diff --git a/cli/lsp/client.rs b/cli/lsp/client.rs
index b5cdf8eb9fd4d3..210aa1da326ebb 100644
--- a/cli/lsp/client.rs
+++ b/cli/lsp/client.rs
@@ -84,6 +84,19 @@ impl Client {
     });
   }
 
+  pub fn send_did_change_deno_configuration_notification(
+    &self,
+    params: lsp_custom::DidChangeDenoConfigurationNotificationParams,
+  ) {
+    // do on a task in case the caller currently is in the lsp lock
+    let client = self.0.clone();
+    spawn(async move {
+      client
+        .send_did_change_deno_configuration_notification(params)
+        .await;
+    });
+  }
+
   pub fn show_message(
     &self,
     message_type: lsp::MessageType,
@@ -184,6 +197,10 @@ trait ClientTrait: Send + Sync {
     params: lsp_custom::DiagnosticBatchNotificationParams,
   );
   async fn send_test_notification(&self, params: TestingNotification);
+  async fn send_did_change_deno_configuration_notification(
+    &self,
+    params: lsp_custom::DidChangeDenoConfigurationNotificationParams,
+  );
   async fn specifier_configurations(
     &self,
     uris: Vec<lsp::Url>,
@@ -259,6 +276,18 @@ impl ClientTrait for TowerClient {
     }
   }
 
+  async fn send_did_change_deno_configuration_notification(
+    &self,
+    params: lsp_custom::DidChangeDenoConfigurationNotificationParams,
+  ) {
+    self
+      .0
+      .send_notification::<lsp_custom::DidChangeDenoConfigurationNotification>(
+        params,
+      )
+      .await
+  }
+
   async fn specifier_configurations(
     &self,
     uris: Vec<lsp::Url>,
@@ -371,6 +400,12 @@ impl ClientTrait for ReplClient {
 
   async fn send_test_notification(&self, _params: TestingNotification) {}
 
+  async fn send_did_change_deno_configuration_notification(
+    &self,
+    _params: lsp_custom::DidChangeDenoConfigurationNotificationParams,
+  ) {
+  }
+
   async fn specifier_configurations(
     &self,
     uris: Vec<lsp::Url>,
diff --git a/cli/lsp/language_server.rs b/cli/lsp/language_server.rs
index b19b00b4aa0103..f6edc10f282002 100644
--- a/cli/lsp/language_server.rs
+++ b/cli/lsp/language_server.rs
@@ -20,6 +20,7 @@ use deno_runtime::deno_node::PackageJson;
 use deno_runtime::deno_tls::rustls::RootCertStore;
 use deno_runtime::deno_tls::RootCertStoreProvider;
 use import_map::ImportMap;
+use indexmap::IndexSet;
 use log::error;
 use serde_json::from_value;
 use std::collections::HashMap;
@@ -64,6 +65,7 @@ use super::documents::UpdateDocumentConfigOptions;
 use super::logging::lsp_log;
 use super::logging::lsp_warn;
 use super::lsp_custom;
+use super::lsp_custom::TaskDefinition;
 use super::npm::CliNpmSearchApi;
 use super::parent_process_checker;
 use super::performance::Performance;
@@ -343,8 +345,8 @@ impl LanguageServer {
     self.0.write().await.reload_import_registries().await
   }
 
-  pub async fn task_request(&self) -> LspResult<Option<Value>> {
-    self.0.read().await.get_tasks()
+  pub async fn task_definitions(&self) -> LspResult<Vec<TaskDefinition>> {
+    self.0.read().await.task_definitions()
   }
 
   pub async fn test_run_request(
@@ -1458,7 +1460,7 @@ impl Inner {
       }
     }
 
-    fn has_config_changed(config: &Config, changes: &HashSet<Url>) -> bool {
+    fn has_config_changed(config: &Config, changes: &IndexSet<Url>) -> bool {
       // Check the canonicalized specifier here because file watcher
       // changes will be for the canonicalized path in vscode, but also check the
       // non-canonicalized specifier in order to please the tests and handle
@@ -1509,31 +1511,91 @@ impl Inner {
       .performance
       .mark("did_change_watched_files", Some(&params));
     let mut touched = false;
-    let changes: HashSet<Url> = params
+    let changes: IndexSet<Url> = params
       .changes
       .iter()
       .map(|f| self.url_map.normalize_url(&f.uri, LspUrlKind::File))
       .collect();
 
