Deep Hollow Ranch, Montauk

3.9
Montauk County Park, formerly known as Theodore Roosevelt County Park, is located approximately 3mi east of Montauk, New York. The park is 1157acres in size, running from Montauk Highway north to Block Island Sound and is bordered on the east by Montauk Point State Park.
Montauk County Park was created from 1971 to 1986 through a series of land acquisitions by Suffolk County with the help of Hilda Lindley and the Concerned Citizens of Montauk. It was named for Theodore Roosevelt in 1998 to commemorate the centennial anniversary of his return to Long Island following the Spanish–American War, however it was re-named "Montauk County Park" in 2014 after concerns were raised about the insignificance of Roosevelt's actual involvement with the area.
The park includes: Big Reed Pond – a National Natural Landmark. Montaukett Village – a home and burial ground of the Montaukett tribe of Native Americans, which includes the grave of member Stephen Talkhouse Deep Hollow Ranch – the first cattle ranch in the United States, established in 1658 Third House – the third residence constructed in the 18th century for cattle keepers, who brought cattle to graze in Montauk each summer. The house is open seasonally. Camp Wikoff – where Theodore Roosevelt and his Rough Riders were temporarily quarantined after returning from the Spanish–American War in 1898 For travelers who use our custom trip planner, Montauk holidays become easier to arrange, with trips to the Deep Hollow Ranch and other attractions mapped out and timetabled.
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Deep Hollow Ranch Reviews
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TripAdvisor Traveler Rating
TripAdvisor Traveler Rating 4.0
76 reviews
Google
4.2
TripAdvisor
  • Still one of the best days I have had and it has been almost 3 years since we took our wonderful horse ride to the beach. Such a great memory.  more »
  • If you’re up for just being around horses and the feeling of being in the saddle for awhile, this will accomplish that. If you’re thinking this will actually be a beach ride as advertised, walking.....  more »
  • This was my 1st time at this place. It was a surprise from my boyfriend. We took a 90 minute ride that lead us to a beach. The weather was perfect, the personnel friendly and the horses well...  more »
Google
  • Fantastic experience! Both for novice and experienced riders. The staff was super helpful and friendly. The horses looked as healthy and happy as could be. They were all very well trained and safe for all levels of riding. The beauty of that part of Montauk is breathtaking. I was mainly happy about how well the horses were taken care of. Couldn’t have been better!
  • We had the best time! Have to address some of the one star comments about grooming and care. I grew up with horses and have family with cattle ranches. These horses are at pasture, They love rolling in mud and dirt like happy horses do. I had a show horse that I would scrub and brush until her coat shined... and as soon as she got the chance, she'd roll in the mud! It's what they do :)... This experience was amazing. Kids said "the best thing ever!!!" Totally worth the price. 1.5 hours of real trail riding through beautiful scenes. The beach is the highlight of the trip, but the whole ride is beautiful and memorable. Our guide was funny, and chatted with us in a friendly, relaxed way. Our 9 year old had trouble keeping his horse from trying to graze, so our guide just put his horse on a lead rope, and he followed along behind her. As for getting pictures, we just took pictures of one another, so I ended up with lots of great shots. I'm sure if you ask for a shot, you could probably get something, but you don't actually stop on the beach, so the whole process is sort of "in motion." Can't wait to do it again!
  • Awesome place. Great time. The guides were great (I forget their names) and my horse, Elvis, was very good. He liked to eat some grass on the way, which was very cute.
  • If I could give this place 0 stars, I would. The owner, Cate was extremely rude and unprofessional. I was in an unfortunate situation where I needed to shift the dates to a couple weeks after my gift certificate expired and I just asked for a short extension and the response I received from the owner Cate was "our prices are different now, you had a year to use it." And then she said I have customers waiting for me and hung up. I then wrote an email, and Cate's response was "I too have missed gift certificates due to time and respected the policy of the business. There are no exceptions." The most disappointing thing was that my gift card was for $500 and she wasn't even willing to make an extension for an extra 1-3 weeks. I wasn't asking for my money back all I wanted to do was get an extension. I wouldn't want to do business with an owner who doesn't prioritize their customers needs.
  • Great Place. The staff is wonderful. Super friendly local establishment.
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32 days in Hamptons BY A USER FROM ITALY October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 17 days in Montauk BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 34 days in Long Island BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 2 days in Montauk BY A USER FROM UNITED STATES August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Montauk BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 43 days in Long Island BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 44 days in Long Island BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in Montauk BY A USER FROM HUNGARY June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in Long Island BY A USER FROM UNITED STATES June, culture, outdoors, historic sites, museums, wildlife, popular sights PREFERENCES: June, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Montauk BY A USER FROM UNITED STATES July, teens, popular sights PREFERENCES: July, teens ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Long Island BY A USER FROM UNITED STATES May, culture, outdoors, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Connecticut & Westerly BY A USER FROM UNITED STATES October, relaxing, museums, hidden gems PREFERENCES: October, relaxing, museums ATTRACTION STYLE: Hidden gems PACE: Medium
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