The Club is set on 220-acres in lower Westchester County, located 25 miles north of New York City. The facilities include an 18-hole Tillinghast designed golf course. The 80,000 square foot clubhouse, built in 1898and renovated several times (as recently as 2001), includes a ballroom, member grill room, pool area, dining room, two outdoor terraces, outdoor fountain garden, and an arbor garden. The club also has 10 Har Tru tennis courts; an Olympic-size swimming pool; a 10 acre driving range; 16 resident suites; 5 cottages; locker room facilities; massage facilities; and card rooms.

History of Old Oaks Country Club

Old Oaks Country Club was organized in 1925 as an offshoot of the Progress City Club located in Manhattan. Thereafter, it was successively known as Progress Country Club, Purchase Country Club, Pine Ridge Country Club, and again Purchase Country Club. In 1936, Oak Ridge – formerly located in Tuckahoe, NY – merged into Purchase Country Club under its present name of Old Oaks Country Club.

The building that is now the Clubhouse was originally constructed as a residential estate for a silk merchant named Trainor L. Park. Construction on the main house and several outbuildings, including the two stone gatehouses, began about 1890. It took three years to complete the estate, which was known as Hill Crest.

In 1905, after the death of Mr. Park, William A. Read, of the investment banking firm now known as Dillon, Read & Co., purchased the estate. Though Mr. Read passed away in 1916, the Read family lived at Hill Crest until it was sold to the Progress Country Club in 1925.

A.W. Tillinghast was the architect of two golf courses for the Progress Country Club. The 9-hole course, which was built first, no longer exists, its land being required for the construction of Interstate Highway 684. The 18-hole course remains to this day as one of the finest golf courses in Westchester County.

Today, Old Oaks Country Club has more than 300 members. Many members are third and fourth generation. The Club has hosted the USGA's US Open Qualifying Tournament several times, as well as the Metropolitan Golf Association’s Senior's Tournament.