The Best Five
Star Hotels in Chianti

Boutique hotel. Charming. Cosy rooms. Borgo San Felice is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious rooms with antique furnishings, a swimming pool, and panoramic views. The hotel boasts 2 restaurants. Il Poggio Rosso restaurant offers gourmet cuisine and has a selection of over 500 fine wines. The more informal Osteria del Grigio offers modern Tuscan cuisine and is open for lunch and dinner. There is also a bar on site. In summer, guests can enjoy a drink or a snack by the heated outdoor pool. Bikes are available to rent and you will find a tennis court, gym and bowls court on site. The health centre offers a number of beauty treatments and specialises in wine therapy, massages and other beauty treatments. Rooms here come with air conditioning and satellite TV. Parking is free and free Wi-Fi throughout are available. Borgo San Felice is set on a hill amongst olive groves and vineyards. The local area is full of interesting churches and abbeys, and the town of Siena is just a 30-minute drive away. Show full description

Boutique hotel. Highly elegant. Great views. Popular among couples. Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location. Hotel Le Fontanelle's pretty main building dates back to the 13th century, part of an old country estate. All rooms have beamed ceilings and terracotta floors. They overlook the surrounding vineyards, woods, and valley. Modern facilities such as LCD satellite television and internet access are also provided. Enjoy a refreshing swim and stunning views in Hotel Le Fontanelle's outdoor pool or borrow one of the hotel's bikes free of charge, and go exploring the countryside. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. Indoors you can work out in the gym, go for a swim in the indoor pool with hydromassage area or really pamper yourself and go to the wellness area. Relax in the sauna or the Turkish bath, or request one of a range of beauty treatments or massages. Hotel Le Fontanelle's La Colonna restaurant has a panoramic terrace and serves traditional Italian cuisine with a creative twist. Florence is 80 km from Hotel Le Fontanelle, while Siena is 20 km from the property. The nearest airport is Florence, 90 km from the hotel, and the property offers an airport shuttle service on request with extra charge. Show full description

Luxury Hotel. Opened June 2023. Located in Radda in Chianti, 21 km from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Piazza del Campo is 37 km from the hotel, while The Mall Luxury Outlet is 41 km away. The hotel offers a hammam and room service. Guest rooms in the hotel are equipped with a kettle. At Pieve Aldina Relais & Châteaux each room has bed linen and towels. At the accommodation you will find a restaurant serving Italian cuisine. Vegetarian and vegan options can also be requested. At Pieve Aldina Relais & Châteaux guests are welcome to take advantage of a spa centre. Languages spoken at the 24-hour front desk include Arabic, English, Spanish and French. The nearest airport is Florence Airport, 58 km from Pieve Aldina Relais & Châteaux. Show full description

Luxury Hotel. Historic property. Superb breakfast. Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century. It offers 2 swimming pools, one of which is heated, a restaurant and spacious rooms with Sky TV. Rooms at the Castello Di Spaltenna have traditional Tuscan décor and panoramic views over the valley or the courtyard. They all include free Wi-Fi. The outdoor pool has a waterfall and a sun terrace for guests to sunbathe. In the winter months, there is the indoor pool with countryside views. Il Pievano restaurant is situated in the castle’s historic hall and offers a large wine list including many wines from the local Chianti region. Candlelit dinners are served out on the courtyard. A sauna, Turkish bath and gym, tennis court and billiard room are also available. Staff can advise on the many hiking and mountain biking trails in the area. Show full description

Boutique hotel. Delightful property. Cosy rooms. Popular among women. Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs. The hotel's gastronomic restaurant serves Tuscan specialities and wines produced on the estate and in the surrounding area. You can also enjoy wine and olive oil tasting. Rooms and suites at the Borgo Scopeto are spacious and decorated in calming colours. They are equipped with satellite TV and a minibar. From this restored 13th-century hamlet, you can explore the Chianti region or take a wine tasting tour. The historic city of Siena is a 20-minute drive away. The Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge. Show full description

Boutique hotel. Historic. Castel Monastero is set in a restored mediaeval hamlet from the 10th century. This historic castle offers beautiful views of Tuscany, a pool, a wellness centre and 2 restaurants. All rooms have free Wi-Fi. You can enjoy playing tennis near Castel Monastero Hotel or relax in the 1000m² spa. It offers many massages and therapies and a tea room. Rooms at Castel Monastero are decorated in a rustic style with stone and wood décor. Each has a flat-screen TV and a minibar. Castel Monastero has a gourmet restaurant and one serving typical Tuscan dishes. There is also a large wine cellar and a bar in the square. Siena is just over 22 km from Castel Monastero. Show full description

Luxury Hotel. Opened September 2022. Set in Castelnuovo Berardenga, 13 km from Piazza del Campo, The Club House offers accommodation with a seasonal outdoor swimming pool, free private parking, a fitness centre and a garden. Boasting a concierge service, this property also provides guests with a sun terrace. You can play mini-golf and tennis at this 5-star hotel, and the area is popular for cycling. The hotel has a hot tub and room service. The hotel will provide guests with air-conditioned rooms with a desk, a coffee machine, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a shower. All guest rooms feature a wardrobe. The Club House offers an à la carte or continental breakfast. At the accommodation you will find a restaurant serving Italian cuisine. Vegetarian, dairy-free and vegan options can also be requested. The Club House offers a spa centre. There is an in-house bar and guests can also make use of the business area. Speaking German, English, Spanish and French at the 24-hour front desk, staff are always at hand to help. Piazza Matteotti is 40 km from the hotel. The nearest airport is Florence Airport, 65 km from The Club House. Show full description

Boutique hotel. Romantic. Great location. Popular among couples. Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the Chianti region. Olive oil and wine are produced on site. Free private parking is available. Each room at this hotel is air conditioned and comes with a flat-screen TV with satellite channels. Some rooms include a seating area to relax in after a busy day. All rooms include a private bathroom with a bidet and shower, with bathrobes and slippers provided. For your comfort, you will find free toiletries and a hairdryer. Villa Le Calvane features free WiFi throughout the property. Guests can enjoy the on-site bar and restaurant offering Tuscan cuisine. Florence is 21 km from Villa Le Calvane, while Montecatini Terme is 35 km from the property. The nearest airport is Florence Airport, 17 km from Villa Le Calvane. Show full description

Boutique hotel. Charming. Comfortable beds. COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking. The uniquely designed rooms of Castello Del Nero come with original frescoes or beamed ceilings. All feature a plasma-screen TV, air conditioning, and a bathrobe and slippers. Every part of the castle offers panoramic views across the Tuscan countryside, with vineyards and olive groves. La Torre Restaurant, a Michelin-starred restaurant, is set in what was once the castle's stable. It has an à la carte menu accompanied by a selection of local wines. La Taverna Restaurant serves Tuscan specialities. Castello Del Nero offers a shuttle service to and from Florence and Sienna, which operates according to a schedule. Show full description