Curated luxury hotels in Pienza

How many people can say they’ve stayed in a 15th-century convent? You can if you book Relais Chiostro di Pienza, a charming hotel set right in the heart of Pienza.

Set just 100 metres from Pienza’s cathedral, this historic hotel has well-kept gardens and a panoramic terrace offering lovely views of the Tuscan countryside.

What could be better than a refreshing dip in Chiostro di Pienza’s outdoor pool after an afternoon exploring the old churches and monuments nearby? Sun loungers are available for free.

Relais Chiostro di Pienza’s rooms feature views of the old town, the Val d’Orcia countryside or the old convent itself. All come with tea and coffee-making facilities, minibars and satellite TV and some feature original ceiling frescoes.

La Terrazza del Chiostro, the Relais’s restaurant, serves Tuscan and Italian dishes out on the terrace. Take in the panoramic views while enjoying your meal.

Located in Pienza, Hotel Corsignano is in a regional park – a 4-minute walk from Pienza Cathedral and 6 minutes by foot from Piazza Pio II. This family-friendly hotel is 4 mi (6.5 km) from Chapel of our Lady of Vitaleta and 8.4 mi (13.6 km) from Cantina del Redi.

When you a stay at Hotel Relais II Chiostro di Pienza in Pienza, you'll be in the historical district, just steps from Chiesa di San Francesco and Palazzo Piccolomini. This hotel is 0.1 mi (0.1 km) from Historic Centre of Pienza and 0.2 mi (0.2 km) from RI Crea RE.

Located in San Quirico d'Orcia, ADLER Spa Resort Thermae is in a regional park – a 1-minute drive from Piazza delle Sorgenti and 7 minutes from Horti Leonini. This family-friendly hotel is 4.7 mi (7.6 km) from Chapel of our Lady of Vitaleta and 5.8 mi (9.3 km) from Palazzo Piccolomini.

Located in San Quirico d'Orcia, La Posta Hotel & Thermal Spa is in a rural location, within a 5-minute drive of Piazza delle Sorgenti and Tenuta Sanone. This luxury hotel is 21.2 mi (34.1 km) from Monte Amiata and 2.6 mi (4.2 km) from Fortress of Tentennano.

Il Miraggio in Val d'Orcia Relais & Spa features a shared lounge, terrace, a restaurant and bar in San Quirico dʼOrcia. With a garden, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The accommodation offers room service, a concierge service and luggage storage for guests.

All units in the hotel are equipped with a kettle. Every room includes a desk and a flat-screen TV, and certain units at Il Miraggio in Val d'Orcia Relais & Spa have a balcony. The units will provide guests with a wardrobe and a coffee machine.

Mount Amiata is 41 km from the accommodation, while Piazza del Campo is 45 km away.

Located in Castiglione d'Orcia, Hotel Osteria Dell Orcia is in a rural location, within a 5-minute drive of Piazza delle Sorgenti and Fortress of Tentennano. This family-friendly hotel is 21.8 mi (35.1 km) from Monte Amiata and 1.5 mi (2.4 km) from Tenuta Sanone.

Located in San Quirico d'Orcia, Albergo Le Terme is a 1-minute drive from Piazza delle Sorgenti and 8 minutes from Horti Leonini. This spa hotel is 5.2 mi (8.4 km) from Chapel of our Lady of Vitaleta and 6.4 mi (10.2 km) from Pienza Cathedral.

A stay at Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection places you in the heart of San Quirico d'Orcia – a 2-minute drive from Horti Leonini and 9 minutes from Palazzo Piccolomini. This golf hotel is 6.3 mi (10.2 km) from Pienza Cathedral and 6.3 mi (10.2 km) from Piazza Pio II.

BOUTIQUE VILLA LIBERTY - Dépendance - Borgo Capitano Collection - Albergo diffuso features a garden, shared lounge, a restaurant and bar in San Quirico dʼOrcia. With free WiFi, this 4-star hotel offers room service and an ATM. Staff on site can arrange airport transfers.

At the hotel, each room includes a desk. Complete with a private bathroom equipped with a bidet and free toiletries, guest rooms at BOUTIQUE VILLA LIBERTY - Dépendance - Borgo Capitano Collection - Albergo diffuso have a flat-screen TV and air conditioning, and selected rooms are fitted with a terrace. All units include a safety deposit box.

