diff --git a/includes/win32/Watcher.h b/includes/win32/Watcher.h
index a7944770..ab63c8b0 100644
--- a/includes/win32/Watcher.h
+++ b/includes/win32/Watcher.h
@@ -14,7 +14,7 @@
 class Watcher
 {
   public:
-    Watcher(std::shared_ptr<EventQueue> queue, HANDLE dirHandle, const std::wstring &path);
+    Watcher(std::shared_ptr<EventQueue> queue, HANDLE dirHandle, const std::wstring &path, bool pathWasNtPrefixed);
     ~Watcher();
 
     bool isRunning() const { return mRunning; }
@@ -42,6 +42,7 @@ class Watcher
     const std::wstring mPath;
     std::shared_ptr<EventQueue> mQueue;
     HANDLE mDirectoryHandle;
+    bool mPathWasNtPrefixed;
 
     std::vector<BYTE> mReadBuffer, mWriteBuffer;
     OVERLAPPED mOverlapped;
diff --git a/src/win32/Controller.cpp b/src/win32/Controller.cpp
index b0efcd56..98e5066a 100644
--- a/src/win32/Controller.cpp
+++ b/src/win32/Controller.cpp
@@ -1,5 +1,26 @@
 #include "../includes/win32/Controller.h"
 
+static bool isNtPath(const std::wstring &path) {
+  return path.rfind(L"\\\\?\\", 0) == 0 || path.rfind(L"\\??\\", 0) == 0;
+}
+
+static std::wstring prefixWithNtPath(const std::wstring &path) {
+  const ULONG widePathLength = GetFullPathNameW(path.c_str(), 0, nullptr, nullptr);
+  if (widePathLength == 0) {
+    return path;
+  }
+
+  std::wstring ntPathString;
+  ntPathString.resize(widePathLength - 1);
+  if (GetFullPathNameW(path.c_str(), widePathLength, &(ntPathString[0]), nullptr) != widePathLength - 1) {
+    return path;
+  }
+
+  return ntPathString.rfind(L"\\\\", 0) == 0
+    ? ntPathString.replace(0, 2, L"\\\\?\\UNC\\")
+    : ntPathString.replace(0, 0, L"\\\\?\\");
+}
+
 static std::wstring convertMultiByteToWideChar(const std::string &multiByte) {
   const int wlen = MultiByteToWideChar(CP_UTF8, 0, multiByte.data(), -1, 0, 0);
 
@@ -8,11 +29,13 @@ static std::wstring convertMultiByteToWideChar(const std::string &multiByte) {
   }
 
   std::wstring wideString;
-  wideString.resize(wlen-1);
+  wideString.resize(wlen - 1);
+
   int failureToResolveUTF8 = MultiByteToWideChar(CP_UTF8, 0, multiByte.data(), -1, &(wideString[0]), wlen);
   if (failureToResolveUTF8 == 0) {
     return std::wstring();
   }
+
   return wideString;
 }
 
@@ -35,13 +58,18 @@ Controller::Controller(std::shared_ptr<EventQueue> queue, const std::string &pat
   : mDirectoryHandle(INVALID_HANDLE_VALUE)
 {
   auto widePath = convertMultiByteToWideChar(path);
+  const bool isNt = isNtPath(widePath);
+  if (!isNt) {
+    // We convert to an NT Path to support paths > MAX_PATH
+    widePath = prefixWithNtPath(widePath);
+  }
   mDirectoryHandle = openDirectory(widePath);
 
   if (mDirectoryHandle == INVALID_HANDLE_VALUE) {
     return;
   }
 
-  mWatcher.reset(new Watcher(queue, mDirectoryHandle, widePath));
+  mWatcher.reset(new Watcher(queue, mDirectoryHandle, widePath, isNt));
 }
 
 Controller::~Controller() {
@@ -63,5 +91,5 @@ bool Controller::hasErrored() {
 }
 
 bool Controller::isWatching() {
-  return mWatcher->isRunning();
+  return !hasErrored() && mWatcher->isRunning();
 }
diff --git a/src/win32/Watcher.cpp b/src/win32/Watcher.cpp
index 8a504ea9..145abcd6 100644
--- a/src/win32/Watcher.cpp
+++ b/src/win32/Watcher.cpp
@@ -2,6 +2,15 @@
 
 #include <sstream>
 
+static
+void stripNTPrefix(std::wstring &path) {
+  if (path.rfind(L"\\\\?\\UNC\\", 0) != std::wstring::npos) {
+    path.replace(0, 7, L"\\");
+  } else if (path.rfind(L"\\\\?\\", 0) != std::wstring::npos) {
+    path.erase(0, 4);
+  }
+}
+
 static
 std::wstring getWStringFileName(LPWSTR cFileName, DWORD length) {
   LPWSTR nullTerminatedFileName = new WCHAR[length + 1]();
@@ -24,6 +33,12 @@ std::string Watcher::getUTF8Directory(std::wstring path) {
   }
 
   std::wstring uft16DirectoryString = utf16DirectoryStream.str();
+  if (!mPathWasNtPrefixed) {
+    // If we were the ones that prefixed the path, we should strip it
+    // before returning it to the user
+    stripNTPrefix(uft16DirectoryString);
+  }
+  
   int utf8length = WideCharToMultiByte(
       CP_UTF8,
       0,
@@ -89,11 +104,12 @@ std::string getUTF8FileName(std::wstring path) {
   return utf8Directory;
 }
 
-Watcher::Watcher(std::shared_ptr<EventQueue> queue, HANDLE dirHandle, const std::wstring &path)
+Watcher::Watcher(std::shared_ptr<EventQueue> queue, HANDLE dirHandle, const std::wstring &path, bool pathWasNtPrefixed)
   : mRunning(false),
   mDirectoryHandle(dirHandle),
   mQueue(queue),
-  mPath(path)
+  mPath(path),
+  mPathWasNtPrefixed(pathWasNtPrefixed)
 {
   ZeroMemory(&mOverlapped, sizeof(OVERLAPPED));
   mOverlapped.hEvent = this;