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Our top choices for Chianti Region hotels

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
Experience Tuscan charm at this hillside hotel with outdoor pool and poolside bar. Enjoy local cuisine at Ristorante Cortefreda after a day of massages at the spa. Near Abbey of Passignano and Casa Sola Winery with helpful staff to enhance your stay.

"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ₩138,877
₩163,052 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
Surrounded by rolling hills, this elegant hotel offers two restaurants serving international cuisine. Enjoy complimentary breakfast before exploring nearby Castello di Barberino Val d'Elsa or unwinding with hot stone massages and Ayurvedic treatments at the spa.

"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is ₩1,161,907
₩1,291,814 total
includes taxes & fees
Dec 19 - Dec 20
COMO Castello Del Nero

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
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. "
Canada
Xuejie
The price is ₩147,278
₩168,864 total
includes taxes & fees
Dec 21 - Dec 22
La Certosa di Pontignano

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (176)
Surrounded by Chianti vineyards, this spa hotel offers indulgent treatments, 2 restaurants, and both indoor and outdoor pools. Explore nearby Castello di Radda Winery or unwind at the poolside bar after a day in picturesque Tuscan countryside.

"Ideal country setting"
Canada
Dee
The price is ₩156,642
₩182,682 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
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 Color and the Archeological Museum, just minutes away.

"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (200)
Experience Tuscan charm at this wine resort with an attached winery and Osteria di Fonterutoli restaurant serving Italian cuisine. Located in Castellina in Chianti near Mazzei Winery and Walls of Monteriggioni, guests love the helpful staff.

"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is ₩272,131
₩306,199 total
includes taxes & fees
Dec 16 - Dec 17
Castello di Fonterutoli Wine Resort

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (274)
This historic palazzo in Radda features indoor and outdoor pools plus a full-service spa offering deep-tissue massages. Savor local cuisine at La Perla del Palazzo restaurant, with Castello di Radda Winery nearby and free WiFi throughout.

"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is ₩153,481
₩179,205 total
includes taxes & fees
Dec 18 - Dec 19
Palazzo Leopoldo Dimora Storica & Spa

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (403)
Set among Monteriggioni's rolling hills, this Tuscan hotel offers Italian dining at LA BIANCA RESTAURANT and a poolside bar. Tennis courts, free breakfast, and helpful staff create a memorable stay near Le Caldane Thermal Baths.

"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (314)
This business-friendly hotel offers 24-hour room service with easy access to Poggibonsi-San Gimignano Station. Unwind at the bar or coffee shop after exploring nearby attractions like Archeodromo di Poggibonsi and Poggio Imperiale Fortress.

"Wonderful breakfast. Good location!"
Canada
Karen
The price is ₩101,352
₩111,487 total
includes taxes & fees
Dec 23 - Dec 24
Hotel Toscana Ambassador

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
Escape to this historic villa with panoramic countryside views, an outdoor pool, and inviting coffee shop. Rejuvenate with hot stone massages while enjoying easy access to Florence attractions and free breakfast, WiFi, and parking.

"Wonderful stay."
United States
Nancy
Villa il Poggiale - Dimora Storica

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
Escape to this family-friendly hotel featuring an outdoor pool, children's splash area, and poolside bar. Just 15 minutes from Florence attractions like Pitti Palace and Ponte Vecchio, with free breakfast, WiFi, and parking.

"Nice and cute place. Great price. "
United States
Jozsef
The price is ₩100,603
₩115,851 total
includes taxes & fees
Dec 15 - Dec 16
Villa Castiglione

Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
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."
Germany
Alexander
Relais Della Rovere

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (478)
Savor regional specialties at Ristorante Alcide, just an 11-minute walk from Poggibonsi-San Gimignano Station. This hotel offers a welcoming bar, terrace, and room service, with Archeodromo di Poggibonsi and Fountain of Fate nearby.

"I highly recommended "
Canada
George
The price is ₩70,732
₩77,805 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Ristorante Alcide

Hotel Villa Cesi

Hotel Villa Cesi
4.0 star property
Impruneta
8.6 out of 10, Excellent, (70)
Unwind at this Tuscan retreat featuring regional cuisine at Ristorante Sassi Neri and a welcoming bar. The 24-hour fitness center keeps routines intact while easy access to Florence's Piazzale Michelangelo and Pitti Palace ensures perfect sightseeing opportunities.

"We had a wonderful stay."
United Kingdom
Kanhaiya
Hotel Villa Cesi

Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Barberino Tavarnelle
9.0 out of 10, Wonderful, (259)
Surrounded by Chianti vineyards, this hotel offers free breakfast and parking while you discover nearby Abbey of Passignano. Cool off in the seasonal pool, grab a drink at the poolside bar, or cycle through picturesque Tuscan landscapes.

"It was clean and room was nice. Good for short stay."
Singapore
Giam Ming
The price is ₩77,833
₩95,992 total
includes taxes & fees
Dec 21 - Dec 22
Park Hotel Chianti

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
Located in Barberino Tavarnelle, this family-friendly retreat offers an outdoor pool and terrace amid Tuscan splendor. Visit nearby Abbey of Passignano or relax at the bar/lounge after a day of exploration.

"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (337)
Immersed in Tuscan beauty, this hotel offers Italian cuisine at La Ducareccia restaurant and relaxation with a sauna, steam room, and spa services. Just minutes from Monteriggioni Castle with free breakfast, WiFi and parking included.

"We enjoyed our stay"
United States
Joshua
Hotel Il Piccolo Castello

Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (122)
Set amid the Tuscan countryside, this cozy hotel is near Piazzale Michelangelo and Uffizi Gallery. Enjoy regional cuisine at the restaurant, relax on the terrace, and explore Florence with ease. The garden offers a peaceful retreat after sightseeing adventures.

"The staff was amazing!"
United States
Nancy
Hotel Bellavista Impruneta

La Pensione di Vignamaggio

La Pensione di Vignamaggio
Panzano in Chianti
9.6 out of 10, Exceptional, (117)
Surrounded by Chianti countryside, this inviting pensione offers a seasonal outdoor pool and terrace for soaking up Tuscan sunshine. Enjoy complimentary breakfast before exploring nearby Church of Santa Maria Assunta. Comfortable rooms feature minibars and free WiFi.

"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio

Agriturismo Vecchio Borgo di Inalbi

Agriturismo Vecchio Borgo di Inalbi
Impruneta
9.0 out of 10, Wonderful, (95)
Immerse in rural Italian charm at this Impruneta farm stay featuring 2 outdoor pools, a hot tub, and a terrace. Savor local cuisine at the trattoria while enjoying easy access to Florence's Uffizi Gallery and Piazzale Michelangelo.

"Beautiful stay!"
United States
Wendy
The price is ₩184,906
₩210,315 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Agriturismo Vecchio Borgo di Inalbi
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.

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