Chester – Waterfront & Coves

There’s very pleasant waterfront running on the Chester Peninsula. Chester is a popular cruising destination located less than an hour’s drive from Halifax. We’ve mapped a route of up to 14 km, on roads traveling up and down several coves and inlets — choose how much you want to do! There’s also the Chester Connection Trail for a long off-road run.

Waterfront Route: Start in the center of the pretty town of Chester, enjoying some of the pretty residential and commercial streets. Then run along Nauss Point Rd. on the eastern side of Front Harbour, and then the western side, continuing south along the Chester waterfront. Take a 1 km out and back jaunt down Peninsula Rd. Ext., enjoying the water and yacht views. The next section uses Victoria St. to run off the Chester peninsula, running on Walker Rd. along Mill Cove. Then, use the Chester Connection trail briefly to access the waterfront roads along the eastern and western sides of Marriotts Cove — this section is ~6 km. Use the multi-use path to return to Chester. Shorter Option: the 6 km Marriotts Cove section can be eliminated

Chester Connection Trail: This 35 km section of a nearly seamless Rum Runners gravel multi-use path on Nova Scotia’s south shore travels between East River and Martin’s River. TRAIL MAP