diff --git a/.github/workflows/integration-tests.yml b/.github/workflows/integration-tests.yml
index 5300218430..27563d132b 100644
--- a/.github/workflows/integration-tests.yml
+++ b/.github/workflows/integration-tests.yml
@@ -112,7 +112,7 @@ jobs:
       - name: Checkout code
         uses: actions/checkout@v6
         with:
-          ref: ${{ env.TEST_TYPE == 'nightly-release' && 'nightly-builds' || (github.event_name == 'schedule' && 'develop' || github.ref) }}
+          ref: ${{ (env.TEST_TYPE == 'nightly-release' && github.event.action == 'published') && 'nightly-builds' || (github.event_name == 'schedule' && 'develop' || github.ref) }}
 
       - name: Free up disk space
         shell: bash
@@ -189,6 +189,7 @@ jobs:
         uses: ruby/setup-ruby@v1
         with:
           ruby-version: '3.4.7'
+          windows-toolchain: none
 
       - name: Install Rust toolchain and cargo-lambda
         if: contains(fromJSON('["build-x86-1", "build-x86-2", "build-arm64", "cloud-based-tests", "tier1-finch", "tier1-windows-build-2", "tier1-windows-build-3", "tier1-windows-other"]'), matrix.test_suite)
@@ -225,13 +226,6 @@ jobs:
           make setup-pytest
           make init-nightly
           echo "SAM_CLI_DEV=" >> $GITHUB_ENV
-          # Detect venv python/pytest path (bin on Linux/macOS, Scripts on Windows)
-          if [ -f "$HOME/pytest/bin/python3" ]; then
-            echo "SCRIPT_PY=$HOME/pytest/bin/python3" >> $GITHUB_ENV
-          else
-            echo "SCRIPT_PY=$HOME/pytest/Scripts/python.exe" >> $GITHUB_ENV
-            echo "$HOME/pytest/Scripts" >> $GITHUB_PATH
-          fi
 
       - name: Initialize latest release test
         if: env.TEST_TYPE == 'latest-release'
@@ -242,12 +236,6 @@ jobs:
           make setup-pytest
           make init-latest-release
           echo "SAM_CLI_DEV=" >> $GITHUB_ENV
-          if [ -f "$HOME/pytest/bin/python3" ]; then
-            echo "SCRIPT_PY=$HOME/pytest/bin/python3" >> $GITHUB_ENV
-          else
-            echo "SCRIPT_PY=$HOME/pytest/Scripts/python.exe" >> $GITHUB_ENV
-            echo "$HOME/pytest/Scripts" >> $GITHUB_PATH
-          fi
 
       - name: Configure AWS credentials via OIDC
         uses: aws-actions/configure-aws-credentials@v6
@@ -450,21 +438,21 @@ jobs:
           esac
 
       - name: Upload test results
-        if: always()
+        if: always() && env.SCRIPT_PY != ''
         uses: actions/upload-artifact@v7
         with:
           name: test-results-${{ matrix.test_suite }}
           path: TEST_REPORT-*.json
 
       - name: Re-authenticate with OIDC for cleanup
-        if: always()
+        if: always() && env.SCRIPT_PY != ''
         uses: aws-actions/configure-aws-credentials@v6
         with:
           role-to-assume: ${{ secrets.OIDC_ROLE_ARN }}
           aws-region: us-east-1
 
       - name: Assume test reporting role
-        if: always()
+        if: always() && env.SCRIPT_PY != ''
         uses: aws-actions/configure-aws-credentials@v6
         with:
           role-to-assume: ${{ secrets.TESTREPORTING_ARN }}
@@ -472,7 +460,7 @@ jobs:
           role-chaining: true
 
       - name: Reset test account and upload reports
-        if: always()
+        if: always() && env.SCRIPT_PY != ''
         shell: bash
         env:
           TESTREPORTING_S3: ${{ secrets.TESTREPORTING_S3 }}
diff --git a/Makefile b/Makefile
index a653ce18c7..9c829fe364 100644
--- a/Makefile
+++ b/Makefile
@@ -6,24 +6,17 @@ SAM_CLI_TELEMETRY ?= 0
 
 # Initialize environment specifically for Github action tests using uv
 init:
-	@if [ "$$GITHUB_ACTIONS" = "true" ]; then \
+	if [ "$$GITHUB_ACTIONS" = "true" ]; then \
 		command -v uv >/dev/null 2>&1 || pip install uv==0.9.1; \
+		echo "=== UV_PYTHON resolved to: $$(uv python find $$UV_PYTHON) ==="; \
 		SAM_CLI_DEV=1 uv pip install --system --break-system-packages --python "$$(uv python find $$UV_PYTHON)" -e '.[dev]'; \
 	else \
 		SAM_CLI_DEV=1 pip install -e '.[dev]'; \
 	fi
 
-# Set up a pytest venv with test dependencies
 # Set up a pytest venv with test dependencies (cross-platform)
 setup-pytest:
-	python3.11 -m venv $(HOME)/pytest || python3 -m venv $(HOME)/pytest || python -m venv $(HOME)/pytest
-	uv pip install --python $(HOME)/pytest/bin/python3 --only-deps --extra dev '.' 2>/dev/null || \
-	  uv pip install --python $(HOME)/pytest/Scripts/python.exe --only-deps --extra dev '.'
