Golf

Red
305 yds

Gold
316 yds

Green
333 yds

White
333 yds

Blue
345 yds

Donald Ross' original 1st green was surrounded by bunkers and placed on the hill to the left of our current green. However, in the mid-1930s, after a member collapsed to his death climbing up to the hole, the club moved the green to its current location.
Pro tip: Players are faced with options on the first shot of the day. A straight drive that travels 210-225 yards will avoid the fairway bunkers, but leaves a longer second shot to this narrow, bunkerless green. Players that challenge the bunkers must fit their tee shots into the narrower part of the fairway but are rewarded with a wedge for their approach.

Red
391 yds

Gold
421 yds

Green
475 yds

White
475 yds

Blue
528 yds

An attackable par-5, our 2nd hole moves slightly left to right. Beware the brook that ambles along the right side. According to legend, the widow Sachem, who frequently visited the stream centuries ago, drowned there in old age. However, the real spectre on this hole may be the false front protecting the green.
Pro tip:After hitting a drive to this wide fairway, longer players must make the decision to go for this elevated green or layup short of the bunkers. Whether hitting a fairway wood or wedge, players that fail to carry the green’s false front will be faced with a difficult pitch from a tight lie.

Red
338 yds

Gold
393 yds

Green
393 yds

White
420 yds

Blue
425 yds

The club's longest tenured president purchased the land that covers much of this hole and later turned it over to the club when the membership decided to expand the course.
Pro tip:The shape of this par-4 tends to aim players toward the brook and pond that guard the right side, but the best angle to approach this green is from the left side of the fairway. Drives that challenge the grass mound on the left will be rewarded.

Red
319 yds

Gold
324 yds

Green
326 yds

White
384 yds

Blue
428 yds

This hole sits around the corner from where one of the club's founders, Joe Barton, used to live. Barton was a shepherding force for the course, including this hole which climbs some four stories from low point to green.
Pro tip:One of the course's best par-4s, it is imperative to avoid the deep bunker to the right of the fairway. Take at least one extra club as the second shot plays drastically uphill. The shallow green features a signature Donald Ross false front and could repel a shot back down the fairway almost 50 yards.

Red
281 yds

Gold
308 yds

Green
324 yds

White
324 yds

Blue
337 yds

Shaped like the crescent moon in our logo, this short dogleg par-4, presents plenty of options, just be sure keep the ball below the hole.
Pro tip:Many players will hit less than driver off the tee of this short dogleg left, as being in the fairway is critical to finding the correct level of the green on the second shot. Players that challenge the bunkers give themselves a wedge shot to the green.

Red
152 yds

Gold
154 yds

Green
176 yds

White
176 yds

Blue
186 yds

The city skyline frames the first of Winchester's four par-3s, but left or long will leave you an anything-but-scenic recovery.
Pro tip: Club selection is important on this medium-length par-3, as the wind can swirl on one of the highest points of the property. Right-center of the green is a safe aiming point as the bunkers and hillside on the left can make it difficult to save par.

Red
277 yds

Gold
362 yds

Green
378 yds

White
378 yds

Blue
386 yds

Like Massachusetts politics, everything runs left on our 7th fairway.
Pro tip: A drive down the right side of the hole is ideal as the fairway funnels most balls left. Longer hitters will also have to avoid the center-line bunker approximately 290 yards from the back tee. The second shot plays slightly downhill to a well-bunkered, uniquely contoured green with many challenging hole locations.

Red
398 yds

Gold
398 yds

Green
398 yds

White
427 yds

Blue
464 yds

A great view awaits you at the green, but it is a journey to get there on this long par-4.
Pro tip: Tee shots hit down the left side of this long par-4 will benefit from a downslope that will add a few beneficial yards. Shorter players will need to make the decision to go for this green in two or select a club that avoids the three cross bunkers. The large green falls off to the left and right. Accuracy on your approach shot is critical.

Red
96 yds

Gold
135 yds

Green
164 yds

White
164 yds

Blue
173 yds

Surrounded by seven bunkers, the only safe place to land your tee shot is the green on this par-3.
Pro tip: Shots that miss this iconic par-3 green will likely find one of the seven deep bunkers that guard the putting surface. The green also slopes severely from back to front. Keep your tee shot below the flagstick.

