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Yes if you came out here to ride and know your level — if you're a true beginner, skip it and book a lesson barn.

Montauk

Deep Hollow Ranch

Drop-in — no horse needed

Public trail rides, beach rides, walk-ins welcome. Pay per ride. Beginners OK.

Claiming the title of oldest working cattle ranch in the United States (est. 1658), Deep Hollow offers guided trail rides through Montauk's rolling hills and — seasonally — supervised beach rides along the Atlantic. Walk-ins welcome; no horse required.

Services

trail rides, beach rides, lessons, pony rides

Disciplines

western, trail, beach

Price

$100-$175 per ride

Ages

all ages (6+ for trail)

Experience

beginner to advanced

Address

Montauk Highway, Montauk, NY 11954

Call +1-631-668-2744 Directions Website

Source: Deep Hollow Ranch official website · Last verified 2026-04-08