+    let mut config_changes = IndexSet::with_capacity(changes.len());
+
     // if the current deno.json has changed, we need to reload it
     if has_config_changed(&self.config, &changes) {
+      // Check the 'current' config specifier from both before and after it's
+      // updated. Check canonicalized and uncanonicalized variants for each.
+      // If any are included in `changes`, send our custom notification for
+      // `deno.json` changes: `deno/didChangeDenoConfigurationNotification`.
+      let mut files_to_check = IndexSet::with_capacity(4);
+      // Collect previous config specifiers.
+      if let Some(url) = self.config.maybe_config_file().map(|c| &c.specifier) {
+        files_to_check.insert(url.clone());
+      }
+      if let Some(url) = self.config.maybe_config_file_canonicalized_specifier()
+      {
+        files_to_check.insert(url.clone());
+      }
+      // Update config.
       if let Err(err) = self.update_config_file().await {
         self.client.show_message(MessageType::WARNING, err);
       }
+      // Collect new config specifiers.
+      if let Some(url) = self.config.maybe_config_file().map(|c| &c.specifier) {
+        files_to_check.insert(url.clone());
+      }
+      if let Some(url) = self.config.maybe_config_file_canonicalized_specifier()
+      {
+        files_to_check.insert(url.clone());
+      }
+      config_changes.extend(
+        params
+          .changes
+          .iter()
+          .filter(|e| files_to_check.contains(&e.uri))
+          .map(|e| lsp_custom::DenoConfigurationChangeEvent {
+            file_event: e.clone(),
+            configuration_type: lsp_custom::DenoConfigurationType::DenoJson,
+          }),
+      );
       if let Err(err) = self.update_tsconfig().await {
         self.client.show_message(MessageType::WARNING, err);
       }
       touched = true;
     }
 
-    if let Some(package_json) = &self.maybe_package_json {
-      // always update the package json if the deno config changes
-      if touched || changes.contains(&package_json.specifier()) {
-        if let Err(err) = self.update_package_json() {
-          self.client.show_message(MessageType::WARNING, err);
-        }
-        touched = true;
+    let has_package_json_changed = changes
+      .iter()
+      .any(|e| e.as_str().ends_with("/package.json"));
+
+    if has_package_json_changed {
+      let mut files_to_check = IndexSet::with_capacity(2);
+      if let Some(package_json) = &self.maybe_package_json {
+        files_to_check.insert(package_json.specifier());
+      }
+      if let Err(err) = self.update_package_json() {
+        self.client.show_message(MessageType::WARNING, err);
       }
+      if let Some(package_json) = &self.maybe_package_json {
+        files_to_check.insert(package_json.specifier());
+      }
+      config_changes.extend(
+        params
+          .changes
+          .iter()
+          .filter(|e| files_to_check.contains(&e.uri))
+          .map(|e| lsp_custom::DenoConfigurationChangeEvent {
+            file_event: e.clone(),
+            configuration_type: lsp_custom::DenoConfigurationType::PackageJson,
+          }),
+      );
+      touched = true;
+    }
+
+    if !config_changes.is_empty() {
+      self.client.send_did_change_deno_configuration_notification(
+        lsp_custom::DidChangeDenoConfigurationNotificationParams {
+          changes: config_changes.into_iter().collect(),
+        },
+      );
     }
 
     // if the current import map, or config file has changed, we need to
@@ -3580,13 +3642,35 @@ impl Inner {
     json!({ "averages": averages })
   }
 
