diff --git a/ports/wolfmqtt/portfile.cmake b/ports/wolfmqtt/portfile.cmake
index 50c04a2cb75..515a81462c0 100644
--- a/ports/wolfmqtt/portfile.cmake
+++ b/ports/wolfmqtt/portfile.cmake
@@ -1,11 +1,10 @@
 vcpkg_from_github(
     OUT_SOURCE_PATH SOURCE_PATH
     REPO wolfssl/wolfmqtt
-    REF v1.14.0
-    SHA512 9449d87c543e823b3517a4605343a92207499812e75c950a2e8fb3d969333d39579dac69657e298826ba65017a8208c28934d7c6a4abbb4bf308514047273191
+    REF v1.14.1
+    SHA512 ea7657e1c5045996c24bf479fc0c2db7d7d3f588e998d4d236f9d5d43564f80a1fa8ec0710bf87d7b785ffb29d96d539e5b7e7bea5574f0c3843dc00062dbb11
     HEAD_REF master
     PATCHES
-      wolfmqtt_pr305.diff
     )
 
 vcpkg_cmake_configure(SOURCE_PATH ${SOURCE_PATH}
diff --git a/ports/wolfmqtt/vcpkg.json b/ports/wolfmqtt/vcpkg.json
index b484d91f04b..f6f393ac32a 100644
--- a/ports/wolfmqtt/vcpkg.json
+++ b/ports/wolfmqtt/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "wolfmqtt",
-  "version": "1.14.0",
+  "version": "1.14.1",
   "description": "MQTT library used with wolfSSL library for many platforms",
   "homepage": "https://wolfssl.com",
   "license": "GPL-2.0-or-later",
diff --git a/ports/wolfmqtt/wolfmqtt_pr305.diff b/ports/wolfmqtt/wolfmqtt_pr305.diff
deleted file mode 100644
index 76912c7f903..00000000000
--- a/ports/wolfmqtt/wolfmqtt_pr305.diff
+++ /dev/null
@@ -1,55 +0,0 @@
-diff --git a/CMakeLists.txt b/CMakeLists.txt
-index d5f0f408..a436f51c 100644
---- a/CMakeLists.txt
-+++ b/CMakeLists.txt
-@@ -94,6 +94,11 @@ target_compile_definitions(wolfmqtt PRIVATE
-     "BUILDING_WOLFMQTT"
-     )
- 
-+    # Tell mqtt_types.h we are using a ./configure like output / options.h
-+target_compile_definitions(wolfmqtt PRIVATE
-+    "BUILDING_CMAKE"
-+    )
-+
- #TODO generate options file
- configure_file(wolfmqtt/options.h.in wolfmqtt/options.h)
- 
-diff --git a/wolfmqtt/mqtt_types.h b/wolfmqtt/mqtt_types.h
-index f8e8f4d7..f7e33280 100644
---- a/wolfmqtt/mqtt_types.h
-+++ b/wolfmqtt/mqtt_types.h
-@@ -65,7 +65,8 @@
- #endif
- 
- #ifdef ENABLE_MQTT_TLS
--    #if !defined(WOLFSSL_USER_SETTINGS) && !defined(USE_WINDOWS_API)
-+    #if !defined(WOLFSSL_USER_SETTINGS) && \
-+        (!defined(USE_WINDOWS_API) || defined(BUILDING_CMAKE))
-         #include <wolfssl/options.h>
-     #endif
-     #include <wolfssl/wolfcrypt/settings.h>
-diff --git a/wolfmqtt/vs_settings.h b/wolfmqtt/vs_settings.h
-index a385c4e0..9d8231a0 100644
---- a/wolfmqtt/vs_settings.h
-+++ b/wolfmqtt/vs_settings.h
-@@ -4,8 +4,9 @@
- #ifndef _WOLFMQTT_VS_SETTINGS_
- #define _WOLFMQTT_VS_SETTINGS_
- 
--/* Don't include this if using autoconf cross-compile */
--#ifndef HAVE_CONFIG_H
-+/* Don't include this if using autoconf cross-compile or cmake */
-+#if !defined(HAVE_CONFIG_H) && !defined(BUILDING_CMAKE)
-+
- 
- /* TLS Support */
- #undef  ENABLE_MQTT_TLS
-@@ -58,6 +59,7 @@
- #undef  WOLFMQTT_NO_ERROR_STRINGS
- //#define WOLFMQTT_NO_ERROR_STRINGS
- 
--#endif /* !HAVE_CONFIG_H */
-+
-+#endif /* !HAVE_CONFIG_H && !BUILDING_CMAKE */
- 
- #endif /* _WOLFMQTT_VS_SETTINGS_ */
diff --git a/ports/wolfssl/portfile.cmake b/ports/wolfssl/portfile.cmake
index 3960262d320..139ef260be9 100644
--- a/ports/wolfssl/portfile.cmake
+++ b/ports/wolfssl/portfile.cmake
@@ -1,11 +1,11 @@
 vcpkg_from_github(
     OUT_SOURCE_PATH SOURCE_PATH
     REPO wolfssl/wolfssl
-    REF v5.4.0-stable
-    SHA512 e43560f83f6c62d78b10c4df7db21f02386f22b893688b98d2f3432e3b3946a4e80960c7402404a8c0486c87b1dde5b7a3827f9d4d3be13f87f370dfc1179c78
+    REF v5.5.0-stable
+    SHA512 1f9ffd8e83b26f97c3685315790f3f2b451a23e9dad9e2f09142a3e1e136012293ca2d04f46c267f8275ac9e60894c46c7875353765df6d4fdd93ba666228459
     HEAD_REF master
     PATCHES
-      wolfssl_pr5401.diff
+      wolfssl_pr5529.diff
     )
 
 vcpkg_cmake_configure(
@@ -22,7 +22,7 @@ vcpkg_cmake_configure(
       -DWOLFSSL_OCSPSTAPLING_V2=yes
       -DWOLFSSL_CRL=yes
       -DWOLFSSL_DES3=yes
-      -DCMAKE_C_FLAGS='-DWOLFSSL_ALT_CERT_CHAINS\ -DWOLFSSL_DES_ECB'
+      -DCMAKE_C_FLAGS='-DWOLFSSL_ALT_CERT_CHAINS\ -DWOLFSSL_DES_ECB\ -DWOLFSSL_CUSTOM_OID\ -DHAVE_OID_ENCODING\ -DWOLFSSL_CERT_GEN\ -DWOLFSSL_ASN_TEMPLATE\ -DWOLFSSL_KEY_GEN\ -DHAVE_PKCS7\ -DHAVE_AES_KEYWRAP\ -DWOLFSSL_AES_DIRECT\ -DHAVE_X963_KDF'
     OPTIONS_DEBUG
       -DWOLFSSL_DEBUG=yes)
 
diff --git a/ports/wolfssl/vcpkg.json b/ports/wolfssl/vcpkg.json
index 08fbde2e605..2331c8aff05 100644
--- a/ports/wolfssl/vcpkg.json
+++ b/ports/wolfssl/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "wolfssl",
-  "version": "5.4.0",
+  "version": "5.5.0",
   "description": "TLS and Cryptographic library for many platforms",
   "homepage": "https://wolfssl.com",
   "license": "GPL-2.0-or-later",
diff --git a/ports/wolfssl/wolfssl_pr5401.diff b/ports/wolfssl/wolfssl_pr5401.diff
deleted file mode 100644
index 99919488bc7..00000000000
--- a/ports/wolfssl/wolfssl_pr5401.diff
+++ /dev/null
@@ -1,17 +0,0 @@
-diff --git a/CMakeLists.txt b/CMakeLists.txt
-index f2da855cce3..467f4b79725 100644
---- a/CMakeLists.txt
-+++ b/CMakeLists.txt
-@@ -2044,7 +2044,11 @@ endif()
- 
- if(NOT BUILD_SP)
-   list(APPEND HEADER_EXCLUDE
--    "wolfssl/wolfcrypt/sp.h"
-+    "wolfssl/wolfcrypt/sp.h")
-+endif()
-+
-+if(NOT BUILD_SP_INT)
-+  list(APPEND HEADER_EXCLUDE
-     "wolfssl/wolfcrypt/sp_int.h")
- endif()
- 
diff --git a/ports/wolfssl/wolfssl_pr5529.diff b/ports/wolfssl/wolfssl_pr5529.diff
new file mode 100644
index 00000000000..719df37ffa6
--- /dev/null
+++ b/ports/wolfssl/wolfssl_pr5529.diff
@@ -0,0 +1,68 @@
+From f7482d96e640ebedaf0dc79e22901012f466b161 Mon Sep 17 00:00:00 2001
+From: Anthony Hu <anthony@wolfssl.com>
+Date: Wed, 31 Aug 2022 09:05:00 -0400
+Subject: [PATCH] Windows cl.exe does not support -Wextra other flags
+
+---
+ CMakeLists.txt | 5 +++++
+ 1 file changed, 5 insertions(+)
+
+diff --git a/CMakeLists.txt b/CMakeLists.txt
+index 3937a6fab..c6f0ae5b6 100644
+--- a/CMakeLists.txt
++++ b/CMakeLists.txt
+@@ -169,7 +169,12 @@ find_package(Threads)
+ # Example for map file and custom linker script
+ #set(CMAKE_EXE_LINKER_FLAGS " -Xlinker -Map=output.map -T\"${CMAKE_CURRENT_SOURCE_DIR}/linker.ld\"")
+ 
++if(WIN32)
++# Windows cl.exe does not support the -Wextra, -Wno-unused and -Werror flags.
++set(CMAKE_C_FLAGS "-Wall ${CMAKE_C_FLAGS}")
++else()
+ set(CMAKE_C_FLAGS "-Wall -Wextra -Wno-unused -Werror ${CMAKE_C_FLAGS}")
++endif()
+ 
+ ####################################################
+ # Build Options
+-- 
+2.37.0
+
+From f0812fa21fb702ca823292d31e0cf28aacdf4d2c Mon Sep 17 00:00:00 2001
+From: David Garske <david@wolfssl.com>
+Date: Wed, 31 Aug 2022 11:41:43 -0700
+Subject: [PATCH] Added vcpkg instructions to the INSTALL file.
+
+---
+ INSTALL | 19 +++++++++++++++++++
+ 1 file changed, 19 insertions(+)
+
+diff --git a/INSTALL b/INSTALL
+index 49421ba6a..79d40e3a5 100644
+--- a/INSTALL
++++ b/INSTALL
+@@ -233,3 +233,22 @@
+           environments. All OIDs and codepoints are temporary and expected to
+           change in the future. You should have no expectation of backwards
+           compatibility.
++
++16. Building with vcpkg
++
++# Building wolfssl - Using vcpkg
++
++ You can download and install wolfssl using the [vcpkg](https://github.com/Microsoft/vcpkg):
++
++    git clone https://github.com/Microsoft/vcpkg.git
++    cd vcpkg
++    ./bootstrap-vcpkg.sh
++    OR for Windows
++    bootstrap-vcpkg.bat
++
++    ./vcpkg integrate install
++    ./vcpkg install wolfssl
++
++The wolfssl port in vcpkg is kept up to date by wolfSSL.
++
++We also have vcpkg ports for wolftpm, wolfmqtt and curl.
+-- 
+2.37.0
+
diff --git a/ports/wolftpm/portfile.cmake b/ports/wolftpm/portfile.cmake
index b2c4c12f7b9..a5cb139954f 100644
--- a/ports/wolftpm/portfile.cmake
+++ b/ports/wolftpm/portfile.cmake
@@ -1,11 +1,10 @@
 vcpkg_from_github(
     OUT_SOURCE_PATH SOURCE_PATH
     REPO wolfssl/wolftpm
-    REF v2.5.0
-    SHA512 4047671171fda4115a4e94bbd2362642752efbaf30531b1f55f6fe66e2e90bdf3b5549c6ddf4e53dce3b6f44c59e792217b2be4c5650857d28193aa5466919fc
+    REF v2.6.0
+    SHA512 1339806859d6fb0e6aef37e6f87be2e49462eccb01d5ca51fdf98bc3b3a1af75f78abe9c8e302b6f9251196e033e639198e980d2500b839403fe6cb10a07743c
     HEAD_REF master
     PATCHES
-      wolftpm_pr235.diff
     )
 
 vcpkg_cmake_configure(SOURCE_PATH ${SOURCE_PATH}
diff --git a/ports/wolftpm/vcpkg.json b/ports/wolftpm/vcpkg.json
index 53f75a7f56c..40b11cefd84 100644
--- a/ports/wolftpm/vcpkg.json
+++ b/ports/wolftpm/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "wolftpm",
-  "version": "2.5.0",
+  "version": "2.6.0",
   "description": "TPM library used with wolfSSL library for many platforms",
   "homepage": "https://wolfssl.com",
   "license": "GPL-2.0-or-later",
diff --git a/ports/wolftpm/wolftpm_pr235.diff b/ports/wolftpm/wolftpm_pr235.diff
deleted file mode 100644
index de283bbd841..00000000000
--- a/ports/wolftpm/wolftpm_pr235.diff
+++ /dev/null
@@ -1,30 +0,0 @@
-diff --git a/CMakeLists.txt b/CMakeLists.txt
-index d642a06..157b000 100644
---- a/CMakeLists.txt
-+++ b/CMakeLists.txt
-@@ -194,7 +194,24 @@ endfunction()
- add_definitions(${WOLFTPM_DEFINITIONS})
- 
- # generate options file
--set(OPTION_FILE "wolftpm/options.h")
-+message("Generating user options header...")
