diff --git a/net-im/py-matrix-synapse/Makefile b/net-im/py-matrix-synapse/Makefile
index 2d02c4c77106..120aa8032136 100644
--- a/net-im/py-matrix-synapse/Makefile
+++ b/net-im/py-matrix-synapse/Makefile
@@ -3,7 +3,7 @@
 
 PORTNAME=	matrix-synapse
 DISTVERSIONPREFIX=	v
-DISTVERSION=	1.26.0
+DISTVERSION=	1.27.0
 CATEGORIES=	net-im python
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
diff --git a/net-im/py-matrix-synapse/distinfo b/net-im/py-matrix-synapse/distinfo
index 2311de550ad6..67f92c24c281 100644
--- a/net-im/py-matrix-synapse/distinfo
+++ b/net-im/py-matrix-synapse/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1612017277
-SHA256 (matrix-org-synapse-v1.26.0_GH0.tar.gz) = 8e9c9aaf8fb89ca74b10fb4f2d1db61973c1d34c659939b16971417c8603e1ec
-SIZE (matrix-org-synapse-v1.26.0_GH0.tar.gz) = 7134261
+TIMESTAMP = 1613744223
+SHA256 (matrix-org-synapse-v1.27.0_GH0.tar.gz) = d87ba2187210eff0571106315421a81b9bf5c5101deb5e6f849921ad28ff3f5a
+SIZE (matrix-org-synapse-v1.27.0_GH0.tar.gz) = 7159221
diff --git a/net-im/py-matrix-synapse/files/pkg-message.in b/net-im/py-matrix-synapse/files/pkg-message.in
index b64ad26de53c..702d158064a0 100644
--- a/net-im/py-matrix-synapse/files/pkg-message.in
+++ b/net-im/py-matrix-synapse/files/pkg-message.in
@@ -12,19 +12,15 @@ directory, database, and media storage with this method.
 EOM
 }
 { type: upgrade
-  maximum_version: 1.0
   message: <<EOM
-Starting with Synapse v1.0, valid TLS certificates will be required for
-server-to-server communication. Self-signed certificates often autogenerated
-with previous versions will no longer suffice. Please ensure that the
-certificate specified by the "tls_certificate_path" option in your
-homeserver.yaml points to a valid certificate.
+If you're upgrading from a previous release of synapse, please read the upgrade
+instructions at %%DOCSDIR%%/UPGRADE.rst
 EOM
 }
 { type: upgrade
+  maximum_version: 1.27.0
   message: <<EOM
-If you're upgrading from a previous release of synapse, please read the upgrade
-instructions at %%DOCSDIR%%/UPGRADE.rst
+In synapse 1.27.0, the HTML templates for SSO and email notifications now have Jinja2's autoescape enabled for files ending in .html, .htm, and .xml. If you have customised these templates and see issues when viewing them you might need to update them. Please read the upgrade instructions for further details.
 EOM
 }
 {