Grounds Keepers - Seasonal at Winchester Country Club – Winchester, Massachusetts

Since 1919, Winchester CC has hosted seven Massachusetts Amateur championships and two state opens in addition to other state and regional tournaments. However, its best-known contribution to Massachusetts golf is its annual father & son tournament, the longest-running such event in the country. First held in 1919, as sons and fathers returned from World War I, the invitational tournament quickly became a mainstay in Massachusetts golf. Winchester CC is set to host the 2026 Massachusetts Amateur in July.

Today, Winchester Country Club remains one of the premier courses in the state. Featuring views of both the Mystic Lakes and the Boston skyline, this Ross layout remains intact. The club has hired golf course architect Andrew green to make alterations to the course to accentuate its remarkable terrain, providing both challenge and enjoyment for its members and their guests.

Are you looking for an exciting Summer job? Do you like to be outside? Do you enjoy the game of golf? Do you like to exercise and stay in shape? Are you interested in the Turf Industry? You can come to the right place! The Greenskeeper position offers all these things and more!

The Greenskeeper position plays a vital role in the maintenance and upkeep of such a remarkable golf course. The Greenkeepers are an integral part of the operation and provide the high level golf course conditioning the members come to expect.

Tasks include: Mowing Greens, Tees, Approaches, Fairways, Roughs, Clubhouse Grounds. Keeping bunkers pristine and playable through proper raking techniques. Divot repair on tees and fairways. Debris removal on surfaces and cart-paths. Native tall grass/Fescue area establishment & maintenance. The maintenance and preparations of the driving range, practice greens and short game playing areas, to name a few!

We are looking for energetic and enthusiastic individuals with a positive attitude to be a part of a great team culture, working alongside a passionate crew to achieve outstanding results, and presenting an amazing golfing experience for the members and their guests.

Positions Available:

As early as May 2026 through September 2026. Employment may extend into the fall, if desired.

1. Monday-Friday: 5:30am- 2:00pm + Saturday or Sunday 5:30am-9:00am
2. Monday-Friday: 5:30am- 10:00am + Saturday or Sunday 5:30am- 9:00am
3. Minimum 3 day week + Saturday or Sunday 5:30am – 9:00am

** start time may change on days for special events, holidays & weather **

Starting wages: $18.00-$20.00/hr. The hiring range represents what Winchester Country Club reasonably expects to pay for this position at the time of posting. The actual wages offered will depend on the selected candidate’s qualifications, experience, skills, and other job-related factors.

Benefits: Lunch provided, Uniforms, Golfing privileges, Having fun.

What do you say?!