-+if (${CMAKE_DISABLE_SOURCE_CHANGES})
-+    set(WOLFTPM_BUILD_OUT_OF_TREE_DEFAULT "${CMAKE_DISABLE_SOURCE_CHANGES}")
-+else()
-+    set(WOLFTPM_BUILD_OUT_OF_TREE_DEFAULT "no")
-+endif()
-+
-+set(WOLFTPM_BUILD_OUT_OF_TREE "${WOLFTPM_BUILD_OUT_OF_TREE_DEFAULT}" CACHE STRING
-+    "Don't generate files in the source tree (default: ${WOLFTPM_BUILD_OUT_OF_TREE_DEFAULT})")
-+set_property(CACHE WOLFTPM_BUILD_OUT_OF_TREE
-+    PROPERTY STRINGS "yes;no")
-+
-+if (${WOLFTPM_BUILD_OUT_OF_TREE})
-+   set(WOLFTPM_OUTPUT_BASE ${CMAKE_CURRENT_BINARY_DIR})
-+else()
-+   set(WOLFTPM_OUTPUT_BASE ${CMAKE_CURRENT_SOURCE_DIR})
-+endif()
-+set(OPTION_FILE "${WOLFTPM_OUTPUT_BASE}/wolftpm/options.h")
- 
- file(REMOVE ${OPTION_FILE})
- 
diff --git a/versions/baseline.json b/versions/baseline.json
index 561d129c210..86325ac1043 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -7741,15 +7741,15 @@
       "port-version": 3
     },
     "wolfmqtt": {
-      "baseline": "1.14.0",
+      "baseline": "1.14.1",
       "port-version": 0
     },
     "wolfssl": {
-      "baseline": "5.4.0",
+      "baseline": "5.5.0",
       "port-version": 0
     },
     "wolftpm": {
-      "baseline": "2.5.0",
+      "baseline": "2.6.0",
       "port-version": 0
     },
     "wordnet": {
diff --git a/versions/w-/wolfmqtt.json b/versions/w-/wolfmqtt.json
index 88cf513fa07..3bd3f6f61c6 100644
--- a/versions/w-/wolfmqtt.json
+++ b/versions/w-/wolfmqtt.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "37b49de24795f47490a870aa721aceeb545a07ce",
+      "version": "1.14.1",
+      "port-version": 0
+    },
     {
       "git-tree": "3cc2bb0123d6f9ea038bf52190ba1c6c2154b02b",
       "version": "1.14.0",
diff --git a/versions/w-/wolfssl.json b/versions/w-/wolfssl.json
index f6a83731b2a..737e8cacaee 100644
--- a/versions/w-/wolfssl.json
+++ b/versions/w-/wolfssl.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "051a3dc2339554716a11e8e90e9ecea1c366ad31",
+      "version": "5.5.0",
+      "port-version": 0
+    },
     {
       "git-tree": "6b522a6326a126579cee52953fe42f597f301a22",
       "version": "5.4.0",
diff --git a/versions/w-/wolftpm.json b/versions/w-/wolftpm.json
index 034c61d2fa6..bbfcdb8d2e5 100644
--- a/versions/w-/wolftpm.json
+++ b/versions/w-/wolftpm.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "3f07a1e1aa64eb12e407a202a68370a4e08e9af9",
+      "version": "2.6.0",
+      "port-version": 0
+    },
     {
       "git-tree": "80998c4f2e20341ac7195103ba9581a8c8e0cd68",
       "version": "2.5.0",