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

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Check availability on Castellina in Chianti Family Hotels

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 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.
AED 488
AED 554 total
includes taxes & fees
27 Aug - 28 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.
AED 466
AED 538 total
includes taxes & fees
10 Sep - 11 Sep
Belvedere di San Leonino

3. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
AED 352
AED 404 total
includes taxes & fees
13 Aug - 14 Aug
Mariani Bed & Breakfast

4. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
AED 474
AED 547 total
includes taxes & fees
30 Aug - 31 Aug
Casa Vacanze Squarcialupi

5. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
AED 451
AED 513 total
includes taxes & fees
30 Aug - 31 Aug
Residenzia del Sogno

6. Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
AED 509
AED 585 total
includes taxes & fees
1 Sep - 2 Sep
Villa with large garden in the Chianti hills

9. Hotel Athena

Hotel Athena
Siena Historical Center
AED 590
AED 670 total
includes taxes & fees
27 Aug - 28 Aug
Hotel Athena

10. Palazzo Ravizza

Palazzo Ravizza
Siena Historical Center
AED 533
AED 607 total
includes taxes & fees
25 Aug - 26 Aug
Palazzo Ravizza
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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
AED 488
AED 554 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
AED 466
AED 538 total
includes taxes & fees
10 Sep - 11 Sep
Belvedere di San Leonino

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
AED 451
AED 513 total
includes taxes & fees
30 Aug - 31 Aug
Residenzia del Sogno

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
AED 509
AED 585 total
includes taxes & fees
1 Sep - 2 Sep
Villa with large garden in the Chianti hills
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

Starhotels Tuscany

Starhotels Tuscany

10/10 Excellent
"Friendly staff, clean and quiet rooms! "
Gabriel 1-night trip
Posted 11 hours ago
Starhotels Tuscany
Bernini Palace

Bernini Palace

10/10 Excellent
"Hotel Bernini Palace is truly a hidden gem in the heart of Florence’s historic city centre. The staff feel like family — anticipating your needs even before you ask. Breakfast was excellent, room service was great, and every visit has been memorable. The secret to their hospitality is simple: everyone, from the door assistant to the concierge, breakfast team, and cleaning staff, greets you with a genuine smile and real care. I’ve stayed here every time I’ve visited Florence, and I wouldn’t choose anywhere else. Truly outstanding hospitality, time and time again.”"
Elancheliyan 1-night trip
Posted 14 hours ago
Bernini Palace
c-hotels Ambasciatori

c-hotels Ambasciatori

8/10 Good
"Excellent location facing the train station. Helpful staff and spacious rooms."
Aya 1-night trip
Posted 18 hours ago
c-hotels Ambasciatori
Maxim Axial

Maxim Axial

10/10 Excellent
"Clean room and despite not even appearing tired rooms were being refurbished. No noise at all or any form of disruption from this. Lovely continental breakfast with plenty of choice to eat. Quiet with no noise. Great free WiFi and 30 seconds from Duomo, what more could you want?"
Keith 2-night trip
Posted 4 days ago
Maxim Axial
Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent
"Room was spacious & clean. Breakfast was good. Staff needs to be more professional. Overall, great stay. The free parking was a plus coz that’s hard to find on big cities."
Clarissa 3-night trip
Posted 5 days ago
Italiana Hotels Florence
Albergo Firenze

Albergo Firenze

10/10 Excellent
"Warm and welcoming!"
Brunella 6-night trip
Posted 10 days ago
Albergo Firenze
Hotel Atlantic Palace

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"
Annette 1-night trip
Posted 10 days ago
Hotel Atlantic Palace

Frequently asked questions

What's Castellina in Chianti like for family-friendly vacations?
The remote destination of Castellina in Chianti is a great choice if you've been thinking about a vacation with the kids. The swimming spots and forests are just a few things that make this the ideal place for a family vacation. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) from the city center.
What's the best hotel for a family vacation 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 good option for your family trip.
How many family-friendly hotels will I find in Castellina in Chianti?
Expedia has 5 family-friendly hotels and other accommodations in Castellina in Chianti.
When's the best time to book a family-friendly vacation in Castellina in Chianti?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
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 might want to check out some interesting spots such as Archaeological Museum of Chianti, Walls of Monteriggioni, and Chianti Observatory. Make sure you have lots of time for activities like Borgo di Vescine - Tenute di Castelvecchi and Museo del Cristallo di Colle di Val d'Elsa.

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