Step into the Edo period and follow in the footsteps of shoguns and travelers on the historic Nakasendo. This guided walking tour takes you across the Usui Pass, once known as the most difficult section of the route, while immersing yourself in history and nature.
Along the way, Kamishibai storytelling brings to life legends of Sakamoto-juku, depicted in ukiyo-e prints. Dressed in Edo-style travel gear (sedge hat, straw raincoat, travel pass), you’ll visit landmarks such as Kumano Shrine, the Usui Sekisho checkpoint, and the Nagai Family Residence, where Emperor Meiji once stayed.
Experience the journey with all five senses: See: History and legends through Kamishibai Taste: Chaya Bento with Toge no Chikara Mochi Hear: Multilingual guide commentary Smell: Cedar forest phytoncide walk Touch: Cross the pass in Edo traveler attire
At the end, receive a souvenir certifying your Usui Pass crossing. Relive samurai culture and discover one of Japan’s most fascinating walking routes.
Tougemachi, Karuizawa-machi, Japan
At Usui Pass Observation Deck, you’ll receive an introduction to the Nakasendo trail ahead and the iconic landmark Mt. Myogi, a guidepost along the route. Here, you’ll also step across the border between Nagano and Gunma, experiencing the gateway to the Kanto region.
1 Matsuidamachitoge, Annaka, Japan
Visit Kumano Shrine, one of Japan’s three great Kumano shrines among 3,500 nationwide. With a history of over 1,900 years, recorded even in the ancient Nihon Shoki, the shrine offers a chance to experience Japan’s deep traditions through a guided explanation and a formal visit.
Matsuidamachi, Annaka, Japan
Our certified guide will lead you along the Usui Pass of the Nakasendo, once walked by shoguns. Along the route, historical sites and landmarks are brought to life through easy-to-understand illustrated storytelling (kamishibai picture cards).
e a lively stop for travelers crossing Usui Pass, famously depicted in the ukiyo-e series “Kiso Kaidō Rokujūkyū-tsugi.” You will also visit the Nagai Honjin Memorial Hall, where Emperor Meiji once rested, and admire rare cultural treasures such as a ceiling decorated with Karakami gilt leather paper, preserved in only a few places in Japan. Local guides will bring these traces of history to life.
573-2 Matsuidamachi Yokokawa, Annaka, Japan
This checkpoint once monitored travelers during the Edo period. Under the shogunate’s decree, it strictly inspected “incoming guns and outgoing women.” Visitors will learn about this unique history through explanations provided by the local preservation society.
For guests using the Luggage Transport Service (advance reservation required) ・Please meet at Karuizawa Station at 9:00. ・We will store your luggage and provide instructions on the route to Usui Pass Viewing Platform (note: staff will not accompany you).
Access Information
To Karuizawa Station: Shinkansen arriving at 8:56 is recommended. From Yokokawa, take JR Bus (8:10 dep. → 8:44 arr.).
From Karuizawa Station: Apr–Nov: Karuizawa Aka Bus departs Hotel Harvest Kyukaruizawa 9:40. Other seasons: Use taxi, or local bus + 50 min walk, or 90 min walk.
For a full refund, cancel at least 24 hours before the scheduled departure time.
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