[2023 PICKS] The Best Boutique Hotels in Chianti

The best boutique hotels in Chianti place you in some of the most idyllic locations in Italy.

Chianti is a stunning region in Tuscany, Italy, known for its picturesque rolling hills and vineyards. It is the perfect destination for travelers looking for a unique and romantic Italian getaway. With its abundance of boutique hotels, Chianti offers a range of accommodation options to suit any taste.

From rustic farmhouses to luxury villas, there is something to suit every budget and style. With its beautiful landscapes and delicious wines, Chianti is a great place to relax and explore.

We hand-picked top-rated boutique hotels in Chianti to consider for your next getaway!

The 10 Best Chianti Boutique Hotels 

1. Villa I Barronci Resort & Spa

8.7 Average Rating
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Villa I Barronci Resort & Spa is a luxurious boutique hotel nestled in the Tuscan countryside, 20 minutes drive from Florence. Surrounded by a private park and boasting stunning views of the Chianti region, this charming residence offers a unique experience.

Accommodation at I Barronci is elegant and comfortable, with rooms featuring stonework, exposed wooden beams, air conditioning, and Plasma TVs.

The villa’s heated outdoor pool has a hydromassage area and bar service, while the spa boasts a panoramic sauna, Turkish bath, sensory shower, and hot tub. Massages and treatments are available on request.

The extensive breakfast buffet features a variety of fresh fruit, homemade cakes, pastries, and freshly baked pies. The Panorama restaurant offers Tuscan dishes and a lengthy wine list, and in summer, you can enjoy your meals outside, with views of the valley and pool.

I Barronci also provides the opportunity to rent e.bikes from May to September to explore the surrounding olive groves and vineyards. San Casciano in Val di Pesa, with its shops, restaurants and cafés, is just 2 km away.

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2. Borgo San Luigi

9.1 Average Rating
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Borgo San Luigi is a 4-star boutique hotel in the Tuscan countryside between Siena and Florence, just outside of Monteriggioni. Situated on 20 acres of lush parkland and a 17th-century palace, this serene retreat is only 2 km from the motorways and set on an unpaved road. Guests can enjoy a variety of activities, such as swimming in the Olympic-sized pool, playing tennis, football, quad biking, and horseback riding, or exploring the surrounding rural area.

The friendly, professional staff at Borgo San Luigi can organize tours, excursions, or team-building events, making this the ideal location for a relaxing stay between meetings. The accommodation at this luxurious boutique hotel consists of high-quality rooms with period furniture and Tuscan-style furnishings. Many of the rooms feature vineyard or mountain views, rustic fireplaces, historic frescoes, and Tuscan four-poster beds, as well as a garden or a balcony.

Guests can savor typical Tuscan cuisine at La Limonaia, the chic on-site restaurant. This elegant space is suitable for a variety of events, including large receptions, ceremonies, banquets, and business dinners. Borgo San Luigi is the ideal spot for a unique holiday, where you can participate in a cooking school or English-language school.

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3. Park Hotel Chianti

8.9 Average Rating
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Nestled in the heart of the Chianti Classico area, Park Hotel Chianti is a family-run boutique hotel located 15 km from Florence and 40 km from Siena. Guests can take advantage of free parking, an outdoor swimming pool, and modern rooms with free Wi-Fi. Each room is air conditioned and comes with a satellite TV and a private bathroom with a shower. Many rooms have a balcony, and some even have views of the inner garden or the pool.

The hotel’s restaurant serves classic Italian cuisine and Tuscan specialties, as well as a generous breakfast buffet. Chianti Park Hotel is conveniently situated just off the Tavarnelle exit of the Raccordo Autostradale Siena-Firenze motorway.

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4. Hotel Borgo Di Cortefreda

8.8 Average Rating
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Nestled in the Tuscan hills and boasting sweeping views of the Chianti region, Hotel Borgo Di Cortefreda is a luxurious boutique hotel steeped in history. This hotel offers an array of impressive facilities, including an outdoor pool with a beautiful panoramic view, a Turkish bath, a Finnish sauna, and massage services bookable at reception. In the evenings, guests can enjoy a drink in the American bar and then dine in the restaurant, which serves local Tuscan specialties with a modern twist. Wine and oil tastings as well as cooking lessons can also be arranged.

Hotel Borgo Di Cortefreda is the perfect base for exploring the natural and historical splendor of the Tuscan region. The hotel is close to a host of Tuscan towns, including Volterra, San Gimignano, Siena, and Florence. With its impressive facilities and convenient location, this boutique hotel is the ideal place to experience the beauty of Tuscany.

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5. Il Piccolo Castello

8.2 Average Rating
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Il Piccolo Castello is a luxurious boutique hotel nestled in two hectares of lush parkland in the Tuscan countryside, just one kilometer from the castle walls of Monteriggioni. Its central location makes it an ideal base to explore the region’s attractions, and guests can take advantage of the hotel’s free and private car park to make day trips to nearby cities such as Siena, Volterra, and San Gimignano.

