Pros:
The Highlands of Conway is a shorter 18 hole course on a hilly, densely wooded plot of land in the Berkshires in MA. Clearly defined fairways snake through thick trees and up and down steep slopes for a challenging round. Simple signs indicate each hole's number, distance, and general trajectory to the basket from the tee. Small signs direct players from one basket to the next tee virtually eliminating the chance of getting lost on the course. The grounds are very well maintained with little foliage getting out of control, clear fairways, and well established trails between holes. Several holes have trash bins at the tee pads and benches crafted from fallen trees in the forest. In addition to thick woods, ample elevation and tricky basket placements add lots of challenge to the course. The course rewards accurate drives and severely punishes errant throws. There's a wide variety of shots, angles, and changes in elevation (positive and negative) to throw. Several holes have two pin positions. The course follows a nice loop and the walk plus the elevation provides a good amount of exercise for players. There's a beautiful view out the the surrounding landscape just past the trees on the left side of the fairway of hole 10; don't miss it!
Cons:
Some of the natural tee pads on the course are covered in rocks and tree roots. Tee signs don't show accurate maps of the holes, just a general direction of a line. Many holes are straight, short and forgettable, especially early in the course. The course does lack some amenities like restrooms and running water. Parking is limited (though this area is also sparsely populated). The road to the parking lot is also a one lane, unpaved road and is the only way in and out of the parking area (that I could see). It is a pay-to-play course. There's a small box for players to put cash in; $5 per round. No one enforces the greens fees but the money does go toward covering property taxes for the course owners. Pay-to-Play courses are pretty common in Massachusetts. In my book, it's worth the small fee to play here, especially since it's a vacation course for me.
Other Thoughts:
Highlands is a great finesse course and is easily the best disc golf course you'll find in the Berkshires. After talking with one of the owners, it seems that they are constantly working to improve the course so hopefully, it will keep getting better. I'd definitely come back here. It's not too much of a detour to stop at on the way up to my in-laws vacation home, so I know I'll be back. With better tees it would definitely score a 4!