Events Archives - Sleepy Hollow

2026 Matchplay

Registration Now Open!

We are excited that the 2026 Golf Season is fast approaching and are looking forward to the beginning of our Matchplay events. Registration for the 2026

2026 Men’s League

Registration Now Open!

We are excited that the 2026 Golf Season is fast approaching and are looking forward to the beginning of our premier multi-round team event - Men's

2026 Ladies League

Registration Now Open!

We look forward in anticipation for the 2026 golf season and our dedicated Wednesdays to all the Ladies at Sleepy Hollow.

Winter League

Register Now!

We are excited to open registration for the 3rd annual winter sim league! The league will officially begin the week of Jan 6, 2025 and run

Year End Party

October 17, 2025

Come wrap up the season with us at the Sleepy Hollow Year End Party! The event includes an awards presentation to Hole in One achievements. Executive

Closing Scramble

September 27

Each player will tee off on every hole. The team will select the tee shot they want and whoever hit that shot will step-aside and not

The Derby

Registration Open!

This event has a long history at Sleepy Hollow and is one of the best events of the season! You won't want to miss it. Registration

9 & Dine

August 9, 2025

Music, Signature Cocktails, and Prizes! A great evening of golf in a fun format for any level of golfer, followed by a 3 course meal on

Member/Member

New Event!

Member/Member Tournament, Register Now! New Event, 2 Member Teams, 3 x Different 9 Hole Formats! Get Ready For This Great New Team Event! Register Your