Cliffside

Cliffside

A private Lake Quassapaug property
Club House

Highfield Club House

The former Dr. Edgar Stillman estate
Tennis

Pickleball

2 Pickleball Courts

Private Golf Course

Full service pro-shop and driving range
Highfield Club

A small family country club in Middlebury, CT

Junior Golf
Junior Golf
Junior Golf
Junior Golf

Junior Golf

Learning, practicing and playing

Platform Tennis

Two heated and lit platform tennis courts

Day Camp

Seven-week day camp for all children ages 4 to 15

Weddings & Private Events

Situated within over 600 beautiful acres