As the main road running through Hillsborough, it has seen many changes over the years.
This retro photo gallery charts the evolution of Middlewood Road in Sheffield from the early 1900s to the 1990s.
It features lost shops, old pubs and some popular characters who have run them over the years.
The old trams and the new Supertram system which eventually replaced them are pictured, along with Wharncliffe War Hospital, which later became Middlewood Hospital, Hillsborough Park Cinema and the Hillsborough Inn.
The photos are shared courtesy of Picture Sheffield. Do they bring back any memories for you?
It features lost shops, old pubs and some popular characters who have run them over the years.
![Middlewood Road, Sheffield, some time between 1900 and 1919, showing Wood's builders and ironmongers, W. Bush wholesale provision merchant, and the Hillsborough Inn](https://www.thestar.co.uk/jpim-static/image/2024/01/30/12/09/Middlewood%20Road%20Shops.JPG.jpg?trim=0,321,0,0&crop=&width=800)
5. Shops
Middlewood Road, Sheffield, some time between 1900 and 1919, showing Wood's builders and ironmongers, W. Bush wholesale provision merchant, and the Hillsborough Inn | Picture Sheffield/Advance SeriesPhoto: Picture Sheffield/Advance Series
![J. Mason fruiterer and George Sutherland bakers, on Middlewood Road, Hillsborough, some time between 1920 and 1939](https://www.thestar.co.uk/jpim-static/image/2024/01/30/13/04/Middlewood%20Road%20Cakes.JPG.jpg?trim=0,119,0,0&crop=&width=800)
6. Bakers
J. Mason fruiterer and George Sutherland bakers, on Middlewood Road, Hillsborough, some time between 1920 and 1939 | Picture SheffieldPhoto: Picture Sheffield
![A charabanc outing outside the Middlewood Tavern, on Middlewood Road North, Sheffield, some time between 1920 and 1939](https://www.thestar.co.uk/jpim-static/image/2024/01/30/13/06/Middlewood%20Road%20Charabanc.JPG.jpg?trim=0,133,0,0&crop=&width=800)
7. Charabanc outing
A charabanc outing outside the Middlewood Tavern, on Middlewood Road North, Sheffield, some time between 1920 and 1939 | Picture SheffieldPhoto: Picture Sheffield
![Middlewood Road and the junction with Minto Road some time between 1940 and 1959, showing Miss Lily Fernee wool dealers (left) and B and C Co-op](https://www.thestar.co.uk/jpim-static/image/2024/01/30/13/34/Middlewood%20Road%20Wool.JPG.jpg?trim=0,0,0,350&crop=&width=800)
8. Co-op
Middlewood Road and the junction with Minto Road some time between 1940 and 1959, showing Miss Lily Fernee wool dealers (left) and B and C Co-op | Picture SheffieldPhoto: Picture Sheffield