Pieve a Castello Seasons: Summer’s Best – Independent
Stay independently in this unique, award-winning, restored, 8th century Augustinian canonry complex located in idyllic countryside, between Florence & Siena in central Italy.
• Enjoy ‘Tuscany’s best’
• Enjoy the serviced ‘home from home’ ambiance of this exclusive retreat
• Enjoy the area’s incomparably rich range of World Heritage offerings
• Relax, walk, swim or take the ‘shuttle to visit…’
• Easy walking with a wide choice of paths and options
• Stay full-board at this unique Residenza d’Epoca, with fine Tuscan cuisine and wines
Duration: 8 days
Single occupancy rooms are doubles
Trip dates:
14 - 21 Jul 2026
11 - 18 Aug 2026
18 - 25 Aug 2026
25 Aug - 01 Sep 2026
Itinerary
With no set itinerary for the week, you are completely free to plan your stay as you wish. The Pieve a Castello Client Services Co-ordinator will brief you on available activities and opportunities. So whether you would like to walk, rent an e-bike, take a wine tour, or enjoy world-renowned works of art, it is all there waiting for you!
Shuttle excursions to the local town are offered enabling you to take day trips further afield by bus or train.
We offer ATG Discovering walks of local Colle di Val d’Elsa, San Gimignano and Siena as well as a collection of self-guided walks from Pieve a Castello to suit all, many short and easy, others of up to 7 hours. Summer is a time of local festivals – with some delightful concerts – although programmes are not published long in advance.
Whilst Pieve a Castello is a wonderful place to stay at any time of year, summer is one of the best times – with glorious mornings, idyllic evenings, the shaded terraces for relaxing, the travertine lined pool for swimming – and very effective air-con to ensure pleasantly cool nights…
Pieve a Castello is built around the courtyard of a subsequently demolished castle and is today flanked by a basilica-style proto-Romanesque church, an octagonal baptistery, a three storey casa colonica and some single-storey buildings. These were used in medieval times for accommodating travellers from the nearby Via Francigena (the medieval road to Rome), as accommodation for monks, and, later, as living quarters for farm workers.

One of the bedrooms
Trip Planner
Walking & Terrain
A booklet detailing a range of self-guided walks from 1 -7 hours in length with ATG ‘Footloose’-style walking directions (complete with measurements, maps, GPS coordinates and a wealth of other information) are available for you to enjoy.
The walking is mainly along established paths across the Tuscan hills, dirt roads and woodland tracks. The walking is generally easy but if you opt to do some of the longer walks, a greater level of fitness would be required.
Accommodation & Meals
This trip is based at Pieve a Castello for the week. There are 10 bedrooms originally used for multiple-occupancy by medieval travellers. In a protected building of this antiquity, every room is different, each with unique features and all with views of the central courtyard and open countryside. Please let us know any room preferences when you book, which we will confirm subject to availability.
All meals are included using the organic produce from the vegetable and herb gardens at Pieve a Castello; each day, we serve a buffet breakfast, an ATG picnic-style buffet lunch and dinner is an event with gourmet menus and fine wines to match. There is also a guests’ kitchen for any independent meal arrangements or where you can make tea and coffee.

Room 1: Large, first-floor room with writing room, bath-shower (double/twin)
Room 3: Large, second-floor room with unique shower room (double/twin)
Room 5: Former dovecote on second floor with spacious shower (double)
Room 8: Courtyard room with bath-shower and side door to garden (double/twin)
Room 10: Cosy courtyard room with shower (single room with single bed with no single room supplement)
Room 2: Large, second-floor room with writing room, bath-shower (double/twin)
Room 4: ‘Cosy’ room on second floor with four-poster bed, bath-shower (double)
Room 7: Courtyard room with bath-shower and side door to garden (double/twin)
Room 9: Charming, corner courtyard room with shower (single room, French-sized double bed with no single room supplement)
Room 11: Courtyard room – with writing niche, shower and 8th-century apse (!) (double)
Places to visit
San Gimignano: The ‘city of the towers’ is irresistibly charming and perfectly preserved. Highlights include the Collegiata (former cathedral) with wonderful frescoes, the Museum of Modern Art, Museo Civico (Civic Museum, which includes a chance to climb the Torre Grossa, the city’s tallest tower) and Museum of Torture. In addition to the cultural delights of San Gimignano, this is the place to do your shopping – local wines, wild boar products, olivewood, pottery and leather goods at reasonable prices!
Colle di Val d’Elsa: ‘Colle’ holds true to itself as a working town, the wool, paper and flour industries previously thrived here while today it is crystal and fine glass. Colle Alta, the quaint, upper part of the old town, perches on a narrow ridge.
Monteriggioni: A beautifully sited and perfectly preserved village encased within 13th century walls, complete with watchtowers. In the main square is a small Romanesque church with a pretty façade.
