View from highway - Photo Yukon highway sign NOTE: This highway 'The Top of the World Highway', on both sides of the Canada / United States border is not maintained in the winter. Check before traveling, as to highway conditions in the spring and fall. Yukon Top of the World Highway The Top of the World Highway, Connects Dawson City in the Yukon Territory with the Alaska, USA border, where it joins the Taylor Highway (Alaska highway #5) west to Chicken and Tetlin Junction & the Alaska Highway.