diff --git a/forms/mainwindow.ui b/forms/mainwindow.ui
index 76670b57..34ee86c6 100644
--- a/forms/mainwindow.ui
+++ b/forms/mainwindow.ui
@@ -3021,7 +3021,13 @@
     <property name="title">
      <string>File</string>
     </property>
+    <widget class="QMenu" name="menuOpen_Recent_Project">
+     <property name="title">
+      <string>Open Recent Project</string>
+     </property>
+    </widget>
     <addaction name="action_Open_Project"/>
+    <addaction name="menuOpen_Recent_Project"/>
     <addaction name="action_Reload_Project"/>
     <addaction name="action_Save"/>
     <addaction name="action_Save_Project"/>
diff --git a/include/config.h b/include/config.h
index 16dc29f0..7ae31839 100644
--- a/include/config.h
+++ b/include/config.h
@@ -51,7 +51,7 @@ public:
         reset();
     }
     virtual void reset() override {
-        this->recentProject = "";
+        this->recentProjects.clear();
         this->reopenOnLaunch = true;
         this->mapSortOrder = MapSortOrder::Group;
         this->prettyCursors = true;
@@ -73,7 +73,8 @@ public:
         this->projectSettingsTab = 0;
         this->warpBehaviorWarningDisabled = false;
     }
-    void setRecentProject(QString project);
+    void addRecentProject(QString project);
+    void setRecentProjects(QStringList projects);
     void setReopenOnLaunch(bool enabled);
     void setMapSortOrder(MapSortOrder order);
     void setPrettyCursors(bool enabled);
@@ -101,6 +102,7 @@ public:
     void setProjectSettingsTab(int tab);
     void setWarpBehaviorWarningDisabled(bool disabled);
     QString getRecentProject();
+    QStringList getRecentProjects();
     bool getReopenOnLaunch();
     MapSortOrder getMapSortOrder();
     bool getPrettyCursors();
@@ -134,7 +136,7 @@ protected:
     virtual void onNewConfigFileCreated() override {};
     virtual void setUnreadKeys() override {};
 private:
-    QString recentProject;
+    QStringList recentProjects;
     bool reopenOnLaunch;
     QString stringFromByteArray(QByteArray);
     QByteArray bytesFromString(QString);
diff --git a/include/mainwindow.h b/include/mainwindow.h
index 1b1b9123..6ff8a1d3 100644
--- a/include/mainwindow.h
+++ b/include/mainwindow.h
@@ -354,6 +354,7 @@ private:
     bool setInitialMap();
     void setRecentMap(QString map_name);
     QStandardItem* createMapItem(QString mapName, int groupNum, int inGroupNum);
+    void refreshRecentProjectsMenu();
 
     void drawMapListIcons(QAbstractItemModel *model);
     void updateMapList();
diff --git a/src/config.cpp b/src/config.cpp
index 088fa8b3..61a6fc21 100644
--- a/src/config.cpp
+++ b/src/config.cpp
@@ -319,7 +319,8 @@ QString PorymapConfig::getConfigFilepath() {
 
 void PorymapConfig::parseConfigKeyValue(QString key, QString value) {
     if (key == "recent_project") {
-        this->recentProject = value;
+        this->recentProjects = value.split(",", Qt::SkipEmptyParts);
+        this->recentProjects.removeDuplicates();
     } else if (key == "reopen_on_launch") {
         this->reopenOnLaunch = getConfigBool(key, value);
     } else if (key == "pretty_cursors") {
@@ -404,7 +405,7 @@ void PorymapConfig::parseConfigKeyValue(QString key, QString value) {
 
 QMap<QString, QString> PorymapConfig::getKeyValueMap() {
     QMap<QString, QString> map;
-    map.insert("recent_project", this->recentProject);
+    map.insert("recent_project", this->recentProjects.join(","));
     map.insert("reopen_on_launch", this->reopenOnLaunch ? "1" : "0");
     map.insert("pretty_cursors", this->prettyCursors ? "1" : "0");
     map.insert("map_sort_order", mapSortOrderMap.value(this->mapSortOrder));
@@ -460,8 +461,14 @@ QByteArray PorymapConfig::bytesFromString(QString in) {
     return ba;
 }
 
-void PorymapConfig::setRecentProject(QString project) {
-    this->recentProject = project;
+void PorymapConfig::addRecentProject(QString project) {
+    this->recentProjects.removeOne(project);
+    this->recentProjects.prepend(project);
+    this->save();
+}
+
+void PorymapConfig::setRecentProjects(QStringList projects) {
+    this->recentProjects = projects;
     this->save();
 }
 
@@ -599,7 +606,11 @@ void PorymapConfig::setProjectSettingsTab(int tab) {
 }
 
 QString PorymapConfig::getRecentProject() {
-    return this->recentProject;
+    return this->recentProjects.value(0);
+}
+
+QStringList PorymapConfig::getRecentProjects() {
+    return this->recentProjects;
 }
 
 bool PorymapConfig::getReopenOnLaunch() {
diff --git a/src/mainwindow.cpp b/src/mainwindow.cpp
index d9067343..2028f5b6 100644
--- a/src/mainwindow.cpp
+++ b/src/mainwindow.cpp
@@ -65,12 +65,8 @@ MainWindow::MainWindow(QWidget *parent) :
     cleanupLargeLog();
 
     this->initWindow();
-    if (!this->openRecentProject()) {
-        setWindowDisabled(true);
-    } else {
-        setWindowDisabled(false);
+    if (this->openRecentProject())
         on_toolButton_Paint_clicked();
-    }
 
     // there is a bug affecting macOS users, where the trackpad deilveres a bad touch-release gesture
     // the warning is a bit annoying, so it is disabled here
@@ -93,6 +89,8 @@ void MainWindow::setWindowDisabled(bool disabled) {
     ui->menuBar->setDisabled(false);
     ui->menuFile->setDisabled(false);
     ui->action_Open_Project->setDisabled(false);
+    ui->menuOpen_Recent_Project->setDisabled(false);
+    refreshRecentProjectsMenu();
     ui->action_Exit->setDisabled(false);
     ui->menuHelp->setDisabled(false);
     ui->actionAbout_Porymap->setDisabled(false);
@@ -506,6 +504,7 @@ bool MainWindow::openRecentProject() {
 bool MainWindow::openProject(QString dir) {
     if (dir.isNull()) {
         projectOpenFailure = true;
+        setWindowDisabled(true);
         return false;
     }
 
@@ -553,18 +552,23 @@ bool MainWindow::openProject(QString dir) {
                 .arg(getLogPath())
                 .arg(getMostRecentError());
         msgBox.critical(nullptr, "Error Opening Project", errorMsg);
+        setWindowDisabled(true);
         return false;
     }
     
     showWindowTitle();
     this->statusBar()->showMessage(QString("Opened project %1").arg(nativeDir));
 
+    porymapConfig.addRecentProject(dir);
+    refreshRecentProjectsMenu();
+
     prefab.initPrefabUI(
                 editor->metatile_selector_item,
                 ui->scrollAreaWidgetContents_Prefabs,
                 ui->label_prefabHelp,
                 editor->map);
     Scripting::cb_ProjectOpened(dir);
+    setWindowDisabled(false);
     return true;
 }
 
@@ -599,6 +603,36 @@ bool MainWindow::setInitialMap() {
     return false;
 }
 
+void MainWindow::refreshRecentProjectsMenu() {
+    ui->menuOpen_Recent_Project->clear();
+    QStringList recentProjects = porymapConfig.getRecentProjects();
+
+    if (isProjectOpen()) {
+        // Don't show the currently open project in this menu
+        recentProjects.removeOne(this->editor->project->root);
+    }
+
+    // Add project paths to menu. Arbitrary limit of 10 items.
+    const int numItems = qMin(10, recentProjects.length());
+    for (int i = 0; i < numItems; i++) {
+        const QString path = recentProjects.at(i);
+        ui->menuOpen_Recent_Project->addAction(path, [this, path](){
+           this->openProject(path);
+        });
+    }
+
+    // Add action to clear list of paths
+    if (!recentProjects.isEmpty()) ui->menuOpen_Recent_Project->addSeparator();
+    QAction *clearAction = ui->menuOpen_Recent_Project->addAction("Clear Items", [this](){
+        QStringList paths = QStringList();
+        if (isProjectOpen())
+            paths.append(this->editor->project->root);
+        porymapConfig.setRecentProjects(paths);
+        this->refreshRecentProjectsMenu();
+    });
+    clearAction->setEnabled(!recentProjects.isEmpty());
+}
+
 void MainWindow::openSubWindow(QWidget * window) {
     if (!window) return;
 
@@ -628,8 +662,7 @@ void MainWindow::on_action_Open_Project_triggered()
             Scripting::cb_ProjectClosed(this->editor->project->root);
             this->ui->graphicsView_Map->clearOverlayMap();
         }
-        porymapConfig.setRecentProject(dir);
-        setWindowDisabled(!openProject(dir));
+        openProject(dir);
     }
 }
 
@@ -642,10 +675,8 @@ void MainWindow::on_action_Reload_Project_triggered() {
     warning.setDefaultButton(QMessageBox::Cancel);
     warning.setIcon(QMessageBox::Warning);
 
-    if (warning.exec() == QMessageBox::Ok) {
-        if (!openProject(editor->project->root))
-            setWindowDisabled(true);
-    }
+    if (warning.exec() == QMessageBox::Ok)
+        openProject(editor->project->root);
 }
 
 bool MainWindow::setMap(QString map_name, bool scrollTreeView) {