The Rip Van Winkle Golf Trail in the Catskill Mountain Area of New York State

Blackhead Mountain Country Club Round Top, NY

Take a trip this year to the Catskill Mountains area of New York State and enjoy the Rip Van Winkle Golf Trail.

There’s a cache of courses and resorts that have lined up to introduce visitors to superb Greene County golf that are fun, challenging and affordable. There are a total of nine courses that make up the Rip Van Winkle Golf Trail (named after Washington Irving’s famous fictional oversleeping character), several of which afford stay and play options

Subscribers to Golfing Magazine New England can play the courses on the Trail for a cart fee. Learn more at

Another way to sample the Rip Van Winkle Golf Trail is to purchase a season pass for only $199 this year, which entitles the holder to play each member course (cart extra). As a purchaser of the Pass you get automatic entry into the drawing for cash prizes as long as you finish the courses by Oct. 15.  A minimum of $5,000 will be given away this year in cash prizes, as well as great trips. For more information about the pass, contact Peter Maassmann, president of the Greene International Golf Association, at 518-622-3157, or 518-965-7366.

For après golf along the Rip Van Winkle Golf Trail, a number of the resorts and courses have superb dining venues and there is plenty to do and see in this special region of New York State, including hiking, biking, fishing, canoeing, kayaking, shopping or merely sightseeing and taking in the beautiful rolling countryside and hills.

For a list of courses on the Rip Van Winkle Golf Trail, visit


The Rip Van Winkle Trail Courses

Blackhead Mountain Country Club
Blackhead Mountain is a hidden masterpiece in the heart of the Catskill Mountains. Blackhead’s golf course was designed by Nicholas Psiahas and  carved into the natural terrain of the beautiful and majestic Blackhead Mountains. Lodging and meals available.

Christman’s Windham House Country Inn & Golf Resort
Christman’s Windham House has grown into a 27-hole golf resort and restaurant, set on 300 acres of lush lawn and woodland. Lodging and meals available.

Catskill Golf Club
Experience 18 Holes of Championship Golf in the scenic beauty of the Northern Catskill Mountains at the Catskill Golf Club. The Club is conveniently located less than a mile from the New York State Thruway, Exit 21.

Rainbow Golf Club
Rainbow Golf Club is an 18-hole facility and has one of the area’s only island greens, Lodging and meals available.

Rip Van Winkle Country Club
This  9-hole Donald Ross golf course at the base of the Catskill Mountains is sure to capture everyone’s fancy. No lodging or meals available here.

Sunny Hill Resort & Golf Course
Sunny Hill Resort and Golf Course is an all-inclusive family resort with two golf courses in the Northern Catskill Mountains and Hudson Valley. Lodging and meals available.

Sunny Hill Resort & Golf Course
Greenville, NY


Thunderhart Golf Club at Sunny Hill
Thunderhart Golf Course at Sunny Hill is a championship 18-hole golf course and is part of Sunny Hill Resort. Lodging and meals available.

Windham Country Club
Windham Country Club is an 18-hole public golf course located in the scenic Northern Catskills of New York State. No lodging or meals available here.

Colonial Country Club
This scenic, nine-hole regulation golf course opened in 1965. It is a PGA facility and features 2,681 yards of golf from the longest tees for a par of 35. This golf course is playable as an 18-hole, par-70 layout. 518-589-9807.

For courses on the Rip Van Winkle Golf Trail, visit