A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Check availability on Chianti Region Family friendly Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Chianti Region family-friendly hotels

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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
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.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
S$134
includes taxes & fees
24 Nov - 25 Nov
La Certosa di Pontignano - Place of Charme
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.

2. 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.
S$159
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A stone building with a tower, a glass structure, and outdoor seating.
A modern bathroom with a large white basin, a wooden bench with towels, and a glass-enclosed shower.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

3. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
  • Tuscan countryside escape offers families an enchanting farm stay with bowling, cycling, and a refreshing pool to delight all ages.
S$103
includes taxes & fees
9 Nov - 10 Nov
Salvadonica - Borgo del Chianti
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

4. Palazzo Leopoldo Dimora Storica & Spa

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.
S$154
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A room with a wooden gazebo model on a table, a painting on the wall, and a chair with a striped cushion.
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A bedroom with a large bed, a bedside table, and a chair.
A pool area with a view of a hilly landscape.

5. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
S$296
includes taxes & fees
26 Oct - 27 Oct
Borgo Del Cabreo
A small wooden cabin surrounded by a circular gravel path, with a playground in the background.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
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.

6. 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.
S$143
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta Relais
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
  • Family paradise awaits with outdoor pool adventures, spa days for adults, and cycling fun amid Tuscan vineyards.
S$241
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
An outdoor dining area with a pool, potted plants, and umbrellas.
A restaurant with a table set for two, overlooking a scenic landscape.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Family paradise at historic wine country hotel with rooftop pool and arcade room for all-ages entertainment.
S$287
includes taxes & fees
27 Oct - 28 Oct
Relais Vignale & Spa
A pool with a view of a lush valley and distant buildings.
A courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

9. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
S$257
includes taxes & fees
29 Oct - 30 Oct
Castello Vicchiomaggio
A dining table with a meal, wine glasses, and a pepper mill.
A stone archway leading to a window with a view of tall trees and a distant landscape.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
S$225
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
View all properties

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

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Chianti Region

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
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.

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
S$134
includes taxes & fees
24 Nov - 25 Nov
La Certosa di Pontignano - Place of Charme
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.
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.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
S$159
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
S$155
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA
A spa area with stone walls, a white massage chair, and a potted plant.
A couple dining at an outdoor table with a view of the countryside.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A narrow street with buildings on either side, a flag, and a bench.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
S$154
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A buffet area with various fruits and a bar with bottles.
A courtyard with outdoor seating, stone walls, and a staircase.

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
S$147
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolò & Spa
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.
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

Borgo di Pietrafitta Relais
Castellina in Chianti
S$143
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta Relais
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
S$112
includes taxes & fees
25 Nov - 26 Nov
Villa I Barronci Resort & Spa
A pool with a view of a lush valley and distant buildings.
A courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
S$257
includes taxes & fees
29 Oct - 30 Oct
Castello Vicchiomaggio
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone archway leading to a window with a view of tall trees and a distant landscape.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
S$225
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.
A bedroom with a large bed, a bedside table, and a chair.

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
S$296
includes taxes & fees
26 Oct - 27 Oct
Borgo Del Cabreo
View all properties

Family-friendly hotels with pools in Chianti Region

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.
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.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
S$159
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
S$155
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA
A spa area with stone walls, a white massage chair, and a potted plant.
A couple dining at an outdoor table with a view of the countryside.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A narrow street with buildings on either side, a flag, and a bench.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
S$154
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A buffet area with various fruits and a bar with bottles.
A courtyard with outdoor seating, stone walls, and a staircase.

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
S$147
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolò & Spa
A person sitting by a swimming pool with a stone building in the background.
An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
S$167
includes taxes & fees
25 Nov - 26 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.
A bedroom with a large bed, a bedside table, and a chair.

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
S$296
includes taxes & fees
26 Oct - 27 Oct
Borgo Del Cabreo
A pool with a view of a lush valley and distant buildings.
A courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
S$257
includes taxes & fees
29 Oct - 30 Oct
Castello Vicchiomaggio
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
S$241
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone archway leading to a window with a view of tall trees and a distant landscape.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
S$225
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.
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

Borgo di Pietrafitta Relais
Castellina in Chianti
S$143
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta 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.
View all properties

Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Wine area not open"
Mark 4-night trip
Posted 13 hours ago
Villa Casagrande Resort & SPA
Hotel Villa Cesi

Hotel Villa Cesi

10/10 Excellent
"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."
Anshi 2-night trip
Posted 7 days ago
Hotel Villa Cesi
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 weeks ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 1 month ago
Villa Le Barone
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 1 month ago
Hu Norcenni Girasole Village
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 2 months ago
COMO Castello Del Nero
Chianti Village Morrocco

Chianti Village Morrocco

10/10 Excellent
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
Nirav 1-night trip
Posted 3 months ago
Chianti Village Morrocco
Camping Village Il Poggetto.

Camping Village Il Poggetto.

8/10 Good
"This property was nice. We enjoyed our two nights in a home on property. The home was a little dated but overall nice. Getting to Florence was a bit challenging, due to the property being in an isolated area. On the weekends there are only two busses that so by the property... one in the morning and one at night, so plan accordingly."
Nichole 2-night trip
Posted 5 months ago
Camping Village Il Poggetto.

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