The Tokaido Pine Tree Avenue in Oiso Town, Kanagawa Prefecture, preserves the historic landscape of Oiso-juku, a post town that once prospered along the Tokaido, the most important highway connecting Edo (Tokyo) and Kyoto during the Edo period. In the early 17th century, the Tokugawa shogunate systematically developed the Tokaido as a national road for official processions, commerce, and travel. As part of this effort, distance markers known as ichirizuka were installed, and long rows of pine and hackberry trees were planted along the road. These trees provided shade, protected travelers from wind and dust, and served as visual guides marking the route. In Oiso, rare surviving sections of this pine-lined road can still be seen at three locations along the former highway: at Keshozaka and Sanno-cho, in front of Oiso Junior High School, and near the Oiso Police Station. Among them, the stretch west of Oiso Junior High School is especially renowned as one of the best-preserved pine avenues on the Tokaido. Its dignified scenery is so iconic that it is often introduced during television broadcasts of the famous Hakone Ekiden relay race. Walking beneath the tall pines, visitors can sense the original scale and rhythm of the historic road and imagine the countless daimyo processions, merchants, and pilgrims who once passed through this area. Today, the avenue remains a valuable cultural landscape that connects modern life with the memory of Edo-period travel, offering a quiet and evocative way to experience the legacy of the Tokaido.