diff --git a/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockCommandRequestTranslator.java b/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockCommandRequestTranslator.java
index 28cbf4c4..e7d4c748 100644
--- a/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockCommandRequestTranslator.java
+++ b/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockCommandRequestTranslator.java
@@ -34,6 +34,7 @@ import org.geysermc.connector.network.translators.Translator;
 
 import com.github.steveice10.mc.protocol.packet.ingame.client.ClientChatPacket;
 import com.nukkitx.protocol.bedrock.packet.CommandRequestPacket;
+import org.geysermc.connector.utils.MessageUtils;
 
 @Translator(packet = CommandRequestPacket.class)
 public class BedrockCommandRequestTranslator extends PacketTranslator<CommandRequestPacket> {
@@ -45,7 +46,13 @@ public class BedrockCommandRequestTranslator extends PacketTranslator<CommandReq
         if (session.getConnector().getPlatformType() == PlatformType.STANDALONE && command.startsWith("geyser ") && commandMap.getCommands().containsKey(command.split(" ")[1])) {
             commandMap.runCommand(session, command);
         } else {
-            ClientChatPacket chatPacket = new ClientChatPacket(packet.getCommand());
+            String message = packet.getCommand().trim();
+
+            if (MessageUtils.isTooLong(message, session)) {
+                return;
+            }
+
+            ClientChatPacket chatPacket = new ClientChatPacket(message);
             session.getDownstream().getSession().send(chatPacket);
         }
     }
diff --git a/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockTextTranslator.java b/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockTextTranslator.java
index 1c841631..4dfe4c76 100644
--- a/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockTextTranslator.java
+++ b/connector/src/main/java/org/geysermc/connector/network/translators/bedrock/BedrockTextTranslator.java
@@ -31,6 +31,7 @@ import org.geysermc.connector.network.translators.Translator;
 
 import com.github.steveice10.mc.protocol.packet.ingame.client.ClientChatPacket;
 import com.nukkitx.protocol.bedrock.packet.TextPacket;
+import org.geysermc.connector.utils.MessageUtils;
 
 @Translator(packet = TextPacket.class)
 public class BedrockTextTranslator extends PacketTranslator<TextPacket> {
@@ -38,12 +39,24 @@ public class BedrockTextTranslator extends PacketTranslator<TextPacket> {
     @Override
     public void translate(TextPacket packet, GeyserSession session) {
         if (packet.getMessage().charAt(0) == '.') {
-            ClientChatPacket chatPacket = new ClientChatPacket(packet.getMessage().replace(".", "/"));
+            String message = packet.getMessage().replace(".", "/").trim();
+
+            if (MessageUtils.isTooLong(message, session)) {
+                return;
+            }
+
+            ClientChatPacket chatPacket = new ClientChatPacket(message);
             session.getDownstream().getSession().send(chatPacket);
             return;
         }
 
-        ClientChatPacket chatPacket = new ClientChatPacket(packet.getMessage());
+        String message = packet.getMessage().trim();
+
+        if (MessageUtils.isTooLong(message, session)) {
+            return;
+        }
+
+        ClientChatPacket chatPacket = new ClientChatPacket(message);
         session.getDownstream().getSession().send(chatPacket);
     }
 }
diff --git a/connector/src/main/java/org/geysermc/connector/utils/MessageUtils.java b/connector/src/main/java/org/geysermc/connector/utils/MessageUtils.java
index b47e86ee..f0228309 100644
--- a/connector/src/main/java/org/geysermc/connector/utils/MessageUtils.java
+++ b/connector/src/main/java/org/geysermc/connector/utils/MessageUtils.java
@@ -32,6 +32,7 @@ import com.google.gson.JsonElement;
 import com.google.gson.JsonObject;
 import com.google.gson.JsonParser;
 import com.google.gson.JsonPrimitive;
+import org.geysermc.connector.network.session.GeyserSession;
 
 import java.util.*;
 import java.util.regex.Matcher;
@@ -294,4 +295,14 @@ public class MessageUtils {
         }
         return "";
     }
+
+    public static boolean isTooLong(String message, GeyserSession session) {
+        if (message.length() > 256) {
+            // TODO: Add Geyser localization and translate this based on language
+            session.sendMessage("Your message is bigger than 256 characters (" + message.length() + ") so it has not been sent.");
+            return false;
+        }
+
+        return true;
+    }
 }