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Check availability on Chianti Region Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chianti Region family-friendly hotels

A room with a wooden ceiling, a white wall, a black cabinet with circular patterns, a small table with a chair, and a potted plant.
A modern living room with a white sofa, armchairs, and a coffee table.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

1. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
₩370,175
₩416,447 total
includes taxes & fees
Oct 11 - Oct 12
Chapter Chianti, a Member of Design Hotels
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
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.

2. 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.
₩221,374
₩290,938 total
includes taxes & fees
Oct 26 - Oct 27
Relais Vignale & Spa
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 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.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.

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.
₩1,082,540
₩1,203,153 total
includes taxes & fees
Oct 30 - Oct 31
COMO Castello Del Nero
A room with a wooden gazebo model on a table, a painting on the wall, and a chair with a striped cushion.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
A pool area with a view of a hilly landscape.
A bedroom with a large bed, a bedside table, and a chair.

4. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
₩353,913
₩395,483 total
includes taxes & fees
Sep 30 - Oct 1
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 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.
A poolside area with lounge chairs and a view of the night sky.

5. 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.
₩167,942
₩194,004 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

6. 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.
₩251,010
₩285,365 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
A pool with a view of a lush valley and distant buildings.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A courtyard with stone buildings, arched doorways, and potted plants.

7. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
₩233,987
₩257,386 total
includes taxes & fees
Oct 27 - Oct 28
Castello Vicchiomaggio
A large building with multiple rooms, surrounded by a field of lavender.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
An arched brick corridor leading to a dining area with tables set for a meal.

8. 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.
₩728,142
₩816,406 total
includes taxes & fees
Oct 20 - Oct 21
Borgo Scopeto Wine & Country Relais
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

9. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Family-friendly Tuscan retreat with both indoor and outdoor pools, game room, and personalized babysitting services.
₩755,157
₩846,097 total
includes taxes & fees
Oct 11 - Oct 12
Hotel Le Fontanelle
A person sitting by a swimming pool with a stone building in the background.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
A bartender at a bar with a variety of liquor bottles in the background.
A stone building with a wooden door and an arched window.

10. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
  • Tuscan family adventures await at this welcoming resort with a seasonal outdoor pool, children's pool, and organized activities.
₩180,875
₩208,232 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Borgo di Cortefreda Relais
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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

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
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.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
₩113,504
₩131,024 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
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.

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
₩221,374
₩290,938 total
includes taxes & fees
Oct 26 - Oct 27
Relais Vignale & Spa
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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
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.

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
₩133,096
₩158,765 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano
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 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.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
₩167,942
₩194,004 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
₩197,013
₩227,528 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
₩251,010
₩285,365 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
A pool with a view of a lush valley and distant buildings.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A courtyard with stone buildings, arched doorways, and potted plants.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
₩233,987
₩257,386 total
includes taxes & fees
Oct 27 - Oct 28
Castello Vicchiomaggio
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 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
₩125,386
₩147,194 total
includes taxes & fees
Oct 29 - Oct 30
Villa I Barronci Resort & Spa
A pool with a pink flamingo float, surrounded by lounge chairs and a stone deck.
A terrace with two chairs and a table, overlooking a scenic landscape with hills and a sunset.
A view through an arched window of a lush landscape with trees and hills.
A bedroom with a bed, a chair, a red table, and a wardrobe.

La Pensione di Vignamaggio

La Pensione di Vignamaggio
Panzano in Chianti
₩287,330
₩316,063 total
includes taxes & fees
Oct 21 - Oct 22
La Pensione di Vignamaggio
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A pool area with a view of a hilly landscape.
A bedroom with a large bed, a bedside table, and a chair.
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
₩353,913
₩395,483 total
includes taxes & fees
Sep 30 - Oct 1
Borgo Del Cabreo
View all properties

Family-friendly hotels with pools in Chianti Region

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
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.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
₩113,504
₩131,024 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
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.

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
₩221,374
₩290,938 total
includes taxes & fees
Oct 26 - Oct 27
Relais Vignale & Spa
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 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.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
₩167,942
₩194,004 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
A pool with a view of a lush valley and distant buildings.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A courtyard with stone buildings, arched doorways, and potted plants.

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
₩233,987
₩257,386 total
includes taxes & fees
Oct 27 - Oct 28
Castello Vicchiomaggio
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 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
₩125,386
₩147,194 total
includes taxes & fees
Oct 29 - Oct 30
Villa I Barronci Resort & Spa
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
₩197,013
₩227,528 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a window and a light fixture.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
₩100,297
₩116,505 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
₩251,010
₩285,365 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
A person sitting by a swimming pool with a stone building in the background.
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.
An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
₩180,875
₩208,232 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Borgo di Cortefreda Relais
A pool with a pink flamingo float, surrounded by lounge chairs and a stone deck.
A terrace with two chairs and a table, overlooking a scenic landscape with hills and a sunset.
A view through an arched window of a lush landscape with trees and hills.
A bedroom with a bed, a chair, a red table, and a wardrobe.

La Pensione di Vignamaggio

La Pensione di Vignamaggio
Panzano in Chianti
₩287,330
₩316,063 total
includes taxes & fees
Oct 21 - Oct 22
La Pensione di Vignamaggio
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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Find out more about Chianti Region

Family friendly things to do in Chianti Region

The Chianti Region in Italy offers a delightful array of family-friendly activities that will keep both kids and adults engaged. Start your adventure with a visit to the Castello di Brolio, where families can explore the expansive gardens and learn about the history of wine in the region. Kids will love the treasure hunt that often takes place here, making history interactive and fun. Next, head to the charming village of Greve in Chianti, known for its lively piazza and local markets. Families can enjoy sampling delicious local cheeses and cured meats, while the kids can pick out treats from the many artisan shops. For a day of outdoor fun, visit the Parco Avventura, an adventure park filled with zip lines and treetop courses perfect for adventurous spirits. If you're interested in art, the beautiful town of Radda in Chianti offers family-friendly workshops where you can create your own pottery or paintings to take home. Finally, consider exploring the vineyards with a family-friendly wine tour that includes grape juice tastings for the kids. For accommodations, the area around Greve provides excellent family-friendly hotels, featuring spacious rooms, pools, and gardens where children can play freely while parents relax. Staying in this central location allows you to easily visit various attractions while enjoying the stunning Tuscan landscape.

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Excellent dinner, spacious rooms, pol and jacuzzi, and incredible views!"
Danny 1-night trip
Posted 20 hours ago
Villa I Barronci Resort & Spa
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 21 hours ago
Relais Vignale & Spa
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 day 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 2 days ago
Hu Norcenni Girasole Village
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Max 8-night trip
Posted 6 days ago
Villa Il Palagio
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 6 days ago
Hotel Villa Campomaggio
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 10 days ago
Park Hotel Chianti
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 12 days ago
Palagina la Dimora
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 3 weeks ago
COMO Castello Del Nero

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