diff --git a/sqlmesh/core/config/connection.py b/sqlmesh/core/config/connection.py
index 9e3a210e5e..584db35a99 100644
--- a/sqlmesh/core/config/connection.py
+++ b/sqlmesh/core/config/connection.py
@@ -561,6 +561,20 @@ class DuckDBConnectionConfig(BaseDuckDBConnectionConfig):
     DISPLAY_NAME: t.ClassVar[t.Literal["DuckDB"]] = "DuckDB"
     DISPLAY_ORDER: t.ClassVar[t.Literal[1]] = 1
 
+    @property
+    def _extra_engine_config(self) -> t.Dict[str, t.Any]:
+        config: t.Dict[str, t.Any] = {}
+        if self.secrets:
+            if isinstance(self.secrets, list):
+                secrets_items = [(secret_dict, "") for secret_dict in self.secrets]
+            else:
+                secrets_items = [
+                    (secret_dict, secret_name)
+                    for secret_name, secret_dict in self.secrets.items()
+                ]
+            config["s3_secrets_config"] = secrets_items
+        return config
+
 
 class SnowflakeConnectionConfig(ConnectionConfig):
     """Configuration for the Snowflake connection.
diff --git a/sqlmesh/core/engine_adapter/duckdb.py b/sqlmesh/core/engine_adapter/duckdb.py
index 3b057219e0..c354e504f5 100644
--- a/sqlmesh/core/engine_adapter/duckdb.py
+++ b/sqlmesh/core/engine_adapter/duckdb.py
@@ -1,5 +1,8 @@
 from __future__ import annotations
 
+import logging
+import threading
+import time
 import typing as t
 from sqlglot import exp
 from pathlib import Path
@@ -23,6 +26,8 @@
     from sqlmesh.core._typing import SchemaName, TableName
     from sqlmesh.core.engine_adapter._typing import DF
 
+logger = logging.getLogger(__name__)
+
 
 @set_catalog(override_mapping={"_get_data_objects": CatalogSupport.REQUIRES_SET_CATALOG})
 class DuckDBEngineAdapter(LogicalMergeMixin, GetCurrentCatalogFromFunctionMixin, RowDiffMixin):
@@ -38,6 +43,85 @@ class DuckDBEngineAdapter(LogicalMergeMixin, GetCurrentCatalogFromFunctionMixin,
     SUPPORTS_CREATE_DROP_CATALOG = True
     SUPPORTED_DROP_CASCADE_OBJECT_KINDS = ["SCHEMA", "TABLE", "VIEW"]
 
+    # DuckDB STS AssumeRole tokens expire after 900s (15 min, the AWS minimum).
+    # DuckDB's `refresh: auto` does not actually refresh credentials mid-session.
+    # We proactively recreate secrets before expiry to avoid HTTP 400 errors.
+    # See: https://github.com/duckdb/duckdb-httpfs/pull/165
+    _S3_SECRET_REFRESH_INTERVAL_S = 720  # 12 minutes (80% of 900s TTL)
+
+    def __init__(self, *args: t.Any, **kwargs: t.Any):
+        super().__init__(*args, **kwargs)
+        # s3_secrets_config arrives via _extra_engine_config from DuckDBConnectionConfig
+        # and is stored in self._extra_config by the base EngineAdapter.__init__.
+        # It propagates through with_settings() automatically via _extra_config.
+        self._s3_secrets_config: t.Optional[t.List[t.Tuple[t.Dict[str, t.Any], str]]] = (
+            self._extra_config.get("s3_secrets_config")
+        )
+        self._s3_secret_refresh_lock = threading.Lock()
+        self._last_secret_refresh_ts = time.monotonic()
+
+    def _refresh_s3_secrets(self) -> None:
+        """Drop and recreate all S3 secrets to obtain fresh STS credentials.
+
+        DuckDB's httpfs extension snapshots STS credentials at secret creation time
+        and never re-queries the provider chain. When using AssumeRole with the AWS
+        minimum session duration (900s / 15 min), credentials expire mid-run for any
+        plan that takes longer than 15 minutes, causing HTTP 400 errors from S3.
+
+        This method forces fresh AssumeRole calls by dropping existing S3 secrets
+        and recreating them from the original config.
+        """
+        cursor = self.cursor
+
+        # Drop all existing S3-type secrets by querying their names from DuckDB
+        try:
+            cursor.execute(
+                "SELECT name FROM duckdb_secrets() WHERE type = 's3'"
+            )
+            existing_secrets = [row[0] for row in cursor.fetchall()]
+        except Exception:
+            existing_secrets = []
+
+        for secret_name in existing_secrets:
+            try:
+                cursor.execute(f"DROP SECRET IF EXISTS {secret_name}")
+            except Exception as e:
+                logger.warning("Failed to drop secret '%s' during refresh: %s", secret_name, e)
+
+        # Recreate from config
+        for secret_dict, secret_name in self._s3_secrets_config:  # type: ignore
+            secret_settings = [f"{field} '{setting}'" for field, setting in secret_dict.items()]
+            if secret_settings:
+                secret_clause = ", ".join(secret_settings)
+                try:
+                    cursor.execute(
+                        f"CREATE OR REPLACE SECRET {secret_name} ({secret_clause});"
+                    )
+                except Exception as e:
+                    logger.error("Failed to recreate secret during refresh: %s", e)
+                    raise
+
+        logger.info("Refreshed DuckDB S3 secrets (STS credential rotation)")
+
+    def _maybe_refresh_s3_secrets(self) -> None:
+        """Refresh S3 secrets if approaching the STS token expiry threshold."""
+        if not self._s3_secrets_config:
+            return
+        if time.monotonic() - self._last_secret_refresh_ts < self._S3_SECRET_REFRESH_INTERVAL_S:
+            return
+
+        with self._s3_secret_refresh_lock:
+            # Double-check after acquiring lock — another thread may have refreshed
+            if time.monotonic() - self._last_secret_refresh_ts < self._S3_SECRET_REFRESH_INTERVAL_S:
+                return
+
+            self._refresh_s3_secrets()
+            self._last_secret_refresh_ts = time.monotonic()
+
+    def _execute(self, sql: str, track_rows_processed: bool = False, **kwargs: t.Any) -> None:
+        self._maybe_refresh_s3_secrets()
+        super()._execute(sql, track_rows_processed, **kwargs)
+
     @property
     def catalog_support(self) -> CatalogSupport:
         return CatalogSupport.FULL_SUPPORT