-	@if [ -f "$(HOME)/pytest/bin/pytest" ]; then \
-	  sudo ln -sf $(HOME)/pytest/bin/pytest /usr/local/bin/pytest 2>/dev/null || true; \
-	fi
-	$(HOME)/pytest/bin/pytest --version 2>/dev/null || $(HOME)/pytest/Scripts/pytest --version
-
+	bash tests/setup-pytest.sh
 # Install SAM CLI nightly binary
 init-nightly:
 	bash tests/install-sam-cli-binary.sh sam-cli-nightly
diff --git a/pyproject.toml b/pyproject.toml
index 1bc81a3dcc..8507d1491e 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -7,7 +7,7 @@ dynamic = ["version", "scripts"]
 description = "AWS SAM CLI is a CLI tool for local development and testing of Serverless applications"
 readme = "README.md"
 license = "Apache-2.0"
-requires-python = ">=3.10, <=3.14"
+requires-python = ">=3.10"
 authors = [
     { name = "Amazon Web Services", email = "aws-sam-developers@amazon.com" },
 ]
@@ -47,7 +47,7 @@ dependencies = [
     "requests~=2.32.5",
     "aws_lambda_builders==1.63.0",
     "tomlkit==0.14.0",
-    "watchdog==6.0.0",
+    "watchdog==4.0.2",
     "rich~=14.3.3",
     "pyopenssl~=25.3.0",
     # Pin to <4.27 until SAM-T no longer uses RefResolver
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index faa93fa49d..64e305febc 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -1171,37 +1171,42 @@ urllib3==2.6.3 \
     #   botocore
     #   docker
     #   requests
-watchdog==6.0.0 \
-    --hash=sha256:07df1fdd701c5d4c8e55ef6cf55b8f0120fe1aef7ef39a1c6fc6bc2e606d517a \
-    --hash=sha256:20ffe5b202af80ab4266dcd3e91aae72bf2da48c0d33bdb15c66658e685e94e2 \
-    --hash=sha256:212ac9b8bf1161dc91bd09c048048a95ca3a4c4f5e5d4a7d1b1a7d5752a7f96f \
-    --hash=sha256:2cce7cfc2008eb51feb6aab51251fd79b85d9894e98ba847408f662b3395ca3c \
-    --hash=sha256:490ab2ef84f11129844c23fb14ecf30ef3d8a6abafd3754a6f75ca1e6654136c \
-    --hash=sha256:6eb11feb5a0d452ee41f824e271ca311a09e250441c262ca2fd7ebcf2461a06c \
-    --hash=sha256:6f10cb2d5902447c7d0da897e2c6768bca89174d0c6e1e30abec5421af97a5b0 \
-    --hash=sha256:7607498efa04a3542ae3e05e64da8202e58159aa1fa4acddf7678d34a35d4f13 \
-    --hash=sha256:76aae96b00ae814b181bb25b1b98076d5fc84e8a53cd8885a318b42b6d3a5134 \
-    --hash=sha256:7a0e56874cfbc4b9b05c60c8a1926fedf56324bb08cfbc188969777940aef3aa \
-    --hash=sha256:82dc3e3143c7e38ec49d61af98d6558288c415eac98486a5c581726e0737c00e \
-    --hash=sha256:9041567ee8953024c83343288ccc458fd0a2d811d6a0fd68c4c22609e3490379 \
-    --hash=sha256:90c8e78f3b94014f7aaae121e6b909674df5b46ec24d6bebc45c44c56729af2a \
-    --hash=sha256:9513f27a1a582d9808cf21a07dae516f0fab1cf2d7683a742c498b93eedabb11 \
-    --hash=sha256:9ddf7c82fda3ae8e24decda1338ede66e1c99883db93711d8fb941eaa2d8c282 \
-    --hash=sha256:a175f755fc2279e0b7312c0035d52e27211a5bc39719dd529625b1930917345b \
-    --hash=sha256:a1914259fa9e1454315171103c6a30961236f508b9b623eae470268bbcc6a22f \
-    --hash=sha256:afd0fe1b2270917c5e23c2a65ce50c2a4abb63daafb0d419fde368e272a76b7c \
