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Experience the Charm of Deep Hollow Ranch

Explore the historic Deep Hollow Ranch in Montauk, New York - the oldest working ranch in the USA, offering unforgettable horseback riding experiences.

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Deep Hollow Ranch is a gem located in the picturesque Montauk area of New York, renowned for its stunning landscapes and diverse recreational opportunities. Established in 1740, it holds the title of the oldest working ranch in the United States, providing a unique glimpse into the heritage of the region. The ranch specializes in horseback riding services, inviting tourists to explore the beautiful trails that wind through the natural beauty of Long Island. Riders of all skill levels are welcome, from beginners to seasoned equestrians, ensuring a delightful experience for everyone. As you ride through the lush greenery and scenic vistas, you will have the opportunity to witness the local wildlife and enjoy the fresh air. The friendly staff at Deep Hollow Ranch is dedicated to offering safe and enjoyable rides, making it an excellent choice for family outings, romantic adventures, or solo explorations. The ranch operates daily from 8:30 AM to 3:00 PM, making it convenient for visitors to fit a ride into their itinerary. In addition to horseback riding, the ranch also offers various activities that highlight its rich history and connection to the land. Whether you are looking to unwind in nature or seeking an adrenaline-fueled adventure, Deep Hollow Ranch provides the perfect backdrop for an unforgettable day in Montauk. Don't forget to capture the stunning views and the moments you share with your loved ones on this memorable outing.

Local tips

  • Book your horseback riding session in advance, especially during peak tourist season for better availability.
  • Wear comfortable clothing and closed-toe shoes for a more enjoyable riding experience.
  • Bring a camera to capture the beautiful scenery and memorable moments during your ride.
  • Check the weather forecast before your visit to dress accordingly and ensure a pleasant experience.
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A brief summary to Deep Hollow Ranch

Getting There

  • Public Bus

    From the Montauk Train Station, take the Suffolk County Transit bus route S92 towards East Hampton. Stay on the bus until you reach the stop at Montauk Highway & Deep Hollow Road. This stop is closest to Deep Hollow Ranch. After getting off, walk east on Deep Hollow Road for about 0.2 miles until you reach the entrance of Deep Hollow Ranch at 1929 Montauk Hwy.

  • Bicycle

    If you're in the Montauk village area, rent a bicycle from one of the local shops. Head east on Main Street until it turns into East Lake Drive. Continue straight until you reach Montauk Highway. Turn left onto Montauk Highway and ride for about 1.5 miles. Deep Hollow Ranch will be on your right at 1929 Montauk Hwy. Look for the ranch entrance.

  • Walking

    If you're near the center of Montauk, walk east along Main Street until you reach Montauk Highway. Turn right onto Montauk Highway, and continue walking for about 1.5 miles. Deep Hollow Ranch will be on your right at 1929 Montauk Hwy. Make sure to watch for traffic as you walk along the highway.

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