diff --git a/ZuneModdingHelper/App.xaml.cs b/ZuneModdingHelper/App.xaml.cs
index 77a6a3f..4792455 100644
--- a/ZuneModdingHelper/App.xaml.cs
+++ b/ZuneModdingHelper/App.xaml.cs
@@ -1,9 +1,4 @@
 using System;
-using System.Collections.Generic;
-using System.Configuration;
-using System.Data;
-using System.Linq;
-using System.Threading.Tasks;
 using System.Windows;
 
 namespace ZuneModdingHelper
@@ -13,5 +8,23 @@ namespace ZuneModdingHelper
     /// </summary>
     public partial class App : Application
     {
+        public static string Title => "Zune Modding Helper";
+
+        public static Version VersionNum => new(2021, 4, 26, 1);
+        public static string VersionStatus => "alpha";
+        public static string Version => VersionNum.ToString() + (VersionStatus != string.Empty ? "-" + VersionStatus : string.Empty);
+
+        public static bool CheckIfNewerVersion(string otherStr)
+        {
+            int idxSplit = otherStr.IndexOf('-');
+            Version otherNum = new(otherStr[..idxSplit]);
+            //string otherStatus = otherStr[(idxSplit + 1)..];
+
+            // TODO: This assumes that the VersionStatus is "alpha"
+            //bool isNotAlpha = otherStatus != VersionStatus;
+            bool isNotAlpha = !otherStr.EndsWith(VersionStatus);
+            bool isNewer = otherNum > VersionNum;
+            return isNotAlpha || isNewer;
+        }
     }
 }
diff --git a/ZuneModdingHelper/MainWindow.xaml b/ZuneModdingHelper/MainWindow.xaml
index caf5390..7b0ed32 100644
--- a/ZuneModdingHelper/MainWindow.xaml
+++ b/ZuneModdingHelper/MainWindow.xaml
@@ -7,11 +7,14 @@
                  xmlns:core="clr-namespace:ZuneModCore;assembly=ZuneModCore"
                  xmlns:mah="clr-namespace:MahApps.Metro.Controls;assembly=MahApps.Metro"
                  mc:Ignorable="d"
-                 Title="Zune Modding Helper" Height="450" Width="800"
+                 Title="{x:Static local:App.Title}" Height="450" Width="800" WindowStartupLocation="CenterScreen"
                  Loaded="Window_Loaded">
     
     <mah:MetroWindow.RightWindowCommands>
         <mah:WindowCommands>
+            <Button Style="{StaticResource MahApps.Styles.Button.WindowCommands}" Click="UpdatesButton_Click">
+                <mah:FontIcon Glyph="&#xE895;" FontFamily="Segoe MDL2 Assets" FontSize="18"/>
+            </Button>
             <Button Style="{StaticResource MahApps.Styles.Button.WindowCommands}" Click="AboutButton_Click">
                 <mah:FontIcon Glyph="&#xE946;" FontFamily="Segoe MDL2 Assets"/>
             </Button>
@@ -20,10 +23,10 @@
 
     <mah:MetroWindow.Flyouts>
         <mah:FlyoutsControl>
-            <mah:Flyout x:Name="AboutFlyout" Header="About" Position="Right">
+            <mah:Flyout x:Name="AboutFlyout" Header="About" Position="Right" IsModal="True" Theme="Adapt">
                 <TextBlock FontSize="14" Padding="16" TextWrapping="Wrap">
-                    <Run Text="Zune Modding Helper" FontWeight="Bold" FontSize="16"/><LineBreak/>
-                    <Run Text="2021.4.26-alpha"/><LineBreak/>
+                    <Run Text="{x:Static local:App.Title}" FontWeight="Bold" FontSize="16"/><LineBreak/>
+                    <Run Text="{x:Static local:App.Version}"/><LineBreak/>
                     <Hyperlink NavigateUri="https://github.com/yoshiask/ZuneModdingHelper" RequestNavigate="Link_RequestNavigate">
                         <Run Text="View source"/>
                     </Hyperlink><LineBreak/>
diff --git a/ZuneModdingHelper/MainWindow.xaml.cs b/ZuneModdingHelper/MainWindow.xaml.cs
index b3d2242..2b63866 100644
--- a/ZuneModdingHelper/MainWindow.xaml.cs
+++ b/ZuneModdingHelper/MainWindow.xaml.cs
@@ -1,22 +1,17 @@
 using ControlzEx.Theming;
+using Flurl.Http;
 using MahApps.Metro.Controls;
 using MahApps.Metro.Controls.Dialogs;
+using Newtonsoft.Json.Linq;
 using OwlCore.AbstractUI.ViewModels;
 using System;
 using System.Collections.Generic;
 using System.Diagnostics;
+using System.IO;
 using System.Linq;
-using System.Text;
 using System.Threading.Tasks;
 using System.Windows;
-using System.Windows.Controls;
-using System.Windows.Data;
-using System.Windows.Documents;
-using System.Windows.Input;
-using System.Windows.Media;
-using System.Windows.Media.Imaging;
 using System.Windows.Navigation;
-using System.Windows.Shapes;
 using ZuneModCore;
 
