diff --git a/bin/configure-fastly.js b/bin/configure-fastly.js
index c6f76411d..c3eb4cca2 100644
--- a/bin/configure-fastly.js
+++ b/bin/configure-fastly.js
@@ -24,7 +24,7 @@ var routes = routeJson.map(function (route) {
 
 async.auto({
     version: function (cb) {
-        fastly.getLatestVersion(function (err, response) {
+        fastly.getLatestActiveVersion(function (err, response) {
             if (err) return cb(err);
             // Validate latest version before continuing
             if (response.active || response.locked) {
diff --git a/bin/lib/fastly-extended.js b/bin/lib/fastly-extended.js
index 0e4467221..fbad130d5 100644
--- a/bin/lib/fastly-extended.js
+++ b/bin/lib/fastly-extended.js
@@ -24,11 +24,11 @@ module.exports = function (apiKey, serviceId) {
     };
 
     /*
-     * getLatestVersion: Get the most recent version for the configured service
+     * getLatestActiveVersion: Get the most recent version for the configured service
      *
      * @param {callback} Callback with signature *err, latestVersion)
      */
-    fastly.getLatestVersion = function (cb) {
+    fastly.getLatestActiveVersion = function (cb) {
         if (!this.serviceId) {
             return cb('Failed to get latest version. No serviceId configured');
         }
@@ -39,7 +39,14 @@ module.exports = function (apiKey, serviceId) {
             }
             var latestVersion = versions.reduce(function (lateVersion, version) {
                 if (!lateVersion) return version;
-                if (version.number > lateVersion.number) return version;
+                // if versions we're comparing are both active, or both inactive, prefer
+                // whichever has a higher version number
+                if (lateVersion.active === version.active) {
+                    if (version.number > lateVersion.number) return version;
+                    return lateVersion;
+                }
+                // if only one of the versions is active, prefer that one
+                if (version.active === true) return version;
                 return lateVersion;
             });
             return cb(null, latestVersion);
diff --git a/test/unit/lib/fastly-extended.test.js b/test/unit/lib/fastly-extended.test.js
new file mode 100644
index 000000000..edc5e78f1
--- /dev/null
+++ b/test/unit/lib/fastly-extended.test.js
@@ -0,0 +1,44 @@
+describe('fastly library', () => {
+    test('getLatestActiveVersion returns largest active VCL number', done => {
+
+        const mockedFastlyRequest = jest.fn((method, url, cb) => {
+            cb(null, [
+                {
+                    number: 4,
+                    active: false
+                },
+                {
+                    number: 1,
+                    active: true
+                },
+                {
+                    number: 2,
+                    active: true
+                },
+                {
+                    number: 3,
+                    active: false
+                }
+            ]);
+        });
+
+        jest.mock('fastly', () => (() => ({
+            request: mockedFastlyRequest
+        })));
+
+        const fastlyExtended = require('../../../bin/lib/fastly-extended'); // eslint-disable-line global-require
+        const fastlyInstance = fastlyExtended('api_key', 'service_id');
+
+        fastlyInstance.getLatestActiveVersion((err, response) => {
+            expect(err).toBe(null);
+            expect(response).toEqual({
+                number: 2,
+                active: true
+            });
+            expect(mockedFastlyRequest).toHaveBeenCalledWith(
+                'GET', '/service/service_id/version', expect.any(Function)
+            );
+            done();
+        });
+    });
+});