Highfield Club

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256 White Deer Rock Rd
Middlebury, CT 06762

Highfield Club is a small family country club nestled in the picturesque town of Middlebury, CT. With its private Lake Quassapaug property, a private golf course, two pickleball courts, and two heated and lit platform tennis courts, the club offers a range of recreational activities for its members.

Boasting a rich history as the former estate of Dr. Edgar Stillman, Highfield Club provides a serene and elegant setting for weddings and private events. Additionally, the club offers a seven-week day camp for children of all ages, making it a perfect destination for families seeking both relaxation and entertainment.

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4.52 reviews
Photo of Lisa F.
Lisa F.
3/2/2018

Highfield is a unique family-oriented country club. Its facilities include a golf course, three tennis courts, swimming pool, playground, clubhouse, Pro Shop, driving range, putting green, two...

Lake S.
7/7/2025

Highfield Club is a perfect classic country club that stands out in service, casual homey feel with out crowds. This is an outstanding New England venue for any event. The property is vast and...

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