diff --git a/communicator/winrm/provisioner.go b/communicator/winrm/provisioner.go
index 94e0170e1..5cef1309d 100644
--- a/communicator/winrm/provisioner.go
+++ b/communicator/winrm/provisioner.go
@@ -19,6 +19,9 @@ const (
 	// DefaultPort is used if there is no port given
 	DefaultPort = 5985
 
+	// DefaultHTTPSPort is used if there is no port given and HTTPS is true
+	DefaultHTTPSPort = 5986
+
 	// DefaultScriptPath is used as the path to copy the file to
 	// for remote execution if not provided otherwise.
 	DefaultScriptPath = "C:/Temp/terraform_%RAND%.cmd"
@@ -80,7 +83,11 @@ func parseConnectionInfo(s *terraform.InstanceState) (*connectionInfo, error) {
 	connInfo.Host = shared.IpFormat(connInfo.Host)
 
 	if connInfo.Port == 0 {
-		connInfo.Port = DefaultPort
+		if connInfo.HTTPS {
+			connInfo.Port = DefaultHTTPSPort
+		} else {
+			connInfo.Port = DefaultPort
+		}
 	}
 	if connInfo.ScriptPath == "" {
 		connInfo.ScriptPath = DefaultScriptPath
diff --git a/communicator/winrm/provisioner_test.go b/communicator/winrm/provisioner_test.go
index e2494657f..fbc45c34b 100644
--- a/communicator/winrm/provisioner_test.go
+++ b/communicator/winrm/provisioner_test.go
@@ -6,6 +6,31 @@ import (
 	"github.com/hashicorp/terraform/terraform"
 )
 
+func TestProvisioner_defaultHTTPSPort(t *testing.T) {
+	r := &terraform.InstanceState{
+		Ephemeral: terraform.EphemeralState{
+			ConnInfo: map[string]string{
+				"type":     "winrm",
+				"user":     "Administrator",
+				"password": "supersecret",
+				"host":     "127.0.0.1",
+				"https":    "true",
+			},
+		},
+	}
+
+	conf, err := parseConnectionInfo(r)
+	if err != nil {
+		t.Fatalf("err: %v", err)
+	}
+	if conf.Port != 5986 {
+		t.Fatalf("expected: %v: got: %v", 5986, conf)
+	}
+	if conf.HTTPS != true {
+		t.Fatalf("expected: %v: got: %v", true, conf)
+	}
+}
+
 func TestProvisioner_connInfo(t *testing.T) {
 	r := &terraform.InstanceState{
 		Ephemeral: terraform.EphemeralState{