Index: /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JNAPlugin.java
===================================================================
--- /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JNAPlugin.java	(revision 35660)
+++ /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JNAPlugin.java	(revision 35661)
@@ -5,4 +5,5 @@
 import org.openstreetmap.josm.plugins.PluginInformation;
 import org.openstreetmap.josm.plugins.jna.mac.JosmMacNativeLogHandler;
+import org.openstreetmap.josm.plugins.jna.win.JosmWinNativeLogHandler;
 import org.openstreetmap.josm.tools.Logging;
 import org.openstreetmap.josm.tools.PlatformManager;
@@ -12,4 +13,5 @@
  */
 public class JNAPlugin extends Plugin {
+
     /**
      * Constructs a new {@code JNAPlugin}
@@ -20,4 +22,6 @@
         if (PlatformManager.isPlatformOsx()) {
             Logging.getLogger().addHandler(new JosmMacNativeLogHandler());
+        } else if (PlatformManager.isPlatformWindows()) {
+            Logging.getLogger().addHandler(new JosmWinNativeLogHandler());
         }
     }
Index: /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JosmNativeLogHandler.java
===================================================================
--- /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JosmNativeLogHandler.java	(revision 35660)
+++ /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/JosmNativeLogHandler.java	(revision 35661)
@@ -38,5 +38,5 @@
 
     private static boolean isLoggable(LogRecord record, Level level, BooleanProperty prop) {
-        return level.equals(record.getLevel()) && prop.isSet();
+        return level.equals(record.getLevel()) && prop.get();
     }
 
Index: /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/mac/ID.java
===================================================================
--- /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/mac/ID.java	(revision 35660)
+++ /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/mac/ID.java	(revision 35661)
@@ -3,6 +3,6 @@
 
 import com.sun.jna.Native; // NOSONAR
-import com.sun.jna.NativeLibrary; // NOSONAR
-import com.sun.jna.NativeLong; // NOSONAR
+import com.sun.jna.NativeLibrary;
+import com.sun.jna.NativeLong;
 
 /**
Index: /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/win/JosmWinNativeLogHandler.java
===================================================================
--- /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/win/JosmWinNativeLogHandler.java	(revision 35661)
+++ /applications/editors/josm/plugins/jna/src/org/openstreetmap/josm/plugins/jna/win/JosmWinNativeLogHandler.java	(revision 35661)
@@ -0,0 +1,79 @@
+// License: GPL. For details, see LICENSE file.
+package org.openstreetmap.josm.plugins.jna.win;
+
+import static com.sun.jna.platform.win32.WinError.ERROR_ACCESS_DENIED;
+import static com.sun.jna.platform.win32.WinNT.EVENTLOG_ERROR_TYPE;
+import static com.sun.jna.platform.win32.WinNT.EVENTLOG_INFORMATION_TYPE;
+import static com.sun.jna.platform.win32.WinNT.EVENTLOG_WARNING_TYPE;
+
+import java.util.logging.Level;
+import java.util.logging.LogRecord;
+
+import org.openstreetmap.josm.plugins.jna.JosmNativeLogHandler;
+import org.openstreetmap.josm.tools.Destroyable;
+import org.openstreetmap.josm.tools.Logging;
+
+import com.sun.jna.Native;
+import com.sun.jna.platform.win32.Advapi32;
+import com.sun.jna.platform.win32.Kernel32;
+import com.sun.jna.platform.win32.Win32Exception;
+import com.sun.jna.platform.win32.WinNT.HANDLE;
+
+/**
+ * Customized log handler that redirects JOSM logs to Windows
+ * <a href="https://docs.microsoft.com/en-us/windows/win32/eventlog/event-logging-functions">native log system</a>.
+ */
+public class JosmWinNativeLogHandler extends JosmNativeLogHandler implements Destroyable {
+
+    private static final String JOSM = "JOSM";
+
+    private final HANDLE hLog;
+
+    /**
+     * Constructs a new {@code JosmWinNativeLogHandler}.
+     */
+    public JosmWinNativeLogHandler() {
+        hLog = registerEventSource();
+    }
+
+    private static HANDLE registerEventSource() {
+        HANDLE handle = Advapi32.INSTANCE.RegisterEventSource(null, JOSM);
+        if (handle == null) {
+            if (Kernel32.INSTANCE.GetLastError() == ERROR_ACCESS_DENIED) {
+                throw new IllegalStateException("ERROR_ACCESS_DENIED: RegisterEventSource " + JOSM);
+            } else {
+                throw new Win32Exception(Native.getLastError());
+            }
+        }
+        return handle;
+    }
+
+    private static void deregisterEventSource(HANDLE handle) {
+        if (!Advapi32.INSTANCE.DeregisterEventSource(handle)) {
+            throw new Win32Exception(Native.getLastError());
+        }
+    }
+
+    @Override
+    public void publish(LogRecord record) {
+        if (isLoggable(record) && !Advapi32.INSTANCE.ReportEvent(hLog, logType(record.getLevel()), 0, 0, null, 1, 0,
+                    new String[] {getFormatter().format(record)}, null)) {
+            System.err.println("Unable to report Windows log event for " + record); // NOSONAR
+        }
+    }
+
+    private static int logType(Level logLevel) {
+        if (Logging.LEVEL_ERROR.equals(logLevel)) {
+            return EVENTLOG_ERROR_TYPE;
+        } else if (Logging.LEVEL_WARN.equals(logLevel)) {
+            return EVENTLOG_WARNING_TYPE;
+        } else {
+            return EVENTLOG_INFORMATION_TYPE;
+        }
+    }
+
+    @Override
+    public void destroy() {
+        deregisterEventSource(hLog);
+    }
+}