Beyond the Gates of
the Sleepy Hollow
Country Club
Sleepy Hollow NY


For most people the Sleepy Hollow Country Club is a place to admire from a distance.

With the $100,000 initiation fees, a "members only" sign at the gate, and a parking lot that resembles a stable of collector cars, you could say the place is exclusive.


That's not to say the people at the Sleepy Hollow Country Club aren't nice. The folks who run the show allowed me to take photos, made themselves available to chat, and left me with piles of resources...Wow, Thanks!




Sleepy Hollow Country Club Course and Facilities

C.B. Macdonald and his partner designed and oversaw construction of the original 9 hole course in the summer of 1911.

Later in the 1920s, the course was expanded with another 18 hole course.

The signature 16th hole is a challenging par three which overlooks the Hudson River.

The 5th hole also has great river views, and on the 18th, the Club House Mansion rises in front of you.

The country club received Reader's Digest "America's Best New Course" and "Best New Remodel" awards in 2008.


In 2011 Golf Week recognized the Sleepy Hollow Country Club as one of "America's Top Classic Courses."


You can buy equipment at the Golf Shop and pick up new skills at the Golf Learning Center - all on the grounds.

For the non-golfers in the family, riding lessons with a professional horse-trainer are available through the Riding Academy.

A 40-horse stable, 2 indoor and 2 outdoor riding arenas, and miles of equestrian trails in neighboring Rockefeller State Park Preserve offer the complete package for aficionados.   

At the Sleepy Hollow Country Club members can also use the 10 tennis courts, 3 squash courts, adult and kid sized swimming pools, 2 paddle courts, and Trap & Skeet shooting.

And let's not forget the exquisite dining room and ballroom at the Main House!



A Star-Studded History for the Sleepy Hollow Country Club

If you are they type to wonder or care about a place's unique history in the world, then please, read below. If not, feel free to skip! 

  • In the early 1890s, Elliot Fitch Shepard, a prominent lawyer and influential citizen, purchased this land high above the Hudson River in what's now called Briarcliff Manor. 


  • Shepard and his wife, Margaret Louisa Vanderbilt, begin construction of the 75 room,  Italian Villa overlooking the Hudson River valley and called their estate Woodlea.


  • Before construction completed in 1893, Shepard died un-expectantly while doctors removed a bladder stone. Margaret oversaw the remainder of the project, but later sold their Woodlea estate to William Rockefeller and Franklin Vanderlip in 1910. 


  • The very next year, in 1911, William Rockefeller, his  John Jacob Astor IV, (who died on the Titanic in 1912), Cornelius Vanderbilt III, and others, founded the Sleepy Hollow Country Club.


Needless to say, with such a roster of founding fathers, the place soon became a hub for the leaders of society, for people of wealth and influence. 

Today, the Sleepy Hollow Country Club, continues to attract the leaders of business and social life - captains of industry on wall street, best-selling authors, and the "Gatsbys". And of course, it is one hell of a course to play on! 






Sleepy Hollow Country Club's Pop Culture Cross-Over

The Sleepy Hollow Country Club  has been used on several film sets. Scenes from 2010's "Bounty Hunter" starring Gerard Butler and Jennifer Aniston were filmed on the course.

And, Beyoncé Knowles filmed her music video for the 2011 hit single, "Best Thing I Never Had," here as well.

(In the video she's a bride getting married. You can see her running down the fairway in her wedding dress with a hudson river sunset in the background.)

And just like Beyonce, you can run down the fairway in your wedding dress, too! 





Crunching the Numbers at your Sleepy Hollow Country Club Wedding

The Sleepy Hollow Country Club offers a "Saturday Social Event/Wedding Package."

It costs $170 per guest with a 25 guest minimum.

Add to that a 20% administrative charge, 7.38% sales tax, $1,500 non member fee, and a $300 ceremony set up charge.

So, a 100 person Saturday wedding would cost roughly $24,000.

Non-Saturday packages cost $155 per guest. All other details are the same.

With that you get 5 hour open bar, Champagne Toast and Wine Service with Dinner, One Hour of Passed Horsdoeuvres, Three Course Served Dinner, House Linens, China, Silver & Glassware.

Together their two lodgings, the Club House and the West Terrace, can accommodate 590 people.


*Free PDF Resource! Download the official SHCC brochure here, compliments from Kate at the front office.



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