Find Family Hotels in Castellina in Chianti

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Check availability on Castellina in Chianti Family Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Castellina in Chianti Family Hotels

Game 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 SAR 342
SAR 393 total
includes taxes & fees
8 Jan - 9 January 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 SAR 437
SAR 506 total
includes taxes & fees
7 Jan - 8 January 2026
Casa Vacanze Squarcialupi
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun 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 SAR 516
SAR 586 total
includes taxes & fees
2 Jan - 3 January 2026
Residenzia del Sogno
Outdoor dining
Casa La Misura, garden and pool in the heart of Chianti

Casa La Misura, garden and pool in the heart 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.
Casa La Misura, garden and pool in the heart of Chianti
Front of property
Il Malaspina

Il Malaspina

4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (5)
"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 SAR 392
SAR 493 total
includes taxes & fees
9 Dec - 10 Dec
Il Malaspina
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1081)
"Beautiful hotel! Great location! Amazing breakfast! Amazing staff! "
Canada
Blair
The price is SAR 314
SAR 406 total
includes taxes & fees
10 Dec - 11 Dec
IQ Hotel Firenze
Lobby
Hotel La Fortezza

Hotel La Fortezza

3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (922)
"Great hotel, amazing staff, rooms are new. Close to attractions "
United States
Milton
The price is SAR 294
SAR 376 total
includes taxes & fees
16 Dec - 17 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, (1004)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is SAR 328
SAR 374 total
includes taxes & fees
8 Jan - 9 January 2026
Hotel Athena
Restaurant
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay here."
United States
LAURIA
The price is SAR 372
SAR 422 total
includes taxes & fees
9 Dec - 10 Dec
Palazzo Ravizza
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (209)
"Great location and staff. "
United States
Susan
The price is SAR 535
SAR 588 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Palazzetto Rosso
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

Hotel Paris

Hotel Paris

10/10 Excellent
"This place is great! They are generous with luggage storage times even after checkout and the room was beautiful. The showers are tiny but everywhere in italy is like that."
Matthew 1-night trip
Posted 1 day ago
Hotel Paris

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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. Beautiful house on Chianti hilltop with exceptional views. is another good option for your family trip.
How many family-friendly hotels will I find in Castellina in Chianti?
Expedia has 11 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 Borgo di Vescine - Tenute di Castelvecchi. Make sure you have lots of time for activities like Siena State Archives and Medieval Criminal and Torture Museum.