diff --git a/.github/workflows/e2e-tests-windows.yml b/.github/workflows/e2e-tests-windows.yml
index 0745599b555f..bcfb4f38d865 100644
--- a/.github/workflows/e2e-tests-windows.yml
+++ b/.github/workflows/e2e-tests-windows.yml
@@ -19,9 +19,22 @@ env:
   SEGMENT_DOWNLOAD_TIMEOUT_MINS: 2
 
 jobs:
+  windows-file-changed:
+    runs-on: ubuntu-latest
+    if: ${{ github.event_name == 'pull_request' }}
+    steps:
+      - name: Checkout
+        uses: actions/checkout@v4
+        with:
+          fetch-depth: 0
+      - name: Did windows files changed
+        run: echo "changed=$(./.github/workflows/scripts/is_changed_file_windows.sh )" >> "$GITHUB_OUTPUT"
+      - run: echo $(./.github/workflows/scripts/is_changed_file_windows.sh ${{ github.event.pull_request.base.sha }} ${{ github.sha }} )
+
   collector-build:
     runs-on: windows-latest
-    if: ${{ github.actor != 'dependabot[bot]' && (contains(github.event.pull_request.labels.*.name, 'Run Windows') || github.event_name == 'push' || github.event_name == 'merge_group') }}
+    needs: [windows-file-changed]
+    if: ${{ github.actor != 'dependabot[bot]' && ((contains(github.event.pull_request.labels.*.name, 'Run Windows') || github.event_name == 'push' || github.event_name == 'merge_group') || needs.windows-file-changed.outputs.changed == 'true') }}
     steps:
       - name: Checkout
         uses: actions/checkout@v4
diff --git a/.github/workflows/scripts/is_changed_file_windows.sh b/.github/workflows/scripts/is_changed_file_windows.sh
new file mode 100755
index 000000000000..e1f7276e79ad
--- /dev/null
+++ b/.github/workflows/scripts/is_changed_file_windows.sh
@@ -0,0 +1,34 @@
+#!/usr/bin/env bash
+
+# Copyright The OpenTelemetry Authors
+# SPDX-License-Identifier: Apache-2.0
+
+#
+# verifies if any changed file is related to windows architecture.
+# this script is used to determine if e2e tests should be run on windows.
+#
+# It's intended to be used in a GitHub Actions workflow:
+# bash .github/workflows/scripts/is_changed_file_windows.sh ${{ github.event.pull_request.base.sha }} ${{ github.sha }}
+
+
+# Get changed files
+base_sha=$1
+head_sha=$2
+changed_files=$(git diff --name-only $base_sha $head_sha)
+
+# Find windows related files
+windows_files=$(find * -regex ".*windows.*.go")
+
+
+# Loop over changed files and check if they exist in windows_files
+found_windows_file=false
+for file in $changed_files; do
+  for windows_file in $windows_files; do
+    if [[ $file == "$windows_file" ]]; then
+      found_windows_file=true
+      break
+    fi
+  done
+done
+
+echo "$found_windows_file"
\ No newline at end of file