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Add TextMode="Date" in the text boxes we need to make accessible, as in the example below. <asp:TextBox ID="txt_OccurrenceDateFrom" runat="server" TextMode="Date" MaxLength="10" Columns="10" CssClass="form-control input-lg full-width"></asp:TextBox>
Remove the Calendar Widgets from the pages, as it would be a duplicate, the text boxes would have a Calendar when we add textmode=date.
Remove Regular expression validators and the respective code in code behind.
Add compare validators, I have researched, and these validators seem to be working best. <asp:CompareValidator id="dateValidatorFrom" meta:resourcekey="invalidOccurrenceDateFrom" runat="server" Type="Date" Operator="DataTypeCheck" Display="Dynamic" ControlToValidate="txt_OccurrenceDateFrom"></asp:CompareValidator>
Test with Screen Reader NVDA.
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Link to download NVDA - https://www.nvaccess.org/download/