The ceremonies will take place on Monday and the flags will remain raised until Saturday next week to mark this year’s Armed Forces Day.
The Mayor of the Royal Borough of Windsor and Maidenhead, Cllr Andrew Jenner, said: “Almost every day we hear reports of heroism and selflessness from fields of conflict as members of the armed forces put their lives on the line in the service of their country.
“It is right and fitting that we should show our respect for their bravery and our gratitude for their service."
The Mayor will lead Maidenhead’s ceremony at the Town Hall in St Ives Road at 10.30am, where one flag will be raised.
The other will fly over York House in Sheet Street, Windsor.
The Windsor ceremony will take place at 10.45am to coincide with the usual guard change. It will be led by Deputy Mayor Cllr John Lenton.
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The Met Office has issued a yellow alert for Windsor and Maidenhead, Slough and Wokingham, warning that rain moving eastwards across the south of the country may turn to snow in some places.