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Course Overview

The 18-hole facility at Cypress Woods offers challenges for golfers of all abilities. The mature character of the golf course is evident from the first tee box, with large cypress, oaks, and pines defining the fairways throughout all 18 holes. The green complexes defend each hole with subtle rolling greens that consistently roll true. Golf course management is imperative at Cypress Woods, with ample opportunities to use every club in your bag.



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Course History

The golf course, designed by Gordon Lewis, first opened in 1999. The course was redesigned in 2012 to increase playability and make the course more enjoyable for the members. The fairways were widened and much of the brush and palmettos were removed to make recovery shots from the rough possible. The imbedded tradition of excellent course maintenance ensures a great playing experience at Cypress Woods.

The Pro Shop at Cypress Woods is the place to make tee times, book a lesson with one of our PGA golf professionals and get information on golf outings for your group or business.

Our Pro Shop is fully stocked with lots of great golf apparel and equipment for Members to choose from. Anything you need to enjoy your round can be purchased in our Pro Shop at reasonable, competitive prices.

We pride ourselves in offering Taylor-Made clubs in our shop. Come out to our Taylor-Made demo days during the first three months of each year to get a more specific look at which club fits your skill set.

Special merchandise orders are always welcome. Our Merchandise Manager, Phil Arrowsmith, PGA, looks forward to assisting you with any questions and/or requests you have. Please contact merchandiser@cypresswoodsgolf.com. 

Member Tee Time Login: https://cypresswoods.chelseareservations.com/
Pro Shop Hours: 7 a.m. -  5 p.m.
Pro Shop Number: 239-592-7860

Our Professional Staff is here to help you improve your overall skill set. Whether you prefer a one-on-one lesson, or feel more comfortable in a group setting, we can tailor the right lesson package for you.
 
Individual Lessons are a great way to get one-on-one time with our professional staff. Whether you are looking for more distance off the tee or how to make more putts, they are here to better your abilities!
 
Lesson Prices:
  • 30 Minute Individual - $60
  • 60 Minute Individual - $100
  • Series of Three (3) 30-minute - $170
  • Playing Lesson - $175
  • Clinics - $30
To sign up for lessons, please contact the CW Pro Shop at 239-592-7860.
 
The driving range is located at the North end of Northbrooke Dr and closes at sunset.  Member ID cards can be used to obtain balls from the ball machine at the driving range.
 
Athletic lockers and club storage are available on an annual basis for a fee. A discount is available for Members who register for both services. Information can be obtained in the golf pro shop. The Club is not responsible for items missing from lockers or Club storage.
Cypress Woods also offers reciprocal golf  privileges to Members. In the six months between May and October that constitute the off season in Southwest Florida, the reciprocal program provides Members access to partnering clubs to play on their courses and dine in their Clubhouses. This is another great amenity for those golfers who want to explore other golf courses and social outlets in Southwest Florida.

For the Reciprocal List, click here.
For the Local Rules, click here

Golf Leagues

The purpose of the Cypress Woods Men’s Golf Association (CWMGA) is to promote club-wide, friendly, social environment for Cypress Woods golfing members who enjoy competitive and sportsmanlike tournament events as part of Wednesday Men’s Day sponsored by the Pro Shop. The CWMGA is an all-inclusive organization that welcomes golfers of all skill and handicap levels. Its mission is to drive increasingly higher event participation and improved understanding and respect for the game of golf by its members.

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October 19, 2022 - Opening Day
October 26, 2022 - 3 Best Balls of 4 | 1 Gross & 2 Net
November 2, 2022 - Fall Alternate Tees
November 11, 2022 - Veteran's Day Tournament 
November 16, 2022 - Pick Own 4 Man Team
November 23, 2022 - No Golf
November 30, 2022 - Fall Cup
December 7, 2022 - Member-Member | 2-Day Tournament
December 8, 2022 - Member-Member | 2-Day Tournament
December 14, 2022 - 2 Better Ball on Par 5, 2 Better Ball on Par 4, 4 Better Ball on Par 3
December 21 & 28, 2022 - No Golf
January 4, 2023 - Individual Match Play | Match Play Flights
January 11, 2023 - 1st Round | Individual Match Play | Match Play Bracket
January 18, 2023 - 2nd Round | Individual Match Play
January 23, 2023 - 3rd Round | Individual Match Play
January 25, 2023 - Alternate Event: Man in the Box
January 30, 2023- Final Round | Individual Match Play
February 1, 2023 - Four Ball | Two Man Teams
February 8, 2023 - 1st Round | Four Ball
February 15, 2023 - 2nd Round | Four Ball
February 22, 2023 - 3rd Round | Four Ball | Alt Event
March 1, 2023 - 4th Round | Four Ball - Tee Times
March 8, 2023 - Pick Your Own 4 Man Team
March 15, 2023 - Spring Alternate Tees
March 21 & 22, 2023 - Club Championship
March 26, 2023 - Mixed Club Championship
March 29, 2023 - Spring Cup
April 5, 2023 - Member-Guest | 2 Better Ball of 2 Stableford
April 12, 2023 - Member-Member | Two-Day Tournament
April 13, 2023 - Member- Member | Two-Day Tournament
The purpose of Cypress Woods Ladies Golf Association is to promote a spirit of camaraderie and friendly competition centered on the game of golf. Our league seeks to encourage the social aspects of golf-related activities within our membership while fostering respect for players at all levels and building a greater understanding of and appreciation for the game of golf.