-    --hash=sha256:bc64ab3bdb6a04d69d4023b29422170b74681784ffb9463ed4870cf2f3e66112 \
-    --hash=sha256:bdd4e6f14b8b18c334febb9c4425a878a2ac20efd1e0b231978e7b150f92a948 \
-    --hash=sha256:c7ac31a19f4545dd92fc25d200694098f42c9a8e391bc00bdd362c5736dbf881 \
-    --hash=sha256:c7c15dda13c4eb00d6fb6fc508b3c0ed88b9d5d374056b239c4ad1611125c860 \
-    --hash=sha256:c897ac1b55c5a1461e16dae288d22bb2e412ba9807df8397a635d88f671d36c3 \
-    --hash=sha256:cbafb470cf848d93b5d013e2ecb245d4aa1c8fd0504e863ccefa32445359d680 \
-    --hash=sha256:d1cdb490583ebd691c012b3d6dae011000fe42edb7a82ece80965b42abd61f26 \
-    --hash=sha256:e3df4cbb9a450c6d49318f6d14f4bbc80d763fa587ba46ec86f99f9e6876bb26 \
-    --hash=sha256:e6439e374fc012255b4ec786ae3c4bc838cd7309a540e5fe0952d03687d8804e \
-    --hash=sha256:e6f0e77c9417e7cd62af82529b10563db3423625c5fce018430b249bf977f9e8 \
-    --hash=sha256:e7631a77ffb1f7d2eefa4445ebbee491c720a5661ddf6df3498ebecae5ed375c \
-    --hash=sha256:ef810fbf7b781a5a593894e4f439773830bdecb885e6880d957d5b9382a960d2
+watchdog==4.0.2 \
+    --hash=sha256:0b4359067d30d5b864e09c8597b112fe0a0a59321a0f331498b013fb097406b4 \
+    --hash=sha256:0d8a7e523ef03757a5aa29f591437d64d0d894635f8a50f370fe37f913ce4e19 \
+    --hash=sha256:0e83619a2d5d436a7e58a1aea957a3c1ccbf9782c43c0b4fed80580e5e4acd1a \
+    --hash=sha256:10b6683df70d340ac3279eff0b2766813f00f35a1d37515d2c99959ada8f05fa \
+    --hash=sha256:132937547a716027bd5714383dfc40dc66c26769f1ce8a72a859d6a48f371f3a \
+    --hash=sha256:1cdcfd8142f604630deef34722d695fb455d04ab7cfe9963055df1fc69e6727a \
+    --hash=sha256:2d468028a77b42cc685ed694a7a550a8d1771bb05193ba7b24006b8241a571a1 \
+    --hash=sha256:32be97f3b75693a93c683787a87a0dc8db98bb84701539954eef991fb35f5fbc \
+    --hash=sha256:770eef5372f146997638d737c9a3c597a3b41037cfbc5c41538fc27c09c3a3f9 \
+    --hash=sha256:7c7d4bf585ad501c5f6c980e7be9c4f15604c7cc150e942d82083b31a7548930 \
+    --hash=sha256:88456d65f207b39f1981bf772e473799fcdc10801062c36fd5ad9f9d1d463a73 \
+    --hash=sha256:914285126ad0b6eb2258bbbcb7b288d9dfd655ae88fa28945be05a7b475a800b \
+    --hash=sha256:936acba76d636f70db8f3c66e76aa6cb5136a936fc2a5088b9ce1c7a3508fc83 \
+    --hash=sha256:980b71510f59c884d684b3663d46e7a14b457c9611c481e5cef08f4dd022eed7 \
+    --hash=sha256:984306dc4720da5498b16fc037b36ac443816125a3705dfde4fd90652d8028ef \
+    --hash=sha256:a2cffa171445b0efa0726c561eca9a27d00a1f2b83846dbd5a4f639c4f8ca8e1 \
+    --hash=sha256:aa160781cafff2719b663c8a506156e9289d111d80f3387cf3af49cedee1f040 \
+    --hash=sha256:b2c45f6e1e57ebb4687690c05bc3a2c1fb6ab260550c4290b8abb1335e0fd08b \
+    --hash=sha256:b4dfbb6c49221be4535623ea4474a4d6ee0a9cef4a80b20c28db4d858b64e270 \
+    --hash=sha256:baececaa8edff42cd16558a639a9b0ddf425f93d892e8392a56bf904f5eff22c \
+    --hash=sha256:bcfd02377be80ef3b6bc4ce481ef3959640458d6feaae0bd43dd90a43da90a7d \
+    --hash=sha256:c0b14488bd336c5b1845cee83d3e631a1f8b4e9c5091ec539406e4a324f882d8 \
