diff --git a/WebHostLib/options.py b/WebHostLib/options.py
index 545556d4bb4c..a4d7ccc17c9f 100644
--- a/WebHostLib/options.py
+++ b/WebHostLib/options.py
@@ -106,6 +106,9 @@ def get_html_doc(option_type: type(Options.Option)) -> str:
                     if sub_option_id == option.default:
                         this_option["defaultValue"] = sub_option_name
 
+                if not this_option["defaultValue"]:
+                    this_option["defaultValue"] = "random"
+
             elif issubclass(option, Options.Range):
                 game_options[option_name] = {
                     "type": "range",
@@ -157,6 +160,14 @@ def get_html_doc(option_type: type(Options.Option)) -> str:
             json.dump(player_settings, f, indent=2, separators=(',', ': '))
 
         if not world.hidden and world.web.settings_page is True:
+            # Add the random option to Choice, TextChoice, and Toggle settings
+            for option in game_options.values():
+                if option["type"] == "select":
+                    option["options"].append({"name": "Random", "value": "random"})
+
+                    if not option["defaultValue"]:
+                        option["defaultValue"] = "random"
+
             weighted_settings["baseOptions"]["game"][game_name] = 0
             weighted_settings["games"][game_name] = {}
             weighted_settings["games"][game_name]["gameSettings"] = game_options
diff --git a/WebHostLib/static/assets/weighted-settings.js b/WebHostLib/static/assets/weighted-settings.js
index e914197d4c8c..e471e0837a46 100644
--- a/WebHostLib/static/assets/weighted-settings.js
+++ b/WebHostLib/static/assets/weighted-settings.js
@@ -470,7 +470,17 @@ const buildWeightedSettingsDiv = (game, settings, gameItems, gameLocations) => {
           const tr = document.createElement('tr');
             const tdLeft = document.createElement('td');
             tdLeft.classList.add('td-left');
-            tdLeft.innerText = option;
+            switch(option){
+              case 'random':
+                tdLeft.innerText = 'Random';
+                break;
+              case 'random-low':
+                tdLeft.innerText = "Random (Low)";
+                break;
+              case 'random-high':
+                tdLeft.innerText = "Random (High)";
+                break;
+            }
             tr.appendChild(tdLeft);
 
             const tdMiddle = document.createElement('td');