The council’s bid was recently longlisted for the prestigious title due to be awarded for 2029.
Speaking at a meeting, Councillor Ian Morrish said he hoped, if the council was successful, there would be investment in a town-wide clean up.
He said: “We have all seen the photos of piles of rubbish around the tents of the homeless on Bridge Street West, who have nowhere else to go that is safe.
“We need a concentrated push on rehoming these people and all similar in the borough, where possible, and clearing the waste on a more frequent basis if we are to stand any chance of winning the City of Culture title.
“A clean up needs to happen, not just on that one road, there are lots of areas that need it.”
He said the council’s homelessness team and its partner, homelessness charity Depauls UK were doing a “great job” in engaging with the individuals affected, but asked: “What more do we need to be doing?”
Images of a makeshift camp referred to by Cllr Morrish first circulated online last month showing empty tents, bedding and piles of litter on a strip of land a short walk away from Middlesbrough Railway Station.
Some rough sleepers were then moved on with another encampment subsequently emerging on a grassed area close to Cleveland Police’s Middlesbrough HQ.
Referring to the City of Culture bid, Middlesbrough Mayor Chris Cooke said a “united front” was needed and any additional funding which came with such an award would be of massive significance.
He claimed the town was “utterly deserving” to have such recognition.
Mr Cooke said later in the year the council would publish a new homelessness strategy.
Two further members of staff had also been recruited as part of efforts aimed at helping those who were most vulnerable and sleeping rough.
Meanwhile, a recorded increase in homelessness in the town was a “shocking sign of the times”, he said.
The mayor said: “We need to get moving on making sure people have quality homes, alongside supporting those furthest away from the housing market and unable to gain a tenancy themselves.”
Cllr Morrish, an independent member for Marton West, asked if it would be possible to find and set aside a “secure area” for those living in tents.
Mr Cooke warned that could lead to more issues and people coming from out of the area.
He added: “We need to make sure that we provide adequate provision for those identifying as homeless before they get to the point of having to sleep in a tent.”
He said the council had employed new neighbourhood caretakers and a back alley cleansing team, which would add to the clean-up picture in the town.
Middlesbrough Council says staff regularly offer support to people sleeping rough to help them move to suitable accommodation, but individuals can face a range of complex issues requiring help from multiple services.
Mr Cooke, in a previous statement, said that some individuals were choosing to sleep rough, while others found themselves evicted from different housing solutions.
He said the local authority was “always striving to balance the needs of those who find themselves homeless and the impact their actions have on others”.
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