Red
395 yds

Gold
400 yds

Green
400 yds

White
423 yds

Blue
435 yds

The back nine starts with a long par-4 that plays to the deepest green on the course.
Pro tip:Finding the fairway off the tee is critical as most golfers will approach the green using a long iron, hybrid or fairway wood. Once the golfer nears the green, he or she will need to navigate the large three-tier green.

Red
145 yds

Gold
153 yds

Green
204 yds

White
221 yds

Blue
234 yds

A chance at reaching this long par-3, might require everything in your bag.
Pro tip:The longest par-3 on the course challenges golfers of all levels. Many will need driver to reach this relatively flat green, and shots that fail to get past the false front will often funnel back down the fairway leaving a challenging uphill pitch in hopes to save par.

Red
397 yds

Gold
400 yds

Green
470 yds

White
470 yds

Blue
515 yds

A reachable par-5 on the card, beware the false front that can make this hole play longer.
Pro tip: If long hitters can avoid the two fairway bunkers with their tee shots on the par 5, they will be rewarded with an opportunity to find the green in two shots. However, as with many approach shots at WCC, golfers must navigate the green’s massive false front. The large slope on the back left of the green can be used to the golfer’s advantage when trying to get the ball close to a middle left or back right hole location.

Red
393 yds

Gold
395 yds

Green
489 yds

White
510 yds

Blue
530 yds

The tee shot is just the first decision you face on this par-5.
Pro tip:On this par-5, the golfer must choose either the lower left fairway or the upper right one. A drive to the left is straightforward but forces the golfer to play the hole much more conservatively. Those that choose the upper right fairway must carry the cross bunkers with their tee shot, but a good drive is rewarded with a better angle to the green. Many will need to play this as a three-shot hole, thus leaving themselves with an uphill wedge shot to a two-tier green.

Red
127 yds

Gold
131 yds

Green
141 yds

White
141 yds

Blue
149 yds

A giant sycamore overhangs the left side of our shortest hole.
Pro tip:The last of WCC’s par-3s only requires a short-iron for most, but club selection and distance control is critical to every player’s success. Be sure to check the weathervane on top of the farm house for wind direction. .

Red
306 yds

Gold
362 yds

Green
362 yds

White
376 yds

Blue
403 yds

Mirroring the original 5th hole on Alexander Findlay's nine-hole course, our 15th serves as the gateway to what may be the most challenging finishing stretch in the state.
Pro tip: An accurate drive is key on this medium-length par-4 as out-of-bounds runs down the entire right side of the hole. An approach shot to the middle right side of the green is wise as shots missed left of the green lead to a difficult up-and-down.

Red
325 yds

Gold
330 yds

Green
330 yds

White
390 yds

Blue
413 yds

You'll leave this green with an empty feeling if you fail to stay below the hole.
Pro tip: Golfers play a blind tee shot to a three-tiered fairway. Those that take an aggressive line off the tee, down the right side of the hole, will be rewarded with a better angle to a green for the second shot that plays severely downhill. While the approach shot can often play one club less than normal, it is important to stay below the flagstick, as putting from above the hole is challenging.

Red
322 yds

Gold
343 yds

Green
343 yds

White
414 yds

Blue
428 yds

Very likely the last full hole that Donald Ross designed at Winchester, the 17th features one of his best greens.
Pro tip: Avoiding the three bunkers to the left of the fairway off the tee is critical for success on this par-4. In fact, drives that favor the right side of the fairway will most likely bounce left giving the golfer a perfect angle to the green. Maybe Donald Ross’ best green complex on the course, this green boasts a severe false front and falls off on all sides.

Red
415 yds

Gold
420 yds

Green
420 yds

White
440 yds

Blue
453 yds

The best challenge has been saved for last.
Pro tip: This long, challenging par-4 will test even the best players. A tee shot aimed down the left center will bounce right and leave the golfer with an ideal angle from the right center of the fairway. However, most golfers will need a long iron, hybrid or fairway wood to find the green on the second shot. The test continues once on the green, as this two-tier putting surface slopes greatly from back to front.