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

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Castellina in Chianti family-friendly hotels

Game room

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (183 reviews)
  • cleanliness
    Create memories at this countryside retreat with a dedicated playground, outdoor pool, and family adventures for all ages.
The price is AED 413
AED 471 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
The price is AED 315
AED 363 total
includes taxes & fees
3 Aug - 4 Aug
Mariani Bed & Breakfast
Gift shop

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (190 reviews)
  • cleanliness
    Tuscan family adventures await at this hillside haven with a sparkling outdoor pool, wine tastings, and kid-friendly activities.
The price is AED 455
AED 526 total
includes taxes & fees
30 Jul - 31 Jul
Belvedere di San Leonino
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
The price is AED 446
AED 507 total
includes taxes & fees
30 Jul - 31 Jul
Residenzia del Sogno
Panoramic Apartment (2) | Terrace/patio

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
The price is AED 467
AED 539 total
includes taxes & fees
21 Aug - 22 Aug
Casa Vacanze Squarcialupi
Daily buffet breakfast for a fee

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (294 reviews)
  • cleanliness
    Families thrive at this historical Tuscan hotel with dual pools, kid-friendly dining, and spa experiences for all ages.
The price is AED 573
AED 655 total
includes taxes & fees
30 Jul - 31 Jul
Palazzo Leopoldo Dimora Storica & Spa
Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (551 reviews)
The price is AED 341
AED 408 total
includes taxes & fees
23 Aug - 24 Aug
La Certosa di Pontignano
Children's play area - outdoor

Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very Good, (545 reviews)
  • cleanliness
    Enchanting playground and premium TV channels offer delightful entertainment for families just minutes from Piazza del Campo.
The price is AED 317
AED 370 total
includes taxes & fees
6 Aug - 7 Aug
Hotel Executive
Exterior

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (431 reviews)
The price is AED 773
AED 880 total
includes taxes & fees
28 Aug - 29 Aug
Hotel Borgo San Luigi
Interior entrance

Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (258 reviews)
The price is AED 787
AED 882 total
includes taxes & fees
27 Aug - 28 Aug
Relais Della Rovere
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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Choose what matters most at family-friendly hotels in Castellina in Chianti

Pool
Breakfast included

Top Castellina in Chianti Hotel Reviews

Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"This hotel was much closer to the train station that I had first thought. Clean and welcoming. Luca was very friendly and polite. He stored our bags until our room was ready. He informed us about local places to eat etc and marked on the map. He told us we had been given a free upgrade with a city view and balcony. The view was the highlight, wow!! The only downside was that the room was so noisy!! The trams run very late through the night and make so much noise. At first we thought it was the trains but defijitely the trams which run by the hotel. This was an issue the first night but our 2nd night, we were so exhausted we slept through most of it. The room itself was basic but clean. If you are a light sleeper, this hotel is probably not for you. But having said all that, it was convenient for the station and walkable to the centre, very close by. Breakfast was nice too, plenty choices."
Stacey 2-night trip
Posted 3 hours ago
Hotel Delle Nazioni

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 9 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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