-  fn get_tasks(&self) -> LspResult<Option<Value>> {
-    Ok(
-      self
-        .config
-        .maybe_config_file()
-        .and_then(|cf| cf.to_lsp_tasks()),
-    )
+  fn task_definitions(&self) -> LspResult<Vec<TaskDefinition>> {
+    let mut result = vec![];
+    if let Some(config_file) = self.config.maybe_config_file() {
+      if let Some(tasks) = json!(&config_file.json.tasks).as_object() {
+        for (name, value) in tasks {
+          let Some(command) = value.as_str() else {
+            continue;
+          };
+          result.push(TaskDefinition {
+            name: name.clone(),
+            command: command.to_string(),
+            source_uri: config_file.specifier.clone(),
+          });
+        }
+      };
+    }
+    if let Some(package_json) = &self.maybe_package_json {
+      if let Some(scripts) = &package_json.scripts {
+        for (name, command) in scripts {
+          result.push(TaskDefinition {
+            name: name.clone(),
+            command: command.clone(),
+            source_uri: package_json.specifier(),
+          });
+        }
+      }
+    }
+    result.sort_by_key(|d| d.name.clone());
+    Ok(result)
   }
 
   async fn inlay_hint(
diff --git a/cli/lsp/lsp_custom.rs b/cli/lsp/lsp_custom.rs
index d9dbae8a45f4b1..685da6b14ae957 100644
--- a/cli/lsp/lsp_custom.rs
+++ b/cli/lsp/lsp_custom.rs
@@ -6,7 +6,7 @@ use tower_lsp::lsp_types as lsp;
 
 pub const CACHE_REQUEST: &str = "deno/cache";
 pub const PERFORMANCE_REQUEST: &str = "deno/performance";
-pub const TASK_REQUEST: &str = "deno/task";
+pub const TASK_REQUEST: &str = "deno/taskDefinitions";
 pub const RELOAD_IMPORT_REGISTRIES_REQUEST: &str =
   "deno/reloadImportRegistries";
 pub const VIRTUAL_TEXT_DOCUMENT: &str = "deno/virtualTextDocument";
@@ -24,6 +24,16 @@ pub struct CacheParams {
   pub uris: Vec<lsp::TextDocumentIdentifier>,
 }
 
+#[derive(Debug, Deserialize, Serialize)]
+#[serde(rename_all = "camelCase")]
+pub struct TaskDefinition {
+  pub name: String,
+  // TODO(nayeemrmn): Rename this to `command` in vscode_deno.
+  #[serde(rename = "detail")]
+  pub command: String,
+  pub source_uri: lsp::Url,
+}
+
 #[derive(Debug, Deserialize, Serialize)]
 pub struct RegistryStateNotificationParams {
   pub origin: String,
@@ -50,6 +60,37 @@ pub struct DiagnosticBatchNotificationParams {
   pub messages_len: usize,
 }
 
+#[derive(Debug, Eq, Hash, PartialEq, Copy, Clone, Deserialize, Serialize)]
+#[serde(rename_all = "camelCase")]
+pub enum DenoConfigurationType {
+  DenoJson,
+  PackageJson,
+}
+
+#[derive(Debug, Eq, Hash, PartialEq, Clone, Deserialize, Serialize)]
+#[serde(rename_all = "camelCase")]
+pub struct DenoConfigurationChangeEvent {
+  #[serde(flatten)]
+  pub file_event: lsp::FileEvent,
+  pub configuration_type: DenoConfigurationType,
+}
+
+#[derive(Debug, Deserialize, Serialize)]
+#[serde(rename_all = "camelCase")]
+pub struct DidChangeDenoConfigurationNotificationParams {
+  pub changes: Vec<DenoConfigurationChangeEvent>,
+}
+
+pub enum DidChangeDenoConfigurationNotification {}
+
+impl lsp::notification::Notification
+  for DidChangeDenoConfigurationNotification
+{
+  type Params = DidChangeDenoConfigurationNotificationParams;
+
+  const METHOD: &'static str = "deno/didChangeDenoConfiguration";
+}
+
 /// This notification is only sent for testing purposes
 /// in order to know what the latest diagnostics are.
 pub enum DiagnosticBatchNotification {}
diff --git a/cli/lsp/mod.rs b/cli/lsp/mod.rs
index c2f3eda717f6d8..af6ef88c91b55a 100644
--- a/cli/lsp/mod.rs
+++ b/cli/lsp/mod.rs
@@ -56,7 +56,10 @@ pub async fn start() -> Result<(), AnyError> {
     lsp_custom::RELOAD_IMPORT_REGISTRIES_REQUEST,
     LanguageServer::reload_import_registries_request,
   )
-  .custom_method(lsp_custom::TASK_REQUEST, LanguageServer::task_request)
+  .custom_method(lsp_custom::TASK_REQUEST, LanguageServer::task_definitions)
+  // TODO(nayeemrmn): Rename this to `deno/taskDefinitions` in vscode_deno and
+  // remove this alias.
+  .custom_method("deno/task", LanguageServer::task_definitions)
   .custom_method(testing::TEST_RUN_REQUEST, LanguageServer::test_run_request)
   .custom_method(
     testing::TEST_RUN_CANCEL_REQUEST,
diff --git a/cli/tests/integration/lsp_tests.rs b/cli/tests/integration/lsp_tests.rs
index c13053db8935f2..b5af78b1149bca 100644
--- a/cli/tests/integration/lsp_tests.rs
+++ b/cli/tests/integration/lsp_tests.rs
@@ -837,6 +837,137 @@ fn lsp_workspace_enable_paths_no_workspace_configuration() {
   client.shutdown();
 }
 