Membership in the CWLGA is available to all Members. Dues of $60.00 per year are due before your first day of play. You are eligible to join if you have an established handicap index. If you do not already have a handicap index, the staff in the Pro Shop will be happy to help you. League play is Tuesdays. There are weekly planned events, both individual and team. If you are interested in joining the league, please contact the Pro Shop at 239-592-7860.

October 4 | 2 Net Best Balls of 4 (Team Event)
October 11 | T and F 4 Person (Team Event)
October 18 | 3 Queens and a King
October 25 | Individual Net Stableford
November 1 | Opening Day Tournament 
November 8 | Mini Member-Member
Noevember 15 | 3-2-1, 3-2-1
November 22 | Gross and Net (Individual & Flighted)
November 29 | Odd and Even (Team Event)
December 6 | 5 Club Challenge (Individual)
December 13 | Holiday Tournament 
December 20 | No Scheduled Play
December 27 | No Scheduled Play
January 3 | Strike 3 (Individual)
January 10 | Quota (Team)
January 17 | Solheim Cup- Red vs. Blue
January 24 | 2 Net Best Balls (Team Event)
January 30 | 6-6-6 (Team Event)
February 7 | Member-Member 
February 14 | Pink Ball Valentine's Day Tournament
February 21 | C.A.N Tournament
February 28 | CWLGA Championship
March 7 | Ladies Member-Guest "Spring into Golf"
March 14 | Team Quota
March 21 & 22 | Club Championships & Presidents Cup
March 26 | Mixed Club Championship
March 28 | 4,3,2,1,0
April 4 | Par 3 - Masters Contest
April 11 | Beat the Pro

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Our mission is to provide a safe and fun environment for lady golfers who enjoy playing 9 holes, while offering to assist and support each member to attain her goals.  We promote comradery and friendly and fun competition while learning the rules and etiquette of golf.

Membership in the CWLNHGA is available to all members. Dues of $50.00 per year are due before your first day of play. You are eligible to join if you have an established handicap index. If you do not already have a handicap index, the staff in the Pro Shop will be happy to help you. League play is Tuesdays with tee times beginning at 8:00 a.m. There are weekly planned events, both individual and team. If you are interested in joining the league, please call the Pro Shop at 239-592-7860.

October 4 | Opening Day Scramble
October 11 | 2 Better Ball of 4
October 18 | Ghost Game
October 25 | Welcome Back "Aloha" Scramble
November 1 | Rock & Roll
November 8 | Stableford (Even Holes)
November 15 | Golf for Harry Chapin
November 22 | Four Clubs & A Putter
November 29 | Mystery Hole
December 6 | Holiday Shamble
December 13 | Stableford (Odd Holes)
December 20 & 27 | No Golf
January 3 | Color Game
January 10 | Strike 3
January 17 | Shake, Rattle & Roll
January 24 | Nine-Hole Mixed Member-Guest
January 31 | 3x3x3
February 7 | Step-Aside Scramble
February 14 | "Fore the Love of Golf"
February 21 | CWLGA C.A.N Tournament 
February 28 | Stableford (Even Holes)
March 7 | Shamble 2 Better Ball of 4
March 14 | Member-Guest "Pearls, Putts, and Polka Dots" Scramble
March 21 & 22 | Club Championship
March 28 | End of the Year Luncheon
April 4 | Par 3 Tournament
April 11 | Green Bonus
May 2 | Interclub Invitational

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One event per month October through April (excluding December)
 
Foursomes must consist of two (2) Males and two (2) Females
 
Stop by or contact the Pro Shop at 239-592-7860 for more details.

November 14, 2021 - 1 BB of Ladies & 1BB of Men
November 13, 2022 - 1BB of Ladies & 1BB of Men
December 11, 2022 - 3BB of 4 Stableford
 

Golf Scorecard

HOLE
I - Cypress
II - Woods
III - Bradford
IV - Jasmine
IV/V - Trace
V - Laurel
PAR
Men's Handicap
Women's Handicap
OUT
410
355
320
300
261
261
400
343
317
284
267
267
323
317
303
282
243
243
401
357
320
293
293
263
228
180
150
145
109
109
473
449
423
393
393
360
272
264
220
213
213
184
177
170
150
125
110
110
536
476
448
400
400
360
3220
2911
2651
2435
2289
2157
4
4
4
4
3
5
4
3
5
36
5
11
1
1
11
9
3
3
17
17
9
7
15
15
13
13
7
5

Professional Staff

Name

Chris Phillips

Title

Head Golf Professional

Name

Sam Tolleson

Title

1st Assistant Golf Professional

Name

Martin Ellis

Title

Assistant Golf Professional