 namespace ZuneModdingHelper
@@ -139,5 +134,65 @@ namespace ZuneModdingHelper
             });
             e.Handled = true;
         }
+
+        private async void UpdatesButton_Click(object sender, RoutedEventArgs e)
+        {
+            var checkDialog = await this.ShowProgressAsync("Checking for updates...", "Please wait.", settings: defaultMetroDialogSettings);
+            checkDialog.SetIndeterminate();
+
+            // Get releases list from GitHub
+            List<JObject> releases = await "https://api.github.com/repos/yoshiask/ZuneModdingHelper/releases"
+                .WithHeader("User-Agent", App.Title).GetJsonAsync<List<JObject>>();
+            JObject latest = releases[0];
+            if (!App.CheckIfNewerVersion(latest["tag_name"].Value<string>()))
+            {
+                // Already up-to-date
+                await checkDialog.CloseAsync();
+                await this.ShowMessageAsync("No updates available", "You're already using the latest version.", settings: defaultMetroDialogSettings);
+                return;
+            }
+
+            // Newer version available, prompt user to download
+            MetroDialogSettings promptSettings = new()
+            {
+                ColorScheme = MetroDialogColorScheme.Accented,
+                AnimateShow = true,
+                AnimateHide = true,
+                AffirmativeButtonText = "Download",
+                NegativeButtonText = "Later"
+            };
+            await checkDialog.CloseAsync();
+            var promptResult = await this.ShowMessageAsync("Update available", $"Relase {latest["name"]} is available. Would you like to download it now?",
+                MessageDialogStyle.AffirmativeAndNegative, promptSettings);
+
+            if (promptResult == MessageDialogResult.Affirmative)
+            {
+                var progDialog = await this.ShowProgressAsync("Downloading update...", "This may take a few minutes.", settings: defaultMetroDialogSettings);
+                progDialog.SetIndeterminate();
+
+                // Download new version to AppData
+                JObject asset = latest["assets"].ToObject<List<JObject>>()[0];
+                string assetName = asset["name"].Value<string>();
+                string downloadedFile = Path.Combine(Environment.GetFolderPath(Environment.SpecialFolder.ApplicationData), assetName);
+                if (File.Exists(downloadedFile)) File.Delete(downloadedFile);
+                using (var client = new System.Net.WebClient())
+                {
+                    await client.DownloadFileTaskAsync(new Uri(asset["browser_download_url"].Value<string>()), downloadedFile);
+                }
+
+                // Ask user to save file
+                Microsoft.Win32.SaveFileDialog saveFileDialog = new()
+                {
+                    FileName = Path.Combine(Environment.GetFolderPath(Environment.SpecialFolder.UserProfile), "Downloads", assetName)
+                };
+                if (saveFileDialog.ShowDialog() == true)
+                {
+                    File.Copy(downloadedFile, saveFileDialog.FileName, true);
+
+                    await progDialog.CloseAsync();
+                    await this.ShowMessageAsync("Update complete", "You may now exit this program and open the new version.", settings: defaultMetroDialogSettings);
+                }
+            }
+        }
     }
 }
diff --git a/ZuneModdingHelper/ZuneModdingHelper.csproj b/ZuneModdingHelper/ZuneModdingHelper.csproj
index 08ecde3..9871c07 100644
--- a/ZuneModdingHelper/ZuneModdingHelper.csproj
+++ b/ZuneModdingHelper/ZuneModdingHelper.csproj
@@ -12,6 +12,7 @@
   </ItemGroup>
 
   <ItemGroup>
+    <PackageReference Include="Flurl.Http" Version="3.0.1" />
     <PackageReference Include="MahApps.Metro" Version="2.4.5" />
     <PackageReference Include="Microsoft.Xaml.Behaviors.Wpf" Version="1.1.31" />
     <PackageReference Include="OwlCore" Version="0.0.1" />