+    --hash=sha256:c100d09ac72a8a08ddbf0629ddfa0b8ee41740f9051429baa8e31bb903ad7508 \
+    --hash=sha256:c344453ef3bf875a535b0488e3ad28e341adbd5a9ffb0f7d62cefacc8824ef2b \
+    --hash=sha256:c50f148b31b03fbadd6d0b5980e38b558046b127dc483e5e4505fcef250f9503 \
+    --hash=sha256:c82253cfc9be68e3e49282831afad2c1f6593af80c0daf1287f6a92657986757 \
+    --hash=sha256:cd67c7df93eb58f360c43802acc945fa8da70c675b6fa37a241e17ca698ca49b \
+    --hash=sha256:d7ab624ff2f663f98cd03c8b7eedc09375a911794dfea6bf2a359fcc266bff29 \
+    --hash=sha256:e252f8ca942a870f38cf785aef420285431311652d871409a64e2a0a52a2174c \
+    --hash=sha256:ede7f010f2239b97cc79e6cb3c249e72962404ae3865860855d5cbe708b0fd22 \
+    --hash=sha256:eeea812f38536a0aa859972d50c76e37f4456474b02bd93674d1947cf1e39578 \
+    --hash=sha256:f15edcae3830ff20e55d1f4e743e92970c847bcddc8b7509bcd172aa04de506e \
+    --hash=sha256:f5315a8c8dd6dd9425b974515081fc0aadca1d1d61e078d2246509fd756141ee \
+    --hash=sha256:f6ee8dedd255087bc7fe82adf046f0b75479b989185fb0bdf9a98b612170eac7 \
+    --hash=sha256:f7c739888c20f99824f7aa9d31ac8a97353e22d0c0e54703a547a218f6637eb3
     # via aws-sam-cli (pyproject.toml)
 werkzeug==3.1.6 \
     --hash=sha256:210c6bede5a420a913956b4791a7f4d6843a43b6fcee4dfa08a65e93007d0d25 \
diff --git a/requirements/reproducible-mac.txt b/requirements/reproducible-mac.txt
index 5753952831..966de9da45 100644
--- a/requirements/reproducible-mac.txt
+++ b/requirements/reproducible-mac.txt
@@ -1171,37 +1171,42 @@ urllib3==2.6.3 \
     #   botocore
     #   docker
     #   requests
-watchdog==6.0.0 \
-    --hash=sha256:07df1fdd701c5d4c8e55ef6cf55b8f0120fe1aef7ef39a1c6fc6bc2e606d517a \
-    --hash=sha256:20ffe5b202af80ab4266dcd3e91aae72bf2da48c0d33bdb15c66658e685e94e2 \
-    --hash=sha256:212ac9b8bf1161dc91bd09c048048a95ca3a4c4f5e5d4a7d1b1a7d5752a7f96f \
-    --hash=sha256:2cce7cfc2008eb51feb6aab51251fd79b85d9894e98ba847408f662b3395ca3c \
-    --hash=sha256:490ab2ef84f11129844c23fb14ecf30ef3d8a6abafd3754a6f75ca1e6654136c \
-    --hash=sha256:6eb11feb5a0d452ee41f824e271ca311a09e250441c262ca2fd7ebcf2461a06c \
-    --hash=sha256:6f10cb2d5902447c7d0da897e2c6768bca89174d0c6e1e30abec5421af97a5b0 \
-    --hash=sha256:7607498efa04a3542ae3e05e64da8202e58159aa1fa4acddf7678d34a35d4f13 \
-    --hash=sha256:76aae96b00ae814b181bb25b1b98076d5fc84e8a53cd8885a318b42b6d3a5134 \
-    --hash=sha256:7a0e56874cfbc4b9b05c60c8a1926fedf56324bb08cfbc188969777940aef3aa \
-    --hash=sha256:82dc3e3143c7e38ec49d61af98d6558288c415eac98486a5c581726e0737c00e \
-    --hash=sha256:9041567ee8953024c83343288ccc458fd0a2d811d6a0fd68c4c22609e3490379 \
-    --hash=sha256:90c8e78f3b94014f7aaae121e6b909674df5b46ec24d6bebc45c44c56729af2a \
-    --hash=sha256:9513f27a1a582d9808cf21a07dae516f0fab1cf2d7683a742c498b93eedabb11 \
-    --hash=sha256:9ddf7c82fda3ae8e24decda1338ede66e1c99883db93711d8fb941eaa2d8c282 \
