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

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Castellina in Chianti family-friendly hotels

Game room

1. 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 414
AED 472 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais
Lounge

2. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
The price is AED 316
AED 365 total
includes taxes & fees
3 Aug - 4 Aug
Mariani Bed & Breakfast
Gift shop

3. 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 461
AED 533 total
includes taxes & fees
2 Aug - 3 Aug
Belvedere di San Leonino
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

4. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
The price is AED 428
AED 488 total
includes taxes & fees
1 Sep - 2 Sep
Residenzia del Sogno
Panoramic Apartment (2) | Terrace/patio

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
The price is AED 473
AED 546 total
includes taxes & fees
30 Aug - 31 Aug
Casa Vacanze Squarcialupi
Daily buffet breakfast for a fee

6. 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 566
AED 648 total
includes taxes & fees
4 Aug - 5 Aug
Palazzo Leopoldo Dimora Storica & Spa
Snack bar

7. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (552 reviews)
The price is AED 338
AED 405 total
includes taxes & fees
19 Aug - 20 Aug
La Certosa di Pontignano
Children's play area - outdoor

8. 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 342
AED 397 total
includes taxes & fees
6 Aug - 7 Aug
Hotel Executive
Exterior

9. 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 835
AED 948 total
includes taxes & fees
30 Aug - 31 Aug
Hotel Borgo San Luigi
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

10. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (510 reviews)
  • cleanliness
    Tuscan family adventures await at this welcoming resort with a seasonal outdoor pool, children's pool, and organized activities.
The price is AED 593
AED 677 total
includes taxes & fees
1 Sep - 2 Sep
Hotel Borgo di Cortefreda Relais
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

Starhotels Tuscany

Starhotels Tuscany

10/10 Excellent
"The spot was perfect. We were able to walk to a wonderful restaurant for dinner. There was a bakery a few streets over"
Sharon 1-night trip
Posted 2 hours ago
Starhotels Tuscany

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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