1 / 2Deep Hollow Ranch
📍 Montauk, NY
Historic Montauk working ranch offering pony rides for children under 6, 30-minute forest trail rides for ages 6+, and 90-minute combined beach-and-trail rides for ages 8+. No prior riding experience required; horses are guide-trained.
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.
🏆 Family Action Verdict
Best for families with children aged 6 and up who want a scenic, low-pressure introduction to horseback riding. The forest-to-beach trail combination is genuinely memorable, and the calm horses remove the anxiety barrier for first-timers. Experienced riders will find the guided pace leisurely. Book early morning rides in summer to avoid peak heat.
ℹ️ What to Know Before You Go
💬 What Families Are Saying
View all reviews →1,277 Google reviews
Denice L.
a year ago
“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 $160 per person. There were a total of six people on the one and a half hour ride we walked and trotted through Montauk County Park trail which was filled with grapevines, forming canopies over trees and shrubs, to the beach between the Long Island sound and oyster pond. No one was on the beach only the beautiful sea birds, and when we approached, they all flew away in a large formation. Our guide pointed out foxholes along the trail. it was a relaxing, beautiful day and nice way to experience nature on well cared for horses.”
Abagail Granda
5 months ago
“If you’re looking for a great fall or summer activity, then you must visit this ranch! My boyfriend and I had such a great experience at Deep Hollow Ranch! The trail and beach rides were absolutely beautiful, and it was such a special way to see Montauk. The staff were so nice and helpful. The horses were amazing, well trained, and calm. As experienced riders ourselves we can tell how the horses really seemed to understand each riders abilities. I’d definitely recommend this place to anyone visiting Montauk! I will definitely be coming back again!”
Peter G
a year ago
“Great place for a nice horse hide with kids. They have 3 options: pony ride for small kids, 30min trail ride (80$) 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.”
Eklorida Vucaj
9 months ago
“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!”
Reviews from Google
Overview
Deep Hollow Ranch operates on preserved coastal land near Montauk Lighthouse, running small guided groups through Montauk County Park forest trails and along Long Island Sound beaches. The horses are well-trained to follow the group automatically, making the experience accessible to total beginners. Ride options scale from short pony rides for the youngest children through the full 90-minute beach excursion. Reservations are by phone only—no online booking.