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Stay in Chianti's best hotels!

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our Top Picks Lowest Price First Star rating and price Top Reviewed

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Borgo San Luigi

Hotel in Monteriggioni

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. The facility is amazing. very good for gateway break. The staff were kind. i loved the place very much

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9.1
Wonderful
1,594 reviews
Price from
$123
per night

La Pietra Del Cabreo

Hotel in Greve in Chianti

Located in Greve in Chianti, 1.2 miles from Piazza Matteotti, La Pietra Del Cabreo provides accommodations with a restaurant, free private parking, a seasonal outdoor swimming pool and a bar. Only 2 days felt super short. I would have skipped Florence and spend the whole trip at La Pietra del Cabreo. We will definitely be back. Location, friendliness of the staff, decoration and size of the rooms, well done guys.

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9.7
Exceptional
191 reviews
Price from
$224
per night

La Rimbecca Greve in Chianti

Hotel in Greve in Chianti

Located a 10-minute drive from Piazza Santa Croce, La Rimbecca Greve in Chianti provides rooms with air conditioning in Greve in Chianti. location, the building and the staff/ service. The chickens are cool too!

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9.1
Wonderful
326 reviews
Price from
$132
per night

Borgo Del Cabreo

Hotel in Greve in Chianti

Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 0.6 mi from the town center of Greve in Chianti. The location was gorgeous! We stayed in the Villa and that was amazing, 2 floors and a private garden. The pool and the views are beautiful. The breakfast dishes are homemade and delicious. Very relaxing in a beautiful setting. The staff was very helpful.

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9.8
Exceptional
532 reviews
Price from
$215
per night

Villa Le Calvane

Hotel in Montespertoli

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. Suddenly it was in front of us, Villa le Calvane, in the heart of Tuscany, surrounded by mountain ranges and hills, on whose crests ancient pine trees gather in rows to pay homage to the beauty of this unique landscape. The villa's tastefully selected interior and generous space create a cosy atmosphere. As always, it is the people who make the difference: First and foremost the director of the house, Andrea, the sommelier Massimo and the service team, Prya, Monica and Daniele. Our special thanks go to them for an unforgettable time and hospitality! We will be back, look forward to 2022, stay healthy! Best regards Britta & Stefan Wöhner

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9.2
Wonderful
151 reviews
Price from
$467
per night

Palazzo Pacini

Hotel in Colle di Val d'Elsa

Palazzo Pacini has a restaurant, bar, a shared lounge and garden in Colle di Val d'Elsa. Among the facilities at this property are room service and an ATM, along with free WiFi throughout the... Pietro’s hospitality and friendliness made the highlight of my staff. He went above and beyond to welcome me and get me settled in. The room is beautifully renovated. Both complimentary still and sparkling water in the room!!!

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9.3
Wonderful
543 reviews
Price from
$102
per night

Hotel Palazzo Squarcialupi

Hotel in Castellina in Chianti

Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa. centrally located within walking distance to everything!!! The pool is rustic and charming!!

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9
Wonderful
474 reviews
Price from
$132
per night

Locanda Le Piazze

Hotel in Castellina in Chianti

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 3.7 mi from Castellina in Chianti. Peaceful, beautiful setting, clean, and extremely friendly and helpful staff. Wish we could have stayed longer. Thanks to all the staff there

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9.4
Wonderful
317 reviews
Price from
$268
per night

Romantik Hotel Monteriggioni

Hotel in Monteriggioni

Romantik Hotel Monteriggioni is set in the heart of Chianti, in the walled medieval town of Monteriggioni. It features a large garden with a swimming pool and olive trees. Amazing staff! Especially loved the outdoor pool and breakfast!

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9.2
Wonderful
318 reviews
Price from
$132
per night

Hotel Belvedere Di San Leonino

Hotel in Castellina in Chianti

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area. The staff are friendly and speak good English. The room was attractive, spacious and quiet, though the bathroom was cramped. Breakfast was top quality with a wide choice though more expensive than in some hotels. I enjoyed the jacuzzi. The hotel is near the SR222, the beautiful twisting road between Florence and Siena. Quiet and largely forested, it's popular with cyclists. The hotel is an easy 25 minute drive from the Santa Caterina parking lot which is conveniently located for visiting the historic center of Siena. The hotel attracts a high class clientele - mainly Americans, Germans and Brits while we were there.

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9.1
Wonderful
485 reviews
Price from
$117
per night

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