Semi-Private · 18 Holes

Cypresswood Golf & Country Club

1099 Clubhouse Road, Winter Haven, Florida

Semi-PrivateMembership
18Holes
Ron GarlCourse Designer
3.7150 Reviews
Winter Haven, FLLocation
15Listings

The Club

About Cypresswood Golf & Country Club

Cypresswood Golf & Country Club in Winter Haven, Florida, offers an 18-hole championship golf course designed by award-winning designer Ron Garl. The course is open to the public 365 days a year, providing a welcoming environment for golfers of all levels. The club features a pro shop, wellness center, lounge, dining rooms, swimming pool, and...

Play Here

Green Fees

Morning Tee Time$45 18 Holes
Hot Deal$29 18 Holes
Mid-day Tee Time$41 Pay Now & Save
Afternoon Tee Time$36 Pay Now & Save
Twilight Tee Time$36 Pay Now & Save

Tee times: Up to 14 days in advance

Rates are approximate and from public sources — confirm current pricing with the course.

Facilities

Club Amenities

Motor Cart
Pull Cart
Club Rental
Club Fitting
Pro Shop
Golf Lessons
Driving Range
Putting Green
Chipping Green
Practice Bunker
Restaurant
Casual Dining
Bar & Lounge
Fitness Center
Swimming Pool

Reviews

What People Say

3.7/5
Google · 150 reviews
In summary

Cypresswood Golf & Country Club is appreciated for its improving course conditions, scenic layout, and friendly staff, making it a good value for golfers. The clubhouse receives positive remarks for its food and service, with some guests enjoying events and dining experiences. However, criticisms include issues with drainage leading to muddy conditions, rough cart paths, and occasional slow pace of play, which some find detracts from the overall experience.

2 years ago
A nice golf course here in Winter Haven. I (personally) really enjoyed the pasture and cows hanging around on holes 1-5. My wife only golfed the front 9. The cart path IS in rough shape but the course is better than some friends said it was. We had lunch at the clubhouse, the black and blue burger was good and I love some pub chips and these were great.
— Ben DeHaven (Haven Realty)
4 years ago
Nice course! Good challenge for a good price! Lots of water but not so much it's annoying. Gated community with easy signs to find the clubhouse. Beautiful houses maybe a little close to the course at times, but I left all the windows intact today. Condition was above average but not perfect. A few rough areas in the fairways and on the greens but overall one of the better maintained courses in the area. Sadly, the rough just off the fairways was very tall, 4 to 6 inches deep... So if you missed, it was very difficult to find your ball. Overall: I'll play here again!
— Chris Wiedeman
4 years ago
I’d actually give it 3.5 stars if l could. The cart had no GPS, but did have USB, and it drove quiet and smooth. I didn’t use the practice facilities other than a few putts. The green did appear to roll true to the actual greens. The tee boxes were patchy, but it really didn’t affect play. They were also level. The fairways were “mostly” Bermuda, but there was plenty of other grasses (and weeds) blended in. The rough was what ever grass (or weed) happened to be growing. The traps were nice. The greens, for the most part, were fine. There was some patchy disease, but nothing again that affected…
— Timothy Hoinkis
5 years ago
We recently had our SEC football party at the Clubhouse in Cypresswood. The food was excellent and the staff was always available for mixed drinks and wine. We had a room in the back so we were not seen by regular restaurant customers and we had our own space. For the price, I think $1200, we were more than happy. We had about 6 appetizers and a shrimp platter that must have had 200 shrimp on it. The pita finger sandwiches were great and the roast beef sliders were gone in about 30 minutes.
— Ben
4 months ago
We play once a week and like to try new courses. The greens were perfect and the bunkers had nice soft sand. Course is in excellent shape. Highly recommend.
— Grant Ottman
9 months ago
I don’t normally review golf courses, but we couldn’t even finish 9 holes the course was so bad. Just because the grass is green doesn’t mean that it is a quality course. There is no drainage at all. Cart path only, but much of the path is missing and full of water. Fairway shots were affected by how soupy the ground was. I had muck nearly up to my laces in some areas. $20 with a cart isn’t bad, but I would have gladly paid double that for a course I could finish. I know they’ve put a lot of work into it, but it needs a ton more before I give it another go. I feel bad for the homeowners that p…
— Eric M
a month ago
Challenging course were you can practice all your clubs. The club house was cozy with good food and drinks. The service from start to finish was superb!!!!
— Marcelo Rolon
6 months ago
Nice average flat course, worth the money, sand pits need more sand, greens are fast. Course well maintained. Food is delicious and service was great/friendly. I will play again when visiting Florida.
— Norma King
9 months ago
The layout of the course is nice, the greens are about a 9 and in great shape...the course holds alot of water, typical rain fall will get you cart paths only, so be prepared during rainy season. Other wise, I liked the course, didn't see a beverage cart the entire day and no rangers to speed up play.
— Ron Mckinney
a year ago
As the owner of New Outlook Events, my role involves finding the ideal venue to match my clients' vision. The Cypresswood Clubhouse proved perfect for the planned outdoor wedding ceremony, with its patio and bar area ideal for the cocktail hour, and ballroom for the reception. I coordinated a wedding there for Saturday, May 10th and worked with Amy, who is delightful. A face-to-face meeting is highly recommended to fully appreciate her accommodating nature. We rented the entire venue and engaged their catering services. The staff provided exceptional service during the rehearsal and rehearsal…
— Wanda Gaines
2 years ago
Good prices, nice club house, the fairways are in need of attention as some of the greens. A placement available place to golf.
— Antonio Mendieta
9 months ago
Well, right now, with all the rain, course is extremely saturated. Having said that, the improvements are making this one of the best experiences in the area. Greens are great and putting fast and true, fairways filling in and the weeds are finally on their last legs. Cypress Management doing wonderful job in spite of the rain. Staff at Pro Shop is the best.
— Joan Drake

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