
Exceptional
60 reviews

Superb
87 reviews

On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome. The hotel is made up of 12 charming and unique guest rooms, each of which have beautiful hand painted walls, original wooden beams, antique furnishings and paintings and restored fireplaces. All enjoy independent access and have private terraces or gardens as well as extraordinary views of the surrounding Tuscan landscape with its hills and medieval villages. These breathtaking views can also be appreciated from the hotel’s outdoor swimming pool which is set into the hillside. Original Tuscan recipes and exquisite wines from the surrounding Vino Nobile di Montepulciano vineyards will be served in the restaurant or on the patio during the summer months. The restaurant also uses olive oil produced by its own olive groves. The hotel can arrange for you to attend cooking classes or cheese tasting events and pride themselves on their hospitality and personal service. Close to important tourist destinations such as Florence, Siena and Arezzo yet immersed in the most tranquil of surroundings, Lupaia is the perfect place from which to discover the beauty of Tuscany.
Exceptional
95 reviews

Exceptional
101 reviews

Superb
354 reviews

Superb
151 reviews

Superb
82 reviews

Fonteliving RestArt offers very elegant design apartments, plus an outdoor pool surrounded by the green Tuscan countryside. The popular thermal pools are 700 metres away. Apartments are spacious, air conditioned and nicely decorated. In your living area you will find a fully equipped kitchen, LCD satellite TV and free Wi-Fi access. Each has a furnished balcony or terrace. Guests can relax on a deck chair by the pool. Fonteliving RestArt is 150 metres from a bus stop linking with Chiusi and Montepulciano. The spa town of Chianciano Terme can be reached by car in 30 minutes, and the centre of San Casciano Dei Bagni is 800 metres away.
Exceptional
327 reviews

Exceptional
124 reviews

This property offers a Special Protection Program, a strict program of precise safeguards dedicated to our guests and our staff. Set within the town walls of medieval Cortona, this impressive 18th-century residence is now a luxury hotel, which offers you spectacular views of the mountains, hills, and nearby Lake Trasimeno. Hotel Villa Marsili features original frescoes from the 14th-century church, which once stood on this site. The professional team of staff are always on hand to make your stay extra special. All rooms include a free minibar. At Villa Marsili your day starts with a buffet breakfast, which is served from 07:30 until 10:00. The outdoor gardens and sitting rooms with fireplace are ideal for an afternoon tea. They can also be used as an elegant location for a celebration or business event.
Exceptional
333 reviews

Exceptional
240 reviews

Exceptional
22 reviews

Poggio Piglia is a unique property in the hamlet of Macciano in the Tuscan countryside. It offers extensive gardens with a swimming pool overlooking the surrounding valleys. Rooms at Poggio Piglia all have wood-beamed ceilings, natural stone walls and wood floors. They are all air conditioned and feature a large bathroom with glass-enclosed shower. Guests can sample homemade products and organic olive oil at the snack bar, while the restaurant is open on request. Piglia is well connected by the A1 motorway. It is 4 km from the Umbrian border and 10 minutes' drive from Chianciano Terme.
Exceptional
215 reviews

Superb
97 reviews

Exceptional
11 reviews

Superb
81 reviews

Exceptional
91 reviews

Located just 6 km from Cortona, Villa di Piazzano is an elegant historical villa. Its landscaped gardens include a terrace for al fresco dining, a pool and panoramic countryside views. This family-run hotel still includes a number of the villa's original features and a selection of antique furniture. All rooms are air conditioned and feature free Wi-Fi and Sky TV. Free Wi-Fi is also available in all areas, including the terrace and pool area. L'Antica Casina di Caccia restaurant applies a 0-km philosophy, which means it uses only the freshest local ingredients. It specialises in Tuscan cuisine and homemade pasta. Meals are served out on the terrace overlooking the surrounding countryside. The villa offers free parking and is a 15-minute drive from Lake Trasimeno.
Superb
311 reviews

Set in the Tuscan countryside, Fontelunga Hotel & Villas offers a large garden with free access to the outdoor pool and tennis court. It features elegant and spacious accommodation with all modern comforts and free Wi-Fi. Rooms and apartments come with air conditioning, an iPod docking station, and en suite bathroom with free Molton Brown toiletries. With views across the valley, apartments also have a fully equipped kitchenette with a complimentary food hamper. A continental breakfast is served daily out in the garden or indoors. The restaurant on site is open for lunch and dinner and specialises in regional and national dishes. Guests can request a private chef or cooking classes. The property is complete with a shared lounge area with satellite TV. Staff are happy to assist with booking restaurants, tours, massages or winery visits. Free bikes are available. Fontelunga Hotel & Villas is 1 km from the centre of Pozzo della Chiana and a 30-minute drive from Arezzo. Nestled among an estate of 200 olive trees with sweeping views over the Val di Chiana, enjoy the simple pleasures of Italian countryside life at Fontelunga. Fontelunga offers eight guest rooms and a junior suite in a separate cottage, each designed to blend vintage Italian with modern design. The grounds offer a swimming pool, jacuzzi, tennis court, vast terrace and gazebo with an outdoor fireplace. A continental breakfast is served daily out in the garden or indoors. The on-site restaurant is open for dinner and specialises in regional and national dishes. Lunch is available upon request and guests can request a private chef or cooking classes. The property is complete with a shared lounge area with satellite TV. Staff are happy to assist with booking restaurants, tours, massages or winery visits. Car hire is also available, provided by Volkswagen. Fontelunga Hotel & Villas is 1 km from the centre of Pozzo della Chiana and a 30-minute drive from Arezzo.
Superb
21 reviews

None
Superb
201 reviews

Note: The prices for each boutique hotels in Val Di Chiana do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.
Luxury or Boutique stay in Val di Chiana, Italy: When you choose a luxury or boutique stay in Val di Chiana, Italy, you'll be perfectly positioned to explore these stunning attractions that enhance your travel experience.
Cortona: This charming hilltop town is known for its medieval architecture, breathtaking views, and art galleries, making it a must-visit during your stay.
Lake Trasimeno: Enjoy a peaceful retreat at Lake Trasimeno, where you can partake in boat rides, cycling, or simply relaxing by the serene waters surrounded by lush landscapes.
Montepulciano: Famous for its Vino Nobile wine, Montepulciano offers wine tours and tastings while revealing stunning Renaissance architecture and picturesque streets.
Pienza: Recognized as a UNESCO World Heritage site, Pienza captivates visitors with its elegant squares, exquisite cheese shops, and beautiful surrounding countryside.
Castiglione del Lago: Explore the enchanting medieval castle and take a leisurely stroll along the shores of Lake Trasimeno in this delightful lakeside town.
Val d'Orcia: Known for its rolling hills and striking landscapes, you can take scenic drives or bike rides through Val d'Orcia to immerse yourself in the region's natural beauty.
Thermal Baths of San Casciano dei Bagni: Indulge in relaxation and rejuvenation at these luxurious thermal baths that promise soothing experiences amidst beautiful natural surroundings.
Local Cuisine Tours: Savor the flavors of Tuscany by joining local cuisine tours that allow you to sample authentic dishes and learn cooking secrets from talented chefs.
Transportation/Shuttle service is available at the following boutique hotels in Val di Chiana:
A spa is available to guests at the following boutique hotels in Val di Chiana:
Families traveling in Val di Chiana enjoyed their stay at the following boutique hotels:
Some of the best boutique hotels in Val di Chiana are: