diff --git a/src/Files.App/Actions/Navigation/OpenInNewWindow/BaseOpenInNewWindowAction.cs b/src/Files.App/Actions/Navigation/OpenInNewWindow/BaseOpenInNewWindowAction.cs
index d89469546cfb..2881300bb8a8 100644
--- a/src/Files.App/Actions/Navigation/OpenInNewWindow/BaseOpenInNewWindowAction.cs
+++ b/src/Files.App/Actions/Navigation/OpenInNewWindow/BaseOpenInNewWindowAction.cs
@@ -11,6 +11,7 @@ internal abstract class BaseOpenInNewWindowAction : ObservableObject, IAction
 		protected IContentPageContext ContentPageContext { get; } = Ioc.Default.GetRequiredService<IContentPageContext>();
 		protected IHomePageContext HomePageContext { get; } = Ioc.Default.GetRequiredService<IHomePageContext>();
 		protected ISidebarContext SidebarContext { get; } = Ioc.Default.GetRequiredService<ISidebarContext>();
+		protected IStorageTrashBinService StorageTrashBinService { get; } = Ioc.Default.GetRequiredService<IStorageTrashBinService>();
 
 		public string Label
 			=> Strings.OpenInNewWindow.GetLocalizedResource();
@@ -49,6 +50,9 @@ public virtual async Task ExecuteAsync(object? parameter = null)
 			foreach (ListedItem listedItem in items)
 			{
 				var selectedItemPath = (listedItem as IShortcutItem)?.TargetPath ?? listedItem.ItemPath;
+				if (StorageTrashBinService.IsUnderTrashBin(selectedItemPath))
+					selectedItemPath = Uri.EscapeDataString(Constants.UserEnvironmentPaths.RecycleBinPath);
+
 				var folderUri = new Uri($"files-dev:?folder={@selectedItemPath}");
 
 				await Launcher.LaunchUriAsync(folderUri);
diff --git a/src/Files.App/Views/Layouts/ColumnsLayoutPage.xaml.cs b/src/Files.App/Views/Layouts/ColumnsLayoutPage.xaml.cs
index a90df6a8281f..5f674cc34218 100644
--- a/src/Files.App/Views/Layouts/ColumnsLayoutPage.xaml.cs
+++ b/src/Files.App/Views/Layouts/ColumnsLayoutPage.xaml.cs
@@ -103,8 +103,34 @@ protected override void OnNavigatedTo(NavigationEventArgs eventArgs)
 			var path = navigationArguments.NavPathParam;
 			var pathRoot = GetPathRoot(path);
 			var pathStack = new Stack<string>();
+			var storageTrashBinService = Ioc.Default.GetRequiredService<IStorageTrashBinService>();
+			if (storageTrashBinService.IsUnderTrashBin(path))
+			{
+				var recycleBinPath = $"{pathRoot}$Recycle.Bin";
+				var tempPath = path;
+				var pathsToAdd = new List<string>();
+
+				while (!string.IsNullOrEmpty(tempPath))
+				{
+					var parentPath = GetParentDir(tempPath);
+
+					if (!string.IsNullOrEmpty(parentPath) && parentPath.Equals(recycleBinPath, StringComparison.OrdinalIgnoreCase))
+						// SID folder? stop here
+						break;
+
+					if (tempPath.Equals(recycleBinPath, StringComparison.OrdinalIgnoreCase))
+						break;
 
-			if (!string.IsNullOrEmpty(pathRoot))
+					pathsToAdd.Add(tempPath);
+					tempPath = parentPath;
+				}
+
+				foreach (var pathToAdd in pathsToAdd)
+					pathStack.Push(pathToAdd);
+
+				path = Constants.UserEnvironmentPaths.RecycleBinPath;
+			}
+			else if (!string.IsNullOrEmpty(pathRoot))
 			{
 				var rootPathList = App.QuickAccessManager.Model.PinnedFolders.Select(NormalizePath)
 					.Concat(CloudDrivesManager.Drives.Select(x => NormalizePath(x.Path))).ToList()