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Tuscany Hill Walks | 8 days

8 Days

56 miles | 90 Km

Montepulciano - Siena

From

8 Days

56 miles | 90 Km

Montepulciano - Siena

From

Tuscany Hill Walks | 8 days

8 Days

56 miles | 90 Km

Montepulciano - Siena

Personalised Quotation

Luggage Transfers

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Selected Accommodations

Take a holiday among the hills, olive trees and vineyards of southern Tuscany, one of the most beautiful regions in Italy. Discover towns full of history, culture and architectural value, among which are: Montepulciano, Pienza, Bagno Vignoni, Montalcino and Siena. In addition, you will get to know the wine regions of southern Siena along the paths during this holiday through Tuscany. Enjoy your walks while, through beautiful landscapes and delicious flavours, you have a completely Italian experience.

Get to know the ancient Abbey of Sant'Antimo, an Italian architectural
Bath in the famous hot springs in Bagno Vignoni.
Tour charming medieval and Renaissance-era towns.
Taste and accompany your trip with excellent wines.

Gallery

Itinerary

Day 1 - Arrival in Montepulciano

You can reach the Renaissance town of Montepulciano by train. From the train station, we will transfer you to the centre of Montepulciano.

In order to coordinate your transfer, please inform us in advance of your arrival time at Montepulciano station.

Overnight in Montepulciano

Hotel Albergo Il Marzocco

This accommodation provides a family and cosy atmosphere. It operates in a refined, decorated country house, in the best style of the 19th century.

*In case this accommodation is not available, you will stay at a similar category one.

Day 2 - Montepulciano to Pienza 9,3 miles I 15 km

Start your tour at the Church of San Biagio, to the medieval hamlet of Monticchiello, a beautiful hilltop village in the Val D'Orcia, where you can have a break and a bite to eat.

The journey will continue to Pienza, one of Italy's architectural wonders. Also known for its delicious pecorino cheese and truffles. Without a doubt, a great place to enjoy the local gastronomy.

Ascent: 536m (1,758ft) / Descent: 578m (1,896ft)

Overnight in Pienza

Hotel Residence San Gregorio

A hotel located in the heart of Tuscany, close to the historic centre of Pienza. Ideal to rest and enjoy its surroundings.

*In case this accommodation is not available, you will stay at a similar category one.

Day 3 - Pienza to Bagno Vignoni 10 miles I 16 km

Walk through beautiful hills and oak forests until you reach San Quirico d'Orcia, a charming village declared a UNESCO World Heritage Site in 2004, characterised by its natural beauty and surrounded by a wall dating back to the 12th century.

Later, you will continue your journey to the famous thermal baths at Bagno Vignoni, where you can spend the whole afternoon enjoying the sunny Tuscan climate.

Ascent: 311m (1,020ft) / Descent: 490m (1,608ft)

Overnight in Bagno Vignoni

Hotel Albergo Le Terme

The once-home to Pope Pius II Piccolomini, will be your accommodation in Bagno Vignoni. Surrounded by hot springs and decorated in a classic style, the Albergo Le Terme hotel has an excellent restaurant, specializing in traditional food and a large wine cellar from the surrounding villages.

*In case this accommodation is not available, you will stay at a similar category one.

Day 4 - Bagno Vignoni to Montalcino 9 miles I 14 km

A challenging walk will take you through wooded landscapes and dry channels to the Sant'Antimo Abbey, where you can get to know one of the most beautiful churches in Italy. After visiting this place of great architectural richness, you will move onto Montalcino.

Ascent: 478m (1,568ft) / Descent: 468m (1,535ft)

Overnight in Montalcino

Hotel Il Giglio

Located in the centre of Montalcino, this family-friendly hotel offers warm and peaceful accommodation, facing the Tuscan countryside. The combination of rustic and Tuscan styles, with its views, guarantee an unforgettable experience.

*In case this accommodation is not available, you will stay at a similar category one.

Day 5 - Montalcino to Buonconvento 11 miles I 17 km

After breakfast, you will start an enchanting walk through the Brunella wine region, which will allow you to discover why the wines of this region are so well-known and much sought-after.

Later, you will progress through the typical Tuscan landscapes offered by the route from Crete Senesi to Buonconvento.

