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

Castellina in Chianti Hotel Guide - Family Friendly Hotels in Castellina in Chianti, Tuscany

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Castellina in Chianti Family Friendly Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Castellina in Chianti family-friendly hotels

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Create memories at this countryside retreat with a dedicated playground, outdoor pool, and family adventures for all ages.
€131
includes taxes & fees
24 Aug - 25 Aug
Borgo di Pietrafitta Relais

2. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Tuscan family adventures await at this hillside haven with a sparkling outdoor pool, wine tastings, and kid-friendly activities.
€126
includes taxes & fees
21 Aug - 22 Aug
Belvedere di San Leonino

3. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
€95
includes taxes & fees
1 Sept - 2 Sept
Mariani Bed & Breakfast

4. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
€131
includes taxes & fees
25 Aug - 26 Aug
Casa Vacanze Squarcialupi

5. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
€121
includes taxes & fees
28 Aug - 29 Aug
Residenzia del Sogno

6. Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
€142
includes taxes & fees
1 Sept - 2 Sept
Villa with large garden in the Chianti hills

8. 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
La Misura, cottage with garden and swimming pool on the hills of Chianti

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Families thrive at this historical Tuscan hotel with dual pools, kid-friendly dining, and spa experiences for all ages.
€171
includes taxes & fees
24 Aug - 25 Aug
Palazzo Leopoldo Dimora Storica & Spa
View all properties

Choose what matters most at family-friendly hotels in Castellina in Chianti

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Castellina in Chianti

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
€131
includes taxes & fees
24 Aug - 25 Aug
Borgo di Pietrafitta Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
€126
includes taxes & fees
21 Aug - 22 Aug
Belvedere di San Leonino

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
€121
includes taxes & fees
28 Aug - 29 Aug
Residenzia del Sogno

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
€142
includes taxes & fees
1 Sept - 2 Sept
Villa with large garden in the Chianti hills

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

Hotel Paris

Hotel Paris

10/10 Excellent
"Su locación 5/5"
Karin 1-night trip
Posted 1 hour ago
Hotel Paris
c-hotels Ambasciatori

c-hotels Ambasciatori

8/10 Good
"We had a very good stay in Florence. The location was excellent, the room was comfortable, and overall we were very happy with our experience. There are a few areas that could use a little more attention. Some parts of the hotel looked a bit worn, with noticeable marks and damage on some of the walls, and the elevator was occasionally problematic. These were relatively minor issues, though, and didn’t significantly affect our stay. Overall, we had a great experience and really enjoyed our time here. A very good option for a stay in Florence, and we would happily recommend it!"
Daniel 2-night trip
Posted 23 hours ago
c-hotels Ambasciatori
Albergo Firenze

Albergo Firenze

10/10 Excellent
"La ubicación excelente. La atención de Nino y Andrea fue destacada, muy atentos, así como el personal del desayuno. Buen desayuno."
ROSARIO 2-night trip
Posted 2 days ago
Albergo Firenze
Bernini Palace

Bernini Palace

10/10 Excellent
"The entire stay was perfect, from start to finish. This hotel is to the image of Florence: beautiful and steeped in history. All staff were professional, competent and very pleasant. Our room was comfortable and the all-linen sheets? Dreamy. The breakfast was delicious and suited all tastes. We could not have asked for a better location to explore all that Florence has to offer."
Helene 2-night trip
Posted 2 days ago
Bernini Palace
Palazzo Montebello

Palazzo Montebello

10/10 Excellent
"This hotel is STUNNING! Beautiful interior and exterior design and furnishing. Very close to the train station and buses are easily accessible. The staff are also very professional."
Jesse 4-night trip
Posted 2 days ago
Palazzo Montebello
Hotel Atlantic Palace

Hotel Atlantic Palace

10/10 Excellent
"The time I stayed at this hotel it had a rating of 9.6 out of 10. This score is not good enough for what I experienced. I have traveled the world and I stayed in hotels from no stars to world elite hotels. This is the only hotel that deserves 10 out of 10."
aseem 2-night trip
Posted 3 days ago
Hotel Atlantic Palace
Hotel Delle Nazioni

Hotel Delle Nazioni

10/10 Excellent
"Outstanding service! I had a travel crisis and needed to figure out how to get an emergency passport. Samuele, at reception went completely above and beyond to help me research the process, print paperwork, and figure out my next steps. Exceptional staff and highly recommended!"
Liliana 1-night trip
Posted 5 days ago
Hotel Delle Nazioni
Starhotels Tuscany

Starhotels Tuscany

10/10 Excellent
"Stayed twice! Convenient next to train and clean w a great breakfast"
Christina 1-night trip
Posted 6 days ago
Starhotels Tuscany
Maxim Axial

Maxim Axial

8/10 Good
"The hotel is in a great spot if you want to be in the city center. The room was very clean, the staff was very helpful, and overall it was a great space. I wish they had conditioner but I noticed that some of the hotels in Europe just don’t have conditioner. Some do and some don’t so if they did that would have been a bonus. I will say our bathroom was weird and I forgot to take a pic of it. It was different than what you see in the pictures for the comfort room that we picked. It was a small closet sized room that had the shower in the corner with a drain so even with towels surrounding the shower the floor would get wet and it was easy to slip. Other than that the room was perfect for what we needed it to be for our trip."
Victoria 6-night trip
Posted 8 days ago
Maxim Axial

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 5 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 Chianti Observatory. Make sure that you have lots of time for activities such as Borgo di Vescine - Tenute di Castelvecchi and Museo del Cristallo di Colle di Val d'Elsa.