Attraction: Deep Hollow Ranch

Expert Review of Deep Hollow Ranch

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Family Review of Deep Hollow Ranch

Away Travel Expert: Meagan Francis

Family Expert Favorite
FamilyExpert Rating Recommended for:
Children aged 6 - 12 and 13 - 17

FamilyExpert Tips & Helpful Hints

• Be sure to wear closed-toe shoes and long pants if you plan on riding.

The oldest ranch in the country, Deep Hollow dates back to the late 1600s, a time when ranching was common on Long Island. The ranch's rich centuries-long history is rumored to include visits from Teddy Roosevelt and the Rough Riders and buried loot

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The oldest ranch in the country, Deep Hollow dates back to the late 1600s, a time when ranching was common on Long Island. The ranch's rich centuries-long history is rumored to include visits from Teddy Roosevelt and the Rough Riders and buried loot from Captain Kidd. If your kids aren't fascinated by that bit of trivia, they'll love petting the donkeys and ponies that live at the ranch.

With its 3,000 acres of rolling hills and beaches, in addition to riding trails, the Deep Hollow Ranch is fun for both experienced horsemen and beginners (including small children). Offering trail rides in small groups, the ranch offers horses to match a variety of ability levels. You can also reserve a private guided ride if your group needs a little more personal attention. Since Deep Hollow is run by experienced ranchers with many generations of ranching in their blood, you'll be in good hands.

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Visitor Information

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Attractions Near Deep Hollow Ranch

• Montauk Downs State Park Montauk, NY - 0.7 mi.
• Montauk Point Lighthouse Museum Montauk, NY - 0.9 mi.
• Ditch Plains Montauk, NY - 1.6 mi.
• Atlantic Shore Trail Hither Hills State Park, NY - 4.0 mi.
• Hither Hills State Park Montauk, NY - 4.5 mi.
• Napeague Trail Hither Hills State Park, NY - 5.1 mi.
• Walking Dunes Trail Hither Hills State Park, NY - 5.1 mi.
• Montauk Point State Park Montauk, NY - 5.2 mi.
• Montauk Point Lighthouse Montauk, NY - 5.9 mi.
• Napeague Bay Montauk, NY - 8.4 mi.

Hotels Near Deep Hollow Ranch

• Sole East Montauk, - 0.5 mi.
• A Wave Inn Montauk, - 0.8 mi.
• Ocean Resort Inn Montauk, - 0.9 mi.
• Ocean Beach Resort Montauk, - 0.9 mi.
• The Surf Club Montauk, - 0.9 mi.
• Beachcomber Montauk, - 1.1 mi.
• Hartman's Briney Breezes Montauk, - 1.3 mi.
• Montauk Yacht Club Resort and Marina Montauk, - 1.8 mi.
• Sun N Sound Montauk, - 2.2 mi.
• Driftwood Montauk, - 5.0 mi.