Hi Waghmare,

Add two connection string for both the application. Create common method for Upload File with connectionstring as parameter.

Then call two times for both the server like below example.

ConnectionString

<connectionStrings>
  <add name="constr" connectionString="Data Source=myServerName\myInstanceName;Initial Catalog=DataBaseName;Integrated Security=true"/>
  <add name="constr1" connectionString="Data Source=myServerName\myInstanceName;Initial Catalog=DataBaseName;Integrated Security=true"/>
</connectionStrings>

Code

C#

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

protected void Upload(object sender, EventArgs e)
{
    // Upload to server 1.
    string constr = ConfigurationManager.ConnectionStrings["constr"].ConnectionString;
    UploadFile(constr);

    // Upload to server 2.
    string constr1 = ConfigurationManager.ConnectionStrings["constr1"].ConnectionString;
    UploadFile(constr1);

    Response.Redirect(Request.Url.AbsoluteUri);
}

private void UploadFile(string constr)
{
    //Extract Image File Name.
    string fileName = Path.GetFileName(FileUpload1.PostedFile.FileName);

    //Set the Image File Path.
    string filePath = "~/Uploads/" + fileName;

    //Save the Image File in Folder.
    FileUpload1.PostedFile.SaveAs(Server.MapPath(filePath));
    using (SqlConnection conn = new SqlConnection(constr))
    {
        string sql = "INSERT INTO Files VALUES(@Name, @Path)";
        using (SqlCommand cmd = new SqlCommand(sql, conn))
        {
            cmd.Parameters.AddWithValue("@Name", fileName);
            cmd.Parameters.AddWithValue("@Path", filePath);
            conn.Open();
            cmd.ExecuteNonQuery();
            conn.Close();
        }
    }
}

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 conn As SqlConnection = New SqlConnection(constr)
            Using sda As SqlDataAdapter = New SqlDataAdapter("SELECT * FROM Files", conn)
                Dim dt As DataTable = New DataTable()
                sda.Fill(dt)
                gvImages.DataSource = dt
                gvImages.DataBind()
            End Using
        End Using
    End If
End Sub

Protected Sub Upload(ByVal sender As Object, ByVal e As EventArgs)
    ' Upload to server 1.
    Dim constr As String = ConfigurationManager.ConnectionStrings("constr").ConnectionString
    UploadFile(constr)

    ' Upload to server 2.
    Dim constr1 As String = ConfigurationManager.ConnectionStrings("constr1").ConnectionString
    UploadFile(constr1)

    Response.Redirect(Request.Url.AbsoluteUri)
End Sub

Private Sub UploadFile(constr As String)
    'Extract Image File Name.
    Dim fileName As String = Path.GetFileName(FileUpload1.PostedFile.FileName)

    'Set the Image File Path.
    Dim filePath As String = "~/Uploads/" & fileName

    'Save the Image File in Folder.
    FileUpload1.PostedFile.SaveAs(Server.MapPath(filePath))
    Using conn As SqlConnection = New SqlConnection(constr)
        Dim sql As String = "INSERT INTO Files VALUES(@Name, @Path)"
        Using cmd As SqlCommand = New SqlCommand(sql, conn)
            cmd.Parameters.AddWithValue("@Name", fileName)
            cmd.Parameters.AddWithValue("@Path", filePath)
            conn.Open()
            cmd.ExecuteNonQuery()
            conn.Close()
        End Using
    End Using
End Sub

Note: If anything difference between them then make it as parameter and pass.