Siena: is one of the most perfectly preserved medieval cities in Europe, with an abundance of outstanding 14th and 15th century art and architecture, from the famous Piazza del Campo, scene of the spectacular horse race ‘Il Palio’ contested by the historic ‘contrade’ into which the city is traditionally – and passionately! – divided, to galleries filled with iconic medieval masterpieces, and the great cathedral.
Florence: This magnificent city built on the banks of the Arno was the cradle of Renaissance of the arts in Italy under the aegis of the powerful ruling Medici family. Now, the world’s foremost ‘Art City’ with museums and art galleries galore, most notably the Uffizi. The Duomo (cathedral) and numerous churches across the city also house outstanding art and architecture, making it one of the most fascinating cities to visit in Europe.
Volterra: lacks the hordes of tourists of other Tuscan hilltop towns. One of the largest and most important of the 12 Etruscan city states, it still features the remains of Etruscan walls, gateways, and circular tombs from the 6th century BC, as well as a well-preserved Roman theatre and baths. Make sure to visit one of the workshops where you can see alabastrai, at work. This soft, white rock is perfect for carving.
Food & Wine
Tuscan food is simple and uses good local ingredients which complement the excellent robust wines of the region. It is seasonal food usually prepared with home grown ingredients. Although the Tuscans are called ‘bean eaters’ (mangiafagioli) the main staple of their diet, apart from pasta, is bread, which is traditionally unsalted to complement the salted prosciutto, salami and strong sheep’s cheeses. Whilst it is a traditional cuisine, it is not a poor one, and meat and game feature strongly, preferably cooked on an open fire. The Tuscans also have a sweet tooth, producing a variety of rich spicy cakes full of candied fruit and nuts, and light biscuits. The local cheese is predominantly pecorino (a sheep’s cheese: ‘pecora’ means ‘sheep’) enjoyed at varying stages of maturity.
Pieve a Castello is based in the Chianti wine making region, which occupies a large area of hills to the south (and east) of Florence, and Pieve a Castello is located in the designated Chianti zone called Colli Senesi (Sienese Hills), one of seven regions within Chianti. Alongside the more ‘serious’ Chianti Riserva are produced other, less expensive ‘quaffing’ Chianti made to be drunk within a year or so of production – an excellent accompaniment to local dishes. To the south of Siena, there are other superb local red wines, notably Brunello di Montalcino and Vino Nobile di Montepulciano, which, with their full-bodied character and strong tannins, complement Tuscan cuisine very well. The less aged red of Montalcino is also very good indeed. You may have the opportunity to try other excellent Tuscan wines including Vernaccia, the white wine for which nearby San Gimignano is famous, the delicious wines from Bolgheri in the coastal province of Livorno, as well as the delicious Tuscan ‘passito’ dessert wine, Vin Santo.
History
The history of Tuscany has been one of invasion and conquest from earliest times. Yet interspersed within these periods of war and rivalry were times of great cultural, political and economic brilliance. These were most notably during the Etruscan period from the 8th century BC – most of the towns and villages in this area are built on Etruscan foundations. Roman colonisation occurred from the 2nd century BC. From the 12th century, many Tuscan cities prospered finding great wealth through new-found trades such as banking and wool. This led to the prominence of Siena, which became one of Europe’s greatest cities. During the 14th century, local family disputes and city rivalries resulted in the annexation of Sienese territories by Florence. Sienese towns and villages declined and have remained essentially preserved in their medieval state to the present day.
Travel arrangements
To offer maximum flexibility to independent travellers ATG offers a taxi booking service for transfers to and from the airport. The cost of a taxi from Florence/Pisa airport is in the region of €150-€220. Taxi costs are not included in the cost of your holiday and are paid locally.
Other travel arrangements, including flights, car hire or travel by bus/train should be made independently.
Poggibonsi is the closest train station to Pieve a Castello which can be easily reached from Pisa or Florence:
From Pisa airport, take the ‘People Mover’ shuttle train to Pisa Central station, and a train from there to Poggibonsi, changing trains at Empoli.
From Florence airport, take the tram line to the main train or bus station in central Florence. There are regular direct trains or express buses from here to Poggibonsi.
From Poggibonsi you can either take a 20 minute taxi ride to Pieve a Castello or there are buses to Colle di Val d’Elsa from where you can take a 10 minute taxi ride to Pieve a Castello.
Walking & Terrain
A booklet detailing a range of self-guided walks from 1 -7 hours in length with ATG ‘Footloose’-style walking directions (complete with measurements, maps, GPS coordinates and a wealth of other information) are available for you to enjoy.
The walking is mainly along established paths across the Tuscan hills, dirt roads and woodland tracks. The walking is generally easy but if you opt to do some of the longer walks, a greater level of fitness would be required.
