Deep Hollow Ranch

If you’re looking for a great fall or summer activity, then you must visit this ranch! My boyfriend and I had such a great experience at Deep Hollow Ranch! The trail and beach rides were absolutely beautiful, and it was such a special way to see Montauk. The staff were so nice and helpful. The horses were amazing, well trained, and calm. As experienced riders ourselves we can tell how the horses really seemed to understand each riders abilities. I’d definitely recommend this place to anyone visiting Montauk! I will definitely be coming back again!

We went riding on Friday, August 16, 2024. We rode early before the heat of the summer day set in. We arrived at 8:30 AM for the 9AM trail and beach ride which cost $160 per person. There were a total of six people on the one and a half hour ride we walked and trotted through Montauk County Park trail which was filled with grapevines, forming canopies over trees and shrubs, to the beach between the Long Island sound and oyster pond. No one was on the beach only the beautiful sea birds, and when we approached, they all flew away in a large formation. Our guide pointed out foxholes along the trail. it was a relaxing, beautiful day and nice way to experience nature on well cared for horses.

Great place for a nice horse hide with kids. They have 3 options: pony ride for small kids, 30min trail ride (80$) and 90min seaside ride - most fun (160$). You don’t need any horse riding experience, as there horses are well trained, and follow the group. Though for me it is too slow and I would prefer a bit flexibility. Overall great entertainment for kids of all ages. P.s. no online reservations, only by phone.

Early morning ride, and along the ocean was the cherry 🍒 on top of the trail/path taken! Breathtaking!!! Glad we went, and would gladly go again :-)

First time on a horse, i was a bit nervous at first but the staff were super helpful and explained everything! Trail was great! Such a great time one of the most memorable parts of our weekend getaway!

My daughter and I had an incredible experience. Looking forward to coming back to Deep Hollow Ranch!

Every time we come to Montauk, a visit to Deep Hollow Ranch is an absolute must! We’ve gone multiple times now, and it’s always an amazing experience. The horses are perfect so well trained, gentle, and responsive. You can tell they’re cared for with love and expertise. The staff is consistently kind, patient, and professional, making the entire experience relaxing and fun from start to finish. A special shout-out to the guide who always leads our trail rides, he’s from Jamaica and he’s truly the BEST! Friendly, knowledgeable, and great with both the horses and riders. Highly recommend to anyone visiting Montauk, whether you’re a beginner or an experienced rider!

my group of 4 got stuck in major traffic coming in from the city, and we ended up missing our 1pm reservation. Cate was so wonderful and accommodating to us and worked things out to get us in with the 3pm ride. we had the best time, everything was beautiful, and we will for sure be back! Horses are beautiful and obviously well loved and taken care of. Thank you Deep Hollow!