The Best Hotels in Chianti

Here’s our manually curated guide to the best luxury, boutique, and most charming hotels in Chianti. Bon voyage!

Hannah, Travel Blogger

Updated

Hotel Le Fontanelle

Rated 9.5 in 207 reviews

Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from… See more

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.

Rooms from $520

Castel Monastero is set in a restored mediaeval hamlet from the 10th century. This historic castle offers beautiful… See more

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.

Rooms from $476

Borgo Scopeto Wine & Country Relais

Rated 8.8 in 425 reviews

Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike… See more

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.

Rooms from $405

Locanda Le Piazze

Rated 9.3 in 288 reviews

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6… See more

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside.

The Locanda's extensive gardens feature an outdoor pool set in an olive grove. On site parking is free.

The simple, individually decorated rooms come with air conditioning, and a flat-screen TV. The minibars are stocked with free mineral water, and the en suite bathrooms are complete with a hairdryer.

The Tavola by Guido Haverkock restaurant offers a variation of traditional Tuscan cuisine, using organic local ingredients. A generous breakfast is served daily.

Rooms from $251

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th… See more

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.

Rooms from $311

La Pietra Del Cabreo

Rated 9.7 in 355 reviews

Located in Greve in Chianti, 2 km from Piazza Matteotti, La Pietra Del Cabreo provides accommodation with a seasonal… See more

Located in Greve in Chianti, 2 km from Piazza Matteotti, La Pietra Del Cabreo provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant. 28 km from Piazzale Michelangelo and 29 km from Ponte Vecchio, the property features a bar and a tennis court. The accommodation offers room service, a concierge service and organising tours for guests.

The hotel will provide guests with air-conditioned rooms offering a wardrobe, a coffee machine, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Every room comes with a kettle, while some have a terrace. At La Pietra Del Cabreo every room is equipped with bed linen and towels.

A buffet, continental or Italian breakfast is available daily at the property.

Uffizi Gallery is 29 km from the accommodation, while Palazzo Vecchio is 29 km away. The nearest airport is Florence Airport, 37 km from La Pietra Del Cabreo.

Rooms from $177

COMO Castello Del Nero

Rated 9.0 in 91 reviews

COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century… See more

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.

Rooms from $748

Borgo Del Cabreo

Rated 9.8 in 597 reviews

Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan… See more

Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 1 km from the town centre of Greve in Chianti. The property takes its name from the wine that is produced in the surrounding vineyards.

Every room is fitted with a flat-screen TV with satellite channels. Certain units include a seating area for your convenience. You will find a kettle in the room. Every room includes a private bathroom equipped with a bidet. For your comfort, you will find free toiletries and a hairdryer.

There is a shared lounge at the property, as well as free WiFi and free parking.

The nearest airport is Florence Airport, 25 km from Borgo Del Cabreo.

Rooms from $177

Borgo San Luigi

Rated 9.1 in 1718 reviews

Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres… See more

Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni.

You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road.

Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer.

You can participate in a variety of sports on this rich, resort-like, country estate. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area.

Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings.

Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony.

Savour typical Tuscan cooking at La Limonaia, the chic on-site restaurant at Borgo San Luigi. La Limonaia is suitable for a variety of events, including large receptions, ceremonies, banquets and business dinners.

Borgo San Luigi is the perfect location to enjoy a unique holiday, where you can participate in a cooking school or English-language school.

Rooms from $67

Wine Resort Dievole

Rated 9.4 in 550 reviews

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types… See more

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

Once home to Tuscan nobility, these 16th-century buildings overlook vineyards and olive groves, as do Wine Resort Dievole 2 lovely swimming pools. All rooms and suites have antique furnishings and some offer kitchen facilities as well as private gardens.

Wine Resort Dievole is perfect for exploring Tuscany, whether by bike (itineraries, transfers, guides and maps can be provided) or car. Florence is just an hours drive away.

In the evening relax back at home at Wine Resort Dievole. Of course, typical Tuscan cuisine is always available. Dishes are made with local, organic ingredients and some of the villas own produce is also served, including olive oil and wines.

Rooms from $314

Castello La Leccia

Farm stay

Rated 9.6 in 321 reviews

Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free… See more

Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Castellina in Chianti is 2 km away.

Accommodation at La Leccia comes with a unique design and handmade furniture. Some rooms boast original stuccoes and four-poster beds.

The restaurant serves traditional dishes of Tuscany, along with great local wines. The breakfast buffet features both sweet and savoury items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organises tastings of its own wine and olive oil.

Castello La Leccia is at the end of an unpaved road off the SP51 road. Parking is free.

Rooms from $211

Salvadonica

Farm stay

Rated 9.2 in 1165 reviews

Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of… See more

Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi.

Air-conditioned rooms and suites are uniquely decorated and have different rustic features, such as wrought-iron beds, frescoed walls, or exposed wood-beamed ceilings.

