Find Family Hotels in Castellina in Chianti

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Check availability on Castellina in Chianti Family Hotels

Our top choices for Castellina in Chianti family-friendly hotels

Game 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 ₩168,510
₩192,290 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Borgo di Pietrafitta Relais
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun 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 ₩203,988
₩231,294 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Residenzia del Sogno
Panoramic Apartment (2) | 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 ₩178,588
₩206,841 total
includes taxes & fees
Dec 21 - Dec 22
Casa Vacanze Squarcialupi
Front of property
Il Malaspina

Il Malaspina

Il Malaspina
4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (8)
"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 ₩167,903
₩208,858 total
includes taxes & fees
Dec 23 - Dec 24
Il Malaspina
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

IQ Hotel Firenze
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (1087)
"Beautiful hotel! Great location! Amazing breakfast! Amazing staff! "
Canada
Blair
The price is ₩141,737
₩180,164 total
includes taxes & fees
Dec 18 - Dec 19
IQ Hotel Firenze
Garden
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, (1006)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is ₩171,658
₩213,079 total
includes taxes & fees
Dec 18 - Dec 19
Orto De Medici Hotel
Aerial view
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1008)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ₩129,611
₩147,752 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Hotel Athena
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (210)
"Great location and staff. "
United States
Susan
The price is ₩234,885
₩258,373 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Palazzetto Rosso
Breakfast meal
Palazzo Ravizza

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (746)
"We enjoyed our stay here."
United States
LAURIA
The price is ₩152,523
₩172,953 total
includes taxes & fees
Dec 21 - Dec 22
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

Hotel Paris

Hotel Paris

10/10 Excellent
"The hotel was great, there was a leak under the sink, they sent someone to fix it quickly. The building was beautiful and well maintained. Breakfast was great and you can access the coffee machine all daylong. The staff were friendly and helpful throughout our stay. The location was very convenient, whether using public transportation or exploring on foot. Very close to the Duomo. Overall, I would highly recommend this hotel to anyone visiting Florence!!"
Leela 5-night trip
Posted 3 days 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. 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 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 Museo del Cristallo di Colle di Val d'Elsa and Siena State Archives.