Family Hotels & Resorts in Castellina in Chianti from AU$107

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Check availability on Castellina in Chianti Family Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Castellina in Chianti Family Hotels

Games room
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is AU$196
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina in Chianti
8.0 out of 10, Very good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AU$205
includes taxes & fees
5 Dec - 6 Dec
Casa Vacanze Squarcialupi
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

Residenzia del Sogno

Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is AU$237
includes taxes & fees
3 Jan - 4 Jan 2026
Residenzia del Sogno
Outdoor dining
La Misura, cottage with garden and swimming pool on the hills of Chianti

La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
La Misura, cottage with garden and swimming pool on the hills of Chianti
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1076)
"the front desk staff were welcoming and remained helpful throughout our stay."
United States
John
The price is AU$170
includes taxes & fees
9 Dec - 10 Dec
IQ Hotel Firenze
Front of property
Il Malaspina

Il Malaspina

4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (4)
"Everything was perfect, cleanliness is top notch, staff is super helpful and friendly, Yehia is such a professional and nice guy. The hotel is super cozy and very central location!"
United States
Nadine
The price is AU$170
includes taxes & fees
10 Dec - 11 Dec
Il Malaspina
Lobby
Hotel La Fortezza

Hotel La Fortezza

3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (919)
"Great hotel, amazing staff, rooms are new. Close to attractions "
United States
Milton
The price is AU$147
includes taxes & fees
18 Dec - 19 Dec
Hotel La Fortezza
Executive Double or Twin Room | View from room
Hotel Athena

Hotel Athena

4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1008)
"Excellent hotel with great service."
United Kingdom
Stewart
The price is AU$157
includes taxes & fees
15 Dec - 16 Dec
Hotel Athena
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (573)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is AU$417
includes taxes & fees
22 Dec - 23 Dec
Grand Hotel Continental Siena – Starhotels Collezione
Restaurant
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (744)
"We enjoyed our stay here."
United States
LAURIA
The price is AU$163
includes taxes & fees
5 Dec - 6 Dec
Palazzo Ravizza
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Gorgeous hotel, within steps from David’s statue, clean and beautiful hotel, superb staff, delicious breakfast in what used to be Florence’s Parliament Hall. Absolutely recommend it. If any hotel has earned a 5 star review, it is Bernini Palace Hotel. "
Armen 4-night trip
Posted 2 days ago
Bernini Palace

Frequently asked questions

What's Castellina in Chianti like for family-friendly holidays?
The remote destination of Castellina in Chianti is a great choice if you've been thinking about a holiday with the children. The swimming spots and forests are just a couple of things that make this the ideal place for a family holiday. Take to the air and fly into Peretola Airport (FLR), which is located 23.2 mi (37.4 km) from the city centre.
What's the best family accommodation in Castellina in Chianti?
Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Beautiful house on Chianti hilltop with exceptional views. is another choice for your child-friendly holiday.
How many family hotels can I expect to find in Castellina in Chianti?
Expedia has 11 family-friendly hotels and other accommodation options in Castellina in Chianti.
When's the best time to book a family-friendly holiday in Castellina in Chianti?
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 with your family in Castellina in Chianti?
While you are visiting Castellina in Chianti, you and the family may want to explore some interesting spots such as Archaeological Museum of Chianti, Walls of Monteriggioni and Borgo di Vescine - Tenute di Castelvecchi. Make sure that you have lots of time for activities such as Siena State Archives and Medieval Criminal and Torture Museum.