Hi RichardSa,

Refer below sample.

For uploading image file to database please refer below article.

How to save ( insert ) Image in Database in ASP.Net using C# and VB.Net

HTML

CS

<asp:Repeater runat="server" ID="reptrImg">
    <ItemTemplate>
        <div class="col-sm-4 col-md-4">
            <div class="thumbnail" style="margin: 0 auto; padding: 10px;">
                <asp:ImageButton ID="ImageButton1" CssClass="ImageButton" runat="server" 
                ImageUrl='<%# "data:image/jpeg;base64," + Convert.ToBase64String((byte[])Eval("Data")) %>'
                    OnClick="ImageButton_Click" Style="width: 20%; height: auto; margin: 0 auto;
                    border-radius: 1px; background-size: cover; border: 1px solid #f0f1f2;" />
                <asp:Label ID="lblDesc" runat="server" Style="font-weight: 500;" Text='<%# Eval("Name") %>'></asp:Label>
            </div>
        </div>
    </ItemTemplate>
</asp:Repeater>

VB.Net

<asp:Repeater runat="server" ID="reptrImg">
    <ItemTemplate>
        <div class="col-sm-4 col-md-4">
            <div class="thumbnail" style="margin: 0 auto; padding: 10px;">
                <asp:ImageButton ID="ImageButton1" CssClass="ImageButton" runat="server" 
                ImageUrl='<%# "data:image/jpeg;base64," & Convert.ToBase64String(CType(Eval("Data"), Byte())) %>'
                    OnClick="ImageButton_Click" Style="width: 20%; height: auto; margin: 0 auto;
                    border-radius: 1px; background-size: cover; border: 1px solid #f0f1f2;" />
                <asp:Label ID="lblDesc" runat="server" Style="font-weight: 500;" Text='<%# Eval("Name") %>'></asp:Label>
            </div>
        </div>
    </ItemTemplate>
</asp:Repeater>

Details

<asp:Image Class="imgfile" ID="imgfile" runat="server" />
<asp:Label ID="LblDept" runat="server" Text=""></asp:Label>

Namespaces

CS

using System.Data;
using System.Configuration;
using System.Data.SqlClient;

VB.Net

Imports System.Data
Imports System.Configuration
Imports System.Data.SqlClient

Code

CS

protected void Page_Load(object sender, EventArgs e)
{
    if (!this.IsPostBack)
    {
        string constr = ConfigurationManager.ConnectionStrings["constr"].ConnectionString;
        using (SqlConnection con = new SqlConnection(constr))
        {
            using (SqlCommand cmd = new SqlCommand("SELECT * FROM tblFiles"))
            {
                using (SqlDataAdapter sda = new SqlDataAdapter())
                {
                    cmd.Connection = con;
                    sda.SelectCommand = cmd;
                    using (DataTable dt = new DataTable())
                    {
                        sda.Fill(dt);
                        reptrImg.DataSource = dt;
                        reptrImg.DataBind();
                    }
                }
            }
        }
    }
}

protected void ImageButton_Click(object sender, ImageClickEventArgs e)
{
    ImageButton imagebutton = sender as ImageButton;
    RepeaterItem item = imagebutton.NamingContainer as RepeaterItem;
    string description = (item.FindControl("lblDesc") as Label).Text;
    Session["Image"] = imagebutton.ImageUrl;
    Session["imgname"] = description;
    Response.Redirect("~/Details.aspx");
}

VB.Net

Protected Sub Page_Load(ByVal sender As Object, ByVal e As EventArgs) Handles Me.Load
    If Not Me.IsPostBack Then
        Dim constr As String = ConfigurationManager.ConnectionStrings("constr").ConnectionString
        Using con As SqlConnection = New SqlConnection(constr)
            Using cmd As SqlCommand = New SqlCommand("SELECT * FROM tblFiles")
                Using sda As SqlDataAdapter = New SqlDataAdapter()
                    cmd.Connection = con
                    sda.SelectCommand = cmd
                    Using dt As DataTable = New DataTable()
                        sda.Fill(dt)
                        reptrImg.DataSource = dt
                        reptrImg.DataBind()
                    End Using
                End Using
            End Using
        End Using
    End If
End Sub

Protected Sub ImageButton_Click(ByVal sender As Object, ByVal e As ImageClickEventArgs)
    Dim imagebutton As ImageButton = TryCast(sender, ImageButton)
    Dim item As RepeaterItem = TryCast(imagebutton.NamingContainer, RepeaterItem)
    Dim description As String = (TryCast(item.FindControl("lblDesc"), Label)).Text
    Session("Image") = imagebutton.ImageUrl
    Session("imgname") = description
    Response.Redirect("~/DetailsVB.aspx")
End Sub

Details.CS

protected void Page_Load(object sender, EventArgs e)
{
    if (Session["Image"] != null)
    {
        imgfile.ImageUrl = Session["Image"].ToString();
    }
    if (Session["imgname"] != null)
    {
        LblDept.Text = Session["imgname"].ToString();
    }
}

Details.VB

Protected Sub Page_Load(ByVal sender As Object, ByVal e As EventArgs) Handles Me.Load
    If Session("Image") IsNot Nothing Then
        imgfile.ImageUrl = Session("Image").ToString()
    End If
    If Session("imgname") IsNot Nothing Then
        LblDept.Text = Session("imgname").ToString()
    End If
End Sub

Screenshot