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Deep Hollow Ranch

8 Montauk Highway on Route 27, Montauk, New York 11954 USA

  • Independent
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“America's oldest cattle ranch”

Birthplace of the American Cowboy and the oldest working cattle ranch in the United States. Located in Montauk, New York amidst thousands of preserved acres of spectacular coastal land, Deep Hollow Ranch welcomes visitors from all over the world, from the experienced cowhand to the beginner. Here one can step back in time and catch a glimpse of America’s rich history. Deep Hollow Ranch has evolved in so many ways offering the services of a working ranch and a location that is equal to none. Trail rides wind through breathtaking scenery and pristine coastline. Come ride with us, get a taste of history and explore some of Montauk's beautiful scenery out at the east end of Long Island.

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Reviewed by
Lesli Peterson

  • Blogger
  • 959 Reviews
  • 37 Helpful
July 27, 2022
Rated 5.0

Put on your cowboy boots and experience the thrilling and exhilarating activity of horseback riding in Montauk when you visit Deep Hollow Ranch. Visit one of the oldest working ranches in the country and travel back to the time of cowboys and cowgirls. With miles upon miles of wide open space, see horses and get the chance to ride.

Gallop on the beaches and see Montauk through a new set of eyes. Cruise through the pristine countryside and admire the sheer elegance and beauty, of not only the horse, but also the landscape. With a safe and qualified guide, your trial ride will open your eyes to the history surrounding you and maybe make you fall in love with a new passion.

Choose between a one and a half hour long ride, a 30 minute ride or a quick pony ride for children. This will definitely fulfill all your horse riding dreams.

We think a visit here is one of the best things to do in Montauk!

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Deep Hollow Ranch

8 Montauk Highway on Route 27
Montauk, New York
11954 USA

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  • Parking
  • Pets Allowed
  • Restrooms
  • Wifi
  • Wheelchair Accessible
  • Credit Cards Accepted
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