• Celebrating 60 years!

    Highfield is situated within a setting that encompasses over 600 beautiful acres in Middlebury, Connecticut.

  • Private Golf

    Highfield offers a Nine-hole course with multiple tee boxes that plays to a par 72 over 6,600 yards.

  • Swimming

    The Highfield pool and playground area offers all families a great spot for family swimming and picnics. The Highfield tea house is also available for private events and has been a favorite spot for hosting summer birthday parties.

  • Tennis

    A full time Tennis Professional is available for private or group instruction and a full pro-shop during the summer months with 3 red-clay courts and 1 hard surface court.

  • Cliffside

    A private outlet on Lake Quassapaug, offering swimming, boating, and picnic facilities.

  • Dining

    The Highfield club house, the former Dr. Edgar Stillman estate, was designed by famed architect Theodate Pope Riddle. Here, Club functions as well as daily lunches and dinner service are held in the summer months along with a full service snack bar.

  • Activities

    Highfield organizes a variety of tournaments and fun family activities throughout the spring, summer and fall seasons. Bridge is an active group, offering a friendly game for all levels of play.

  • Day Camp

    The Highfield eight-week day camp is offered to all children ages 4 to 15 and is designed to offer instructional and competitive golf, tennis, swimming, as well as a variety of nature and craft activities for all campers.

  • Platform Tennis

    Paddle tennis offers two heated and lit platform tennis courts.

  • Weddings and Events

    A beautiful, private setting for your important day.