diff --git a/windows_2016_docker.json b/windows_2016_docker.json
index 1c67c643..05d954a5 100644
--- a/windows_2016_docker.json
+++ b/windows_2016_docker.json
@@ -161,7 +161,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/servercore:ltsc2016",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "70721288BBCDFE3239D8F8C0FAE55F1F",
     "iso_checksum_type": "md5",
diff --git a/windows_2019_docker.json b/windows_2019_docker.json
index e9a34258..bb9aff6d 100644
--- a/windows_2019_docker.json
+++ b/windows_2019_docker.json
@@ -161,7 +161,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/nanoserver:1809 mcr.microsoft.com/windows/servercore:ltsc2019 mcr.microsoft.com/windows/servercore:1809 mcr.microsoft.com/windows:1809",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "221F9ACBC727297A56674A0F1722B8AC7B6E840B4E1FFBDD538A9ED0DA823562",
     "iso_checksum_type": "sha256",
diff --git a/windows_2019_docker_azure.json b/windows_2019_docker_azure.json
index 90165eba..b84c1b03 100644
--- a/windows_2019_docker_azure.json
+++ b/windows_2019_docker_azure.json
@@ -98,7 +98,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/nanoserver:1809 mcr.microsoft.com/windows/servercore:ltsc2019",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "hyperv_switchname": "{{env `hyperv_switchname`}}",
     "iso_checksum": "221F9ACBC727297A56674A0F1722B8AC7B6E840B4E1FFBDD538A9ED0DA823562",
diff --git a/windows_server_1709_docker.json b/windows_server_1709_docker.json
index d377f00b..949e6b66 100644
--- a/windows_server_1709_docker.json
+++ b/windows_server_1709_docker.json
@@ -163,7 +163,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/servercore:1709 mcr.microsoft.com/windows/nanoserver:1709",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "03b97d09b0c19ac6c424c5b41a9b4781cb7334d7ef1158199a9693f7dcecce9f",
     "iso_checksum_type": "sha256",
diff --git a/windows_server_1803_docker.json b/windows_server_1803_docker.json
index da9f4e3a..3d8a0b3c 100644
--- a/windows_server_1803_docker.json
+++ b/windows_server_1803_docker.json
@@ -163,7 +163,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/servercore:1803 mcr.microsoft.com/windows/nanoserver:1803",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "1f396b448ae0a68e5a2f694b0afabb61498e20a5df38c874aacb4e940a661b61",
     "iso_checksum_type": "sha256",
diff --git a/windows_server_1809_docker.json b/windows_server_1809_docker.json
index ca263f10..17d855df 100644
--- a/windows_server_1809_docker.json
+++ b/windows_server_1809_docker.json
@@ -163,7 +163,7 @@
     "disk_type_id": "1",
     "docker_images": "mcr.microsoft.com/windows/nanoserver:1809 mcr.microsoft.com/windows/servercore:ltsc2019 mcr.microsoft.com/windows/servercore:1809 mcr.microsoft.com/windows:1809",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "af1edc51f119c39d4eb56bcd9500d1f5ae57c0fbdf6c90ee4ecb535fe82ff0d6",
     "iso_checksum_type": "sha256",
diff --git a/windows_server_1903_docker.json b/windows_server_1903_docker.json
index 47f1dcd5..7ae436dd 100644
--- a/windows_server_1903_docker.json
+++ b/windows_server_1903_docker.json
@@ -164,7 +164,7 @@
     "not_found_docker_images": "mcr.microsoft.com/windows/nanoserver:1903 mcr.microsoft.com/windows/servercore:1903 mcr.microsoft.com/windows:1903",
     "docker_images": "",
     "docker_provider": "ee",
-    "docker_version": "19.03.3",
+    "docker_version": "19.03.5",
     "headless": "false",
     "iso_checksum": "10a61364246f94ef2888b47a00d02b2f9fec8a94f0c745685416f4ba331cb4be",
     "iso_checksum_type": "sha256",