diff --git a/ZuneModdingHelper/Pages/AboutPage.xaml b/ZuneModdingHelper/Pages/AboutPage.xaml
index 14cfffb..f7e3468 100644
--- a/ZuneModdingHelper/Pages/AboutPage.xaml
+++ b/ZuneModdingHelper/Pages/AboutPage.xaml
@@ -44,9 +44,12 @@
                 <Hyperlink NavigateUri="{x:Static zmh:App.VersionUri}" RequestNavigate="Link_RequestNavigate">
                     <Run Text="&#xE004;" FontFamily="{StaticResource ZMHIcons}"/>
                     <Run Text="release notes"/>
-                </Hyperlink><LineBreak/>
+                </Hyperlink>
             </TextBlock>
-            
+            <Button Content="CHECK FOR UPDATES" Click="UpdateCheckButton_Click"
+                    Margin="0,8,0,12" Padding="8,0" HorizontalAlignment="Left"
+                    Style="{StaticResource ActionButtonStyle}"/>
+
             <TextBlock Style="{StaticResource AboutTextBlockStyle}">
                 <Run Text="Community" Style="{StaticResource HeaderTextStyle}"/><LineBreak/>
                 <Hyperlink NavigateUri="https://reddit.com/r/Zune" RequestNavigate="Link_RequestNavigate">
diff --git a/ZuneModdingHelper/Pages/AboutPage.xaml.cs b/ZuneModdingHelper/Pages/AboutPage.xaml.cs
index 14408b1..a436e37 100644
--- a/ZuneModdingHelper/Pages/AboutPage.xaml.cs
+++ b/ZuneModdingHelper/Pages/AboutPage.xaml.cs
@@ -1,5 +1,15 @@
-using System.Windows.Controls;
+using CommunityToolkit.Mvvm.DependencyInjection;
+using CommunityToolkit.Mvvm.Input;
+using CommunityToolkit.Mvvm.Messaging;
+using Octokit;
+using Syroot.Windows.IO;
+using System;
+using System.IO;
+using System.Linq;
+using System.Threading.Tasks;
+using System.Windows.Controls;
 using System.Windows.Navigation;
+using ZuneModdingHelper.Messages;
 
 namespace ZuneModdingHelper.Pages
 {
@@ -8,6 +18,12 @@ namespace ZuneModdingHelper.Pages
     /// </summary>
     public partial class AboutPage : UserControl
     {
+        const string UPDATES_DIALOG_TITLE = "UPDATES";
+
+        private readonly IGitHubClient? _gitHub = Ioc.Default.GetService<IGitHubClient>();
+        private ReleaseAsset _latestAsset;
+        private string _downloadedUpdatePath;
+
         public AboutPage()
         {
             InitializeComponent();
@@ -18,5 +34,135 @@ namespace ZuneModdingHelper.Pages
             App.OpenInBrowser(e.Uri.AbsoluteUri);
             e.Handled = true;
         }
+
+        private async void UpdateCheckButton_Click(object sender, System.Windows.RoutedEventArgs e)
+        {
+            if (_gitHub is null)
+                return;
+
+            WeakReferenceMessenger.Default.Send(new ShowDialogMessage(new ProgressDialogViewModel
+            {
+                Title = UPDATES_DIALOG_TITLE,
+                Description = "Checking for updates, please wait...",
+                IsIndeterminate = true,
+                ShowAffirmativeButton = false,
+            }));
+
+            try
+            {
+                // Get releases list from GitHub
+                // Why not use the `releases/latest` endpoint? Good question: https://github.com/octokit/octokit.net/issues/2916
+                var releases = await _gitHub.Repository.Release.GetAll("ZuneDev", "ZuneModdingHelper");
+                var latest = releases
+                    .Select(r => new { Release = r, Version = ReleaseVersion.Parse(r.TagName) })
+                    .OrderByDescending(t => t.Version)
+                    .ThenBy(t => t.Release.Prerelease)
+                    .First();
+
+                if (ReleaseVersion.TryParse(latest.Release.TagName, out var latestVer) || App.Version >= latestVer)
+                {
+                    WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+                    WeakReferenceMessenger.Default.Send(new ShowDialogMessage(new DialogViewModel
+                    {
+                        Title = UPDATES_DIALOG_TITLE,
+                        Description = "No updates available.\r\n\r\nYou're already using the latest version.",
+                        ShowAffirmativeButton = true,
+                    }));
+                    return;
