Tuscany Hill Walks | 6 days
Tuscany Hill Walks | 6 days
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Tuscany is the perfect destination that allows you to discover, appreciate and admire medieval, Renaissance, monasteries and ancient architecture, among others.
It's the ideal place to give you a 21st century getaway and explore history along every path this holiday gives you.
Get to know Montepulciano, Pienza, Sant'Antimo Abbey, the incredible hot springs in Bagno Vignoni and many places immersed in art in southern Tuscany.
- Explore medieval villages between vineyards and olive groves.
- Enjoy the spectacular hot springs in Bagno Vignoni.
- Ideal for lovers of good Italian food.
- Unique opportunity to enjoy an exquisite variety of 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 train station.
In order to coordinate your transfer, please inform us in advance of your arrival time at Montepulciano train station.
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.
*In case this accommodation is not available, you will stay at a similar category one.
Day 2 - Montepulciano to Pienza 9,0 miles | 14,6 km
You will start your tour in the town of Montepulciano and walk until you reach Monticchiello. Here you can stop for a coffee break and taste the typical food of the region.
Once you arrive in Pienza, you will find yourself in one of the most elegant towns in Tuscany, which has been declared a UNESCO World Heritage Site, where you will have the opportunity to taste the authentic and famous pecorino cheese and truffles. During the afternoon, you can walk along Corso Rossellino, the main thoroughfare.
Ascent: 536m (1,758ft) / Descent: 578m (1,896ft)
Once you arrive in Pienza, you will find yourself in one of the most elegant towns in Tuscany, which has been declared a UNESCO World Heritage Site, where you will have the opportunity to taste the authentic and famous pecorino cheese and truffles. During the afternoon, you can walk along Corso Rossellino, the main thoroughfare.
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.
*In case this accommodation is not available, you will stay at a similar category one.
Day 3 - Pienza to Bagno Vignoni 10 miles | 16 km
On this day you will walk surrounded by hills, woods and picturesque villages, which will lead you to the thermal baths of Bagno Vignoni, where you can enjoy a nice bath in the hot water that rises naturally from the subsoil.
In addition to bathing, it is advisable to visit the old natural swimming pool of the village and to go to the famous Osteria, which is behind the pool.
Ascent: 311m (1,020ft) / Descent: 490m (1,608ft)
In addition to bathing, it is advisable to visit the old natural swimming pool of the village and to go to the famous Osteria, which is behind the pool.
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.
*In case this accommodation is not available, you will stay at a similar category one.
Day 4 - Bagno Vignoni to Montalcino 8,6 miles | 14 km
On the fourth day of this holiday, great surprises await you with routes accompanied by inspiring landscapes.
You will start your walk following the dry riverbeds until you reach the Abbey of Sant'Antimo, a monastic complex founded in 750, which holds the title of one of the most important architectural jewels of Tuscan Romanesque architecture.
After touring the monastery and discovering its history, you will have an included transfer to the medieval village of Montalcino, where you will stay for the night.
Ascent: 478m (1,568ft) / Descent: 468m (1,535ft)
You will start your walk following the dry riverbeds until you reach the Abbey of Sant'Antimo, a monastic complex founded in 750, which holds the title of one of the most important architectural jewels of Tuscan Romanesque architecture.
After touring the monastery and discovering its history, you will have an included transfer to the medieval village of Montalcino, where you will stay for the night.
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.
*In case this accommodation is not available, you will stay at a similar category one.
Day 5 - Montalcino to Buonconvento 10,5 miles | 17 km
The last stage of your walking trip in Tuscany will be long, but enchanting.
You will pass through the Brunello region, where vineyards and olive groves will be in your path.
Afterwards, you will walk through the hills and forests of Crete Senesi and enjoy its unique geological formations, as well as the urban oases that you will come across as you walk.
At the end of the day, in Buonconvento, it is advisable to take a walk along its ancient walls.
Ascent: 177m (581ft) / Descent: 546m (1,791ft)
You will pass through the Brunello region, where vineyards and olive groves will be in your path.
Afterwards, you will walk through the hills and forests of Crete Senesi and enjoy its unique geological formations, as well as the urban oases that you will come across as you walk.
At the end of the day, in Buonconvento, it is advisable to take a walk along its ancient walls.
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.
*In case this accommodation is not available, you will stay at a similar category one.
Day 6 - Buonconvento
After enjoying breakfast at your accommodation, you should make your way to Buonconvento train station. From there, you can continue your journey to Siena to get to the airport you have chosen for your return.
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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 insurace
- 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
To get to the start of your journey we recommend flying into Florence airport, from here you can take a bus to Florence Santa Maria Novella train station, to take the a train (IC598) to Chiusi-Chianciano Terme (operated by Trenitalia) and from there take a bus (FT4 Bus operated by Autolinee Toscane Extra Urbano Siena) to Montepulciano.
In case you can't find a good connection to Florence airport we recommend flying to Pisa or to the international airport De dell'Umbria - Perugia "San Francesco d'Assisi". The journey time, depending on the city you are going to, will be between one and two hours.
At the end of your journey, you will have to go to Buonconvenato train station. You can then continue your journey to Siena to reach the airport of your choice for your return.
In case you can't find a good connection to Florence airport we recommend flying to Pisa or to the international airport De dell'Umbria - Perugia "San Francesco d'Assisi". The journey time, depending on the city you are going to, will be between one and two hours.
At the end of your journey, you will have to go to Buonconvenato train station. You can then continue your journey to Siena to reach the airport of your choice for your return.
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).
What is the level of difficulty on this trip?
This walking holiday has a low level of difficulty, that is, it suits all people who enjoy walks between 2 to 5 hours per day.
What is the best time of year to travel?
Spring and autumn are the best times to enjoy Tuscany in all its splendour. In the summer you can also travel, however, temperatures can become very high for walking.
How far in advance should I book my trip?
Tuscany is a highly sought-after destination; we recommend that you book your holiday once you have confirmed your available travelling dates.
What walking equipment should I bring on my holiday?
The most important thing is that you bring everything you need to make your trip comfortable. For example, comfortable boots, instead of shoes, as these will give you better support during the walk; light clothing and a backpack to carry during the day with a cap, sunglasses and sunscreen.
Which is the best airport to start my trip from?
You can choose between the airports in the cities of Pisa, Florence or Rome and then go by train to the starting point for the route.
What if I can't continue with a walk?
In case you can't continue on a route, you can use local public transport to get to your accommodation.
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