Chianti Region Hotels from from S$69
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Our top choices for Chianti Region hotels
A Casa Da Agata
A Casa Da AgataLoro Ciuffenna
10.0 out of 10, Exceptional, (1)
Adventurous travellers will love the on-site hiking and biking trails at this scenic retreat. Enjoy complimentary perks including local cuisine breakfast, WiFi, and parking. Croce del Pratomagno and Soffena Abbey await nearby for cultural exploration.
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
Carolina
The price is S$191
includes taxes & fees
27 Dec - 28 Dec
La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.
"Excellent place to stay even for the next time. "
Xuejie
The price is S$152
includes taxes & fees
26 Dec - 27 Dec
9.4 out of 10, Exceptional, (432)
This luxurious hotel offers indulgent spa services including massages and body wraps, plus a relaxing hot tub and sauna. Enjoy free breakfast at the café, then explore nearby Art in Colour and the Archaeological Museum, just minutes away.
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
George
VIESCA Suites & Villas – Il Borro Toscana
VIESCA Suites & Villas – Il Borro ToscanaReggello
9.2 out of 10, Wonderful, (7)
Nestled in scenic Reggello, this farm stay offers deep-tissue massages and facials at the on-site spa. Enjoy convenient in-room refrigerators, an outdoor pool, and fitness centre. Close to Franciscan Monastery and Soffena Abbey with free WiFi and parking.
"A dream. Peaceful is the only word that comes to mind. "
Margaux
The price is S$392
includes taxes & fees
2 Jan - 3 Jan, 2026
9.4 out of 10, Exceptional, (336)
Escape to this historic family-friendly hotel offering free breakfast and parking. Enjoy the seasonal outdoor pool and tennis courts, then unwind at the bar. Conveniently located near San Lucchese Convent and local Tuscan villages with train station access.
"Beautiful place
Great service "
patricia
9.0 out of 10, Wonderful, (243)
Elegant Italian hotel adjacent to golf course featuring outdoor pool and authentic cuisine at Il Cardinale restaurant. Enjoy free breakfast, WiFi and parking while exploring nearby Sentierelsa Trail and Piazza Arnolfo di Cambio, just minutes from Monteriggioni.
"Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside."
Alexander
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Holiday Rentals in Chianti Region
Townhouse
Villa il Fedino
Villa il FedinoSan Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
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Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.
Top Chianti Region Hotel Reviews
Hotel Borgo di Cortefreda Relais
10/10 Excellent
More cheap stays in Chianti Region
Villa Castiglione
Via Colle Ramole 20 Impruneta FI
The price is S$98 per night from 6 Jan to 7 Jan
S$98
6 Jan - 7 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (255 reviews)
Hotels in Chianti Region with star rating
5 Star Hotels
5 properties
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