Southern Ontario's towns range from cities of 150,000 like Barrie, with commuter rail to Toronto and big-box retail, to places like Penetanguishene, population 10,000, where the main street still has a hardware store and a bakery that has been open for decades. The character of these communities varies by geography: lakeshore towns built on tourism, agricultural centres that serve surrounding farms, heritage towns with 19th-century stone buildings, and former mill towns reinventing themselves around arts and food.

The region guides below cover broader areas, while the town profiles focus on individual communities.

Historic main street with brick storefronts in a small Ontario town

By Region

REGION

Simcoe County & Georgian Bay

Barrie, Collingwood, Wasaga Beach, Midland, Orillia, and the Georgian Bay corridor north of Toronto.

REGION

Bruce Peninsula & Grey County

Owen Sound, Kincardine, Tobermory, the Bruce Trail, and Lake Huron's eastern shore.

REGION

Prince Edward County

Wineries, Sandbanks Provincial Park, Wellington, Picton, and the county's food scene.

REGION

Muskoka

Gravenhurst, Bracebridge, Huntsville, and Ontario's most famous cottage country.

REGION

Ottawa Valley

Petawawa, the Ottawa River, Algonquin Park's eastern edge, and the valley's logging heritage.

REGION

Eastern Ontario

Brockville, Perth, the 1000 Islands, the Rideau Canal, and the 401 corridor east of Kingston.

REGION

Dufferin & Highlands

Shelburne, Orangeville, Haliburton, and the rolling hills between the GTA and Georgian Bay.

Town Profiles

SIMCOE

Barrie

The gateway city on Lake Simcoe. Population ~150,000, GO Transit access, and the start of cottage country.

SIMCOE

Collingwood

Ski town turned year-round destination at the base of Blue Mountain, with a revitalized downtown.

SIMCOE

Wasaga Beach

The world's longest freshwater beach at 14 km. Packed in summer, quiet from October to May.

SIMCOE

Orillia

Lake Couchiching, Casino Rama, and the Mariposa arts scene in Stephen Leacock's hometown.

SIMCOE

Midland

Georgian Bay harbour town with Sainte-Marie among the Hurons and the Wye Marsh wildlife centre.

SIMCOE

Penetanguishene

Discovery Harbour, a francophone heritage community, and a quieter alternative to Midland.

BRUCE/GREY

Owen Sound

The hub of Grey County at the head of Georgian Bay. Waterfalls, galleries, and a working harbour.

BRUCE/GREY

Kincardine

Lake Huron sunsets, a Scottish pipe band, a historic lighthouse, and a walkable downtown.

EASTERN

Brockville

The City of the 1000 Islands on the St. Lawrence, with a revitalized waterfront and railway tunnel.

EASTERN

Perth

Heritage stone buildings, the Tay Canal, and one of the best-preserved main streets in the province.

OTTAWA VALLEY

Petawawa

Military town on the Ottawa River, gateway to Algonquin Park's eastern entrance.

DUFFERIN

Shelburne

Small town on Highway 10 known for the Heritage Music Festival and its growing commuter population.