diff --git a/data/language/en-GB.txt b/data/language/en-GB.txt
index 4aa7ad1c55..5e81997b1c 100644
--- a/data/language/en-GB.txt
+++ b/data/language/en-GB.txt
@@ -3681,6 +3681,7 @@ STR_6364    :{RED}{COMMA16} person has died in an accident on {STRINGID}
 STR_6365    :Ride casualties
 STR_6366    :Stuck or stalled vehicles
 STR_6367    :{WINDOW_COLOUR_2}Animation frame:
+STR_6368    :For compatibility reasons, it is not recommended to run OpenRCT2 with Wine. OpenRCT2 has native support for macOS, Linux, FreeBSD and OpenBSD.
 
 #############
 # Scenarios #
diff --git a/distribution/changelog.txt b/distribution/changelog.txt
index ddce45b2f2..af08d22de0 100644
--- a/distribution/changelog.txt
+++ b/distribution/changelog.txt
@@ -3,6 +3,7 @@
 - Feature: [#9029] Open doors with the tile inspector.
 - Feature: [#11231] Change shortcut window list order to be more intuitive, and split it into logical sections.
 - Feature: [#11306] Path additions are now kept when replacing the path.
+- Change: [#11209] Warn when user is running OpenRCT2 through Wine.
 - Change: [#11358] Switch copy and paste button positions in tile inspector.
 - Fix: [#1148] Research funding dropdown not shown in finances window.
 - Fix: [#6119] Advertising campaign for ride window not updated properly (original bug).
diff --git a/src/openrct2/Context.cpp b/src/openrct2/Context.cpp
index 4e974ec484..2c5bcf2001 100644
--- a/src/openrct2/Context.cpp
+++ b/src/openrct2/Context.cpp
@@ -52,6 +52,7 @@
 #include "object/ObjectRepository.h"
 #include "paint/Painter.h"
 #include "platform/Crash.h"
+#include "platform/Platform2.h"
 #include "platform/platform.h"
 #include "ride/TrackDesignRepository.h"
 #include "scenario/Scenario.h"
@@ -389,6 +390,19 @@ namespace OpenRCT2
                 }
             }
 
+            if (Platform::IsRunningInWine())
+            {
+                std::string wineWarning = _localisationService->GetString(STR_WINE_NOT_RECOMMENDED);
+                if (gOpenRCT2Headless)
+                {
+                    Console::Error::WriteLine(wineWarning.c_str());
+                }
+                else
+                {
+                    _uiContext->ShowMessageBox(wineWarning);
+                }
+            }
+
             if (!gOpenRCT2Headless)
             {
                 _uiContext->CreateWindow();
diff --git a/src/openrct2/localisation/StringIds.h b/src/openrct2/localisation/StringIds.h
index 8857da41a1..7ec2b1d984 100644
--- a/src/openrct2/localisation/StringIds.h
+++ b/src/openrct2/localisation/StringIds.h
@@ -3918,6 +3918,8 @@ enum
 
     STR_TILE_INSPECTOR_WALL_ANIMATION_FRAME = 6367,
 
+    STR_WINE_NOT_RECOMMENDED = 6368,
+
     // Have to include resource strings (from scenarios and objects) for the time being now that language is partially working
     /* MAX_STR_COUNT = 32768 */ // MAX_STR_COUNT - upper limit for number of strings, not the current count strings
 };
diff --git a/src/openrct2/platform/Platform.Posix.cpp b/src/openrct2/platform/Platform.Posix.cpp
index 04c23206f0..b183de3335 100644
--- a/src/openrct2/platform/Platform.Posix.cpp
+++ b/src/openrct2/platform/Platform.Posix.cpp
@@ -99,6 +99,11 @@ namespace Platform
         }
         return isSupported;
     }
+
+    bool IsRunningInWine()
+    {
+        return false;
+    }
 } // namespace Platform
 
 #endif
diff --git a/src/openrct2/platform/Platform.Win32.cpp b/src/openrct2/platform/Platform.Win32.cpp
index d8a0edb222..77129d13ed 100644
--- a/src/openrct2/platform/Platform.Win32.cpp
+++ b/src/openrct2/platform/Platform.Win32.cpp
@@ -241,6 +241,17 @@ namespace Platform
         return result;
     }
 
+    bool IsRunningInWine()
+    {
+        HMODULE ntdllMod = GetModuleHandleW(L"ntdll.dll");
+
+        if (ntdllMod && GetProcAddress(ntdllMod, "wine_get_version"))
+        {
+            return true;
+        }
+        return false;
+    }
+
     /**
      * Checks if the current version of Windows supports ANSI colour codes.
      * From Windows 10, build 10586 ANSI escape colour codes can be used on stdout.
diff --git a/src/openrct2/platform/Platform2.h b/src/openrct2/platform/Platform2.h
index 362b84e436..0805443ce9 100644
--- a/src/openrct2/platform/Platform2.h
+++ b/src/openrct2/platform/Platform2.h
@@ -45,6 +45,7 @@ namespace Platform
     bool IsOSVersionAtLeast(uint32_t major, uint32_t minor, uint32_t build);
 #endif
 
+    bool IsRunningInWine();
     bool IsColourTerminalSupported();
     bool HandleSpecialCommandLineArgument(const char* argument);
     uintptr_t StrDecompToPrecomp(utf8* input);