-    --hash=sha256:a175f755fc2279e0b7312c0035d52e27211a5bc39719dd529625b1930917345b \
-    --hash=sha256:a1914259fa9e1454315171103c6a30961236f508b9b623eae470268bbcc6a22f \
-    --hash=sha256:afd0fe1b2270917c5e23c2a65ce50c2a4abb63daafb0d419fde368e272a76b7c \
-    --hash=sha256:bc64ab3bdb6a04d69d4023b29422170b74681784ffb9463ed4870cf2f3e66112 \
-    --hash=sha256:bdd4e6f14b8b18c334febb9c4425a878a2ac20efd1e0b231978e7b150f92a948 \
-    --hash=sha256:c7ac31a19f4545dd92fc25d200694098f42c9a8e391bc00bdd362c5736dbf881 \
-    --hash=sha256:c7c15dda13c4eb00d6fb6fc508b3c0ed88b9d5d374056b239c4ad1611125c860 \
-    --hash=sha256:c897ac1b55c5a1461e16dae288d22bb2e412ba9807df8397a635d88f671d36c3 \
-    --hash=sha256:cbafb470cf848d93b5d013e2ecb245d4aa1c8fd0504e863ccefa32445359d680 \
-    --hash=sha256:d1cdb490583ebd691c012b3d6dae011000fe42edb7a82ece80965b42abd61f26 \
-    --hash=sha256:e3df4cbb9a450c6d49318f6d14f4bbc80d763fa587ba46ec86f99f9e6876bb26 \
-    --hash=sha256:e6439e374fc012255b4ec786ae3c4bc838cd7309a540e5fe0952d03687d8804e \
-    --hash=sha256:e6f0e77c9417e7cd62af82529b10563db3423625c5fce018430b249bf977f9e8 \
-    --hash=sha256:e7631a77ffb1f7d2eefa4445ebbee491c720a5661ddf6df3498ebecae5ed375c \
-    --hash=sha256:ef810fbf7b781a5a593894e4f439773830bdecb885e6880d957d5b9382a960d2
+watchdog==4.0.2 \
+    --hash=sha256:0b4359067d30d5b864e09c8597b112fe0a0a59321a0f331498b013fb097406b4 \
+    --hash=sha256:0d8a7e523ef03757a5aa29f591437d64d0d894635f8a50f370fe37f913ce4e19 \
+    --hash=sha256:0e83619a2d5d436a7e58a1aea957a3c1ccbf9782c43c0b4fed80580e5e4acd1a \
+    --hash=sha256:10b6683df70d340ac3279eff0b2766813f00f35a1d37515d2c99959ada8f05fa \
+    --hash=sha256:132937547a716027bd5714383dfc40dc66c26769f1ce8a72a859d6a48f371f3a \
+    --hash=sha256:1cdcfd8142f604630deef34722d695fb455d04ab7cfe9963055df1fc69e6727a \
+    --hash=sha256:2d468028a77b42cc685ed694a7a550a8d1771bb05193ba7b24006b8241a571a1 \
+    --hash=sha256:32be97f3b75693a93c683787a87a0dc8db98bb84701539954eef991fb35f5fbc \
+    --hash=sha256:770eef5372f146997638d737c9a3c597a3b41037cfbc5c41538fc27c09c3a3f9 \
+    --hash=sha256:7c7d4bf585ad501c5f6c980e7be9c4f15604c7cc150e942d82083b31a7548930 \
+    --hash=sha256:88456d65f207b39f1981bf772e473799fcdc10801062c36fd5ad9f9d1d463a73 \
+    --hash=sha256:914285126ad0b6eb2258bbbcb7b288d9dfd655ae88fa28945be05a7b475a800b \
+    --hash=sha256:936acba76d636f70db8f3c66e76aa6cb5136a936fc2a5088b9ce1c7a3508fc83 \
+    --hash=sha256:980b71510f59c884d684b3663d46e7a14b457c9611c481e5cef08f4dd022eed7 \
+    --hash=sha256:984306dc4720da5498b16fc037b36ac443816125a3705dfde4fd90652d8028ef \
+    --hash=sha256:a2cffa171445b0efa0726c561eca9a27d00a1f2b83846dbd5a4f639c4f8ca8e1 \
+    --hash=sha256:aa160781cafff2719b663c8a506156e9289d111d80f3387cf3af49cedee1f040 \
+    --hash=sha256:b2c45f6e1e57ebb4687690c05bc3a2c1fb6ab260550c4290b8abb1335e0fd08b \
+    --hash=sha256:b4dfbb6c49221be4535623ea4474a4d6ee0a9cef4a80b20c28db4d858b64e270 \