Pastries, jams, cold meats and cheeses feature in the buffet breakfast , which is served in a room overlooking the Tuscan hills. The Salvadonica also features a small restaurant, open for lunch and dinner, which serves local specialities and the property’s own olive oil and wine.

Guests can relax in the large garden, which encircles the swimming pool and overlooks the Tuscan countryside. Massages under the gazebo can be booked upon request.

The property provides free private parking and is well placed for visiting Florence, 20 km away. Siena can be reached by car in 50 minutes.

Rooms from $93

Set on a hill overlooking the Massellone Valley, the historic and elegant Castello Di Meleto Wine Destination - Camere… See more

Set on a hill overlooking the Massellone Valley, the historic and elegant Castello Di Meleto Wine Destination - Camere in Castello e Appartamenti is 2 km from Gaiole in Chianti. It offers rooms and apartments with Tuscan-style furnishings.

The accommodation features exposed wood beams, terracotta floors and wooden furniture. The basic rooms include a private bathroom. The apartments also have a kitchenette.

The Meleto Castle features large green areas with 2 swimming pools, barbecue facilities and bowling green. Free Wi-Fi is provided at the reception, and free private parking is available too.

Castello Di Meleto Wine Destination - Camere in Castello e Appartamenti is 30 minutes’ drive from Siena and Rapolano Terme. Arezzo is 55 km away.

Rooms from $106

Hotel Belvedere Di San Leonino

Rated 9.1 in 465 reviews

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area… See more

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area. Set in a historic country house from the 1400s, this property offers rooms decorated in a typical Tuscan style.

The Belvedere features private gardens with free parking and a spacious outdoor swimming pool. The beautiful panoramic views include the vineyards, olive groves, the Elsa Valley, San Gimignano and Siena.

Each room comes with terracotta flooring, high oak-beamed ceilings, antique furniture and wrought-iron beds.

Il Cortile restaurant serves buffet breakfast, and Tuscan cuisine for dinner. In the evening, aperitif and drinks are served in the bar with lounge.

Guests can enjoy free wine tasting at a nearby shop.

Florence is 45 km from Hotel Belvedere Di San Leonino, while Siena is a 20-minute drive away.

Rooms from $136

Borgo San Felice

Rated 9.4 in 57 reviews

Borgo San Felice is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious… See more

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.

Rooms from $974

Villa Le Calvane

Rated 9.4 in 170 reviews

Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the… See more

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.

Rooms from $542

The Club House

Rated 9.3 in 3 reviews

Set in Castelnuovo Berardenga, 13 km from Piazza del Campo, The Club House offers accommodation with a seasonal outdoor… See more

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. The hotel provides 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.

A continental breakfast is available every morning at The Club House. 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. You can play mini-golf and tennis at this 5-star hotel, and the area is popular for cycling.

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 willing to help at any time of the day.

Piazza Matteotti is 40 km from the hotel. The nearest airport is Florence Airport, 65 km from The Club House.

Rooms from $701

Relais Della Rovere

Rated 8.9 in 1370 reviews

Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park… See more

Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town. Free Wi-Fi is available in all rooms.

Rooms are all equipped with modern furniture, air conditioning and satellite TV. They feature parquet or terracotta floors, and private bathrooms with spa bath or a shower. Some have views of the historic centre of Colle Val D'Elsa.

The restaurant of Della Rovere Relais serves typical Tuscan cooking and fine national wines. During the summer you can dine on the patio and enjoy the romantic, candlelit atmosphere.

Since 2021 the Relais is managed by Ross Hotels Group; rooms and common areas have been restored giving a new light to the ancient ambiences.

Rooms from $152

Castello di Fonterutoli Wine Resort

Rated 8.8 in 744 reviews

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside… See more

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

The rooms are set in separate buildings located around the grounds. Each one features a private bathroom and elegant décor.

You are invited for a guided tour of the wine cellar where you can buy wines from the shop.

Breakfast at Castello di Fonterutoli Wine Resort is a buffet of pastries, hot dishes and cold cuts. The restaurant is open to the public and serves traditional Tuscan cuisine.

Siena is a 20-minute drive away. Buses for Siena stop in Fonterutoli village centre, 200 metres away.

Rooms from $167

Palazzo Pacini

Rated 9.4 in 899 reviews

Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services… See more

Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge. Some units at the property feature a balcony with a mountain view.

The hotel will provide guests with air-conditioned rooms with a desk, a coffee machine, a minibar, a toaster, a safety deposit box, a flat-screen TV and a private bathroom with a shower. Every room is fitted with a kettle, while selected rooms also offer a terrace and others also have city views. At Palazzo Pacini all rooms have bed linen and towels.

The area is popular for hiking and cycling, in addition, bike hire and car hire are available at this hotel.

Piazza Matteotti is 40 km from the accommodation, while Pitti Palace is 50 km from the property. The nearest airport is Florence Airport, 56 km from Palazzo Pacini.

Rooms from $112