Your Personal ATG Route Manager
Route Book
The ATG Route Book is a detailed, day-to-day guide. The book anticipates your needs with easy-to-follow instructions, maps, plans and other information that will guide you to discover the best that the area has to offer and is the key to the success of an independent holiday with us.
Walking App
Your Route Manager can provide you with a link to download an app to your smartphone. This app provides the GPS track for your route on your phone. You can use this digital support to find your position and navigate the route, even without an internet connection or mobile phone reception.
Accommodation & Meals
This trip is based at Pieve a Castello for the week. There are 10 bedrooms originally used for multiple-occupancy by medieval travellers. In a protected building of this antiquity, every room is different, each with unique features and all with views of the central courtyard and open countryside. Please let us know any room preferences when you book, which we will confirm subject to availability.
All meals are included using the organic produce from the vegetable and herb gardens at Pieve a Castello; each day, we serve a buffet breakfast, an ATG picnic-style buffet lunch and dinner is an event with gourmet menus and fine wines to match. There is also a guests’ kitchen for any independent meal arrangements or where you can make tea and coffee.

Room 1: Large, first-floor room with writing room, bath-shower (double/twin)
Room 3: Large, second-floor room with unique shower room (double/twin)
Room 5: Former dovecote on second floor with spacious shower (double)
Room 8: Courtyard room with bath-shower and side door to garden (double/twin)
Room 10: Cosy courtyard room with shower (single room with single bed with no single room supplement)
Room 2: Large, second-floor room with writing room, bath-shower (double/twin)
Room 4: ‘Cosy’ room on second floor with four-poster bed, bath-shower (double)
Room 7: Courtyard room with bath-shower and side door to garden (double/twin)
Room 9: Charming, corner courtyard room with shower (single room, French-sized double bed with no single room supplement)
Room 11: Courtyard room – with writing niche, shower and 8th-century apse (!) (double)
Places to visit
San Gimignano: The ‘city of the towers’ is irresistibly charming and perfectly preserved. Highlights include the Collegiata (former cathedral) with wonderful frescoes, the Museum of Modern Art, Museo Civico (Civic Museum, which includes a chance to climb the Torre Grossa, the city’s tallest tower) and Museum of Torture. In addition to the cultural delights of San Gimignano, this is the place to do your shopping – local wines, wild boar products, olivewood, pottery and leather goods at reasonable prices!
Colle di Val d’Elsa: ‘Colle’ holds true to itself as a working town, the wool, paper and flour industries previously thrived here while today it is crystal and fine glass. Colle Alta, the quaint, upper part of the old town, perches on a narrow ridge.
Monteriggioni: A beautifully sited and perfectly preserved village encased within 13th century walls, complete with watchtowers. In the main square is a small Romanesque church with a pretty façade.
Siena: is one of the most perfectly preserved medieval cities in Europe, with an abundance of outstanding 14th and 15th century art and architecture, from the famous Piazza del Campo, scene of the spectacular horse race ‘Il Palio’ contested by the historic ‘contrade’ into which the city is traditionally – and passionately! – divided, to galleries filled with iconic medieval masterpieces, and the great cathedral.
Florence: This magnificent city built on the banks of the Arno was the cradle of Renaissance of the arts in Italy under the aegis of the powerful ruling Medici family. Now, the world’s foremost ‘Art City’ with museums and art galleries galore, most notably the Uffizi. The Duomo (cathedral) and numerous churches across the city also house outstanding art and architecture, making it one of the most fascinating cities to visit in Europe.
Volterra: lacks the hordes of tourists of other Tuscan hilltop towns. One of the largest and most important of the 12 Etruscan city states, it still features the remains of Etruscan walls, gateways, and circular tombs from the 6th century BC, as well as a well-preserved Roman theatre and baths. Make sure to visit one of the workshops where you can see alabastrai, at work. This soft, white rock is perfect for carving.
Food & Wine
Tuscan food is simple and uses good local ingredients which complement the excellent robust wines of the region. It is seasonal food usually prepared with home grown ingredients. Although the Tuscans are called ‘bean eaters’ (mangiafagioli) the main staple of their diet, apart from pasta, is bread, which is traditionally unsalted to complement the salted prosciutto, salami and strong sheep’s cheeses. Whilst it is a traditional cuisine, it is not a poor one, and meat and game feature strongly, preferably cooked on an open fire. The Tuscans also have a sweet tooth, producing a variety of rich spicy cakes full of candied fruit and nuts, and light biscuits. The local cheese is predominantly pecorino (a sheep’s cheese: ‘pecora’ means ‘sheep’) enjoyed at varying stages of maturity.