+    --hash=sha256:baececaa8edff42cd16558a639a9b0ddf425f93d892e8392a56bf904f5eff22c \
+    --hash=sha256:bcfd02377be80ef3b6bc4ce481ef3959640458d6feaae0bd43dd90a43da90a7d \
+    --hash=sha256:c0b14488bd336c5b1845cee83d3e631a1f8b4e9c5091ec539406e4a324f882d8 \
+    --hash=sha256:c100d09ac72a8a08ddbf0629ddfa0b8ee41740f9051429baa8e31bb903ad7508 \
+    --hash=sha256:c344453ef3bf875a535b0488e3ad28e341adbd5a9ffb0f7d62cefacc8824ef2b \
+    --hash=sha256:c50f148b31b03fbadd6d0b5980e38b558046b127dc483e5e4505fcef250f9503 \
+    --hash=sha256:c82253cfc9be68e3e49282831afad2c1f6593af80c0daf1287f6a92657986757 \
+    --hash=sha256:cd67c7df93eb58f360c43802acc945fa8da70c675b6fa37a241e17ca698ca49b \
+    --hash=sha256:d7ab624ff2f663f98cd03c8b7eedc09375a911794dfea6bf2a359fcc266bff29 \
+    --hash=sha256:e252f8ca942a870f38cf785aef420285431311652d871409a64e2a0a52a2174c \
+    --hash=sha256:ede7f010f2239b97cc79e6cb3c249e72962404ae3865860855d5cbe708b0fd22 \
+    --hash=sha256:eeea812f38536a0aa859972d50c76e37f4456474b02bd93674d1947cf1e39578 \
+    --hash=sha256:f15edcae3830ff20e55d1f4e743e92970c847bcddc8b7509bcd172aa04de506e \
+    --hash=sha256:f5315a8c8dd6dd9425b974515081fc0aadca1d1d61e078d2246509fd756141ee \
+    --hash=sha256:f6ee8dedd255087bc7fe82adf046f0b75479b989185fb0bdf9a98b612170eac7 \
+    --hash=sha256:f7c739888c20f99824f7aa9d31ac8a97353e22d0c0e54703a547a218f6637eb3
     # via aws-sam-cli (pyproject.toml)
 werkzeug==3.1.6 \
     --hash=sha256:210c6bede5a420a913956b4791a7f4d6843a43b6fcee4dfa08a65e93007d0d25 \
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index 5c016d21e5..007ff64adc 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -1184,37 +1184,42 @@ urllib3==2.6.3 \
     #   botocore
     #   docker
     #   requests
-watchdog==6.0.0 \
-    --hash=sha256:07df1fdd701c5d4c8e55ef6cf55b8f0120fe1aef7ef39a1c6fc6bc2e606d517a \
-    --hash=sha256:20ffe5b202af80ab4266dcd3e91aae72bf2da48c0d33bdb15c66658e685e94e2 \
-    --hash=sha256:212ac9b8bf1161dc91bd09c048048a95ca3a4c4f5e5d4a7d1b1a7d5752a7f96f \
-    --hash=sha256:2cce7cfc2008eb51feb6aab51251fd79b85d9894e98ba847408f662b3395ca3c \
-    --hash=sha256:490ab2ef84f11129844c23fb14ecf30ef3d8a6abafd3754a6f75ca1e6654136c \
-    --hash=sha256:6eb11feb5a0d452ee41f824e271ca311a09e250441c262ca2fd7ebcf2461a06c \
-    --hash=sha256:6f10cb2d5902447c7d0da897e2c6768bca89174d0c6e1e30abec5421af97a5b0 \
-    --hash=sha256:7607498efa04a3542ae3e05e64da8202e58159aa1fa4acddf7678d34a35d4f13 \
-    --hash=sha256:76aae96b00ae814b181bb25b1b98076d5fc84e8a53cd8885a318b42b6d3a5134 \
-    --hash=sha256:7a0e56874cfbc4b9b05c60c8a1926fedf56324bb08cfbc188969777940aef3aa \
-    --hash=sha256:82dc3e3143c7e38ec49d61af98d6558288c415eac98486a5c581726e0737c00e \
-    --hash=sha256:9041567ee8953024c83343288ccc458fd0a2d811d6a0fd68c4c22609e3490379 \
-    --hash=sha256:90c8e78f3b94014f7aaae121e6b909674df5b46ec24d6bebc45c44c56729af2a \
