diff --git a/CMakeLists.txt b/CMakeLists.txt
index 0cfbaabb..6cc63cd8 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -595,6 +595,7 @@ if(WITH_TESTS)
     test/dwarfs.cpp
     test/dwarfs_compat.cpp
     test/dwarfs_badfs.cpp
+    test/entry.cpp
     test/utils_test.cpp
     test/block_merger_test.cpp
     test/metadata_requirements_test.cpp
diff --git a/src/dwarfs/entry.cpp b/src/dwarfs/entry.cpp
index 4ee66582..3c00350b 100644
--- a/src/dwarfs/entry.cpp
+++ b/src/dwarfs/entry.cpp
@@ -46,6 +46,16 @@ namespace dwarfs {
 namespace {
 
 constexpr std::string_view const kHashContext{"[hashing] "};
+constexpr char const kLocalPathSeparator{
+    static_cast<char>(std::filesystem::path::preferred_separator)};
+
+bool is_root_path(std::string_view path) {
+#if _WIN32
+  return path == "/" || path == "\\";
+#else
+  return path == "/";
+#endif
+}
 
 } // namespace
 
@@ -84,8 +94,11 @@ std::string entry::path_as_string() const {
 
 std::string entry::dpath() const {
   auto p = path_as_string();
+  if (is_root_path(p)) {
+    return std::string(1, kLocalPathSeparator);
+  }
   if (type() == E_DIR) {
-    p += '/';
+    p += kLocalPathSeparator;
   }
   return p;
 }
@@ -93,7 +106,11 @@ std::string entry::dpath() const {
 std::string entry::unix_dpath() const {
   auto p = name_;
 
-  if (type() == E_DIR) {
+  if (is_root_path(p)) {
+    return "/";
+  }
+
+  if (type() == E_DIR && !p.empty()) {
     p += '/';
   }
 
diff --git a/test/entry.cpp b/test/entry.cpp
new file mode 100644
index 00000000..ff04ad0b
--- /dev/null
+++ b/test/entry.cpp
@@ -0,0 +1,98 @@
+/* vim:set ts=2 sw=2 sts=2 et: */
+/**
+ * \author     Marcus Holland-Moritz (github@mhxnet.de)
+ * \copyright  Copyright (c) Marcus Holland-Moritz
+ *
+ * This file is part of dwarfs.
+ *
+ * dwarfs is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU General Public License as published by
+ * the Free Software Foundation, either version 3 of the License, or
+ * (at your option) any later version.
+ *
+ * dwarfs is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+ * GNU General Public License for more details.
+ *
+ * You should have received a copy of the GNU General Public License
+ * along with dwarfs.  If not, see <https://www.gnu.org/licenses/>.
+ */
+
+#include <gtest/gtest.h>
+
+#include "dwarfs/entry.h"
+
+#include "test_helpers.h"
+
+using namespace dwarfs;
+namespace fs = std::filesystem;
+
+struct entry_test : public ::testing::Test {
+  fs::path sep{
+#ifdef _WIN32
+      std::wstring
+#else
+      std::string
+#endif
+      (1, fs::path::preferred_separator)};
+  std::shared_ptr<test::os_access_mock> os;
+  std::unique_ptr<entry_factory> ef;
+
+  void SetUp() override {
+    os = test::os_access_mock::create_test_instance();
+    ef = entry_factory::create();
+  }
+
+  void TearDown() override {
+    ef.reset();
+    os.reset();
+  }
+};
+
+TEST_F(entry_test, path) {
+  auto e1 = ef->create(*os, sep);
+  auto e2 = ef->create(*os, fs::path("somelink"), e1);
+  auto e3 = ef->create(*os, fs::path("somedir"), e1);
+  auto e4 = ef->create(*os, fs::path("somedir") / "ipsum.py", e3);
+
+  EXPECT_FALSE(e1->has_parent());
+  EXPECT_TRUE(e1->is_directory());
+  EXPECT_EQ(e1->type(), entry::E_DIR);
+
+  EXPECT_EQ(sep.string(), e1->name());
+  EXPECT_EQ(sep, e1->fs_path());
+  EXPECT_EQ(sep.string(), e1->path_as_string());
+  EXPECT_EQ(sep.string(), e1->dpath());
+  EXPECT_EQ("/", e1->unix_dpath());
+
+  EXPECT_TRUE(e2->has_parent());
+  EXPECT_FALSE(e2->is_directory());
+  EXPECT_EQ(e2->type(), entry::E_LINK);
+
+  EXPECT_EQ("somelink", e2->name());
+  EXPECT_EQ(sep / "somelink", e2->fs_path());
+  EXPECT_EQ((sep / "somelink").string(), e2->path_as_string());
+  EXPECT_EQ((sep / "somelink").string(), e2->dpath());
+  EXPECT_EQ("/somelink", e2->unix_dpath());
+
+  EXPECT_TRUE(e3->has_parent());
+  EXPECT_TRUE(e3->is_directory());
+  EXPECT_EQ(e3->type(), entry::E_DIR);
+
+  EXPECT_EQ("somedir", e3->name());
+  EXPECT_EQ(sep / "somedir", e3->fs_path());
+  EXPECT_EQ((sep / "somedir").string(), e3->path_as_string());
+  EXPECT_EQ((sep / "somedir").string() + sep.string(), e3->dpath());
+  EXPECT_EQ("/somedir/", e3->unix_dpath());
+
+  EXPECT_TRUE(e4->has_parent());
+  EXPECT_FALSE(e4->is_directory());
+  EXPECT_EQ(e4->type(), entry::E_FILE);
+
+  EXPECT_EQ("ipsum.py", e4->name());
+  EXPECT_EQ(sep / "somedir" / "ipsum.py", e4->fs_path());
+  EXPECT_EQ((sep / "somedir" / "ipsum.py").string(), e4->path_as_string());
+  EXPECT_EQ((sep / "somedir" / "ipsum.py").string(), e4->dpath());
+  EXPECT_EQ("/somedir/ipsum.py", e4->unix_dpath());
+}
diff --git a/test/test_helpers.cpp b/test/test_helpers.cpp
index 3771be47..dc6ecc35 100644
--- a/test/test_helpers.cpp
+++ b/test/test_helpers.cpp
@@ -316,7 +316,8 @@ std::vector<std::string> os_access_mock::splitpath(fs::path const& path) {
   for (auto const& p : path) {
     parts.emplace_back(u8string_to_string(p.u8string()));
   }
-  while (!parts.empty() && (parts.front().empty() || parts.front() == "/")) {
+  while (!parts.empty() && (parts.front().empty() ||
+                            (parts.front() == "/" || parts.front() == "\\"))) {
     parts.erase(parts.begin());
   }
   return parts;