10 Best Family Friendly Hotels in Castellina in Chianti for 2026

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Our top choices for Castellina in Chianti family-friendly hotels

1. 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.

RM616 total

includes taxes & fees

27 Aug - 28 Aug

2. 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.

RM601 total

includes taxes & fees

23 Aug - 24 Aug

3. Mariani Bed & Breakfast

Castellina in Chianti

RM430 total

includes taxes & fees

5 Aug - 6 Aug

4. Casa Vacanze Squarcialupi

Castellina in Chianti

RM613 total

includes taxes & fees

21 Aug - 22 Aug

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

5. Residenzia del Sogno

Castellina in Chianti

RM570 total

includes taxes & fees

2 Sept - 3 Sept

6. 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.

RM740 total

includes taxes & fees

27 Aug - 28 Aug

7. La Certosa di Pontignano

Castelnuovo Berardenga

RM451 total

includes taxes & fees

19 Aug - 20 Aug

8. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Relax with little ones at a Tuscan wine country retreat, where the children's pool and games complement two sparkling pools and cots.

RM2,429 total

includes taxes & fees

9 Aug - 10 Aug

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Breakfast included

Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

10/10 Excellent

"I and my daughter stayed for a few days, it is a beautiful hotel, highly recommended!"

Art Hotel Villa Agape

10/10 Excellent

"Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank you."

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"

Plus Florence - Hostel

10/10 Excellent

"Great hostel. Sayed with my Husband (30s) didn't feel out of place,mixture of ages. Private dbl room,separate building (same complex). Very clean. Our particular room was a weird layout, there were normal windows then some windows at floor level to crawl through to go onto a balcony. Maybe we weren't supposed to go out there?. There was no fridge in the room. Unfortunately the housekeeping ladies kept coming late afternoon to our floor, so we kept having to decline them as we like to chill before going back out in the evening. This meant our room wasnt cleaned for the duration. But if we would have agreed they would have done it. The outdoor bar and pool area are great! Nicely decorated. Music playing. Brilliant to cool off and chill. Cocktails were nice but small. We didn't eat at the restaurant but had a few drinks at the indoor bar where there is a pool table and loads of seating. The bar toilets are very clean. There is a kitchen so we used the fridge a couple of times. 15-20 nice walk to Duomo. Great location. There are a few mini supermarkets very short walk away. Definitely recommend staying here."

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.

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Our top choices for Castellina in Chianti family-friendly hotels

1. Borgo di Pietrafitta Relais

2. Belvedere di San Leonino

3. Mariani Bed & Breakfast

4. Casa Vacanze Squarcialupi

5. Residenzia del Sogno

6. Palazzo Leopoldo Dimora Storica & Spa

7. La Certosa di Pontignano

8. Borgo Scopeto Wine & Country Relais

9. Chapter Chianti, a Member of Design Hotels

10. Hotel Borgo San Luigi

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

Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

Palazzo Montebello

Art Hotel Villa Agape

Hotel Atlantic Palace

Hotel Delle Nazioni

Starhotels Tuscany

Plus Florence - Hostel

Italiana Hotels Florence

Frequently asked questions

Explore a world of travel with Expedia

Kid Friendly Hotels in Castellina in Chianti

Change your mind

Treat yourself

Be picky

Check availability on Castellina in Chianti Family friendly Hotels

Our top choices for Castellina in Chianti family-friendly hotels

1. Borgo di Pietrafitta Relais

2. Belvedere di San Leonino

3. Mariani Bed & Breakfast

4. Casa Vacanze Squarcialupi

5. Residenzia del Sogno

6. Palazzo Leopoldo Dimora Storica & Spa

7. La Certosa di Pontignano

8. Borgo Scopeto Wine & Country Relais

9. Chapter Chianti, a Member of Design Hotels

10. Hotel Borgo San Luigi

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

Top Castellina in Chianti Hotel Reviews

c-hotels Ambasciatori

Frequently asked questions

Explore a world of travel with Expedia