Cypresswood Golf & Country Club is an 18-hole golf course in Winter Haven, FL with a par of 72. It offers 5 tee sets: blue (6,824 yards, slope 128, rating 73.4), white (6,361 yards, slope 128, rating 70.8), gold (5,935 yards, slope 123, rating 68.9), red (5,549 yards, slope 116, rating 67.2), black (4,490 yards, slope 107, rating 62.7). The hardest hole is #1, a par 4 playing 361 yards from the first tee.
Cypresswood Golf & Country Club
Winter Haven, FL
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A demanding opening par 4 that plays as the course's #1 handicap hole. The fairway is relatively open off the tee but tightens considerably as it approaches a well-bunkered green, with hazards guarding both sides of the landing area.

A moderate par 4 with a straightforward design and forgiving fairway. Bunkers frame the green on both sides, making accuracy on the approach shot the key to scoring well on this less punishing hole.

A long par 5 that presents multiple strategic options for reaching the green in regulation. The hole's length and the positioning of hazards throughout the fairway require careful planning on each shot to avoid trouble.

A short par 3 that offers a friendly scoring opportunity despite its modest yardage. The green is relatively open, making this one of the course's more accessible one-shot holes.

A compact par 4 that rewards precise ball striking despite its shorter length. The relatively narrow fairway and well-positioned greenside bunkers create a challenging finish to a tight hole.

A mid-length par 4 with strategic bunkering that frames both the fairway and green. The hole's design demands controlled approach play to avoid the hazards guarding the putting surface.

A short one-shot hole with a modest distance but hidden difficulty. Bunkers and other hazards protect the green, making this deceptively challenging despite the yardage.

A generous par 5 that stretches across a significant distance and provides multiple routes to the green. The fairway offers room to work with, though hazards come into play on the longer approach for those attempting to reach in two.

A testing par 4 with a dramatic range of yardages across the tee blocks, indicating significant elevation change or doglegging. Bunkers and other hazards are strategically placed to challenge both the tee shot and the approach.

A well-balanced par 4 with reasonable length and a straightforward design. Fairway bunkers and greenside hazards create strategic interest without being overly punishing.

A mid-range par 5 that provides scoring opportunities for those who navigate its hazards effectively. The hole's length and bunkering demand thoughtful club selection and shot placement throughout.

A challenging par 4 with significant bunkering around the green and throughout the fairway. The need for precision on both the tee and approach shots makes this a stern test of accuracy.

The course's #4 handicap hole, this par 4 presents a severe challenge with bunkers and hazards strategically placed to penalize wayward shots. The dramatic yardage variation suggests routing or elevation changes that increase difficulty.

A welcoming short par 3 with minimal hazard threat and an inviting green complex. This hole provides a momentum-building opportunity within the back nine.

A lengthy par 5 that ranks as the easiest hole on the course, offering multiple options for reaching the green. The generous fairway provides room for error, though hazards may still come into play on aggressive approaches.

A short par 3 with modest yardage and a forgiving green complex. This hole offers a brief respite before the challenging finishing stretch.

A strong par 4 with the course's #6 handicap ranking and demanding yardage from most tees. Strategic bunkering and hazard placement make this hole a pivotal test on the closing stretch.

A formidable finishing par 4 that ranks #2 in course difficulty with substantial yardage and strategic hazards throughout. The closing hole's length and bunkering demand clutch execution when the round is on the line.
Scorecard
| Hole | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | Out | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | In | Tot |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Par | 4 | 4 | 5 | 3 | 4 | 4 | 3 | 5 | 4 | 36 | 4 | 5 | 4 | 4 | 3 | 5 | 3 | 4 | 4 | 36 | 72 |
| HCP | 1 | 5 | 3 | 17 | 15 | 11 | 13 | 9 | 7 | 8 | 12 | 10 | 4 | 16 | 18 | 14 | 6 | 2 | |||
| blue | 410 | 379 | 555 | 174 | 343 | 395 | 194 | 577 | 419 | 3446 | 367 | 510 | 394 | 426 | 195 | 510 | 175 | 394 | 407 | 3378 | 6824 |
| white | 379 | 371 | 535 | 162 | 341 | 352 | 152 | 546 | 361 | 3199 | 332 | 486 | 351 | 400 | 162 | 494 | 168 | 377 | 392 | 3162 | 6361 |
| gold | 370 | 348 | 517 | 150 | 330 | 338 | 140 | 459 | 346 | 2998 | 322 | 463 | 342 | 379 | 142 | 415 | 155 | 340 | 379 | 2937 | 5935 |
| red | 361 | 328 | 498 | 138 | 319 | 324 | 130 | 445 | 282 | 2825 | 312 | 451 | 322 | 291 | 123 | 408 | 141 | 333 | 343 | 2724 | 5549 |
| black | 320 | 260 | 388 | 90 | 241 | 265 | 90 | 360 | 222 | 2236 | 267 | 384 | 269 | 257 | 104 | 370 | 98 | 256 | 249 | 2254 | 4490 |