View Timber Tail Map Here. Timber Trail has phenominal views of the slopes and Continental Divide. This is truly the best ski in/ ski out location Breckenridge has to offer. No need to park in town or ride the Breckenridge Connect Gondola. Timber Trail is located in 4 O'Clock vicinity and is surrounded by Trappers Glen, Four O'Clock Run Sub, Snowy Ridge and Boulder Ridge. Your home is on the mountain at Timber Trail.