diff --git a/src/sql/platform/telemetry/common/telemetryKeys.ts b/src/sql/platform/telemetry/common/telemetryKeys.ts
index ea41d1cce0..bf9f49044b 100644
--- a/src/sql/platform/telemetry/common/telemetryKeys.ts
+++ b/src/sql/platform/telemetry/common/telemetryKeys.ts
@@ -29,6 +29,7 @@ export enum TelemetryView {
 	AgentJobSteps = 'AgentJobSteps',
 	AgentNotebookHistory = 'AgentNotebookHistory',
 	AgentNotebooks = 'AgentNotebooks',
+	ConnectionDialog = 'ConnectionDialog',
 	Shell = 'Shell',
 	ExtensionRecommendationDialog = 'ExtensionRecommendationDialog',
 	ResultsPanel = 'ResultsPanel',
@@ -43,6 +44,7 @@ export enum TelemetryError {
 export enum TelemetryAction {
 	AddServerGroup = 'AddServerGroup',
 	adsCommandExecuted = 'adsCommandExecuted',
+	ConnectToServer = 'ConnectToServer',
 	BackupCreated = 'BackupCreated',
 	DashboardNavigated = 'DashboardNavigated',
 	DatabaseConnected = 'DatabaseConnected',
@@ -89,6 +91,7 @@ export enum NbTelemetryAction {
 }
 
 export enum TelemetryPropertyName {
-	ChartMaxRowCountExceeded = 'chartMaxRowCountExceeded'
+	ChartMaxRowCountExceeded = 'chartMaxRowCountExceeded',
+	ConnectionSource = 'connectionSource'
 }
 
diff --git a/src/sql/workbench/browser/modal/modal.ts b/src/sql/workbench/browser/modal/modal.ts
index 2988fdd6a9..7b3ba74b18 100644
--- a/src/sql/workbench/browser/modal/modal.ts
+++ b/src/sql/workbench/browser/modal/modal.ts
@@ -173,7 +173,7 @@ export abstract class Modal extends Disposable implements IThemable {
 	constructor(
 		private _title: string,
 		private _name: string,
-		private readonly _telemetryService: IAdsTelemetryService,
+		protected readonly _telemetryService: IAdsTelemetryService,
 		protected readonly layoutService: ILayoutService,
 		protected readonly _clipboardService: IClipboardService,
 		protected readonly _themeService: IThemeService,
diff --git a/src/sql/workbench/services/connection/browser/connectionBrowseTab.ts b/src/sql/workbench/services/connection/browser/connectionBrowseTab.ts
index 2e0d81ca3e..4514b978da 100644
--- a/src/sql/workbench/services/connection/browser/connectionBrowseTab.ts
+++ b/src/sql/workbench/services/connection/browser/connectionBrowseTab.ts
@@ -13,6 +13,7 @@ import { ConnectionProfileGroup } from 'sql/platform/connection/common/connectio
 import { attachInputBoxStyler } from 'sql/platform/theme/common/styler';
 import { ITreeItem } from 'sql/workbench/common/views';
 import { CONNECTIONS_SORT_BY_CONFIG_KEY } from 'sql/platform/connection/common/connectionConfig';
+import { ConnectionSource } from 'sql/workbench/services/connection/browser/connectionDialogWidget';
 import { IConnectionTreeDescriptor, IConnectionTreeService } from 'sql/workbench/services/connection/common/connectionTreeService';
 import { AsyncRecentConnectionTreeDataSource } from 'sql/workbench/services/objectExplorer/browser/asyncRecentConnectionTreeDataSource';
 import { ServerTreeElement } from 'sql/workbench/services/objectExplorer/browser/asyncServerTree';
@@ -66,7 +67,8 @@ export class ConnectionBrowseTab implements IPanelTab {
 
 export interface SelectedConnectionChangedEventArgs {
 	connectionProfile: IConnectionProfile,
-	connect: boolean
+	connect: boolean,
+	source: ConnectionSource
 }
 
