- 14Documented amenities
- 2Golf courses
- 1911Founded

Sleepy Hollow Country Club is a private country club in Scarborough, New York, in Westchester County.
It has 2 documented golf courses, with amenities including clubhouse, dining, lodging and other documented facilities.
The initiation fee runs around $300,000, with recurring dues documented below.
Culture research describes it as golf-first, family-oriented, traditional and formal.
Location & Directions
Membership & Golf Access Cost
The listed initiation fee for Unspecified membership is $300,000.
The listed annual membership dues for Unspecified membership are $15,000. That is approximately $1,250 per month before other fees.
Initiation fee
$300,000
Membership dues
$15,000
These published costs may only apply to a specific membership category, access type or year. Fees, dues, passes, green fees, assessments and availability can change, so confirm current terms with the Club before you commit.
Amenities & Facilities
Reported amenities at Sleepy Hollow Country Club include clubhouse, dining, lodging and other documented facilities.
Racquet sports
- Court details
- 10 Tennis courts | Har Tru surface
- 2 Pickleball courts
- 4 Squash courts
- 4 Platform Tennis courts
Club facilities and recreation
- Available amenities
- Equestrian facilities
- Yes
- Shooting facilities
- Yes
Golf
Golf at Sleepy Hollow Country Club includes 2 documented courses.
Only about 4.3% of 208 other New York Clubs with a known course count have at least this many courses.
Course overview
- Courses
- 2
- Course details
- Upper Course18 holes
- Lower Course9 holes
Course design
- Architects
- C. B. Macdonald
- Seth Raynor
- A. W. Tillinghast
- Gil Hanse
- George Bahto
Policies
Documented policies for Sleepy Hollow Country Club cover dress requirements. Rules may change by event or season, so confirm before you visit.
- Dress code
- Traditional, conservative dress applies throughout Club facilities. Denim, cargo pants or shorts, gym shorts, T-shirts, bathing suits, tank tops, bare feet, and similar casual attire are generally prohibited except where a facility-specific rule allows them.
Club Culture & Public Commentary
This section shows what published articles and reviews say about the social atmosphere at this Club, so you can get a sense of the culture before you apply. It only appears when we found real evidence to back it up.
This documented Culture trait is shared by about 6.8% of 190 researched New York Club records.
- Golf-first
- Family-oriented
- Traditional
- Formal
- Competitive
Culture context
A traditional, formal, golf-first, competitive and family-oriented club.
Club History
How long Sleepy Hollow Country Club has been around and what's shaped it, based on published sources. A well-documented history can be a sign of stability, but it doesn't tell you about today's management or member experience.
Sleepy Hollow Country Club was formed in 1911 after organizers acquired the former Woodlea estate.
The Charles Blair Macdonald and Seth Raynor course opened for play in spring 1913.
- Documented
A.W. Tillinghast expanded the club's golf offering to 27 holes in the late 1920s.
Additional statistics
Additional Statistics
Every state and national benchmark we have enough research behind to show for Sleepy Hollow Country Club: price, age, golf, access and amenities, compared against other Clubs in New York and nationwide. A few of the most decision-relevant ones are already called out next to their facts earlier on this page; this section has the complete picture, using only facts we have enough research behind to compare fairly.
Club age context
Founded in 1911
That represents about 115 years of documented history. The Club predates approximately 67% of 197 other New York Club records with a usable founding year and 85% of 3514 compatible records nationwide. The documented median founding years are 1921 in New York and 1959 nationwide.
Golf scale
2 documented courses
Only 4.3% of 208 other New York Clubs with a known course count have at least this many courses, compared with 11.3% of 3828 nationwide.
Find Clubs with this many coursesDocumented Club profile
Golf, fitness and dining
This combination is also documented at 57 other New York Clubs and 1603 other Club records nationwide.
Find Clubs with this combinationAccess context
Private access
This access model represents 84.6% of 208 researched New York Club records and 72.7% of 3826 researched records nationwide.
Explore Clubs with this access modelClub culture
Formal
This documented Culture trait is shared by 6.8% of 190 researched New York Club records and 3.3% of 3391 researched records nationwide.
Find Clubs with this culture traitBlank or unresearched fields are excluded, the number of Clubs compared varies by fact, and this Club is never counted in its own comparison group. These are benchmarks from our own directory, not market-wide estimates, so treat them as directional rather than exact.
Explore alternatives
Find Clubs to compare
Start with Sleepy Hollow Country Club’s state, then change the location, budget or confirmed amenities to see other options.
Information updated
Sources & Verification
These are the sources behind the facts above. Check them yourself before making a decision, since some information may have changed since it was published.
- www.instagram.com/p/DYhezPWjUJA Pricing SourceSupports: Membership & access pricing
- sleepyhollowcc.org/web/pages/amenities Research SourceSupports: Club history
- sleepyhollowcc.org/historical-overview Research SourceSupports: Club history
View 4 more sources
- sleepyhollowcc.org Research SourceSupports: General research
- sleepyhollowcc.org/contact-us Research SourceSupports: General research
- sleepyhollowcc.org/guest-information Research SourceSupports: General research
- sleepyhollowcc.org/web/pages/historical-overview Research SourceSupports: General research

What people discuss
Golf Digest's panel feedback is exceptional at about 4.8/5, ranking Sleepy Hollow among America's 100 Greatest. Reviewers repeatedly praise the Hudson River setting, restoration quality, template holes, conditioning and welcoming staff.
This is what people commonly say about this Club in public reviews and articles, not a member survey or a rating from us. Weigh it alongside the facts above, not in place of them.