diff --git a/driver/registry_default.go b/driver/registry_default.go
index 62a089edb233..247e59d8d4bf 100644
--- a/driver/registry_default.go
+++ b/driver/registry_default.go
@@ -2,6 +2,7 @@ package driver
 
 import (
 	"context"
+	"crypto/sha256"
 	"net/http"
 	"strings"
 	"sync"
@@ -426,7 +427,13 @@ func (m *RegistryDefault) SelfServiceErrorHandler() *errorx.Handler {
 }
 
 func (m *RegistryDefault) CookieManager(ctx context.Context) sessions.StoreExact {
-	cs := sessions.NewCookieStore(m.Config(ctx).SecretsSession()...)
+	var keys [][]byte
+	for _, k := range m.Config(ctx).SecretsSession() {
+		encrypt := sha256.Sum256(k)
+		keys = append(keys, k, encrypt[:])
+	}
+
+	cs := sessions.NewCookieStore(keys...)
 	cs.Options.Secure = !m.Config(ctx).IsInsecureDevMode()
 	cs.Options.HttpOnly = true
 
diff --git a/session/manager_http_test.go b/session/manager_http_test.go
index 5641534feb69..f754ee0c55ba 100644
--- a/session/manager_http_test.go
+++ b/session/manager_http_test.go
@@ -205,6 +205,31 @@ func TestManagerHTTP(t *testing.T) {
 			assert.EqualValues(t, http.StatusOK, res.StatusCode)
 		})
 
+		t.Run("case=key rotation", func(t *testing.T) {
+			original := conf.Source().Strings(config.ViperKeySecretsCookie)
+			t.Cleanup(func() {
+				conf.MustSet(config.ViperKeySecretsCookie, original)
+			})
+			conf.MustSet(config.ViperKeySessionLifespan, "1m")
+			conf.MustSet(config.ViperKeySecretsCookie, []string{"foo"})
+
+			i := identity.Identity{Traits: []byte("{}")}
+			require.NoError(t, reg.PrivilegedIdentityPool().CreateIdentity(context.Background(), &i))
+			s, _ = session.NewActiveSession(&i, conf, time.Now(), identity.CredentialsTypePassword)
+
+			c := testhelpers.NewClientWithCookies(t)
+			testhelpers.MockHydrateCookieClient(t, c, pts.URL+"/session/set")
+
+			res, err := c.Get(pts.URL + "/session/get")
+			require.NoError(t, err)
+			assert.EqualValues(t, http.StatusOK, res.StatusCode)
+
+			conf.MustSet(config.ViperKeySecretsCookie, []string{"bar", "foo"})
+			res, err = c.Get(pts.URL + "/session/get")
+			require.NoError(t, err)
+			assert.EqualValues(t, http.StatusOK, res.StatusCode)
+		})
+
 		t.Run("case=no panic on invalid cookie name", func(t *testing.T) {
 			conf.MustSet(config.ViperKeySessionLifespan, "1m")
 			conf.MustSet(config.ViperKeySessionName, "$%˜\"")