diff --git a/worlds/smw/Levels.py b/worlds/smw/Levels.py
index e61a312b8d9..91f065b161b 100644
--- a/worlds/smw/Levels.py
+++ b/worlds/smw/Levels.py
@@ -1,6 +1,48 @@
 
 from .Names import LocationName
 
+
+class BowserRoom():
+    name: str
+    exitAddress: int
+    roomID: int
+
+    def __init__(self, name: str, exitAddress: int, roomID: int):
+        self.name        = name
+        self.exitAddress = exitAddress
+        self.roomID      = roomID
+
+full_bowser_rooms = [
+    BowserRoom("Hallway 1 - Door 1", 0x3A680, 0x0D),
+    BowserRoom("Hallway 1 - Door 2", 0x3A684, 0x0D),
+    BowserRoom("Hallway 1 - Door 3", 0x3A688, 0x0D),
+    BowserRoom("Hallway 1 - Door 4", 0x3A68C, 0x0D),
+    BowserRoom("Hallway 2 - Door 1", 0x3A8CB, 0xD0),
+    BowserRoom("Hallway 2 - Door 2", 0x3A8CF, 0xD0),
+    BowserRoom("Hallway 2 - Door 3", 0x3A8D3, 0xD0),
+    BowserRoom("Hallway 2 - Door 4", 0x3A8D7, 0xD0),
+
+    BowserRoom("Room 1", 0x3A705, 0xD4),
+    BowserRoom("Room 2", 0x3A763, 0xD3),
+    BowserRoom("Room 3", 0x3A800, 0xD2),
+    BowserRoom("Room 4", 0x3A83D, 0xD1),
+    BowserRoom("Room 5", 0x3A932, 0xCF),
+    BowserRoom("Room 6", 0x3A9E1, 0xCE),
+    BowserRoom("Room 7", 0x3AA75, 0xCD),
+    BowserRoom("Room 8", 0x3AAC7, 0xCC),
+]
+
+standard_bowser_rooms = [
+    BowserRoom("Room 1", 0x3A705, 0xD4),
+    BowserRoom("Room 2", 0x3A763, 0xD3),
+    BowserRoom("Room 3", 0x3A800, 0xD2),
+    BowserRoom("Room 4", 0x3A83D, 0xD1),
+    BowserRoom("Room 5", 0x3A932, 0xCF),
+    BowserRoom("Room 6", 0x3A9E1, 0xCE),
+    BowserRoom("Room 7", 0x3AA75, 0xCD),
+    BowserRoom("Room 8", 0x3AAC7, 0xCC),
+]
+
 class SMWPath():
     thisEndDirection: int
     otherLevelID: int
@@ -30,7 +72,7 @@ def __init__(self, levelName: str, levelIDAddress: int, eventIDValue: int, exit1
         #self.progressByte   = progressByte # Inferred from EventIDValue: (ID / 8) + $1F02
         #self.progressBit    = progressBit  # Inferred from EventIDValue: 1 << (7 - (ID % 8))
         self.exit1Path   = exit1Path
-        self.exit2Path   = exit2Path
+        self.exit2Path   = exit2Path 
 
 
 level_info_dict = {
diff --git a/worlds/smw/Options.py b/worlds/smw/Options.py
index 65ecbbd7712..65b82779606 100644
--- a/worlds/smw/Options.py
+++ b/worlds/smw/Options.py
@@ -58,7 +58,7 @@ class BowserCastleDoors(Choice):
     Vanilla: Front and Back Doors behave as vanilla
     Fast: Both doors behave as the Back Door
     Slow: Both doors behave as the Front Door
-    "Front Door" requires beating all 8 Rooms
+    "Front Door" rooms depend on the `bowser_castle_rooms` option
     "Back Door" only requires going through the dark hallway to Bowser
     """
     display_name = "Bowser Castle Doors"
@@ -68,6 +68,24 @@ class BowserCastleDoors(Choice):
     default = 0
 
 
+class BowserCastleRooms(Choice):
+    """
+    How the rooms of Bowser's Castle Front Door behave
+    Vanilla: You can choose which rooms to enter, as in vanilla
+    Random Two Room: Two random rooms are chosen
+    Random Five Room: Five random rooms are chosen
+    Gauntlet: All eight rooms must be cleared
+    Labyrinth: Which room leads to Bowser?
+    """
+    display_name = "Bowser Castle Rooms"
+    option_vanilla = 0
+    option_random_two_room = 1
+    option_random_five_room = 2
+    option_gauntlet = 3
+    option_labyrinth = 4
+    default = 1
+
+
 class LevelShuffle(Toggle):
     """
     Whether levels are shuffled
@@ -220,6 +238,7 @@ class StartingLifeCount(Range):
     "percentage_of_yoshi_eggs": PercentageOfYoshiEggs,
     "dragon_coin_checks": DragonCoinChecks,
     "bowser_castle_doors": BowserCastleDoors,
+    "bowser_castle_rooms": BowserCastleRooms,
     "level_shuffle": LevelShuffle,
     "swap_donut_gh_exits": SwapDonutGhostHouseExits,
     #"display_sent_item_popups": DisplaySentItemPopups,
diff --git a/worlds/smw/Rom.py b/worlds/smw/Rom.py
index 4641141c389..1e6dd35bed9 100644
--- a/worlds/smw/Rom.py
+++ b/worlds/smw/Rom.py
@@ -1,7 +1,7 @@
 import Utils
 from worlds.Files import APDeltaPatch
 from .Aesthetics import generate_shuffled_header_data
-from .Levels import level_info_dict
+from .Levels import level_info_dict, full_bowser_rooms, standard_bowser_rooms
 from .Names.TextBox import generate_goal_text, title_text_mapping, generate_text_box
 
