diff --git a/src/common/logging.h b/src/common/logging.h
new file mode 100644
index 00000000..8a357a2a
--- /dev/null
+++ b/src/common/logging.h
@@ -0,0 +1,119 @@
+// yabridge: a Wine VST bridge
+// Copyright (C) 2020  Robbert van der Helm
+//
+// This program 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.
+//
+// This program 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 this program.  If not, see <https://www.gnu.org/licenses/>.
+
+#pragma once
+
+#include <boost/process/environment.hpp>
+#include <fstream>
+#include <iostream>
+
+/**
+ * The environment variable indicating whether to log to a file. Will log to
+ * STDERR if not specified.
+ */
+constexpr char logging_file_environment_variable[] = "YABRIDGE_DEBUG_FILE";
+/**
+ * The verbosity of the logging, defaults to `Logger::Verbosity::events` if
+ * `logging_file_environment_variable` has been set and
+ * `Logger::Verbosity::basic` otherwise.
+ *
+ * @see Logger::Verbosity
+ */
+constexpr char logging_verbosity_environment_variable[] =
+    "YABRIDGE_DEBUG_VERBOSITY";
+
+/**
+ * Super basic logging facility meant for debugging malfunctioning VST
+ * plugins. This is also used to redirect the output of the Wine process
+ * because DAWs like Bitwig hide this from you, making it hard to debug
+ * crashing plugins.
+ */
+class Logger {
+   public:
+    enum class Verbosity : int {
+        /**
+         * Only output basic information such as the VST plugin that's being
+         * loaded and Wine's output. Doesn't add timestamps to reduce overhead.
+         * To quiet down Wine you could optionally also set the `WINEDEBUG`
+         * environment variable.
+         */
+        basic = 0,
+        /**
+         * Also print information about callbacks and functions being called by
+         * the plugin and the host. Every message is prefixed with a timestamp.
+         */
+        events = 1,
+        /**
+         * Also print information about audio buffer processing. This can be
+         * incredibly verbose and should only be used during development.
+         */
+        verbose = 2
+    };
+
+    /**
+     * Initialize the logger with the following verbosity level.
+     *
+     * @param stream The `std::ostream` instance to use. Typically either a file
+     *   stream or STDERR.
+     * @param verbosity_level The verbosity of the logging, see the
+     *   `Logger::Verbosity` constants above for a description of the verbosity
+     *   levels.
+     * @param prefix An optional prefix for the logger. Useful for differentiate
+     *   messages coming from the Wine VST host.
+     */
+    Logger(std::ostream&& stream,
+           Verbosity verbosity_level,
+           std::string prefix = "")
+        : stream(stream), verbosity(verbosity_level), prefix(prefix){};
+
+    /**
+     * Create a logger instance based on the set environment variables.
+     *
+     * @param prefix A message to prepend for every log message, useful to
+     *   differentiate between the Wine process and the Linus VST plugin.
+     */
+    static Logger create_from_environment(std::string prefix = "") {
+        auto env = boost::this_process::environment();
+        std::string file_path = env.get(logging_file_environment_variable);
+        std::string verbosity = env.get(logging_verbosity_environment_variable);
+
+        // Default to `Verbosity::basic` if the environment variable has not
+        // been set or if it is not an integer.
+        Verbosity verbosity_level;
+        try {
+            verbosity_level = static_cast<Verbosity>(std::stoi(verbosity));
+        } catch (const std::invalid_argument&) {
+            verbosity_level = Verbosity::basic;
+        }
+
+        // If `file` points to a valid location then use create/truncate the
+        // file and write all of the logs there, otherwise use STDERR
+        std::ofstream log_file(file_path, std::fstream::out);
+        if (log_file.is_open()) {
+            return Logger(std::move(log_file), verbosity_level, prefix);
+        } else {
+            return Logger(std::move(std::cerr), verbosity_level, prefix);
+        }
+    }
+
+    // TODO: Add dedicated logging functions for events and the Wine process's
+    //       STDOUT and STDERR
+
+   private:
+    std::ostream& stream;
+    Verbosity verbosity;
+    std::string prefix;
+};
diff --git a/src/plugin/host-bridge.cpp b/src/plugin/host-bridge.cpp
index 12d5275b..46400991 100644
--- a/src/plugin/host-bridge.cpp
+++ b/src/plugin/host-bridge.cpp
@@ -74,9 +74,10 @@ HostBridge::HostBridge(audioMasterCallback host_callback)
       host_vst_process_replacing(io_context),
       vst_host_aeffect(io_context),
       host_callback_function(host_callback),
+      logger(Logger::create_from_environment()),
       vst_host(find_wine_vst_host(),
-               // The Wine VST host needs to know which plugin to load and
-               // which Unix domain socket to connect to
+               // The Wine VST host needs to know which plugin to load
+               // and which Unix domain socket to connect to
                find_vst_plugin(),
                socket_endpoint.path(),
                bp::env = set_wineprefix()),
diff --git a/src/plugin/host-bridge.h b/src/plugin/host-bridge.h
index 032ab134..ebe665e4 100644
--- a/src/plugin/host-bridge.h
+++ b/src/plugin/host-bridge.h
@@ -24,6 +24,7 @@
 #include <thread>
 
 #include "../common/communication.h"
+#include "../common/logging.h"
 
 /**
  * This handles the communication between the Linux native VST plugin and the
@@ -112,6 +113,7 @@ class HostBridge {
      * The callback function passed by the host to the VST plugin instance.
      */
     audioMasterCallback host_callback_function;
+    Logger logger;
     /**
      * The Wine process hosting the Windows VST plugin.
      */
diff --git a/src/wine-host/native-includes.h b/src/wine-host/native-includes.h
index 26ccddb0..8a2b1a27 100644
--- a/src/wine-host/native-includes.h
+++ b/src/wine-host/native-includes.h
@@ -39,6 +39,8 @@
 #include <boost/algorithm/string/predicate.hpp>
 #include <boost/asio/io_context.hpp>
 #include <boost/asio/local/stream_protocol.hpp>
+#include <boost/process/environment.hpp>
+#include <fstream>
 
 #pragma pop_macro("WIN32")
 #pragma pop_macro("_WIN32")
diff --git a/src/wine-host/plugin-bridge.cpp b/src/wine-host/plugin-bridge.cpp
index 13a61505..0c2486df 100644
--- a/src/wine-host/plugin-bridge.cpp
+++ b/src/wine-host/plugin-bridge.cpp
@@ -58,6 +58,7 @@ PluginBridge::PluginBridge(std::string plugin_dll_path,
       host_vst_parameters(io_context),
       host_vst_process_replacing(io_context),
       vst_host_aeffect(io_context),
+      logger(Logger::create_from_environment("[WINE] ")),
       process_buffer(std::make_unique<AudioBuffers::buffer_type>()) {
     // Got to love these C APIs
     if (plugin_handle == nullptr) {
diff --git a/src/wine-host/plugin-bridge.h b/src/wine-host/plugin-bridge.h
index 24b61851..91a94e1a 100644
--- a/src/wine-host/plugin-bridge.h
+++ b/src/wine-host/plugin-bridge.h
@@ -27,6 +27,7 @@
 #include <thread>
 
 #include "../common/communication.h"
+#include "../common/logging.h"
 
 /**
  * This handles the communication between the Linux native VST plugin and the
@@ -106,6 +107,8 @@ class PluginBridge {
      */
     std::thread process_replacing_handler;
 
+    Logger logger;
+
     /**
      * A scratch buffer for sending and receiving data during `process` and
      * `processReplacing` calls.