+#[test]
+fn lsp_did_change_deno_configuration_notification() {
+  let context = TestContextBuilder::new().use_temp_cwd().build();
+  let temp_dir = context.temp_dir();
+  let mut client = context.new_lsp_command().build();
+  client.initialize_default();
+
+  temp_dir.write("deno.json", json!({}).to_string());
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("deno.json").unwrap(),
+      "type": 1,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("deno.json").unwrap(),
+        "type": 1,
+        "configurationType": "denoJson"
+      }],
+    }))
+  );
+
+  temp_dir.write(
+    "deno.json",
+    json!({ "fmt": { "semiColons": false } }).to_string(),
+  );
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("deno.json").unwrap(),
+      "type": 2,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("deno.json").unwrap(),
+        "type": 2,
+        "configurationType": "denoJson"
+      }],
+    }))
+  );
+
+  temp_dir.remove_file("deno.json");
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("deno.json").unwrap(),
+      "type": 3,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("deno.json").unwrap(),
+        "type": 3,
+        "configurationType": "denoJson"
+      }],
+    }))
+  );
+
+  temp_dir.write("package.json", json!({}).to_string());
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("package.json").unwrap(),
+      "type": 1,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("package.json").unwrap(),
+        "type": 1,
+        "configurationType": "packageJson"
+      }],
+    }))
+  );
+
+  temp_dir.write("package.json", json!({ "type": "module" }).to_string());
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("package.json").unwrap(),
+      "type": 2,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("package.json").unwrap(),
+        "type": 2,
+        "configurationType": "packageJson"
+      }],
+    }))
+  );
+
+  temp_dir.remove_file("package.json");
+  client.did_change_watched_files(json!({
+    "changes": [{
+      "uri": temp_dir.uri().join("package.json").unwrap(),
+      "type": 3,
+    }],
+  }));
+  let res = client
+    .read_notification_with_method::<Value>("deno/didChangeDenoConfiguration");
+  assert_eq!(
+    res,
+    Some(json!({
+      "changes": [{
+        "uri": temp_dir.uri().join("package.json").unwrap(),
+        "type": 3,
+        "configurationType": "packageJson"
+      }],
+    }))
+  );
+}
+
 #[test]
 fn lsp_deno_task() {
   let context = TestContextBuilder::new().use_temp_cwd().build();
@@ -863,10 +994,12 @@ fn lsp_deno_task() {
     json!([
       {
         "name": "build",
-        "detail": "deno test"
+        "detail": "deno test",
+        "sourceUri": temp_dir.uri().join("deno.jsonc").unwrap(),
       }, {
         "name": "some:test",
-        "detail": "deno bundle mod.ts"
+        "detail": "deno bundle mod.ts",
+        "sourceUri": temp_dir.uri().join("deno.jsonc").unwrap(),
       }
     ])
   );