

Staff Pick
"Walking the Nakasendo Way felt like stepping back in time. We stayed in a 400-year-old ryokan, explored historic post towns, and walked in the footsteps of samurai, merchants, and nobles. I highly recommend this walk for anyone interested in Japanese history, nature, and architecture. "
– Tash, Chief Operations Manager
Overview
The 500km long Nakasendo trail (literally meaning the 'Middle Mountain Way'), has become one of Japan's most famous hiking routes because of its breathtaking scenery. The walk makes its way over ancient paved paths, through well-preserved authentic Japanese towns, via cypress and cedar forest. Shrines and waterfalls dot the landscape as you make your way through the Kiso Valley, wedged between the sacred mountain of Mount Ontake and Mount Komagatake.
The walk was developed in the Edo period (1603-1868) and was used by feudal lords, samurai and merchants to provide access between Kyoto and Edo (now Tokyo). There are 69 'post towns' or resting places en route, where you can stay in traditional Minshukus or Ryokan inns and bathe in hot springs. You have the option to shorten some of the days if you wish.
Highlights
- Walk pack free on well-graded ancient trails, with superb views, through beautiful Japanese forest
- Experience historically significant post towns
- Soak up Japanese culture, passing rice paddies, Japanese gardens and traditional shops
- Pass through iconic Japanese red torii gates
- Visit the impressive Karasawa waterfall
- 6 nights accommodation in a family-run or small traditional Japanese Minshuku or Ryokan, some with onsens
- Daily Japanese breakfasts and dinners mostly served in elegant tatami mat settings
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Itinerary
Day 1
Ena (formerly known as Oi-juku) was one of the post towns of the Nakasendo Way. Oi-juku was the 46th station from Tokyo. In 1834, there were still 41 guesthouses here. Visit the Hiroshige Museum, a great regional museum focusing on Japanese woodblock prints, especially scenes from the Nakasendo Way, by Hiroshige Utagawa and other artists inspired by their travels through the Kiso Valley.
Minshuku in Ena
Dinner

What's Included
Accommodation
2 Minshuku, 4 Ryokan
Meals
6 breakfasts, 0 lunches, and 6 dinners
Transfers
- Luggage Transfers
- Train
- Bus service
Guidance & Support
- Printed itinerary & walk notes
- Stroll walking app
- 24/7 on-trip support
How We Rate This Walk
Stroll Walking Level
Moderate to Challenging
Rated by our team — we walk every route before we recommend it.
Regular hills and varied terrain. These walks involve more challenging sections. Regular walking beforehand is recommended.
View Fitness Guide6
Days on the trail
7-17 km
Average per walking day
206-699 m
Gain per day
6/10
Trail difficulty
Where You'll Stay
Nights on the Nakasendo Way are spent in ryokans and minshukus — traditional Japanese guesthouses that are an experience in their own right, and one of the real highlights of this walk.
Ryokans are Japanese guesthouses ranging from beautifully preserved historic wooden buildings to more contemporary hybrid styles. Rooms feature tatami mat floors, shoji sliding doors and futon sleeping, creating an atmosphere of quiet, understated elegance. Few rooms have Western-style beds, and ensuites are not always standard — but the heated toilet seats are a welcome touch of luxury. The pride of most ryokans is the bathing area, and many along the Nakasendo Way are fed by natural onsen hot springs. After a day traversing the sacred mountain trails, soaking in steaming communal pools is the perfect way to end the day.
Minshukus are smaller, family-run guesthouses most commonly found in rural Japan, and the Nakasendo Way has some wonderful examples. Think of them as a Japanese bed and breakfast — intimate, unpretentious and deeply local. Rooms are traditional Japanese style, meals are home-cooked and shared, and the atmosphere is warm and familial. Bathrooms and toilets are typically shared, but what a minshuku offers in return: genuine hospitality, local connection and a closeness to Japanese culture.
What You'll Eat
Meals reflect the character of the accommodations themselves. Most nights, dinner is a home-cooked affair using local ingredients. At larger ryokans, this may be a multi-course kaiseki spread or buffet, while more remote stays are accompanied by a carefully prepared bento box. Traditional Japanese breakfasts are served each morning.
More About This Trip
Departure Dates
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Pick any available date — this is your trip, your schedule
June 2026
July 2026
Season & Pricing Guide
Prices shown are per person, twin/double share basis.
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