diff --git a/.github/workflows/build_and_test_workflow.yml b/.github/workflows/build_and_test_workflow.yml
index 04611cb00a99..54a01ad3d56f 100644
--- a/.github/workflows/build_and_test_workflow.yml
+++ b/.github/workflows/build_and_test_workflow.yml
@@ -100,8 +100,13 @@ jobs:
           npm uninstall -g yarn
           npm i -g yarn@1.22.10
 
+      # https://github.com/yarnpkg/yarn/issues/8242#issuecomment-776561223
+      # Increase network timeout for Windows, retry once if bootstrap fails
       - name: Run bootstrap
-        run: yarn osd bootstrap
+        run: | 
+          yarn cache clean
+          yarn config set network-timeout 1000000 -g
+          yarn osd bootstrap || yarn osd bootstrap
 
       - name: Run linter
         id: linter
@@ -208,8 +213,13 @@ jobs:
       - name: Setup chromedriver
         run: yarn add --dev chromedriver@106.0.1
 
+      # https://github.com/yarnpkg/yarn/issues/8242#issuecomment-776561223
+      # Increase network timeout for Windows, retry once if bootstrap fails
       - name: Run bootstrap
-        run: yarn osd bootstrap
+        run: | 
+          yarn cache clean
+          yarn config set network-timeout 1000000 -g
+          yarn osd bootstrap || yarn osd bootstrap
 
       - name: Build plugins
         run: node scripts/build_opensearch_dashboards_platform_plugins --no-examples --workers 10
diff --git a/CHANGELOG.md b/CHANGELOG.md
index e0575784fe5e..b31740c4d502 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -37,6 +37,7 @@ Inspired from [Keep a Changelog](https://keepachangelog.com/en/1.0.0/)
 - [Save Object Aggregation View] Fix for export all after scroll count response changed in PR#2656 ([#2696](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2696))
 
 ### 🐛 Bug Fixes
+
 * [Vis Builder] Fixes auto bounds for timeseries bar chart visualization ([2401](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2401))
 * [Vis Builder] Fixes visualization shift when editing agg ([2401](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2401))
 * [Vis Builder] Renames "Histogram" to "Bar" in vis type picker ([2401](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2401))
@@ -49,6 +50,7 @@ Inspired from [Keep a Changelog](https://keepachangelog.com/en/1.0.0/)
 * [Multi DataSource] Apply get indices error handling in step index pattern ([#2652](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2652))
 * Removed Leftover X Pack references ([#2638](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2638))
 * Bumped `del` version to fix MacOS race condition ([#2847](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/2873))
+* [CI] Update test workflow to increase network-timeout for yarn for installing dependencies ([#3118](https://github.com/opensearch-project/OpenSearch-Dashboards/pull/3118))
 
 ### 🚞 Infrastructure
 
diff --git a/DEVELOPER_GUIDE.md b/DEVELOPER_GUIDE.md
index 4fe8fc4e368c..af3cce9f61a0 100644
--- a/DEVELOPER_GUIDE.md
+++ b/DEVELOPER_GUIDE.md
@@ -36,6 +36,11 @@ $ npm i -g yarn
 $ yarn osd bootstrap # This command will also install npm dependencies
 ```
 
+If you experience a network timeout while bootstrapping, you can update the timeout by configuring it in the `.yarnrc`. For example:
+```
+network-timeout 1000000
+```
+
 ### Configure OpenSearch Dashboards
 
 *This step is only mandatory if you have https/authentication enabled, or if you use the OpenSearch Docker image in its default configuration.*