diff --git a/.env b/.env
index 6051a4338739..ca77b9441d7b 100644
--- a/.env
+++ b/.env
@@ -98,5 +98,5 @@ VCPKG="9b965a116838c6cdcd36bca60d1b81b030c8ab8d"    # 2026.05.27 (not release, u
 # ci/docker/python-*-windows-*.dockerfile or the vcpkg config.
 # This is a workaround for our CI problem that "archery docker build" doesn't
 # use pulled built images in dev/tasks/python-wheels/github.windows.yml.
-PYTHON_WHEEL_WINDOWS_IMAGE_REVISION=2026-07-13
-PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=2026-07-13
+PYTHON_WHEEL_WINDOWS_IMAGE_REVISION=2026-07-24
+PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=2026-07-24
diff --git a/cpp/cmake_modules/ThirdpartyToolchain.cmake b/cpp/cmake_modules/ThirdpartyToolchain.cmake
index d251e787a8c8..0ee9af56b35a 100644
--- a/cpp/cmake_modules/ThirdpartyToolchain.cmake
+++ b/cpp/cmake_modules/ThirdpartyToolchain.cmake
@@ -410,6 +410,15 @@ if(ARROW_AZURE)
   set(ARROW_WITH_AZURE_SDK ON)
 endif()
 
+# The macOS 11.3 SDK has incomplete C++20 concepts support, which prevents
+# simdjson headers from compiling. Disable simdjson concepts for this SDK.
+if(ARROW_JSON
+   AND CMAKE_OSX_SYSROOT
+   AND CMAKE_OSX_SYSROOT MATCHES "MacOSX11\\.3\\.sdk$")
+  message(STATUS "Disabling simdjson concepts for macOS SDK 11.3")
+  add_compile_definitions(SIMDJSON_CONCEPT_DISABLED=1)
+endif()
+
 if(ARROW_JSON OR ARROW_FLIGHT_SQL_ODBC)
   set(ARROW_WITH_RAPIDJSON ON)
 endif()
@@ -2816,7 +2825,7 @@ function(build_simdjson)
       TRUE
       PARENT_SCOPE)
 
-  list(APPEND ARROW_BUNDLED_STATIC_LIBS simdjson::simdjson)
+  list(APPEND ARROW_BUNDLED_STATIC_LIBS simdjson)
   set(ARROW_BUNDLED_STATIC_LIBS
       "${ARROW_BUNDLED_STATIC_LIBS}"
       PARENT_SCOPE)
@@ -2833,6 +2842,11 @@ if(ARROW_WITH_SIMDJSON)
                      ${ARROW_SIMDJSON_REQUIRED_VERSION}
                      IS_RUNTIME_DEPENDENCY
                      FALSE)
+  if(SIMDJSON_VENDORED)
+    add_library(arrow::simdjson ALIAS simdjson)
+  else()
+    add_library(arrow::simdjson ALIAS simdjson::simdjson)
+  endif()
 endif()
 
 function(build_rapidjson)
diff --git a/cpp/src/arrow/CMakeLists.txt b/cpp/src/arrow/CMakeLists.txt
index e792574a1837..0b21fec6058b 100644
--- a/cpp/src/arrow/CMakeLists.txt
+++ b/cpp/src/arrow/CMakeLists.txt
@@ -1044,7 +1044,7 @@ if(ARROW_JSON)
                            json/parser.cc
                            json/reader.cc)
   foreach(ARROW_JSON_TARGET ${ARROW_JSON_TARGETS})
-    target_link_libraries(${ARROW_JSON_TARGET} PRIVATE RapidJSON simdjson::simdjson)
+    target_link_libraries(${ARROW_JSON_TARGET} PRIVATE RapidJSON arrow::simdjson)
   endforeach()
 else()
   set(ARROW_JSON_TARGET_SHARED)
diff --git a/r/inst/build_arrow_static.sh b/r/inst/build_arrow_static.sh
index e7f453bb64e4..870e60055c44 100755
--- a/r/inst/build_arrow_static.sh
+++ b/r/inst/build_arrow_static.sh
@@ -107,8 +107,9 @@ ${CMAKE_WRAPPER} ${CMAKE} -DARROW_BOOST_USE_SHARED=OFF \
     -DCMAKE_FIND_PACKAGE_NO_PACKAGE_REGISTRY=ON \
     -DCMAKE_UNITY_BUILD=${CMAKE_UNITY_BUILD:-OFF} \
     -DOPENSSL_ROOT_DIR=${OPENSSL_ROOT_DIR} \
-    -Dre2_SOURCE=${re2_SOURCE:-BUNDLED} \
     -Dabsl_SOURCE=${absl_SOURCE:-BUNDLED} \
+    -Dre2_SOURCE=${re2_SOURCE:-BUNDLED} \
+    -Dsimdjson_SOURCE=${simdjson_SOURCE:-BUNDLED} \
     -Dxsimd_SOURCE=${xsimd_SOURCE:-} \
     -Dzstd_SOURCE=${zstd_SOURCE:-} \
     ${EXTRA_CMAKE_FLAGS} \