 USHASH = 'cdd3c8c37322978ca8669b34bc89c804'
@@ -728,6 +728,60 @@ def handle_swap_donut_gh_exits(rom):
     rom.write_bytes(0x26371, bytes([0x32]))
 
 
+def handle_bowser_rooms(rom, world, player):
+    if world.bowser_castle_rooms[player] == "random_two_room":
+        chosen_rooms = world.random.sample(standard_bowser_rooms, 2)
+
+        rom.write_byte(0x3A680, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A684, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A688, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A68C, chosen_rooms[0].roomID)
+
+        for i in range(1, len(chosen_rooms)):
+            rom.write_byte(chosen_rooms[i-1].exitAddress, chosen_rooms[i].roomID)
+
+        rom.write_byte(chosen_rooms[len(chosen_rooms)-1].exitAddress, 0xBD)
+
+    elif world.bowser_castle_rooms[player] == "random_five_room":
+        chosen_rooms = world.random.sample(standard_bowser_rooms)
+
+        rom.write_byte(0x3A680, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A684, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A688, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A68C, chosen_rooms[0].roomID)
+
+        for i in range(1, len(chosen_rooms)):
+            rom.write_byte(chosen_rooms[i-1].exitAddress, chosen_rooms[i].roomID)
+
+        rom.write_byte(chosen_rooms[len(chosen_rooms)-1].exitAddress, 0xBD)
+
+    elif world.bowser_castle_rooms[player] == "gauntlet":
+        chosen_rooms = standard_bowser_rooms.copy()
+        world.random.shuffle(chosen_rooms)
+
+        rom.write_byte(0x3A680, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A684, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A688, chosen_rooms[0].roomID)
+        rom.write_byte(0x3A68C, chosen_rooms[0].roomID)
+
+        for i in range(1, len(chosen_rooms)):
+            rom.write_byte(chosen_rooms[i-1].exitAddress, chosen_rooms[i].roomID)
+
+        rom.write_byte(chosen_rooms[len(chosen_rooms)-1].exitAddress, 0xBD)
+    elif world.bowser_castle_rooms[player] == "labyrinth":
+        bowser_rooms_copy = full_bowser_rooms.copy()
+
+        entrance_point = bowser_rooms_copy.pop(0)
+
+        world.random.shuffle(bowser_rooms_copy)
+
+        rom.write_byte(entrance_point.exitAddress, bowser_rooms_copy[0].roomID)
+        for i in range(0, len(bowser_rooms_copy) - 1):
+            rom.write_byte(bowser_rooms_copy[i].exitAddress, bowser_rooms_copy[i+1].roomID)
+
+        rom.write_byte(chosen_rooms[len(chosen_rooms)-1].exitAddress, 0xBD)
+
+
 def patch_rom(world, rom, player, active_level_dict):
     local_random = world.slot_seeds[player]
 
@@ -739,18 +793,7 @@ def patch_rom(world, rom, player, active_level_dict):
     intro_text = generate_text_box("Bowser has stolen all of Mario's abilities. Can you help Mario travel across Dinosaur land to get them back and save the Princess from him?")
     rom.write_bytes(0x2A5D9, intro_text)
 
-    # Force all 8 Bowser's Castle Rooms
-    rom.write_byte(0x3A680, 0xD4)
-    rom.write_byte(0x3A684, 0xD4)
-    rom.write_byte(0x3A688, 0xD4)
-    rom.write_byte(0x3A68C, 0xD4)
-    rom.write_byte(0x3A705, 0xD3)
-    rom.write_byte(0x3A763, 0xD2)
-    rom.write_byte(0x3A800, 0xD1)
-    rom.write_byte(0x3A83D, 0xCF)
-    rom.write_byte(0x3A932, 0xCE)
-    rom.write_byte(0x3A9E1, 0xCD)
-    rom.write_byte(0x3AA75, 0xCC)
+    handle_bowser_rooms(rom, world, player)
 
     # Prevent Title Screen Deaths
     rom.write_byte(0x1C6A, 0x80)