The Chestnut Route Walking Holidays

Walk in the shadow of the majestic Dolomites Mountains, following the Chestnut Route through the beautiful South Tyrol, the heart of the Trentino Aldige region. Enjoy the warm hospitality and culture of the region, the superb gastronomy and alpine scenery.

Nights
7 to 7 Nights
Distance
54.6 to 54.6 miles
Location
North East Italy
Difficulty
Moderate
Season
May to Oct
Price from
£1025

Highlights

Spellbinding views in the shadows of the Dolomites

Breath-taking views of jagged peaks, mountain lakes, and wild open spaces.
Warm, family-run accommodations offering local hospitality and comfort.
Savour regional culinary delights of cheeses, speck, mushrooms, and renowned South Tyrolean wines.
Discover charming villages like Chiusa and cultural treasures in historic Bolzano and Bressanone.
Sabiona Monastery
the spiritual heart of the Tyrol.
Alpe di Siusi
Europe's largest Alpine plateau.
From £1025 per person
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Why This Walk?

A perfect walking route if you love the mountains but want to enjoy a less demanding itinerary in the Dolomites. Walking in the foothills of the Dolomites you will be surrounded by mountains without having to climb high peaks or face demanding hikes and provides a gentler alternative to the Alta Via. The walk showcases the majestic Dolomites and offers endless views of peaks and valleys, castles and ancient abbeys. You will journey through picturesque orchards and vineyards that produce some of the finest Italian wines. You will enjoy the warm hospitality of the South Tyrolean people, in a region where German and Italian culture perfectly combine. Explore colourful Bressanone on your arrival and along the way, discover charming villages like Chiusa, a haven for artists and poets, and the vibrant city of Bolzano, the gateway to the Dolomites.

Why This Walk?

Path Walkthrough

Your journey begins in Bressanone, the oldest city in Tyrol, where colourful alleys and the frescoed bishops’ palace invite exploration. A short bus ride the following morning will take you to Novacella Abbey, known for its exquisite white wines. A scenic traverse through woods and vineyards leads to Velturno, a charming town surrounded by chestnut trees, once a summer retreat for nobility. The next day offers captivating highlights, including the Sabiona Monastery atop a dramatic cliff, the picturesque hamlet of Chiusa, and the riverside village of Barbiano. The journey continues through tranquil woods and orchards to Collalbo, walking along the Renon plateau, with prehistoric rock carvings as a unique detour. The following day, a circular walk unveils Kematen Lake and the striking earth pyramids, before a scenic train ride back to Collalbo. On your penultimate day, you journey through farmland, forests and orchards and a countryside dotted with castles to Castel Roncolo, ending in lively Bolzano. The finale, an Alpe di Siusi circular walk, reveals Europe’s largest Alpine plateau, with stunning views of the Dolomites.

Path Walkthrough

Accommodation

On our Chestnut Route walking holiday, you will stay in a selection of carefully chosen 3-star and 4-star hotels and B&Bs, each offering comfort and character. All rooms feature en-suite facilities to ensure a relaxing and private stay, and some accommodations also include the added luxury of swimming pools. Throughout your journey, you'll have plenty of opportunities to enjoy the region's exceptional local cuisine and sample its renowned wines, making this walking holiday as much a culinary delight as an outdoor adventure.

Accommodation

Choose Your Walk

Our Dolomites - The Chestnut Route Itineraries

Bressanone to Bolzano

54.7 miles (88 km)

Key Information

  • 7 nights accommodation on a bed and breakfast basis
  • Luggage Transfers
  • Personal transfers where indicated in the programme as a standard arrangement
  • Walk Pack, to include Road Book (route notes/mapping) including pre-arrival information and destination information
  • Access to a Travel APP

Price Does Not Include

  • Ritten Card
  • Packed lunches (own arrangements).
  • Evening meals. Available in local restaurants or in-house.
  • Travel to Bressanone/travel from Bolzano. Optional Airport Transfers (available upon request at time of booking).
  • City taxes (per person) payable direct to accommodations (variable).

Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

Dolomites - The Chestnut Route Client Reviews

4.5/5 based on 3 reviews

"Yes would recommend to a friend"

Anon
September 2025

"Great customer service with excellent walking instructions/directions/maps with photos of accommodations which was most helpful."

Judith Carder
May 2025

"I told my brother that Celtic Trail was go0d with communication and made many good hotel choices"

D. Robertson
May 2025

Hand-Picked Accommodation: Comfort Along the Way

We seek out the best accommodation of its type available

Hand-Picked Accommodation: Comfort Along the Way

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Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

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