A stone building with a clock tower, steps leading up to it, and people walking around.

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Castellina in Chianti country houses

Exterior

1. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (81 reviews)
"Cool place but honestly our air conditioner was not working both nights. It was enough to ruin our trip as our room was 84 degrees. Hard to enjoy yourself when you can’t sleep… The pool is very nice. Spa was nice and we got massages that were much needed. Food (dinner and lunch were awesome) Breakfast was okay."
United States
corey
The price is £142
includes taxes & fees
12 Oct - 13 Oct
Relais la Costa - Dimora Storica
Exterior

2. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is £101
includes taxes & fees
13 Sept - 14 Sept
Locanda Casalta
Daily buffet breakfast for a fee

3. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
The price is £348
includes taxes & fees
27 Sept - 28 Sept
Podere L'Aquila
Seasonal outdoor pool

4. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (15 reviews)
"This was one of the best places to stay with two young children. There was so much for them to do and we all loved the pool with splash pad. The farm, the playground, the grounds… everything was perfect! Highly recommend!"
United States
Casey
The price is £95
includes taxes & fees
13 Sept - 14 Sept
Palagina Il Borgo Agricolo
Villa, 3 Bedrooms, Garden View | In-room dining

5. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
The price is £65
includes taxes & fees
12 Sept - 13 Sept
L'Aia di Argia
Rooftop terrace

6. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property. Amazing hosts, impeccably clean and beautifully maintained. Amazing breakfast in the morning. "
United States
Sarah
The price is £181
includes taxes & fees
9 Oct - 10 Oct
Tenuta Guardastelle
Exterior

7. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (64 reviews)
"Loved this B&B. Very close by car to San Gimignano. Good base point for the area"
United States
Allan
The price is £112
includes taxes & fees
11 Oct - 12 Oct
Il Castagnolo Country B&B
Exterior

8. Borgo della Meliana

Borgo della Meliana
Gambassi Terme
8.8 out of 10, Excellent, (3 reviews)
"Det var et dejligt roligt sted ude på landet Vær obs på, der er IKKE noget fitness (nedlagt i 2019). Der er ingen automat hvorfra der kunne købes noget. Der er ingen (eller vi blev ikke tilbudt) massage. Sidst men ikke mindst ingen parasoller ved poolen. Vi boede der i 14 dage, lovet rengøring midtvejs, som aldrig skete. Men vi fik dog nye håndklæder og sengetøj da vi bad om det."
Denmark
Alice
The price is £115
includes taxes & fees
10 Oct - 11 Oct
Borgo della Meliana
Aerial view

9. Relais de Ricci

Relais de Ricci
Impruneta
The price is £159
includes taxes & fees
12 Oct - 13 Oct
Relais de Ricci
Restaurant

10. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is £199
includes taxes & fees
4 Oct - 5 Oct
Palazzo Tiglio - A Small Luxury Hotels of the World
Deluxe Suite, Jetted Tub, Garden View | View from room

11. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (23 reviews)
"The service staff and breakfast excellent. "
Sweden
Bernard
The price is £144
includes taxes & fees
11 Oct - 12 Oct
Fattoria di Maiano
Outdoor spa tub

12. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (52 reviews)
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"
Canada
Richard
The price is £77
includes taxes & fees
27 Sept - 28 Sept
Tenuta Castellare di Tonda
Property grounds

13. Exclusive Resort, Pool & Waterfall - A12

Exclusive Resort, Pool & Waterfall - A12
Loro Ciuffenna
The price is £308
includes taxes & fees
12 Sept - 13 Sept
Exclusive Resort, Pool & Waterfall - A12
Outdoor pool

14. Country house in the Florentine countryside with pool and panoramic views

Country house in the Florentine countryside with pool and panoramic views
Montaione Firenze
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay here. Paola is an excellent hostess and made sure we had everything we needed during our stay. Breakfast every morning was excellent. The view of the Tuscany landscape from this B&B is amazing. It is centrally located and access to Florence, Pisa and Cinque Terre was easy. I would highly recommend to other travellers."
Canada
Julie H.
The price is £102
includes taxes & fees
10 Oct - 11 Oct
Country house in the Florentine countryside with pool and panoramic views
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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Top Castellina in Chianti Hotel Reviews

Grand Hotel Baglioni

Grand Hotel Baglioni

8/10 Good
"Property was excellently located across from the main train station. Property lobby was modern with a twist of old. Plenty of shopping around and very close to the Duomo short walk. Centrally located to everything. The hotel itself is very old when you get off your floor. It's very dark rooms are old with old furniture. We had to move our room because the toilet didn't work at first then the shower wouldn't drain, but we moved to a better room on the second floor with a brighter shower tub. There are no USB outlets you have to bring a converter which most of the time did not steadily stay in the plug. There must've been hundreds of rooms. They definitely need updating staff was great. The rooftop was a big draw, although Monday through Friday, there is construction, so you can't really go on the rooftop unless you wanna hear drilling. My son had his welcoming party there on a Saturday thank God. Also breakfast was great. No Pool, or gym . Which my husband was pretty upset about, but you can get a day pass at a local gym, but honestly with all the walking we did I really didn't think he needed it. Overall, for the money, I would say the best thing about this hotel was the location other than that next time I think I would prefer a more modern hotel."
Renae 5-night trip
Posted 10 hours ago
Grand Hotel Baglioni

Find out more about Castellina in Chianti

Castellina in Chianti Country Houses information

Number of reviews
231
Accommodation
121 Country Houses
Lowest Price
£65
Highest Price
£348