Known as the crown jewel of the Sailing Coast, this vibrant village is home to the Chester Yacht Club, which hosts Chester Race Week—Canada’s largest keelboat regatta—every August. Whether you are exploring the gold-laden legends of nearby Oak Island or cruising the island-studded waters of Mahone Bay, the local coastline offers endless adventure.

Here is what makes it special:

Sailing Heritage: A deep-rooted tradition of yachting, featuring iconic fleets like the Bluenose sloops.
Pristine Coastline: Panoramic ocean views from the Chester Golf Club and winding trails like the Rum Runners Trail for hikers and cyclists.
Island Exploration: A quick ferry ride connects the mainland to the scenic Tancook Islands, perfect for a day of coastal discovery.
Village Charm: A walkable core filled with heritage architecture, boutique shops, and the Chester Playhouse.

Are you looking for accommodations near the waterfront or a list of the best local eateries to visit after a day on the water?