The area is popular for hiking and cycling, and bike hire is available at the accommodation.

Mount Amiata is 40 km from BOUTIQUE VILLA LIBERTY - Dépendance - Borgo Capitano Collection - Albergo diffuso, while Piazza del Campo is 46 km away.

Set in a former post office from the 16th century, the 4-star Relais Osteria Dell'Orcia is located in the UNESCO-protected Val d'Orcia Nature Reserve, along the historic Via Francigena road. The property offers an outdoor swimming pool, elegant rooms with satellite TV, and free Wi-Fi.

Air-conditioned rooms at the family-run Osteria Dell'Orcia are decorated in a traditional Tuscan style, with original wood-beamed ceilings, silk brocades, and cool tiled floors. With views of Pienza and Bagno Vignoni, all rooms include a private bathroom with hairdryer.

Breakfast is a sweet and savoury buffet of freshly baked bread, croissants and homemade yoghurt. Featuring traditional stone walls, the à la carte restaurant is managed by the chef Eliana and offers Tuscan cuisine and an extensive wine list including Brunello and Nobile di Montepulciano wines.

Located in Montepulciano, Precise Tale Poggio Alla Sala is in a rural location – a 1-minute drive from Val di Chiana and 7 minutes from Terme Sant'Elena. This family-friendly hotel is 13.7 mi (22.1 km) from Lake Trasimeno and 3.4 mi (5.4 km) from Archaeological Civic Museum.

Located in Montalcino, Castello di Velona Resort Thermal SPA & Winery is in a national park, within a 15-minute drive of Abbazia di Sant'Antimo and Fortress of Montalcino. This luxury hotel is 14.2 mi (22.8 km) from Castello Banfi and 15.1 mi (24.4 km) from Horti Leonini.

With a stay at Grand Hotel Admiral Palace in Chianciano Terme, you'll be within a 15-minute walk of Chianciano Art Museum and Piscine Termali Theia. This spa hotel is 1.3 mi (2.1 km) from Archaeological Civic Museum and 3.4 mi (5.5 km) from Terme di Montepulciano Spa.

With a stay at Grand Hotel Terme in Chianciano Terme, you'll be just steps from Val di Chiana and Piazza Italia. This family-friendly hotel is 0.3 mi (0.5 km) from Piscine Termali Theia and 0.3 mi (0.6 km) from Terme di Chianciano.

With a stay at Grand Hotel Milano in Chianciano Terme, you'll be within a 5-minute walk of Val di Chiana and Piazza Italia. This hotel is 0.2 mi (0.3 km) from Terme di Chianciano and 0.5 mi (0.8 km) from Piscine Termali Theia.

Located in Asciano, Hotel Borgo Casabianca is a 1-minute drive from Val di Chiana and 8 minutes from The Saints Peter and Andrew Church. This hotel is 6.3 mi (10.1 km) from Museo dell'Antica Grancia e dell'Olio and 7.1 mi (11.4 km) from Crete Senesi.

Set in the centre of Chianciano Terme, Grand Hotel Ambasciatori features a spa and restaurant. It is fitted with the most modern equipment, in a central and quiet position close to the thermal baths.

A generous buffet breakfast is available daily, while the restaurant serves traditional Tuscan cuisine.

The wellness centre offers a heated indoor pool with hydromassage functions, a Finnish sauna and Turkish bath, as well as a relaxation area with reading corner, sensory showers and much more.

The property is 9 km from Montepulciano. The A1 Motorway is a 10-minute drive away.

A stay at Grand Hotel Excelsior places you in the heart of Chianciano Terme, within a 15-minute drive of Church of St. Agnes and Church of St. Augustine. This hotel is 6.3 mi (10.2 km) from Piazza Grande and 6.4 mi (10.3 km) from Palazzo Ricci.

A stay at Grand Hotel Boston places you in the heart of Chianciano Terme, steps from Val di Chiana and Piazza Italia. This hotel is 0.3 mi (0.5 km) from Terme di Chianciano and 0.4 mi (0.6 km) from Piscine Termali Theia.