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Check availability on Chianti Region Family Hotels

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

Our top choices for Chianti Region family-friendly hotels

An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A restaurant with a table set for two, overlooking a scenic landscape.

1. 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.
￥27,092
￥35,196 total
includes taxes & fees
Oct 27 - Oct 28
Relais Vignale & Spa
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A sunlit patio with a glass roof, stone walls, and outdoor seating.

2. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
￥51,758
￥58,690 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

3. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
  • Tuscan luxury castle resort offers exceptional kid-friendly amenities, from playgrounds to pools, creating family memories that last.
￥113,582
￥126,347 total
includes taxes & fees
Nov 8 - Nov 9
COMO Castello Del Nero
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

4. 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.
￥23,383
￥26,775 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Villa Campomaggio
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 dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

5. 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.
￥16,278
￥18,960 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Leopoldo Dimora Storica & Spa
A compact living space with a wooden ceiling, a sofa with cushions, a small table with chairs, a potted plant, a television mounted on the wall, and a door leading outside.
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

6. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
￥42,174
￥47,446 total
includes taxes & fees
Oct 25 - Oct 26
Chapter Chianti, a Member of Design 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.
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.
An interior corridor with arches, columns, and a brick wall.

7. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
￥13,929
￥16,728 total
includes taxes & fees
Nov 24 - Nov 25
La Certosa di Pontignano - Place of Charme
A room with a wooden gazebo model on a table, a painting on the wall, and a chair with a striped cushion.
A pool area with a view of a hilly landscape.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
A bedroom with a large bed, a bedside table, and a chair.

8. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
￥32,436
￥36,382 total
includes taxes & fees
Oct 26 - Oct 27
Borgo Del Cabreo
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 rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

9. 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.
￥16,836
￥19,573 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

10. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Family-friendly Tuscan retreat with both indoor and outdoor pools, game room, and personalized babysitting services.
￥86,175
￥96,549 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Le Fontanelle
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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 corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
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.

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
￥13,929
￥16,728 total
includes taxes & fees
Nov 24 - Nov 25
La Certosa di Pontignano - Place of Charme
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
￥16,836
￥19,573 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
￥16,870
￥18,908 total
includes taxes & fees
Nov 8 - Nov 9
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
￥16,278
￥18,960 total
includes taxes & fees
Nov 23 - Nov 24
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 luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A courtyard with outdoor seating, stone walls, and a staircase.

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
￥14,518
￥17,023 total
includes taxes & fees
Nov 17 - Nov 18
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 swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
￥15,325
￥17,560 total
includes taxes & fees
Nov 1 - Nov 2
Borgo di Pietrafitta Relais
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
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
￥13,292
￥15,675 total
includes taxes & fees
Nov 24 - Nov 25
Villa I Barronci Resort & Spa
A pool with a view of a lush valley and distant buildings.
A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.
A courtyard with stone buildings, arched doorways, and potted plants.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
￥28,653
￥31,519 total
includes taxes & fees
Oct 29 - Oct 30
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 historic stone building with a large arched window and a small balcony.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
￥23,849
￥27,640 total
includes taxes & fees
Oct 26 - Oct 27
Castello di Tornano Wine Resort
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.
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.

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
￥32,436
￥36,382 total
includes taxes & fees
Oct 26 - Oct 27
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 poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
￥16,836
￥19,573 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
￥16,870
￥18,908 total
includes taxes & fees
Nov 8 - Nov 9
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
￥16,278
￥18,960 total
includes taxes & fees
Nov 23 - Nov 24
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 luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A courtyard with outdoor seating, stone walls, and a staircase.

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
￥14,518
￥17,023 total
includes taxes & fees
Nov 17 - Nov 18
Hotel Palazzo San niccolò & Spa
A person sitting by a swimming pool with a stone building in the background.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
A stone building with a wooden door and an arched window.

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
￥17,282
￥20,064 total
includes taxes & fees
Nov 24 - Nov 25
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 bedroom with a large bed, a bedside table, and a chair.
A pool area with a view of a hilly landscape.
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.

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
￥32,436
￥36,382 total
includes taxes & fees
Oct 26 - Oct 27
Borgo Del Cabreo
A pool with a view of a lush valley and distant buildings.
A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.
A courtyard with stone buildings, arched doorways, and potted plants.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
￥28,653
￥31,519 total
includes taxes & fees
Oct 29 - Oct 30
Castello Vicchiomaggio
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
￥23,383
￥26,775 total
includes taxes & fees
Oct 25 - Oct 26
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 historic stone building with a large arched window and a small balcony.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
￥23,849
￥27,640 total
includes taxes & fees
Oct 26 - Oct 27
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 swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
￥15,325
￥17,560 total
includes taxes & fees
Nov 1 - Nov 2
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 11 hours ago
Villa Casagrande Resort & SPA
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 13 days 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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