Deep Hallow Ranch

Montauk, NY

We are beyond thrilled to announce that for the first time in history, the oldest cowboy ranch in the USA is officially opening its fences to host large-scale celebrations. Deep Hollow Ranch, founded in 1658, is not only the birthplace of the American Cowboy but also a living piece of American history. Set on 26 private acres amidst thousands of preserved coastal acres in Montauk, New York, the property offers breathtaking ocean views, incredible access, and a unique blend of privacy and authenticity. The land is naturally dry and ideal for tent installations, large gatherings, and custom event builds, with ample space for valet parking. Rich in heritage, the ranch once hosted Colonel Theodore Roosevelt and his Rough Riders after the Spanish-American War in 1898. This truly rare venue is now available for rent, offering a two-week window for production and event build-out, making it perfect for weddings, galas, or historic celebrations in a one-of-a-kind setting.

Venue Details
Amenities Historic Ranch Founded in 1658 – Oldest Cowboy Ranch in the USA
26 Private Acres Surrounded by Preserved Coastal Land
Breathtaking Ocean Views & Expansive Open Fields
Dry Land Ideal for Tent Installations & Large-Scale Productions
Ample Space for Valet Parking & Vendor Support Areas
Rich Historical Significance – Home to Theodore Roosevelt & the Rough Riders
Two-Week Rental Window for Production & Event Build-Out
Blank Canvas Venue – Fully Customizable Layout, Lighting & Décor
Exclusive Access Ensuring Privacy and Seclusion
Buyout Dates Yes
Two-Week Event Rental Window Available
Capacity Highly Customizable – Ideal for Large-Scale Events & Celebrations
Special Accommodations Historic Wedding Celebrations, Corporate Events & Private Gatherings
Full Custom Tent Build-Outs
Ample Valet, Vendor, and Crew Space
Oceanfront Ceremony & Reception Options
Peak Season Summer & Early Fall – Prime Montauk Season


Image Gallery

Tenting by Bohemia Canvas

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