-    --hash=sha256:9513f27a1a582d9808cf21a07dae516f0fab1cf2d7683a742c498b93eedabb11 \
-    --hash=sha256:9ddf7c82fda3ae8e24decda1338ede66e1c99883db93711d8fb941eaa2d8c282 \
-    --hash=sha256:a175f755fc2279e0b7312c0035d52e27211a5bc39719dd529625b1930917345b \
-    --hash=sha256:a1914259fa9e1454315171103c6a30961236f508b9b623eae470268bbcc6a22f \
-    --hash=sha256:afd0fe1b2270917c5e23c2a65ce50c2a4abb63daafb0d419fde368e272a76b7c \
-    --hash=sha256:bc64ab3bdb6a04d69d4023b29422170b74681784ffb9463ed4870cf2f3e66112 \
-    --hash=sha256:bdd4e6f14b8b18c334febb9c4425a878a2ac20efd1e0b231978e7b150f92a948 \
-    --hash=sha256:c7ac31a19f4545dd92fc25d200694098f42c9a8e391bc00bdd362c5736dbf881 \
-    --hash=sha256:c7c15dda13c4eb00d6fb6fc508b3c0ed88b9d5d374056b239c4ad1611125c860 \
-    --hash=sha256:c897ac1b55c5a1461e16dae288d22bb2e412ba9807df8397a635d88f671d36c3 \
-    --hash=sha256:cbafb470cf848d93b5d013e2ecb245d4aa1c8fd0504e863ccefa32445359d680 \
-    --hash=sha256:d1cdb490583ebd691c012b3d6dae011000fe42edb7a82ece80965b42abd61f26 \
-    --hash=sha256:e3df4cbb9a450c6d49318f6d14f4bbc80d763fa587ba46ec86f99f9e6876bb26 \
-    --hash=sha256:e6439e374fc012255b4ec786ae3c4bc838cd7309a540e5fe0952d03687d8804e \
-    --hash=sha256:e6f0e77c9417e7cd62af82529b10563db3423625c5fce018430b249bf977f9e8 \
-    --hash=sha256:e7631a77ffb1f7d2eefa4445ebbee491c720a5661ddf6df3498ebecae5ed375c \
-    --hash=sha256:ef810fbf7b781a5a593894e4f439773830bdecb885e6880d957d5b9382a960d2
+watchdog==4.0.2 \
+    --hash=sha256:0b4359067d30d5b864e09c8597b112fe0a0a59321a0f331498b013fb097406b4 \
+    --hash=sha256:0d8a7e523ef03757a5aa29f591437d64d0d894635f8a50f370fe37f913ce4e19 \
+    --hash=sha256:0e83619a2d5d436a7e58a1aea957a3c1ccbf9782c43c0b4fed80580e5e4acd1a \
+    --hash=sha256:10b6683df70d340ac3279eff0b2766813f00f35a1d37515d2c99959ada8f05fa \
+    --hash=sha256:132937547a716027bd5714383dfc40dc66c26769f1ce8a72a859d6a48f371f3a \
+    --hash=sha256:1cdcfd8142f604630deef34722d695fb455d04ab7cfe9963055df1fc69e6727a \
+    --hash=sha256:2d468028a77b42cc685ed694a7a550a8d1771bb05193ba7b24006b8241a571a1 \
+    --hash=sha256:32be97f3b75693a93c683787a87a0dc8db98bb84701539954eef991fb35f5fbc \
+    --hash=sha256:770eef5372f146997638d737c9a3c597a3b41037cfbc5c41538fc27c09c3a3f9 \
+    --hash=sha256:7c7d4bf585ad501c5f6c980e7be9c4f15604c7cc150e942d82083b31a7548930 \
+    --hash=sha256:88456d65f207b39f1981bf772e473799fcdc10801062c36fd5ad9f9d1d463a73 \
+    --hash=sha256:914285126ad0b6eb2258bbbcb7b288d9dfd655ae88fa28945be05a7b475a800b \
+    --hash=sha256:936acba76d636f70db8f3c66e76aa6cb5136a936fc2a5088b9ce1c7a3508fc83 \
+    --hash=sha256:980b71510f59c884d684b3663d46e7a14b457c9611c481e5cef08f4dd022eed7 \
+    --hash=sha256:984306dc4720da5498b16fc037b36ac443816125a3705dfde4fd90652d8028ef \
+    --hash=sha256:a2cffa171445b0efa0726c561eca9a27d00a1f2b83846dbd5a4f639c4f8ca8e1 \
+    --hash=sha256:aa160781cafff2719b663c8a506156e9289d111d80f3387cf3af49cedee1f040 \
