diff --git a/.gitignore b/.gitignore
index faee0c43dd9..3ecdfae2bce 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,4 +1,5 @@
 /luals-out/
 /luals/
+/plenary.nvim/
 # backup vim files
 *~
diff --git a/.luarc.json b/.luarc.json
index bb0a84b9687..1cef7a9b9d9 100644
--- a/.luarc.json
+++ b/.luarc.json
@@ -4,7 +4,8 @@
   "workspace": {
     "library": [
       "$VIMRUNTIME/lua/vim",
-      "${3rd}/luv/library"
+      "${3rd}/luv/library",
+      "plenary.nvim"
     ]
   },
   "diagnostics": {
diff --git a/Makefile b/Makefile
index b5e829d8ddc..0f164c70b5f 100644
--- a/Makefile
+++ b/Makefile
@@ -43,6 +43,19 @@ help-update:
 help-check: help-update
 	git diff --exit-code doc/nvim-tree-lua.txt
 
+#
+# test
+#
+test: plenary.nvim
+	scripts/test.sh
+
+#
+# Dependencies
+#
+# no plenary tags or releases available
+plenary.nvim:
+	git clone git@github.com:nvim-lua/plenary.nvim.git
+
 
 .PHONY: all lint style check luacheck style-check style-doc luals style-fix help-update help-check
 
diff --git a/lua/nvim-tree/utils.lua b/lua/nvim-tree/utils.lua
index 194845f5c1f..f2bed188e83 100644
--- a/lua/nvim-tree/utils.lua
+++ b/lua/nvim-tree/utils.lua
@@ -11,6 +11,10 @@ M.is_wsl = vim.fn.has("wsl") == 1
 -- false for WSL
 M.is_windows = vim.fn.has("win32") == 1 or vim.fn.has("win32unix") == 1
 
+function M._is_windows()
+  return vim.fn.has("win32") == 1 or vim.fn.has("win32unix") == 1
+end
+
 ---@param haystack string
 ---@param needle string
 ---@return boolean
@@ -299,7 +303,7 @@ end
 ---@param path string
 ---@return string
 function M.canonical_path(path)
-  if M.is_windows and path:match("^%a:") then
+  if M._is_windows() and path:match("^%a:") then
     return path:sub(1, 1):upper() .. path:sub(2)
   end
   return path
diff --git a/scripts/test.sh b/scripts/test.sh
new file mode 100755
index 00000000000..2694968cd43
--- /dev/null
+++ b/scripts/test.sh
@@ -0,0 +1,25 @@
+#!/bin/sh
+
+set -e
+
+DIR_REPO="$(git rev-parse --show-toplevel)"
+export DIR_REPO
+
+DIR_PLENARY="${DIR_REPO}/plenary.nvim"
+export DIR_PLENARY
+
+if [ "${#}" -eq 1 ]; then
+	TEST_NAME="${1}"
+elif [ -z "${TEST_NAME}" ]; then
+	TEST_NAME="tests"
+fi
+export TEST_NAME
+
+echo "testing: ${TEST_NAME}"
+
+nvim --headless \
+	--clean \
+	-u "${DIR_REPO}/tests/minimal_init.lua" \
+	-l "${DIR_REPO}/tests/test_init.lua" \
+	-c "qa!"
+
diff --git a/tests/minimal_init.lua b/tests/minimal_init.lua
new file mode 100644
index 00000000000..ac5785f011e
--- /dev/null
+++ b/tests/minimal_init.lua
@@ -0,0 +1,8 @@
+-- Prepend these as plenary appends a "." and plenary directory
+-- The spawned processes don't specify --clean so contain the full ~/.local runtime path
+vim.o.runtimepath = string.format(
+  "%s,%s,%s",
+  vim.env.DIR_REPO,
+  vim.env.DIR_PLENARY,
+  vim.o.runtimepath
+)
diff --git a/tests/test_init.lua b/tests/test_init.lua
new file mode 100644
index 00000000000..47a8e3de826
--- /dev/null
+++ b/tests/test_init.lua
@@ -0,0 +1,9 @@
+local test_harness = require("plenary.test_harness")
+
+test_harness.test_directory(
+  vim.env.TEST_NAME,
+  {
+    minimal_init = vim.env.DIR_REPO .. "/tests/minimal_init.lua",
+    sequential = true,
+  }
+)
diff --git a/tests/unit/utils_spec.lua b/tests/unit/utils_spec.lua
new file mode 100644
index 00000000000..0e03d451028
--- /dev/null
+++ b/tests/unit/utils_spec.lua
@@ -0,0 +1,30 @@
+---@type Luassert
+local assert = require("luassert")
+local stub = require("luassert.stub")
+
+local utils = require("nvim-tree.utils")
+
+describe("utils.path_add_trailing", function()
+  it("trailing added", function()
+    assert.equals("foo/", utils.path_add_trailing("foo"))
+  end)
+
+  it("trailing already present", function()
+    assert.equals("foo/", utils.path_add_trailing("foo/"))
+  end)
+end)
+
+describe("utils.canonical_path", function()
+  before_each(function()
+    stub(vim.fn, "has")
+  end)
+
+  it("is windows", function()
+    vim.fn.has.on_call_with("win32unix").returns(1)
+    assert.equals("C:\\foo\\bar", utils.canonical_path("c:\\foo\\bar"), "should be uppercase drive")
+  end)
+
+  it("not windows", function()
+    assert.equals("c:\\foo\\bar", utils.canonical_path("c:\\foo\\bar"))
+  end)
+end)