Chester was officially founded in 1759 as the Shoreham grant, although French fishermen had already built a few houses on the site. The first permanent European-descended settlers were a group from Massachusetts who came to the area in 1761. Chester is well known for its annual summer sailing regatta, Chester Race Week, where keelboats from all over the eastern coast of North America compete during the second full week of August.

Camera courtesy of Tim Harris, Chester

Chester Golf Club offers a classic Maritime golfing experience where the challenge of the course meets the breathtaking beauty of Nova Scotia's South Shore. The layout welcomes players of all skill levels—whether you're chasing par or simply enjoying a leisurely round, the routing delivers an engaging adventure from first tee to final putt.

Of course, keeping your eye on the ball isn't easy here. The Atlantic Ocean sparkles beyond the fairways, dotted with islands and colourful sailboats tacking in the coastal breeze. It's the kind of scenery that makes a wayward shot feel like a fair trade. After your round, the clubhouse beckons with some of the finest seafood in the region—the seafood chowder, we're told, is not to be missed.