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

Tonight
Oct 1 - Oct 2
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Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Castellina in Chianti family-friendly hotels

A small wooden cabin surrounded by a circular gravel path, with a playground in the background.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

1. Borgo di Pietrafitta Relais

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.
₩112,969
₩130,407 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais
A long table set for dining in a tunnel with wine barrels on one side.
A castle-like building with a swimming pool and a well-maintained garden.
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A sculpture of two figures in a garden with a windmill in the background.

2. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
₩202,906
₩229,348 total
includes taxes & fees
Oct 27 - Oct 28
Agriturismo Villa Godenano - Pool & Suites
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.
A covered outdoor seating area with wicker furniture and potted plants.
A bedroom with a bed, a painting, and a bathroom door.

3. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
₩119,322
₩137,395 total
includes taxes & fees
Oct 13 - Oct 14
Mariani Bed & Breakfast
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.
A rustic stone building with a garden in front.

4. Belvedere di San Leonino

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.
₩167,204
₩193,151 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A room with a dining table set for two, a TV on a wooden stand, and a view of a vineyard through a glass door.
A bedroom with a bed, bedside tables, a chair, and a window with curtains.
A balcony with a table set for two, overlooking a vineyard and distant hills.

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
₩172,156
₩198,600 total
includes taxes & fees
Oct 18 - Oct 19
Casa Vacanze Squarcialupi
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".
A stone building with outdoor seating, potted plants, and flags.
A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.

6. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
₩172,354
₩195,730 total
includes taxes & fees
Oct 6 - Oct 7
Residenzia del Sogno
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

7. Borgo Scopeto Wine & Country Relais

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 cribs.
₩723,560
₩811,267 total
includes taxes & fees
Oct 29 - Oct 30
Borgo Scopeto Wine & Country Relais
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An interior corridor with arches, columns, and a brick wall.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

8. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
₩124,583
₩149,346 total
includes taxes & fees
Oct 25 - Oct 26
La Certosa di Pontignano
A person sitting in a hot tub with a waterfall feature in the background.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.
A tiled shower area with a square light fixture above the showerhead.

9. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
₩226,516
₩255,319 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Palazzo San Lorenzo & SPA
A courtyard with a statue, stone walls, and a reception sign.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A wooden pathway leading to a pool area with a gazebo and potted plants.

10. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
₩178,949
₩202,996 total
includes taxes & fees
Oct 30 - Oct 31
Relais Della Rovere
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Choose what matters most at family-friendly hotels in Castellina in Chianti

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top Castellina in Chianti Hotel Reviews

Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"Très bien situe juste en face d’un arrêt de bus, qu’on à pu prendre pour se rendre dans le centre. Au retour des visites on à profite de l’une des 3 piscines. En plus il y à 2 resto sur le site et une épicerie. Tout était parfait."
Mario 2-night trip
Posted 3 hours ago
Hu Firenze Camping In Town
Art Hotel Villa Agape

Art Hotel Villa Agape

8/10 Good
"Beautiful property. The restaurant and breakfast are great. Rooms are cozy and quaint. To consider there shuttle is only to get you to the bridge and walk or cab from there to wherever you’re going. It’s the distance from places such as stores restaurants be prepared for any extra needs of expenses such as bottled water or snacks. Make sure the wine card you prepay for self serve you return for credit it’s $10 a glass and it’s about three sips. But beautiful place and great for quiet and privacy."
Stephen 2-night trip
Posted 4 hours ago
Art Hotel Villa Agape
Hotel Albani Firenze

Hotel Albani Firenze

8/10 Good
"Stayed here for 5 nights. Everything here was very nice. Our maid was very sweet and spoke rapidly to us in Italian thinking that we understood every word 😂. The main reason I rated this 4 and not 5 stars was that the breakfast buffet never changed. It was good…but got boring."
David 5-night trip
Posted 5 hours ago
Hotel Albani Firenze
Palazzo Montebello

Palazzo Montebello

10/10 Excellent
"."
James 2-night trip
Posted 1 day ago
Palazzo Montebello
Italiana Hotels Florence

Italiana Hotels Florence

8/10 Good
"Greta place and friendly staff. Pool closed early in the month due to rain that was disappointing"
Jodie 2-night trip
Posted 2 days ago
Italiana Hotels Florence
Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Everything was good for room , staff , breakfast and location."
aziz 2-night trip
Posted 2 days ago
Hotel Santa Maria Novella
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

8/10 Good
"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."
CRYSTAL 2-night trip
Posted 3 days ago
Radisson Blu Hotel, Florence
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Beautifully appointed hotel with an exceptional staff."
Jeanine 2-night trip
Posted 3 days ago
Grand Hotel Cavour
Villa Neroli

Villa Neroli

10/10 Excellent
"The staff was amazing and very helpful on recommendations for dining/attractions. I will be back for breakfast - excellent selections and the staff was excellent!!"
Jennifer 3-night trip
Posted 4 days ago
Villa Neroli

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 Archeodromo di Poggibonsi.

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