Compare and book 4 Star hotels in Montegrossi, Gaiole in Chianti

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Check availability on Montegrossi 4 Star Hotels

Our top choices for Montegrossi 4-star hotels

Terrace/patio
Hotel Athena

Hotel Athena

4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1004)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is 2.304.806 ₫
2.627.399 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Athena
View from room
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4.0 star property
Poggibonsi
8.0 out of 10, Very good, (478)
"I highly recommended "
Canada
George
The price is 1.330.683 ₫
1.463.874 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Ristorante Alcide
Restaurant
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay here."
United States
LAURIA
The price is 2.611.370 ₫
2.964.575 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Palazzo Ravizza
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is 2.511.320 ₫
2.946.615 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Front of property – evening/night
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4.0 star property
Poggibonsi
8.0 out of 10, Very good, (313)
"Wonderful breakfast. Good location!"
Canada
Karen
The price is 1.814.149 ₫
1.995.564 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel Toscana Ambassador
Front of property
NH Siena

NH Siena

4.0 star property
Siena Historical Center
8.2 out of 10, Very good, (1000)
"The staff were excellent. They called taxis and were very courteous, helpful, attentive and professional. I ate dinner at the hotel restaurant and it was only fair."
United States
William
The price is 2.594.630 ₫
2.946.161 ₫ total
includes taxes & fees
15 Dec - 16 Dec
NH Siena
Lounge
Four Points by Sheraton Siena

Four Points by Sheraton Siena

4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (577)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is 3.239.103 ₫
3.655.081 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Four Points by Sheraton Siena
Sauna, hot tub, steam room, Turkish bath/hammam, body treatments
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

4.0 star property
Arezzo
8.6 out of 10, Excellent, (146)
"Very good choice as a country hotel. Nice for a relalaxed stay, safe and friendly athmosfere."
United States
HUGO
Il Gentiluomo Hotel & SPA
Lobby sitting area
Hotel Executive

Hotel Executive

4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (526)
"The staff were super great .Took care of all our needs .Suggested the best winery tour .And the food was terrific ."
Canada
Arthur
Hotel Executive
2 restaurants, breakfast, lunch, dinner served; Italian cuisine
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (373)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
Canada
Stefanie
The price is 2.682.234 ₫
3.011.835 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Villa Casagrande Resort & SPA
Restaurant
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4.0 star property
Arezzo
7.6 out of 10, Good, (154)
"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "
United Kingdom
Zena
The price is 2.077.439 ₫
2.469.346 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
A Point Arezzo Park Hotel
Lunch, dinner served; Italian cuisine, pool views
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (402)
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Front of property
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4.0 star property
Siena
9.8 out of 10, Exceptional, (184)
"The property and staff were amazing. The guests were treated to great music and food. We can't wait to go back! "
United States
Christopher
The price is 5.634.532 ₫
6.290.054 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel Certosa Di Maggiano
Breakfast, lunch, dinner served; Regional cuisine
Hotel Villa Cesi

Hotel Villa Cesi

4.0 star property
Impruneta
8.6 out of 10, Excellent, (70)
"We had a wonderful stay."
United Kingdom
Kanhaiya
Hotel Villa Cesi
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (421)
"Fantastic surroundings, very peaceful & relaxing environment "
Canada
Aldo
Villa Scacciapensieri Boutique Hotel
Property entrance
Hotel Valdarno

Hotel Valdarno

4.0 star property
Montevarchi
8.8 out of 10, Excellent, (216)
"The property was well kept by staff. It was clean and the breakfast every morning was fantastic "
United States
Robert
Hotel Valdarno
Turkish bath/hammam, body treatments, body scrubs, facials
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (337)
"We enjoyed our stay"
United States
Joshua
Hotel Il Piccolo Castello
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Precise House Montaperti Siena

Precise House Montaperti Siena

4.0 star property
Asciano
8.4 out of 10, Very good, (607)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
Precise House Montaperti Siena
Interior
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)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA
Quadruple Room | Minibar, in-room safe, desk, laptop workspace
Park Hotel Chianti

Park Hotel Chianti

4.0 star property
Barberino Tavarnelle
9.0 out of 10, Wonderful, (259)
"It was clean and room was nice. Good for short stay."
Singapore
Giam Ming
The price is 1.506.955 ₫
1.841.785 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Park Hotel Chianti
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Montegrossi.
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
The price is 7.253.693 ₫ per night from 14 Dec to 15 Dec
7.253.693 ₫
8.163.320 ₫ total
14 Dec - 15 Dec
includes taxes & fees
9.2/10 Wonderful! (570 reviews)
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