Search Family-Friendly Hotels in Castellina in Chianti

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Check availability on Castellina in Chianti Family-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Castellina in Chianti family-friendly hotels

Games room
Borgo di Pietrafitta Relais

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 ฿3,919
฿4,457 total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is ฿4,483
฿5,041 total
includes taxes & fees
1 Jan - 2 Jan 2026
Albergo Il Colombaio
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

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 ฿3,766
฿4,362 total
includes taxes & fees
11 Jan - 12 Jan 2026
Casa Vacanze Squarcialupi
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

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 ฿4,749
฿5,370 total
includes taxes & fees
2 Jan - 3 Jan 2026
Residenzia del Sogno
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

IQ Hotel Firenze
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1101)
"The rooms were clean, and the staff was quite friendly. They also provided us with a complementary welcome drink as well as complimentary mini bar inside the room, which was appreciated. Overall the stay was quite excellent. "
United Kingdom
Rakshinda Shahid
The price is ฿2,956
฿3,763 total
includes taxes & fees
11 Jan - 12 Jan 2026
IQ Hotel Firenze
Superior Room, Balcony | Balcony
Orto De Medici Hotel

Orto De Medici Hotel

Orto De Medici Hotel
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1001)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is ฿3,620
฿4,494 total
includes taxes & fees
11 Jan - 12 Jan 2026
Orto De Medici Hotel
Executive Double or Twin Room | View from room
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1002)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ฿2,557
฿2,923 total
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Athena
Restaurant
Palazzo Ravizza

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (750)
"We enjoyed our stay here."
United States
LAURIA
The price is ฿3,258
฿3,694 total
includes taxes & fees
6 Jan - 7 Jan 2026
Palazzo Ravizza
Rooftop terrace
Villa del Sole Siena

Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (627)
"Beautiful small hotel with an exceptional staff. "
United States
Raymond
The price is ฿4,703
฿5,283 total
includes taxes & fees
12 Jan - 13 Jan 2026
Villa del Sole Siena
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

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, (576)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ฿9,831
฿11,033 total
includes taxes & fees
4 Jan - 5 Jan 2026
Grand Hotel Continental Siena – Starhotels Collezione
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.
View all properties

Top Castellina in Chianti Hotel Reviews

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Impressive hotel, loved the mini bar, room very clean. The device provided in the room for exploring the city looked amazing - unfortunately ours wouldn’t charge so don’t know how good this was. We did let reception know and they said the next day we would have a new one but it did t happen. Did not detract from our stay. Beautiful views from restaurant. Good location. Taxis from the airport are expensive!! "
Charlotte 2-night trip
Posted 6 days ago
Grand Hotel Baglioni
c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Great stay overall "
DANIEL 1-night trip
Posted 1 month ago
c-hotels Ambasciatori

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. Borgo di Pietrafitta Relais 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 Museo del Cristallo di Colle di Val d'Elsa and Siena State Archives.