diff --git a/ports/kf5holidays/portfile.cmake b/ports/kf5holidays/portfile.cmake
index f13dee6971ac31..891b2aea165ce8 100644
--- a/ports/kf5holidays/portfile.cmake
+++ b/ports/kf5holidays/portfile.cmake
@@ -9,6 +9,7 @@ vcpkg_from_github(
 vcpkg_configure_cmake(
     SOURCE_PATH ${SOURCE_PATH}
     PREFER_NINJA
+    DISABLE_PARALLEL_CONFIGURE
     OPTIONS 
         -DBUILD_HTML_DOCS=OFF
         -DBUILD_MAN_DOCS=OFF
diff --git a/ports/kf5holidays/vcpkg.json b/ports/kf5holidays/vcpkg.json
index ca22f42c879f73..d0582f1a69fe70 100644
--- a/ports/kf5holidays/vcpkg.json
+++ b/ports/kf5holidays/vcpkg.json
@@ -1,6 +1,7 @@
 {
   "name": "kf5holidays",
   "version": "5.81.0",
+  "port-version": 1,
   "description": "Holiday calculation library",
   "dependencies": [
     "ecm",
diff --git a/ports/openssl/portfile.cmake b/ports/openssl/portfile.cmake
index 9b59a3c8550f53..445bce149dce82 100644
--- a/ports/openssl/portfile.cmake
+++ b/ports/openssl/portfile.cmake
@@ -21,5 +21,5 @@ else()
     include("${CMAKE_CURRENT_LIST_DIR}/unix/portfile.cmake")
 endif()
 
-
+file(INSTALL "${CMAKE_CURRENT_LIST_DIR}/vcpkg-cmake-wrapper.cmake" DESTINATION "${CURRENT_PACKAGES_DIR}/share/${PORT}")
 file(INSTALL "${CMAKE_CURRENT_LIST_DIR}/usage" DESTINATION "${CURRENT_PACKAGES_DIR}/share/${PORT}")
diff --git a/ports/openssl/vcpkg-cmake-wrapper.cmake b/ports/openssl/vcpkg-cmake-wrapper.cmake
new file mode 100644
index 00000000000000..6ef468ee6c6c25
--- /dev/null
+++ b/ports/openssl/vcpkg-cmake-wrapper.cmake
@@ -0,0 +1,35 @@
+set(OPENSSL_ROOT_DIR_BAK ${OPENSSL_ROOT_DIR})
+get_filename_component(OPENSSL_ROOT_DIR "${CMAKE_CURRENT_LIST_FILE}" PATH)
+get_filename_component(OPENSSL_ROOT_DIR "${OPENSSL_ROOT_DIR}" PATH)
+get_filename_component(OPENSSL_ROOT_DIR "${OPENSSL_ROOT_DIR}" PATH)
+
+file(TO_CMAKE_PATH "$ENV{PROGRAMFILES}" Z_VCPKG_PROGRAMFILES)
+set(Z_VCPKG_PROGRAMFILESX86_NAME "PROGRAMFILES(x86)")
+file(TO_CMAKE_PATH "$ENV{${Z_VCPKG_PROGRAMFILESX86_NAME}}" Z_VCPKG_PROGRAMFILESX86)
+set(CMAKE_SYSTEM_IGNORE_PATH
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32/lib/VC"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64/lib/VC"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32/lib/VC/static"
+    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64/lib/VC/static"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32/lib/VC"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64/lib/VC"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32/lib/VC/static"
+    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64/lib/VC/static"
+    "C:/OpenSSL/"
+    "C:/OpenSSL-Win32/"
+    "C:/OpenSSL-Win64/"
+    "C:/OpenSSL-Win32/lib/VC"
+    "C:/OpenSSL-Win64/lib/VC"
+    "C:/OpenSSL-Win32/lib/VC/static"
+    "C:/OpenSSL-Win64/lib/VC/static"
+)
+
+_find_package(${ARGS})
+
+set(OPENSSL_ROOT_DIR ${OPENSSL_ROOT_DIR_BAK})
diff --git a/ports/openssl/vcpkg.json b/ports/openssl/vcpkg.json
index 2d0eb1370480b9..cd7b732c001604 100644
--- a/ports/openssl/vcpkg.json
+++ b/ports/openssl/vcpkg.json
@@ -1,7 +1,7 @@
 {
   "name": "openssl",
   "version-string": "1.1.1k",
-  "port-version": 4,
+  "port-version": 5,
   "description": "OpenSSL is an open source project that provides a robust, commercial-grade, and full-featured toolkit for the Transport Layer Security (TLS) and Secure Sockets Layer (SSL) protocols. It is also a general-purpose cryptography library.",
   "homepage": "https://www.openssl.org"
 }
diff --git a/scripts/buildsystems/vcpkg.cmake b/scripts/buildsystems/vcpkg.cmake
index d9a7fb562b3185..790d6150ad344b 100644
--- a/scripts/buildsystems/vcpkg.cmake
+++ b/scripts/buildsystems/vcpkg.cmake
@@ -413,33 +413,6 @@ endif()
 
