You can read all the history books in the world and we could tell you ‘everything you need to know about Whitby’, but you’re not going to really get it unless you go and explore on your own. The people, the town, the businesses, the environment – these are things one must experience in their own way to truly understand a place. Luckily for you Whitby has 5 planned walking tours that you can take whenever you want. We’ll give you an idea of what each will include to get you ready to take to the streets and walk! Here are 5 to check out if you want to get to know Whitby better. 

Werden’s Plan


Image via Whitby Public Library

The Werden’s Plan neighbourhood is one that dates back to 1854. Here you’ll find beautiful, mid-nineteenth century, single-detached homes. The neighbourhood displays perfect examples of the traditional architectural styles that reflect the origins of the community. Here you’ll find pieces of history that nod to the affluence and development of the Town of Whitby at this time in history. For more details about what you’ll see and where to go, click here.

Perry’s Plan


Image via Durham Region News 

This neighbourhood also dates back deep into Whitby’s history. Several of its blocks are from the town’s original subdivision. The neighbourhood was commissioned by a local businessman, Peter Perry back in 1846. You’ll find architectural styles from the mid-nineteenth century onward, including the All Saints Anglican Church which dates back to 1865. To learn more about this walking tour, click here.

Four Corners


Image via Whitby Public Library

This intersection of Dundas and Brock Streets in Whitby is where it all happened. This is where the commercial industry of Whitby took off. Once again, Peter Perry plays a huge role in this, launching a wholesale and retail grain trading centre. Around this business, a large settlement began. The rows of commercial blocks give the district that Main Street charm. ‘Perry’s Corners’ as it was once called was one of the first three communities that formed the original Town of Whitby in 1855. Here’s more information on the district, as well as where to take this tour.

Downtown Brooklin


Image via Whitby Public Library

Brooklin was first inhabited by First Nations people with archaeological evidence suggesting that the Huron-Wendat people were present in this area as early as the 15th century. In the 1820s a settlement of European pioneers established a small community in this district. The homes and architectural styles you’ll see on this walking tour reflect the styles from the mid-nineteenth to mid-twentieth centuries. Stroll through downtown Brooklin and take in these sights, alone with glimpses of the creek, small parks, and treed open spaces. For more information about what you’ll see, click here.

Port Whitby

002310180Image via  Whitby Public Library

Originally known as Port Windsor, the area can be found from the natural harbour in the south all the way up to Victoria street in the north. Historically, the harbour was used to ship resources, like local grain, lumber, and farm produce. The area’s industry and harbour’s infrastructure lead the district to become a bustling community, with businesses popping up all around. To learn more about Port Whitby and what you’ll see, click here.

Learn more about our very own Whitby community, Whitby Meadows here!