Simon Dudley said beggars could present the town in a "sadly unfavourable light" when Prince Harry marries American actress Meghan Markle in May.
Sadly there is an epidemic of rough sleeping and vagrancy in #Windsor @RBWM. I will be writing to @StansfeldPCC copying @TVP_Chief @Bhupinderrai70 at @ThamesVP @TVP_Windsor asking for them to focus on dealing with this before the #RoyalWedding— Simon Dudley (@MrSimonDudley) December 27, 2017
Amy Oboussier from Worthing Churches Homeless Projects told Premier Dudley's stance is "disappointing".
"We would have liked to see someone in a position of power take a progressive and more empathetic attitude towards those most vulnerable in his community," she said.
The Conservative leader of the Royal Borough of Windsor and Maidenhead also wrote a letter to Police and Crime Commissioner for Thames Valley Police, Anthony Stansfeld, dated 2nd January, calling on officers to take action.
In the letter, he complained about "aggressive begging and intimidation", and "bags and detritus" on the streets.
Obussier said: "Moving people on is never going to be sustainable solution to ending homelessness.
"If the council wants to make their streets look attractive by not having people rough sleeping then there needs to be a better steps than just moving people on to lower those rough sleeping rates.
She added that the issue should be approached with kindness and empathy.
"The comments that are being made are quite unhelpful," she said.
"Anyone is on the street asking for money is obviously in a really difficult place a lot of rough sleepers are in the worst place in their life."
Listen to Amy Oboussier speaking with Premiers Eno Adeogun here: