diff --git a/mods/randomizer/generator/data/entrance_shuffle_data.yaml b/mods/randomizer/generator/data/entrance_shuffle_data.yaml
index 510bbbb3fc..6dc3fac36a 100644
--- a/mods/randomizer/generator/data/entrance_shuffle_data.yaml
+++ b/mods/randomizer/generator/data/entrance_shuffle_data.yaml
@@ -2122,7 +2122,7 @@
     Connection: Sacred Grove Lower -> Lost Woods Lower Battle Arena
     Alias: Sacred Grove -> Lost Woods Lower Battle Arena
     Stage: 54
-    Room: 1
+    Room: 3
     Spawn: 1
     Spawn Type: "50"
     Parameters: "F01F"
@@ -2157,7 +2157,7 @@
     Spawn: 0
     Spawn Type: "00"
     Parameters: "F012"
-    State: 2
+    State: -1
   Return:
     Connection: Sacred Grove Past -> Sacred Grove Upper
     Alias: Sacred Grove Past -> Sacred Grove
@@ -2166,7 +2166,7 @@
     Spawn: 5
     Spawn Type: "10"
     Parameters: "F032"
-    State: 2
+    State: -1
 
 - Type: Overworld
   Forward:
diff --git a/mods/randomizer/src/hooks.cpp b/mods/randomizer/src/hooks.cpp
index 82102caa7f..b89c3c7ab7 100644
--- a/mods/randomizer/src/hooks.cpp
+++ b/mods/randomizer/src/hooks.cpp
@@ -658,7 +658,8 @@ HookAction hookPreSetNextStage(ModContext*, void* args, void*, void*) {
         mods::arg_ref<char const*>(args, 0),
         mods::arg_ref<s8>(args, 2),
         mods::arg_ref<s16>(args, 1),
-        mods::arg_ref<s8>(args, 3)
+        mods::arg_ref<s8>(args, 3),
+        mods::arg_ref<u32>(args, 5)
     );
     return HOOK_CONTINUE;
 }
diff --git a/mods/randomizer/src/randomizer_context.cpp b/mods/randomizer/src/randomizer_context.cpp
index 3165436437..2b3df256be 100644
--- a/mods/randomizer/src/randomizer_context.cpp
+++ b/mods/randomizer/src/randomizer_context.cpp
@@ -861,7 +861,7 @@ int randomizer_getItemAtLocation(const std::string& locationName) {
     return randomizer_GetContext().mItemLocations[nameLookupOverride(locationName)].itemId;
 }
 
-void randomizer_checkAndOverrideEntranceData(const char*& stageName, s8& roomNo, s16& pointNo, s8& mapLayer) {
+void randomizer_checkAndOverrideEntranceData(const char*& stageName, s8& roomNo, s16& pointNo, s8& mapLayer, u32& lastMode) {
     RandomizerContext::EntranceOverride override = {
         .stageId = static_cast<u8>(getStageID(stageName)), .roomNo = roomNo, .mapLayer = mapLayer, .pointNo = static_cast<s16>(pointNo)};
 
@@ -871,12 +871,28 @@ void randomizer_checkAndOverrideEntranceData(const char*& stageName, s8& roomNo,
     // }
 
     // mods::log::info("Original Stage:{}, {}, {}, {}",stageName,roomNo,pointNo,mapLayer);
-    if (randomizer_GetContext().mEntranceOverrides.contains(override)) {
-        auto& newOverride = randomizer_GetContext().mEntranceOverrides[override];
+
+    auto it = randomizer_GetContext().mEntranceOverrides.find(override);
+    if (it == randomizer_GetContext().mEntranceOverrides.end()) {
+        // If the specific layer specified isn't found, search the overrides again for layer -1
+        // This is used to resolve issues where a transition (like the door to the past) requests
+        // A specific layer to load
+        override.mapLayer = -1;
+        it = randomizer_GetContext().mEntranceOverrides.find(override);
+    }
+
+    if (it != randomizer_GetContext().mEntranceOverrides.end()) {
+        const auto& newOverride = it->second;
         stageName = allStages[newOverride.stageId];
         pointNo = newOverride.pointNo;
         roomNo = newOverride.roomNo;
         mapLayer = newOverride.mapLayer;
+
+        // Override the lastSceneMode if we are coming from a wolf dig hole
+        if ((lastMode&0xF) == 9) {
+            lastMode = (lastMode&0xFFFFFFF0);
+        }
+
         // mods::log::info("New Stage:{}, {}, {}, {}",stageName,roomNo,pointNo,mapLayer);
     }
 }
diff --git a/mods/randomizer/src/randomizer_context.hpp b/mods/randomizer/src/randomizer_context.hpp
index 7e789a500c..3f129df0b5 100644
--- a/mods/randomizer/src/randomizer_context.hpp
+++ b/mods/randomizer/src/randomizer_context.hpp
@@ -229,7 +229,7 @@ int randomizer_getItemAtLocation(const std::string& locationName);
  * @brief Overrides the given entrance paramaters if an override exists for them
  */
 void randomizer_checkAndOverrideEntranceData(
-    const char*& i_Name, s8& i_RoomNo, s16& i_Point, s8& i_Layer);
+    const char*& i_Name, s8& i_RoomNo, s16& i_Point, s8& i_Layer, u32& lastMode);
 /*
  * @brief Puts the associated flag into the randomizer state's temporary flag
  * variable. This allows the tracker/Archipelago to know a location has been checked