+                }
+
+                // Newer version available, prompt user to download
+                _latestAsset = latest.Release.Assets[0];
+
+                WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+                WeakReferenceMessenger.Default.Send(new ShowDialogMessage(new DialogViewModel
+                {
+                    Title = UPDATES_DIALOG_TITLE,
+                    Description = $"Release {latest.Release.Name} is available. Would you like to download it now?",
+                    AffirmativeText = "YES",
+                    NegativeText = "NO",
+                    ShowAffirmativeButton = true,
+                    ShowNegativeButton = true,
+                    OnAction = new AsyncRelayCommand<bool>(OnUpdateDialogResult)
+                }));
+            }
+            catch
+            {
+                App.OpenInBrowser("https://github.com/ZuneDev/ZuneModdingHelper/releases");
+                WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+            }
+        }
+
+        private async Task OnUpdateDialogResult(bool accepted)
+        {
+            WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+            if (!accepted)
+                return;
+
+            ProgressDialogViewModel prog = new()
+            {
+                Title = UPDATES_DIALOG_TITLE,
+                Description = "Downloading update...\r\nThis may take a few minutes.",
+                IsIndeterminate = true,
+                ShowAffirmativeButton = false,
+                ShowNegativeButton = false,
+                Maximum = 100,
+            };
+            WeakReferenceMessenger.Default.Send(new ShowDialogMessage(prog));
+
+            // Download new version to AppData
+            string downloadedFile = Path.Combine(Path.GetTempPath(), _latestAsset.Name);
+            if (File.Exists(downloadedFile)) File.Delete(downloadedFile);
+            using (var client = new System.Net.WebClient())
+            {
+                client.DownloadProgressChanged += (object sender, System.Net.DownloadProgressChangedEventArgs e) =>
+                {
+                    // Update UI with download progress
+                    prog.Progress = e.ProgressPercentage;
+                };
+
+                prog.Progress = 0;
+                prog.IsIndeterminate = false;
+                await client.DownloadFileTaskAsync(new Uri(_latestAsset.BrowserDownloadUrl), downloadedFile);
+            }
+
+            // Ask user to save file
+            Microsoft.Win32.SaveFileDialog saveFileDialog = new()
+            {
+                FileName = _latestAsset.Name,
+                InitialDirectory = new KnownFolder(KnownFolderType.Downloads).Path
+            };
+            bool dialogResult = saveFileDialog.ShowDialog() ?? false;
+            WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+
+            if (dialogResult)
+            {
+                _downloadedUpdatePath = saveFileDialog.FileName;
+                File.Copy(downloadedFile, _downloadedUpdatePath, true);
+
+                WeakReferenceMessenger.Default.Send(new ShowDialogMessage(new DialogViewModel
+                {
+                    Title = UPDATES_DIALOG_TITLE,
+                    Description = "Update downloaded. Would you like to install the new version?",
+                    AffirmativeText = "YES",
+                    NegativeText = "NO",
+                    ShowAffirmativeButton = true,
+                    ShowNegativeButton = true,
+                    OnAction = new AsyncRelayCommand<bool>(OnLaunchUpdateDialogResult)
+                }));
+            }
+
+            File.Delete(downloadedFile);
+        }
+
+        private async Task OnLaunchUpdateDialogResult(bool accepted)
+        {
+            WeakReferenceMessenger.Default.Send<CloseDialogMessage>();
+            if (!accepted)
+                return;
+
+            // In the future, this should launch an installer
+            System.Diagnostics.Process.Start("explorer", _downloadedUpdatePath);
+        }
     }
 }