Ascent: 177m (581ft) / Descent: 546m (1,791ft)

Overnight in Buonconvento

Hotel Ghibellino

This country hotel is located in the centre of Buonconvento. All rooms have air conditioning to allow a pleasant rest.

*In case this accommodation is not available, you will stay at a similar category one.

Day 6 - Enjoy your day around Buonconvento 7 miles I 11 km

This day will begin with a transfer to visit the Abbey of Monte Oliveto Maggiore, where an impressive monastery of classic Benedictine design is to be found, an architectural and artistic treasure for the paintings that decorate its walls and ceilings.

Return to Buonconvento on a walk that will allow you to enjoy in a quiet way the places that make up part of the tour.

Ascent: 326m (1,069ft) / Descent: 445m (1,460ft)

Overnight in Buonconvento

Hotel Ghibellino

Day 7 - Buonoconvento to Siena 11 miles I 17 km

Start with a transfer to a medieval farm located in Grancia di Cuna, where you will start your walk to Siena. You will walk through charming hills and villages, with Siena as the backdrop on the landscape.

You'll know you've arrived in Siena when crossing Porta Romana.

Ascent: 357m (1,171ft) / Descent: 202m (663ft)

Overnight in Siena

Hotel Chiusarelli

This 3-star hotel is located in the city centre. Built around 1870 and restored in 2004, it retains its original style and beautiful halls with frescoes.

The 48 rooms in the hotel are very comfortable: hairdryer, safe, air conditioning, central heating, telephone, satellite TV and wifi.

*In case this accommodation is not available, you will stay at a similar category one.

Day 8 - Siena

From Siena, you can take the train to Rome, Pisa or Florence airports.

End of our services.

Itinerary Map

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Services

Included

Accommodation in en suite rooms in charming hotels
Daily Breakfasts
Luggage transfers between accommodations
Transfers as specified in the itinerary
Information dossier with maps and routes
24-hour telephone support
Sustainable travel, we compensate the CO₂ emissions of your trip
Taxes

Extras

Travel insurance
Cancellation insurance
Additional nights

Accomodation

General information

The accommodations with which we collaborate have a private bathroom and all the necessary services to ensure the best comfort available.

Our team checks in situ the quality of all the accommodations offered, so that you have an unforgettable experience during your trip.

The accommodation that we will book for your trip will be selected taking into account our commitment to you: guaranteeing comfort, calm and enjoyment throughout your trip.

We work with quality hotels and country cottages with limited capacity, so we invite you to confirm your reservation as soon as possible.

The name of each accommodation will be provided to you a few weeks before your trip begins.

Room types

It is possible to book this journey in single, double or triple rooms.

All rooms have private bathrooms.

Travel & Transfers

From Siena you can take the train to one of the three nearest airports, located in Pisa, Florence or Rome.

The length of the journey, depending on the city you are going to, will last from one to two hours.

FAQs

Is luggage transfer included? What are the luggage requirements?

Absolutely! Each traveller has included 1 piece of luggage that we will transfer between your accommodations. It's important that this piece of luggage meets the following criterias:

Maximum weight of 45 lbs (20 kg).
Maximum dimensions 65x50x40 cm.
Must be only 1 piece of luggage without any attachments or accessories.
Should not contain valuables, fragile items, food or medications.
Must be correctly identified (booking reference of your trip and the full name of the trip holder).

The approximate luggage delivery time will be at 4:00 PM.

When should I book my trip?

We suggest you make the reservation as soon as possible, as soon as you have decided your travel dates, as Tuscany is an extremely popular destination, especially in the months of July and August.

What is the best time of year to have this holiday?

The spring season and the months of April, May and June are absolutely lovely. Autumn is a perfect time of year, as the landscape is formed by a palette of gold and red colours, so September and October are unmissable. July and August can become very hot, so we recommend that you start your walks early to avoid the heat of the day. The towns and cities you will visit are always busy, so you can take your holiday at the time you prefer best.

What is the best airport to get to and from?

We recommend the airports in Pisa, Florence or Rome. You will be able to start and end your holiday with a train journey of one or two hours.

What should my physical preparation be?

This tour has a moderate degree of difficulty, with daily walks of between 3 and 7 hours, so you must have an active lifestyle with a good level of physical activity. If you choose not to take any of the walks, you can use taxis or public transport to move to your accommodation in the next stage.