The Best Family Hotels in Castellina in Chianti in 2026 | Expedia

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Check availability on Castellina in Chianti Family Hotels

Tonight

16 Oct - 17 Oct

Tomorrow

17 Oct - 18 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Castellina in Chianti family-friendly hotels

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

AED 417

AED 471 total

includes taxes & fees

25 Oct - 26 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A historic building with a courtyard, stone arches, and a tiled roof.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

2. Palazzo Squarcialupi

Castellina in Chianti

AED 713

AED 809 total

includes taxes & fees

21 Oct - 22 Oct

A small wooden cabin surrounded by a circular gravel path, with a playground in the background.

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

A stone building with a courtyard, a covered seating area, and a small bell tower.

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

3. 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.

AED 325

AED 373 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

A stone-walled room with tables set for dining, a staircase, and a lamp.

A stone building with a large arched doorway, a bench, and a potted plant outside.

4. Albergo Il Colombaio

Castellina in Chianti

AED 466

AED 525 total

includes taxes & fees

16 Nov - 17 Nov

A long table set for dining in a tunnel with wine barrels on one side.

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.

A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

5. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

AED 607

AED 685 total

includes taxes & fees

28 Oct - 29 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

6. Fattoria di Vegi

Castellina in Chianti

AED 943

AED 1,062 total

includes taxes & fees

22 Oct - 23 Oct

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.

7. 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.

AED 393

AED 457 total

includes taxes & fees

27 Oct - 28 Oct

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 bathroom with a glass-enclosed shower, a white sink, wooden cabinets, and a mirror with a hairdryer.

8. Casa Vacanze Squarcialupi

Castellina in Chianti

AED 402

AED 467 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

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

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Family-friendly hotels with pools in Castellina in Chianti

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

AED 417

AED 471 total

includes taxes & fees

25 Oct - 26 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A historic building with a courtyard, stone arches, and a tiled roof.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

Palazzo Squarcialupi

Castellina in Chianti

AED 713

AED 809 total

includes taxes & fees

21 Oct - 22 Oct

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

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.

Borgo di Pietrafitta Relais

Castellina in Chianti

AED 325

AED 373 total

includes taxes & fees

1 Nov - 2 Nov

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

Fattoria di Vegi

Castellina in Chianti

AED 943

AED 1,062 total

includes taxes & fees

22 Oct - 23 Oct

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

A stone-walled room with tables set for dining, a staircase, and a lamp.

A stone building with a large arched doorway, a bench, and a potted plant outside.

Albergo Il Colombaio

Castellina in Chianti

AED 466

AED 525 total

includes taxes & fees

16 Nov - 17 Nov

A long table set for dining in a tunnel with wine barrels on one side.

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.

A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

AED 607

AED 685 total

includes taxes & fees

28 Oct - 29 Oct

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.

Belvedere di San Leonino

Castellina in Chianti

AED 393

AED 457 total

includes taxes & fees

27 Oct - 28 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Castellina in Chianti

AED 220

AED 267 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

A stone building with a wooden door and a balcony with flower planters.

A pool area with a view of vineyards and hills.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

Riserva di Fizzano Residence

Castellina in Chianti

AED 635

AED 707 total

includes taxes & fees

19 Oct - 20 Oct

A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

A stone building with a balcony and a garden with pink flowers.

A swimming pool with stone walls, lounge chairs, and a building with stone architecture.

Collelungo

Castellina in Chianti

AED 463

AED 526 total

includes taxes & fees

27 Oct - 28 Oct

View all properties

Family-friendly hotels with free breakfast in Castellina in Chianti

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

AED 417

AED 471 total

includes taxes & fees

25 Oct - 26 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A historic building with a courtyard, stone arches, and a tiled roof.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

Palazzo Squarcialupi

Castellina in Chianti

AED 713

AED 809 total

includes taxes & fees

21 Oct - 22 Oct

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

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.

Borgo di Pietrafitta Relais

Castellina in Chianti

AED 325

AED 373 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

A stone-walled room with tables set for dining, a staircase, and a lamp.

A stone building with a large arched doorway, a bench, and a potted plant outside.

Albergo Il Colombaio

Castellina in Chianti

AED 466

AED 525 total

includes taxes & fees

16 Nov - 17 Nov

A long table set for dining in a tunnel with wine barrels on one side.

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.

A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

AED 607

AED 685 total

includes taxes & fees

28 Oct - 29 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

Fattoria di Vegi

Castellina in Chianti

AED 943

AED 1,062 total

includes taxes & fees

22 Oct - 23 Oct

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.

Belvedere di San Leonino

Castellina in Chianti

AED 393

AED 457 total

includes taxes & fees

27 Oct - 28 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Castellina in Chianti

AED 220

AED 267 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

A stone building with a wooden door and a balcony with flower planters.

A pool area with a view of vineyards and hills.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

Riserva di Fizzano Residence

Castellina in Chianti

AED 635

AED 707 total

includes taxes & fees

19 Oct - 20 Oct

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.

View all properties

Top Castellina in Chianti Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent

"Awesome breakfast! Location was great !"

Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent

"Was our second time there so it must be good for that alone."

Villa Neroli

Villa Neroli

10/10 Excellent

"Amazing and so updated just beautiful"

Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent

"A very lovely hotel. The location is perfect, in the heart of the city. The view from the rooftop terrace is amazing. The room was very comfortable. The breakfast was great. The staff was helpful and very accommodating. I would stay there again."

Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent

"It was a really nice experience staying at Hu Firenze. It was away from the hustle and bustle of the city and the main tourist areas, while a bus stop right across the street made it easy to get to the city centre. We also got to enjoy a bit of the Tuscan countryside experience. The only issue was that there is another Hu campsite called Hu Certosa, so you need to be careful not to book the wrong one, especially when travelling in a group and everyone is booking separately. This happened to us, but fortunately, the staff allowed my brother to stay with us since our accommodation had an extra bed. However, we had already paid for a tent at Hu Certosa. My recommendation would be to start breakfast earlier than 7:30 a.m. This would allow guests to leave at different times and help avoid long queues at the bus stop."

The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent

"Service was impeccable. Location was great coming from the train and only staying in Florence for a short time. Would recommend."

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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