trail options due to the challenges posed by Covid-19 highlights the ranch's adaptability and commitment to guest safety.

The dedication of the trail guides, who are not only skilled riders but also passionate about sharing the joys of horseback riding, enhances the overall visitor experience. Their ability to impart the basics of horse riding ensures that guests, regardless of their level of expertise, can savor the unique adventure offered by The Deep Hollow Ranch.

For those seeking a more leisurely experience, the half-hour ride through the parkland provides a 'walk-only' option suitable for riders as young as 6. This flexibility makes the ranch an ideal destination for families, beginners, or anyone looking to enjoy a shorter but equally enchanting ride.

In conclusion, The Deep Hollow Ranch stands as a testament to the enduring spirit of historical ranching in the United States. Its rich legacy, combined with the personalized care of the Keogh family, ensures that visitors of all ages can partake in an authentic and memorable equestrian experience. Whether it's the panoramic views, the historical significance, or the joy of horseback riding, a visit to The Deep Hollow Ranch promises an unparalleled connection with the heritage of American ranching.

Deep Hollow Ranch – The Oldest Working Cattle Ranch in the U.S. – Montauk Sun (2024)
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