diff --git a/ext/openssl/History.md b/ext/openssl/History.md
index daca20c201..46435f9be6 100644
--- a/ext/openssl/History.md
+++ b/ext/openssl/History.md
@@ -1,3 +1,20 @@
+Version 2.2.1
+=============
+
+Merged changes in 2.1.3. Additionally, the following issues are fixed by this
+release.
+
+Bug fixes
+---------
+
+* Fix crash in `OpenSSL::Timestamp::{Request,Response,TokenInfo}.new` when
+  invalid arguments are given.
+  [[GitHub #407]](https://github.com/ruby/openssl/pull/407)
+* Fix `OpenSSL::Timestamp::Factory#create_timestamp` with LibreSSL on platforms
+  where `time_t` has a different size from `long`.
+  [[GitHub #454]](https://github.com/ruby/openssl/pull/454)
+
+
 Version 2.2.0
 =============
 
diff --git a/ext/openssl/lib/openssl/version.rb b/ext/openssl/lib/openssl/version.rb
index 9c7515ba0f..d541cbf162 100644
--- a/ext/openssl/lib/openssl/version.rb
+++ b/ext/openssl/lib/openssl/version.rb
@@ -1,5 +1,5 @@
 # frozen_string_literal: true
 
 module OpenSSL
-  VERSION = "2.2.0"
+  VERSION = "2.2.1"
 end
diff --git a/ext/openssl/openssl.gemspec b/ext/openssl/openssl.gemspec
index f178e7025d..3581637272 100644
--- a/ext/openssl/openssl.gemspec
+++ b/ext/openssl/openssl.gemspec
@@ -1,6 +1,6 @@
 Gem::Specification.new do |spec|
   spec.name          = "openssl"
-  spec.version       = "2.2.0"
+  spec.version       = "2.2.1"
   spec.authors       = ["Martin Bosslet", "SHIBATA Hiroshi", "Zachary Scott", "Kazuki Yamaguchi"]
   spec.email         = ["ruby-core@ruby-lang.org"]
   spec.summary       = %q{OpenSSL provides SSL, TLS and general purpose cryptography.}