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Deep Hollow Ranch

See Long Island, New York family vacation

Deep Hollow Ranch

Montauk

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835 Ranch Rd
Montauk, NY 11954
631-668-2744

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Good-for-Kids Rating

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School-Age Kids
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Pre-Teens & Teens
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Good-for-Kids Rating

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  • Horseback Riding

Deep Hollow Ranch Description

Kids won't care that Deep Hollow Ranch is the oldest working cattle ranch in America. They'll be more impressed by the greeting party: Pedro and Frida, two adorable donkeys who sashay right by a transfixed child and, with a swish of their tail, elicit a squeal and a smile. Perch your 2- to 5-year-old atop a pony for a few laps around the corral. Kids 6 and up revel in guiding gentle geldings such as Cassidy and Splash for longer rides along hilly trails and onto Block Island Beach.

Kid Tips

School-Age Kids: If the prospect of a 30- to 90-minute trail ride is too scary, consider taking a lesson instead (6 and up only).

Planning Notes

  • Dress like a cowboy. This means pants and enclosed shoes. (Light helmets in lieu of ten-gallon hats are provided.)
  • Make a reservation. They're required; mornings are least crowded.
  • Know your limits. Take note to avoid disappointment: 6- and 7-year-olds are only allowed on a 30-minute ride. You have to be at least 8 years old to go on a 60- or 90-minute ride.
  • Bring cash. They don't accept credit cards. Also, there is a discount for four or more people.

Just the Facts

Hours: 9 a.m.-5 p.m. daily, April-Nov. (weather permitting)

Fees: Under $10

Recommended Time: 1 to 2 hours

Reviews of Deep Hollow Ranch

Thrown off horse and no one cared...

By remipatrick April 01, 2013

Babies
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Toddlers & Pre-K
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School-Age Kids
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Pre-Teens & Teens
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What we loved:
the 2mins we were on the beach out of 1.5hr trail ride through thorn bushes

What we didn't love:
my horse sprinted away from the group and threw me into a fence.

My girlfriend took me here as a surprise and will never forget what happened. The ride itself was so so, but dont consider this a "beach" horseback ride. For an hour and a half you are on the beach for maybe 2mins. You literally walk around thorn bushes and once you get to the beach, you walk around the closest dune, circle back, and thats it. Furthermore, I was given a "new" horse who sprinted off at one of the forks and I did what I could to maneuver and stop the horse I had pulled the reigns as far as the back of the saddle to no avail. The horse then whipped around a corner and I was thrown off the horse to what looked like an electric wire fence. Luckily they said the fence was turned off today... I was bruised on my face, back, and butt, and my clothes were all torn up, but I managed to suck it up and get back on a different horse since I didnt want to let this stop me from trying to make the most of this trip. Afterwards, I felt like the company would have maybe tried to offer some sort of compensation for the damages, personal and emotional, that had occurred. They didnt even offer to give me a refund. I understand that we all sign waivers, but this comes down to good and bad customer service. As a business owner, you should look out for your customers regardless of paperwork or coverage. My advice-spare your loved ones the chance that this might happen to them. They use their roses for rodeos and barrel races, so think about that before they have you sign the waiver. No one told me that! Read More

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