 export class ConnectionBrowserView extends Disposable implements IPanelView {
@@ -247,14 +249,16 @@ export class ConnectionBrowserView extends Disposable implements IPanelView {
 					this._onSelectedConnectionChanged.fire(
 						{
 							connectionProfile: selectedNode.element.payload,
-							connect: connect
+							connect: connect,
+							source: 'azure'
 						});
 				}
 			}
 		} else if (selectedNode instanceof ConnectionProfile) {
 			this._onSelectedConnectionChanged.fire({
 				connectionProfile: selectedNode,
-				connect: connect
+				connect: connect,
+				source: 'savedconnections'
 			});
 		}
 	}
diff --git a/src/sql/workbench/services/connection/browser/connectionDialogWidget.ts b/src/sql/workbench/services/connection/browser/connectionDialogWidget.ts
index 6e0da97932..111cd28c04 100644
--- a/src/sql/workbench/services/connection/browser/connectionDialogWidget.ts
+++ b/src/sql/workbench/services/connection/browser/connectionDialogWidget.ts
@@ -49,6 +49,11 @@ export interface OnShowUIResponse {
 	container: HTMLElement;
 }
 
+/**
+ * Defines where the connection information is coming from
+ */
+export type ConnectionSource = 'manual' | 'recent' | 'savedconnections' | 'azure';
+
 export class ConnectionDialogWidget extends Modal {
 	private _body: HTMLElement;
 	private _recentConnection: HTMLElement;
@@ -94,6 +99,8 @@ export class ConnectionDialogWidget extends Modal {
 
 	private _connecting = false;
 
+	private _connectionSource: ConnectionSource = 'manual';
+
 	constructor(
 		private providerDisplayNameOptions: string[],
 		private selectedProviderType: string,
@@ -265,6 +272,7 @@ export class ConnectionDialogWidget extends Modal {
 		this.browsePanel = new ConnectionBrowseTab(this.instantiationService);
 
 		this._register(this.browsePanel.view.onSelectedConnectionChanged(e => {
+			this._connectionSource = e.source;
 			this.onConnectionClick(e.connectionProfile, e.connect);
 		}));
 
@@ -337,6 +345,9 @@ export class ConnectionDialogWidget extends Modal {
 	private connect(element?: IConnectionProfile): void {
 		this.logService.debug('ConnectionDialogWidget: Connect button is clicked');
 		if (this._connectButton.enabled) {
+			this._telemetryService.createActionEvent(TelemetryKeys.TelemetryView.ConnectionDialog, TelemetryKeys.TelemetryAction.ConnectToServer).withAdditionalProperties(
+				{ [TelemetryKeys.TelemetryPropertyName.ConnectionSource]: this._connectionSource }
+			).send();
 			this._connecting = true;
 			this._connectButton.enabled = false;
 			this._providerTypeSelectBox.disable();
@@ -385,6 +396,7 @@ export class ConnectionDialogWidget extends Modal {
 		const leftClick = (element: any, eventish: ICancelableEvent, origin: string) => {
 			// element will be a server group if the tree is clicked rather than a item
 			const isDoubleClick = origin === 'mouse' && (eventish as MouseEvent).detail === 2;
+			this._connectionSource = 'recent';
 			this.onConnectionClick(element, isDoubleClick);
 		};
 		const actionProvider = this.instantiationService.createInstance(RecentConnectionActionsProvider);
@@ -405,11 +417,13 @@ export class ConnectionDialogWidget extends Modal {
 		if (this._recentConnectionTree instanceof AsyncServerTree) {
 			this._recentConnectionTree.onMouseClick(e => {
 				if (e.element instanceof ConnectionProfile) {
+					this._connectionSource = 'recent';
 					this.onConnectionClick(e.element, false);
 				}
 			});
 			this._recentConnectionTree.onMouseDblClick(e => {
 				if (e.element instanceof ConnectionProfile) {
+					this._connectionSource = 'recent';
 					this.onConnectionClick(e.element, true);
 				}
 			});
@@ -477,6 +491,7 @@ export class ConnectionDialogWidget extends Modal {
 	 * @param recentConnections Are there recent connections that should be shown
 	 */
 	public async open(recentConnections: boolean): Promise<void> {
+		this._connectionSource = 'manual';
 		this._panel.showTab(this._recentConnectionTabId);
 
 		this.show();