Top 10 Luxury Hotels in Castellina in Chianti for 2026

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Our top choices for Castellina in Chianti luxury hotels

1. Locanda le Piazze

Castellina in Chianti

Tuscan winery hotel with full-service spa invites luxury travellers to unwind in rural splendour.

RM1,724 total

includes taxes & fees

17 Aug - 18 Aug

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

2. Palazzo Squarcialupi

Castellina in Chianti

RM1,021 total

includes taxes & fees

5 Aug - 6 Aug

3. Villa Casalecchi Country Hotel

Castellina in Chianti

4. Belvedere di San Leonino

Castellina in Chianti

RM601 total

includes taxes & fees

23 Aug - 24 Aug

5. Hotel Casafrassi

Castellina in Chianti

RM448 total

includes taxes & fees

6 Aug - 7 Aug

Outdoor pool, free pool cabanas, pool umbrellas

6. Borgo Santo Pietro

Chiusdino

Tuscan luxury sanctuary blends spa pampering, Michelin dining, and scenic countryside splendour in Chiusdino.

RM8,548 total

includes taxes & fees

2 Sept - 3 Sept

Sauna, body treatments, hot stone massages, deep-tissue massages

7. Castelfalfi

Montaione

Tuscany's wine country grandeur unfolds at this luxury hotel featuring an attached winery, spa with hot stone massages, and 5 restaurants.

RM4,077 total

includes taxes & fees

20 Aug - 21 Aug

8. Hotel Lungarno - Lungarno Collection

Historic Centre of Florence

Riverfront luxury indulges with a Michelin-starred restaurant and spa services steps away from Florence's iconic Ponte Vecchio.

RM2,925 total

includes taxes & fees

10 Aug - 11 Aug

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Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

10/10 Excellent

"I and my daughter stayed for a few days, it is a beautiful hotel, highly recommended!"

Art Hotel Villa Agape

10/10 Excellent

"Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank you."

Hotel Atlantic Palace

8/10 Good

"This hotel was perfectly located near the train station which made it easy to reach the airport after our stay. The hotel was wonderful, spacious and clean. Our room had a loft bed which was perfect for my 15 year old son. The bathroom was very large and clean. I would say this was a great hotel for the price point and staff was very helpful in calling a cab, giving us info and helping with our luggage. The room had a great historic look which was perfect for our stay in Florence"

Plus Florence - Hostel

10/10 Excellent

"Great hostel. Sayed with my Husband (30s) didn't feel out of place,mixture of ages. Private dbl room,separate building (same complex). Very clean. Our particular room was a weird layout, there were normal windows then some windows at floor level to crawl through to go onto a balcony. Maybe we weren't supposed to go out there?. There was no fridge in the room. Unfortunately the housekeeping ladies kept coming late afternoon to our floor, so we kept having to decline them as we like to chill before going back out in the evening. This meant our room wasnt cleaned for the duration. But if we would have agreed they would have done it. The outdoor bar and pool area are great! Nicely decorated. Music playing. Brilliant to cool off and chill. Cocktails were nice but small. We didn't eat at the restaurant but had a few drinks at the indoor bar where there is a pool table and loads of seating. The bar toilets are very clean. There is a kitchen so we used the fridge a couple of times. 15-20 nice walk to Duomo. Great location. There are a few mini supermarkets very short walk away. Definitely recommend staying here."

Frequently asked questions

Are you looking for a luxury hotel for your stay in Castellina in Chianti?

During your visit, you might want to enjoy the lovely views which Castellina in Chianti is known for.

What's the best high-end place to stay in Castellina in Chianti?

Locanda le Piazze is a luxury hotel with a winery and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Castello La Leccia and PODERE 1384 are other upscale choices for your stay.

When can I expect good weather in Castellina in Chianti?

Planning for the weather is a good way to make your trip to Castellina in Chianti relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.

What's there to see and do in Castellina in Chianti?

Enjoy all that Castellina in Chianti has to offer and visit Buondonno Winery, City Hall Castellina In Chianti and Castellina Fortress. If you have some spare time during your trip, you might want to check out Archaeological Museum of Chianti and Walls of Monteriggioni.

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Check availability on Castellina in Chianti Luxury Hotels

Our top choices for Castellina in Chianti luxury hotels

1. Locanda le Piazze

2. Palazzo Squarcialupi

3. Villa Casalecchi Country Hotel

4. Belvedere di San Leonino

5. Hotel Casafrassi

6. Borgo Santo Pietro

7. Castelfalfi

8. Hotel Lungarno - Lungarno Collection

9. Borgo Scopeto Wine & Country Relais

10. Grand Hotel Continental Siena – Starhotels Collezione

Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

Palazzo Montebello

Art Hotel Villa Agape

Hotel Atlantic Palace

Hotel Delle Nazioni

Starhotels Tuscany

Plus Florence - Hostel

Frequently asked questions

Explore a world of travel with Expedia

Best Luxury Hotels in Castellina in Chianti

Change your mind

Treat yourself

Be picky

Check availability on Castellina in Chianti Luxury Hotels

Our top choices for Castellina in Chianti luxury hotels

1. Locanda le Piazze

2. Palazzo Squarcialupi

3. Villa Casalecchi Country Hotel

4. Belvedere di San Leonino

5. Hotel Casafrassi

6. Borgo Santo Pietro

7. Castelfalfi

8. Hotel Lungarno - Lungarno Collection

9. Borgo Scopeto Wine & Country Relais

10. Grand Hotel Continental Siena – Starhotels Collezione

Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

Frequently asked questions

Explore a world of travel with Expedia