• Men’s Member/Member

    Men's Member/Member Tournament Weekend | July 31 – August 2, 2026 We're looking forward to another exciting Member/Member Tournament Weekend at Sleepy Hollow Golf Club! Below is the schedule of tournament events, dining, and entertainment planned for participants throughout the weekend. Tournament Information Tournament Dates: July 31 – August 2 Entry Fee: $450 per team […]

  • European Beer & Food Pairing in the Garden

    European Beer & Food Pairing in the Garden Friday, August 14, 2026 Arrival: 6:30 PM Dinner Begins: 7:00 PM Price: $65 per person Join us for an unforgettable evening as […]

  • Pool-Side Movie Night

    Saturday, August 15 | 8:30 PM Pool-Side Movie Night is back! Join us Saturday evening for a fun night under the stars featuring Despicable Me 4. Bring the family, grab a spot by the pool, and enjoy a movie night at Sleepy Hollow! Please note: All children must be accompanied by a parent for this […]

  • Comedy Show

    No Caddies, Just Comedy Night | Thursday, August 20, 2026 Get ready for an evening of laughter at Sleepy Hollow Golf Club! Join us for No Caddies, Just Comedy, a […]

  • Happy Hour

    Sleepy Hollow Happy Hour Join us for Happy Hour on Friday, August 21, from 5:00–8:00 PM! Enjoy an evening of live music featuring Monty Barnett & Lee Newell, along with […]

  • Aug 23-29 2026

    This Week at Sleepy Hollow This Week at Sleepy Hollow | August 25–30 | CLOSED for Aerification Please note the following operational changes this week:  Golf Course: Closed for play until Friday, August 28.  Restaurant 1955: Closed until Thursday, August 27 at 4 PM.  NEW Pool Hours: Now closed during the week since school is […]