Answer:
Toronto
Hengelo, Netherlands, the great plains of Canada, and Buffalo, New York are all geographical locations represented in the lyrics to the song. "At The Hundredth Meridian" is a lyrical representation describing the line that divides Western Canada from Atlantic Canada. When traveling from the east to the west, the hundredth meridian is roughly where the central plains of Canada begin:
"...At the Hundredth meridian
Where the great plains begin"
Hengelo and Buffalo are locations that The Tragically Hip had performed gigs at during the early 1990s. The lyric representing "Buffalo" is in reference to an incident in which lead singer Gord Downie had a shoe thrown at him and he subsequently left the stage. Some Tragically Hip folklore has it that the word "Buffalo" represents the large roaming animals that were common in the plains of Canada.
Hengelo on the other hand was a gig that the band performed in the Netherlands. It was an homage to their partying that was common at many of their earlier gigs. While some denial took place, a video arose that was filmed at the Hengelo gig. It was some of the earlier proof that the band did exist and what their sound was like at that time.
"I remember Buffalo, I remember Hengelo"
A final and important geographical reference in the song is a lyric that references the Canadian geography that has formed over Canada's history:
"Driving down a corduroy road
Weeds standing shoulder high
Ferris wheel is rusting
Off in the distance"
To many Canadians, a "corduroy road" is representative of western settlement such as the stretch of road between Burwash Landing and Koidern in Yukon Territory, Canada. Corduroy roads were often built over swampy terrain using logs that were placed perpendicular to the road. While they were a much improved road from plain mud or dirt roads, they were still often impassable or offered an extremely rough ride for passengers. These lyrics refer to these roads and the abandoned scenery that is often present in the distance of the Canada's prairies.