 set(VCPKG_CMAKE_FIND_ROOT_PATH "${CMAKE_FIND_ROOT_PATH}")
 
-file(TO_CMAKE_PATH "$ENV{PROGRAMFILES}" Z_VCPKG_PROGRAMFILES)
-set(Z_VCPKG_PROGRAMFILESX86_NAME "PROGRAMFILES(x86)")
-file(TO_CMAKE_PATH "$ENV{${Z_VCPKG_PROGRAMFILESX86_NAME}}" Z_VCPKG_PROGRAMFILESX86)
-set(CMAKE_SYSTEM_IGNORE_PATH
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32/lib/VC"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64/lib/VC"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win32/lib/VC/static"
-    "${Z_VCPKG_PROGRAMFILES}/OpenSSL-Win64/lib/VC/static"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32/lib/VC"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64/lib/VC"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win32/lib/VC/static"
-    "${Z_VCPKG_PROGRAMFILESX86}/OpenSSL-Win64/lib/VC/static"
-    "C:/OpenSSL/"
-    "C:/OpenSSL-Win32/"
-    "C:/OpenSSL-Win64/"
-    "C:/OpenSSL-Win32/lib/VC"
-    "C:/OpenSSL-Win64/lib/VC"
-    "C:/OpenSSL-Win32/lib/VC/static"
-    "C:/OpenSSL-Win64/lib/VC/static"
-)
-
 # CMAKE_EXECUTABLE_SUFFIX is not yet defined
 if(CMAKE_HOST_SYSTEM_NAME STREQUAL "Windows")
     set(Z_VCPKG_EXECUTABLE "${Z_VCPKG_ROOT_DIR}/vcpkg.exe")
diff --git a/versions/baseline.json b/versions/baseline.json
index dac0aa82750e6d..00503c0c0011ac 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -2862,7 +2862,7 @@
     },
     "kf5holidays": {
       "baseline": "5.81.0",
-      "port-version": 0
+      "port-version": 1
     },
     "kf5i18n": {
       "baseline": "5.81.0",
@@ -4586,7 +4586,7 @@
     },
     "openssl": {
       "baseline": "1.1.1k",
-      "port-version": 4
+      "port-version": 5
     },
     "openssl-unix": {
       "baseline": "1.1.1h",
diff --git a/versions/k-/kf5holidays.json b/versions/k-/kf5holidays.json
index 2e6a84698ef09c..a7e6ce01d42fea 100644
--- a/versions/k-/kf5holidays.json
+++ b/versions/k-/kf5holidays.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "624f5c592ba2ea64dda5f8962d423165e470be7d",
+      "version": "5.81.0",
+      "port-version": 1
+    },
     {
       "git-tree": "748a3353b679c76468e85e01c3b5fa4e21351566",
       "version": "5.81.0",
diff --git a/versions/o-/openssl.json b/versions/o-/openssl.json
index 2501d3a2212f2a..281a232db0cb6e 100644
--- a/versions/o-/openssl.json
+++ b/versions/o-/openssl.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "9cbfcf1a35e62330f5ebddca9d0f1ea493172ef7",
+      "version-string": "1.1.1k",
+      "port-version": 5
+    },
     {
       "git-tree": "029caa3289fc2b99107efaf987c23fd65f5eac97",
       "version-string": "1.1.1k",