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Main Street Walking Tour

Sep 20, 2025
Oct 04, 2025
9:30 AM
Downtown Cortland
2 N. Main St.
Cortland, NY 13045
Historic postcard depicting Main Street in Cortland, New York.

Main Street Walking Tours are back! Join City of Cortland Historian Kate O’Connell to explore Cortland’s downtown business district. With her wealth of knowledge and passion for local history, Kate will share stories about the unique architecture and people that have shaped downtown Cortland over the years.


This walking tour is perfect for both longtime residents and visitors who wish to learn more about Cortland's rich history. It's your chance to gain a better understanding of Main Street's storied past and to see the completed renovation at a deeper level.


We'll start the tour at 2 North Main Street (Bailey Place Insurance) at 9:30am. This tour will go on, rain or shine so wear good walking shoes and dress appropriately. The average length of this tour is one and a half to two hours. You might want to support our local businesses and enjoy a fabulous lunch at one of the many downtown restaurants when the tour wraps up—you’ll be hungry!


To reserve your spot, please call 607-756-6071 or email info@cortlandhistory.org. A suggested $10 per person donation will support the Cortland County Historical Society. We’re looking forward to sharing life in the past lane with you!

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