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The Chestnut Route is a wonderful hiking tour in the Italian Dolomites. You will journey up the Eisack Valley, marveling at the undulations painting the landscape, while the towering Dolomites and the magnificent Alps line the horizon.
Along the way, you will hike past castles, vineyards, and charming villages boast of fascinating, historical tales. This self-guided walking tour, following the Chestnut route in South Tyrol, seamlessly stitches together German and Italian culture, elevating the stories and vibrancy stretching across this eight-day self-guided tour.
Among the landscapes exploding with fairytale-like beauty, you’ll encounter cheerful villages nestled into the countryside, like Chiusa. Rest your body in cozy hotels and B&Bs each night.
Dolomites Chestnut Route Walking
The Chestnut Route is a wonderful hiking tour in the Italian Dolomites. You will journey up the Eisack Valley, marveling at the undulations painting the landscape, while the towering Dolomites and the magnificent Alps line the horizon.
Along the way, you will hike past castles, vineyards, and charming villages boast of fascinating, historical tales. This self-guided walking tour, following the Chestnut route in South Tyrol, seamlessly stitches together German and Italian culture, elevating the stories and vibrancy stretching across this eight-day self-guided tour.
Among the landscapes exploding with fairytale-like beauty, you’ll encounter cheerful villages nestled into the countryside, like Chiusa. Rest your body in cozy hotels and B&Bs each night.
Encounter an array of unmatched scenery and long-standing castles, such as Castel Roncolo, on your walking tour.
Marvel at the Dolomites towering in the background as you walk the long, but pleasant 21km Alp of Siusi loop.
Discover charming villages tucked into the hills as you trek, such as the crafty Chiusa, which boasts of poets and artists.
Walk by a collection of vineyards, and take in the succulent tastes of Italy’s world-famous wines and cheese.
Trip map
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Why book with 10 Adventures?
We know adventure
Founded by experienced travellers, active and adventure vacations are all we do.
Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
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With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
Packed with value
Get everything you need for your next vacation with one easy booking.
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class support
Get unbeatable support at every step of your journey.
Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.
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Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
Solo Traveller
Single Room (2+)
Double/Twin Room
Triple Room
| Dates | Solo Traveller | Single Room (2+) | Double/Twin Room | Triple Room |
|---|---|---|---|---|
| May 1, 2025 to Jun 24, 2025 | $1,575USD | $1,350USD | $1,150USD | $1,050USD |
| Jun 25, 2025 to Jul 6, 2025 | $1,650USD | $1,425USD | $1,175USD | $1,075USD |
| Jul 7, 2025 to Jul 29, 2025 | $1,650USD | $1,450USD | $1,195USD | $1,075USD |
| Jul 30, 2025 to Aug 31, 2025 | $1,695USD | $1,475USD | $1,250USD | $1,125USD |
| Sep 1, 2025 to Oct 10, 2025 | $1,650USD | $1,450USD | $1,195USD | $1,075USD |
| Oct 11, 2025 to Oct 25, 2025 | $1,650USD | $1,425USD | $1,175USD | $1,075USD |
| Optional Extras | ||||
| Printed travel documents:$50USD | ||||
Meals
7 breakfasts are included. You are responsible for purchasing your own lunches and dinners.
Accommodations
Accommodations for 7 nights along the tour are included.
Transportation during the Tour
Your luggage will be transported throughout the tour, but you are responsible for paying for your own transfers.
Also Included
- Ritten Card for 3 days
- Detailed tour notes
- 24/7 phone support
Not included
- Flights to get to Bressanone or out of Bolzano
- Transfers throughout the tour
- Lunches, dinners, drinks, snacks
- Touristic city taxes
- Travel insurance
- Personal equipment
- Guide services
Optional Extras
- Feel free to add more nights at the hotels throughout your walk
- Transfer to and from airports at the beginning and at the end of your tour
Accommodation for Dolomites Chestnut Route Walking
Expect to stay in a combination of three and four-star hotels on this tour. They each offer modern amenities that work to elevate the total comfort of your stay. The rooms come with a private bathroom.
Please note that the accommodation listed below may be swapped for other similar places.
Single Rooms and Solo Travelers
Solo travellers must pay a supplement that varies based on the season (please inquire to find out more). However, it’s definitely possible to match single travellers up.
How hard is the Chestnut Route Walk?
This tour is rated as a 3 / 5. This tour is suitable for those who are regular walkers, with experience at similar distances. The last two days of walking are longer days.
Do I need a Visa to travel to Italy?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included on the Chestnut Route Walk?
7 breakfasts are included. You are responsible for purchasing your own lunches and dinners.
Do I need insurance?
Yes, it is mandatory to have Health and Medical insurance to join this trip. Get your Travel Insurance.
How do I get to Bressanone to start this tour?
Fly to the nearest airport (Munich, Innsbruck, Verona, Venice, or Milan) and take the train to Bressanone.
Is the Chestnut Route Walk in English?
This is a self-guided tour, therefore guide services are not included. However, all the information package is in English.
Where does the Chestnut Route Walk end?
The tour ends in Bolzano.
Do I need special vaccines to travel to Italy?
Check with your family doctor.
Are there any travel restrictions for Italy?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.