Pieve a Castello is based in the Chianti wine making region, which occupies a large area of hills to the south (and east) of Florence, and Pieve a Castello is located in the designated Chianti zone called Colli Senesi (Sienese Hills), one of seven regions within Chianti. Alongside the more ‘serious’ Chianti Riserva are produced other, less expensive ‘quaffing’ Chianti made to be drunk within a year or so of production – an excellent accompaniment to local dishes. To the south of Siena, there are other superb local red wines, notably Brunello di Montalcino and Vino Nobile di Montepulciano, which, with their full-bodied character and strong tannins, complement Tuscan cuisine very well. The less aged red of Montalcino is also very good indeed. You may have the opportunity to try other excellent Tuscan wines including Vernaccia, the white wine for which nearby San Gimignano is famous, the delicious wines from Bolgheri in the coastal province of Livorno, as well as the delicious Tuscan ‘passito’ dessert wine, Vin Santo.
History
The history of Tuscany has been one of invasion and conquest from earliest times. Yet interspersed within these periods of war and rivalry were times of great cultural, political and economic brilliance. These were most notably during the Etruscan period from the 8th century BC – most of the towns and villages in this area are built on Etruscan foundations. Roman colonisation occurred from the 2nd century BC. From the 12th century, many Tuscan cities prospered finding great wealth through new-found trades such as banking and wool. This led to the prominence of Siena, which became one of Europe’s greatest cities. During the 14th century, local family disputes and city rivalries resulted in the annexation of Sienese territories by Florence. Sienese towns and villages declined and have remained essentially preserved in their medieval state to the present day.
Frequently Asked Questions
Please let us know about any dietary restrictions or allergies in advance so that we can ensure that you are catered for during your holiday. Most dietary restrictions do not present a problem and our Client Services Co-ordinator can discuss your requirements in more detail with you at the start of your trip.
The walks are graded according to difficulty but you can walk as much or as little as you like.
Easy: walking along well-established paths and tracks with some short ascents/descents. These trips are suitable for most people who enjoy occasional exercise.
Easy to Moderate: walking along well-established paths and tracks. Occasional loose (gravel) surfaces. Ascents/descents up to 1 hour. These trips are suitable for most people who have a reasonable level of fitness.
Moderate: walking along a variety of paths and tracks. Occasional uneven areas. Ascents/descents 1-2 hours. These trips are suitable for those who have a reasonable to good level of fitness.
Moderate to Challenging: walking along varied paths and surfaces, occasionally challenging, with ascents/descents of 2-3 hours. These trips are suitable for more experienced walkers who have a good level of fitness.
Most rooms at Pieve a Castello are doubles which carry a single occupancy supplement when booked for one person. There are 2 smaller rooms at Pieve a Castello, used for single occupancy, which carry no supplement and which can be booked subject to availability.
Flights are not included in the price of your ATG holiday and should be booked independently.
In addition to your travel costs to reach Pieve a Castello, you should budget for travel costs for any day trips you may wish to organise. You would also need to factor in any entrance fees to museums, churches, galleries and other sightseeing costs, items of a personal nature and shopping expenditure. Breakfast, lunch and dinner is provided at Pieve a Castello but if you go out for the day you would need to consider the cost for lunch.
We are delighted to book extensions for you at either end of your trip. We only book hotels with which we have an established relationship and where we can ensure a high level of service and enjoyment. If you would like an extension hotel booking please indicate this during the booking process and we will contact you with pricing information.
ATG does not provide any form of insurance cover. However, it is a condition of booking that you have fully comprehensive insurance cover, including:
Cancellation/curtailment up to the cost of the holiday (preferably including flights)
Medical emergencies and repatriation
Travel delay / missed departure
Lost or stolen personal belongings
Personal liability
Legal expenses
Natural Disasters
Although most credit card companies offer travel insurance as something that is included when paying the balance with the card, it may be advisable to check that the cover offered is what you expect it to be. Very few companies include cancellation and curtailment or medical expenses. Whatever the insurance policy you have taken out, please read the documentation carefully. Please ensure also that you take it with you on your trip and refer to it in the case of any claim or emergency.
Yes, please click here for what to bring. A packing checklist is also included with your booking confirmation.
Sustainability
ATG was founded on principles of conservation and sustainable development. It was the first company to win the tourism industry’s two top awards: Tourism for Tomorrow (UK) and the World Legacy Award (National Geographic and Conservation International USA) and also the first to have an accredited Environmental Management System.
Everyone who walks with ATG contributes to the ATG Trust, which funds projects that benefit local communities in the regions visited. By supporting these initiatives, ATG promotes sustainable tourism. Past projects have included heritage restoration projects, environmental conservation and educational projects.
The ATG Trust has supported a project at Monteriggioni, a tiny medieval village near Pieve a Castello, involving the restoration of the Porta Romea. This restoration formed part of a much larger project to restore the walls around the village of Monteriggioni. The Porta Romea is the gateway facing Rome through which many ATG clients will have walked.


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