diff --git a/plugins/woocommerce/changelog/try-expired-logs-filter b/plugins/woocommerce/changelog/try-expired-logs-filter
new file mode 100644
index 00000000000..d42f9f1e437
--- /dev/null
+++ b/plugins/woocommerce/changelog/try-expired-logs-filter
@@ -0,0 +1,4 @@
+Significance: minor
+Type: add
+
+Add a filter to allow preventing an expired log file from being deleted
diff --git a/plugins/woocommerce/src/Internal/Admin/Logging/LogHandlerFileV2.php b/plugins/woocommerce/src/Internal/Admin/Logging/LogHandlerFileV2.php
index 90856799762..dd509419cf6 100644
--- a/plugins/woocommerce/src/Internal/Admin/Logging/LogHandlerFileV2.php
+++ b/plugins/woocommerce/src/Internal/Admin/Logging/LogHandlerFileV2.php
@@ -237,7 +237,29 @@ class LogHandlerFileV2 extends WC_Log_Handler {
 			)
 		);
 
-		if ( is_wp_error( $files ) || count( $files ) < 1 ) {
+		if ( is_wp_error( $files ) ) {
+			return 0;
+		}
+
+		$files = array_filter(
+			$files,
+			function( $file ) use ( $timestamp ) {
+				/**
+				 * Allows preventing an expired log file from being deleted.
+				 *
+				 * @param bool $delete    True to delete the file.
+				 * @param File $file      The log file object.
+				 * @param int  $timestamp The expiration threshold.
+				 *
+				 * @since 8.7.0
+				 */
+				$delete = apply_filters( 'woocommerce_logger_delete_expired_file', true, $file, $timestamp );
+
+				return boolval( $delete );
+			}
+		);
+
+		if ( count( $files ) < 1 ) {
 			return 0;
 		}
 
@@ -254,31 +276,16 @@ class LogHandlerFileV2 extends WC_Log_Handler {
 				time(),
 				'info',
 				sprintf(
-					'%s %s',
-					sprintf(
-						esc_html(
-							// translators: %s is a number of log files.
-							_n(
-								'%s expired log file was deleted.',
-								'%s expired log files were deleted.',
-								$deleted,
-								'woocommerce'
-							)
-						),
-						number_format_i18n( $deleted )
+					esc_html(
+						// translators: %s is a number of log files.
+						_n(
+							'%s expired log file was deleted.',
+							'%s expired log files were deleted.',
+							$deleted,
+							'woocommerce'
+						)
 					),
-					sprintf(
-						esc_html(
-							// translators: %s is a number of days.
-							_n(
-								'The retention period for log files is %s day.',
-								'The retention period for log files is %s days.',
-								$retention_days,
-								'woocommerce'
-							)
-						),
-						number_format_i18n( $retention_days )
-					)
+					number_format_i18n( $deleted )
 				),
 				array(
 					'source' => 'wc_logger',
diff --git a/plugins/woocommerce/src/Internal/Admin/Logging/Settings.php b/plugins/woocommerce/src/Internal/Admin/Logging/Settings.php
index 0e8890608ef..125660842dd 100644
--- a/plugins/woocommerce/src/Internal/Admin/Logging/Settings.php
+++ b/plugins/woocommerce/src/Internal/Admin/Logging/Settings.php
@@ -154,18 +154,28 @@ class Settings {
 			'step' => 1,
 		);
 
+		$desc = array();
+
 		$hardcoded = has_filter( 'woocommerce_logger_days_to_retain_logs' );
-		$desc      = '';
 		if ( $hardcoded ) {
 			$custom_attributes['disabled'] = 'true';
 
-			$desc = sprintf(
+			$desc[] = sprintf(
 				// translators: %s is the name of a filter hook.
 				__( 'This setting cannot be changed here because it is being set by a filter on the %s hook.', 'woocommerce' ),
 				'<code>woocommerce_logger_days_to_retain_logs</code>'
 			);
 		}
 
+		$file_delete_has_filter = LogHandlerFileV2::class === $this->get_default_handler() && has_filter( 'woocommerce_logger_delete_expired_file' );
+		if ( $file_delete_has_filter ) {
+			$desc[] = sprintf(
+				// translators: %s is the name of a filter hook.
+				__( 'The %s hook has a filter set, so some log files may have different retention settings.', 'woocommerce' ),
+				'<code>woocommerce_logger_delete_expired_file</code>'
+			);
+		}
+
 		return array(
 			'title'             => __( 'Retention period', 'woocommerce' ),
 			'desc_tip'          => __( 'This sets how many days log entries will be kept before being auto-deleted.', 'woocommerce' ),
@@ -181,7 +191,7 @@ class Settings {
 				' %s',
 				__( 'days', 'woocommerce' ),
 			),
-			'desc'              => $desc,
+			'desc'              => implode( '<br><br>', $desc ),
 		);
 	}