+    --hash=sha256:b2c45f6e1e57ebb4687690c05bc3a2c1fb6ab260550c4290b8abb1335e0fd08b \
+    --hash=sha256:b4dfbb6c49221be4535623ea4474a4d6ee0a9cef4a80b20c28db4d858b64e270 \
+    --hash=sha256:baececaa8edff42cd16558a639a9b0ddf425f93d892e8392a56bf904f5eff22c \
+    --hash=sha256:bcfd02377be80ef3b6bc4ce481ef3959640458d6feaae0bd43dd90a43da90a7d \
+    --hash=sha256:c0b14488bd336c5b1845cee83d3e631a1f8b4e9c5091ec539406e4a324f882d8 \
+    --hash=sha256:c100d09ac72a8a08ddbf0629ddfa0b8ee41740f9051429baa8e31bb903ad7508 \
+    --hash=sha256:c344453ef3bf875a535b0488e3ad28e341adbd5a9ffb0f7d62cefacc8824ef2b \
+    --hash=sha256:c50f148b31b03fbadd6d0b5980e38b558046b127dc483e5e4505fcef250f9503 \
+    --hash=sha256:c82253cfc9be68e3e49282831afad2c1f6593af80c0daf1287f6a92657986757 \
+    --hash=sha256:cd67c7df93eb58f360c43802acc945fa8da70c675b6fa37a241e17ca698ca49b \
+    --hash=sha256:d7ab624ff2f663f98cd03c8b7eedc09375a911794dfea6bf2a359fcc266bff29 \
+    --hash=sha256:e252f8ca942a870f38cf785aef420285431311652d871409a64e2a0a52a2174c \
+    --hash=sha256:ede7f010f2239b97cc79e6cb3c249e72962404ae3865860855d5cbe708b0fd22 \
+    --hash=sha256:eeea812f38536a0aa859972d50c76e37f4456474b02bd93674d1947cf1e39578 \
+    --hash=sha256:f15edcae3830ff20e55d1f4e743e92970c847bcddc8b7509bcd172aa04de506e \
+    --hash=sha256:f5315a8c8dd6dd9425b974515081fc0aadca1d1d61e078d2246509fd756141ee \
+    --hash=sha256:f6ee8dedd255087bc7fe82adf046f0b75479b989185fb0bdf9a98b612170eac7 \
+    --hash=sha256:f7c739888c20f99824f7aa9d31ac8a97353e22d0c0e54703a547a218f6637eb3
     # via aws-sam-cli (pyproject.toml)
 werkzeug==3.1.6 \
     --hash=sha256:210c6bede5a420a913956b4791a7f4d6843a43b6fcee4dfa08a65e93007d0d25 \
diff --git a/tests/setup-pytest.sh b/tests/setup-pytest.sh
new file mode 100755
index 0000000000..727b4f3e1a
--- /dev/null
+++ b/tests/setup-pytest.sh
@@ -0,0 +1,26 @@
+#!/bin/bash
+# Set up a pytest venv with test dependencies (cross-platform).
+# Also exports SCRIPT_PY to GITHUB_ENV and adds Scripts dir to GITHUB_PATH on Windows.
+set -eo pipefail
+
+echo "=== UV_PYTHON resolved to: $(uv python find ${UV_PYTHON:-3.11}) ==="
+
+if [ "${RUNNER_OS:-}" == "Windows" ] || [[ "$(uname -s)" == MINGW* ]] || [[ "$(uname -s)" == MSYS* ]]; then
+  python3.11 -m venv "$HOME/pytest"
+  VENV_PY="$HOME/pytest/Scripts/python.exe"
+  SAM_CLI_DEV=1 uv pip install --python "$VENV_PY" -e '.[dev]'
+  "$HOME/pytest/Scripts/pytest" --version
+  if [ -n "${GITHUB_ENV:-}" ]; then
+    echo "SCRIPT_PY=$VENV_PY" >> "$GITHUB_ENV"
+    echo "$HOME/pytest/Scripts" >> "$GITHUB_PATH"
+  fi
+else
+  python3.11 -m venv "$HOME/pytest"
+  VENV_PY="$HOME/pytest/bin/python3"
+  SAM_CLI_DEV=1 uv pip install --python "$VENV_PY" -e '.[dev]'
+  sudo ln -sf "$HOME/pytest/bin/pytest" /usr/local/bin/pytest 2>/dev/null || true
+  "$HOME/pytest/bin/pytest" --version
+  if [ -n "${GITHUB_ENV:-}" ]; then
+    echo "SCRIPT_PY=$VENV_PY" >> "$GITHUB_ENV"
+  fi
+fi