To reproduce: DataTable dt = new DataTable(); dt.Columns.Add("Id", typeof(int)); dt.Columns.Add("Name", typeof(string)); dt.Columns.Add("IsActive", typeof(bool)); dt.Rows.Add(1, "Parent1", false); dt.Rows.Add(2, "Parent2", false); this.radGridView1.DataSource = dt; ((GridViewCheckBoxColumn)this.radGridView1.MasterTemplate.Columns["IsActive"]).EnableHeaderCheckBox = true; this.radGridView1.AutoSizeColumnsMode = Telerik.WinControls.UI.GridViewAutoSizeColumnsMode.Fill; DataTable childDataTable = new DataTable(); childDataTable.Columns.Add("Id", typeof(int)); childDataTable.Columns.Add("Title", typeof(string)); childDataTable.Columns.Add("ParentId", typeof(int)); childDataTable.Columns.Add("IsValid", typeof(bool)); childDataTable.Rows.Add(1, "Child 1", 1, false); childDataTable.Rows.Add(2, "Child 1", 1, false); childDataTable.Rows.Add(3, "Child 2", 2, false); childDataTable.Rows.Add(4, "Child 2", 2, false); GridViewTemplate template = new GridViewTemplate(); template.DataSource = childDataTable; ((GridViewCheckBoxColumn)template.Columns["IsValid"]).EnableHeaderCheckBox = true; radGridView1.MasterTemplate.Templates.Add(template); template.AutoSizeColumnsMode = GridViewAutoSizeColumnsMode.Fill; GridViewRelation relation = new GridViewRelation(radGridView1.MasterTemplate); relation.ChildTemplate = template; relation.RelationName = "MasterDeatial"; relation.ParentColumnNames.Add("Id"); relation.ChildColumnNames.Add("ParentId"); radGridView1.Relations.Add(relation);