• 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 brand-new live comedy event featuring Tommy Donovan and Phil Hogan from America's Best Bar Comics. Enjoy a fun-filled night of stand-up comedy in the Anderson […]

  • 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 drink and appetizer specials. It's the perfect way to kick off your weekend with great music, delicious bites, and good company at the Club.

  • 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 […]

  • Party on the Patio

    The best way to celebrate Summer evenings! Join us for Party on the Patio on August 29th! Enjoy a fun evening of live music by The Scott Honacker Group, food, […]

  • Aug-30-Sept 7 2026

    This Week at Sleepy Hollow | September 1–6 Labor Day weekend is here! Join us Sunday, September 6 for our Labor Day Pool Cookout from 12–4 PM, featuring great food, […]

  • Labor Day Cookout

    Labor Day Cookout | Sunday, September 6, 2026 Celebrate Labor Day weekend with us at Sleepy Hollow! Enjoy an afternoon by the pool featuring a delicious cookout buffet, live music, […]

  • Labor Day: Club Open

    Labor Day Club Hours The Club and pool will be open on Monday, September 7, for Labor Day. Restaurant 1955 Hours: 11:00 AM–9:00 PM Pool Hours: 12:00–6:00 PM The Club […]