Listings >> Trails & Scenery Upper Winner Creek Trail Beautiful but challenging trail up to Blueberry Pass Sponsor Advertisement Extension to Lower Winner Creek Trail – plan for a full day trip Multiple water crossings. 9 miles to Berry Pass – Difficult Aerial Pics were made possible by Alpine Air. Thanks Deb! Until we get more information for this page. We really recommend the Alaska Hike Search. They have a great “Upper Winner Creek”” page. Sponsor Advertisement Anchorage 99587 AK US Get directions Sponsor Advertisement Trails & Scenery Photo gallery All photos (7)