The hotel serves a delicious breakfast from 7:00 to 10:00 a.m. and features a restaurant and wine bar where guests can enjoy Tuscan specialties and sample fine local wines such as Chianti. The classically styled rooms offer direct access to the hotel’s swimming pool, as well as panoramic views of the surrounding gardens and park. Guests can also take some time to relax and enjoy the hotel’s wellness center, which offers a sauna, whirlpool baths, and fitness equipment upon request.

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6. Palazzo Pacini

9.4 Average Rating
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Palazzo Pacini is a luxurious boutique hotel nestled in Colle Val D’Elsa. Guests can enjoy a range of amenities, including concierge services, allergy-free rooms, a garden, free WiFi throughout the property, and a shared lounge. Each air-conditioned room is equipped 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. Some rooms also have a balcony with a mountain view, a terrace, or city views. All rooms come with bed linen and towels, as well as a kettle.

In the morning, guests can start their day with a continental, Full English/Irish or Italian breakfast. The hotel also provides bike and car hire services to explore the surrounding area, which is popular for hiking and cycling. Piazza del Campo is 25 km away, while Piazza Matteotti is 40 km away, and Pitti Palace is 50 km away. The nearest airport is Florence Airport, 56 km from Palazzo Pacini.

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7. Hotel Palazzo San Niccolò & Spa

8.3 Average Rating
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Nestled in the picturesque town of Radda in Chianti, Palazzo San Niccolò is a luxurious boutique hotel. It offers free Wi-Fi, a large garden, and interesting interiors with original frescoes and antique furniture.

The rooms at San Niccolò are air-conditioned and feature a satellite LCD TV and minibar. Guests can choose between a hydromassage shower or bath.

Your day at the boutique hotel begins with a large buffet breakfast featuring homemade pastries and a wide variety of food. Guests can relax out in the garden with tables and chairs and enjoy a drink from the bar. The friendly staff can recommend the best local restaurants and provide useful tourist information.

Rates include the use of Palazzo Leopoldo’s indoor heated pool and of L’Ultimo Mulino’s outdoor pool. The boutique hotel is 40 minutes drive from Siena, set amongst green hills in the Tuscan countryside.

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8. Palazzo Leopoldo Dimora Storica & Spa

8.4 Average Rating
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Palazzo Leopoldo is a luxurious boutique hotel located in the medieval center of Radda, surrounded by the picturesque Chianti countryside. The majestic property was originally a patrician villa dating back to 1310 and comprises a historical building and a formerly patrician villa. Free WiFi is available throughout.

The large rooms of this ancient manor are uniquely decorated and come with original fireplaces and frescoes. Each room is equipped with a 32-inch LCD TV and free mineral water.

The hotel also features a wellness and fitness area, where guests can enjoy massages, a sauna, a Turkish bath, a sun terrace, and a heated indoor swimming pool with a hydromassage area. There are two outdoor hot tubs and a private spa area available upon request.

La Perla Del Palazzo, the hotel’s fine restaurant, serves delicious Tuscan dishes, which can also be enjoyed in the lush garden. Guests can also enjoy drinks on the terrace, surrounded by the magnificent Chianti hills.

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9. Hotel Palazzo San Lorenzo & Spa

8.8 Average Rating
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Palazzo San Lorenzo is a boutique hotel located in the mediaeval village of Colle di Val d’Elsa. This luxurious accommodation offers guests modern-style décor, a 32” LCD TV, and a hydro-massage bath or shower. The spacious rooms feature free Wi-Fi, free mineral water in the minibar, air conditioning, parquet floors, and marble bathrooms.

This elegant boutique hotel dates back to the 17th century. The public spaces are decorated with statues and crystal chandeliers, while a glass ceiling covers the central court and allows for plenty of natural light. Every morning, a buffet breakfast is served in the central court. The hotel’s restaurant serves delicious Tuscan dishes.

San Gimignano and Siena are less than 30 30-minute’ drive away, while Florence is 45 km away. Palazzo San Lorenzo is the perfect destination for those looking for a luxurious and comfortable boutique hotel experience.

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10. Borgo Grondaie

9.1 Average Rating
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Borgo Grondaie is a luxurious boutique hotel located just 2 km from the historic center of Siena. This Tuscan farm-turned-property offers an outdoor salted-water pool, room, and apartment accommodation of various sizes with free WiFi. The hotel is furnished in a classic rustic Tuscan style, and all accommodation includes air conditioning, SKY Gold TV channels, an electric kettle, slippers, and a hairdryer. Apartments also feature fully equipped kitchenettes.

Guests staying in rooms are offered a complimentary continental breakfast every morning, and those in apartments can request it at an extra charge. Borgo Grondaie also provides an internet point, a laundry room, and free parking. It is conveniently located 1 km from Siena Train Station.

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