TOP Family-Friendly Hotels in Chianti Region for 2026 - Chianti Region Family Welcoming Hotels | Expedia.co.uk

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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check availability on Chianti Region Family-Friendly Hotels

Tonight

Tomorrow

This weekend

Next weekend

16 Oct - 18 Oct

Our top choices for Chianti Region family-friendly hotels

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.

1. 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.

£72

includes taxes & fees

25 Oct - 26 Oct

A sauna room with wooden benches, a stone basin, and a window.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

2. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

A perfect family escape awaits in Italy, complete with outdoor pools, spa amenities, and nearby castle adventures for the whole family.

£70

includes taxes & fees

4 Nov - 5 Nov

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A modern bathroom with a large white basin, a wooden bench with towels, and a glass-enclosed shower.

A stone building with a tower, a glass structure, and outdoor seating.

A swimming pool with clear water, surrounded by lounge chairs and trees.

3. 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.

£89

includes taxes & fees

4 Nov - 5 Nov

A dining table with a meal, wine glasses, and a pepper mill.

A historic stone building with a large arched window and a small balcony.

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.

4. Castello di Tornano Wine Resort

Gaiole in Chianti

£134

includes taxes & fees

25 Oct - 26 Oct

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.

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.

5. La Certosa di Pontignano

Castelnuovo Berardenga

£87

includes taxes & fees

2 Nov - 3 Nov

A couple dining at an outdoor table with a view of the countryside.

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.

A narrow street with buildings on either side, a flag, and a bench.

6. 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.

£102

includes taxes & fees

2 Nov - 3 Nov

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

7. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Tuscan retreat offers poolside cabanas, kid-supervised swimming, and free bicycle rentals for memorable family adventures.

£85

includes taxes & fees

22 Oct - 23 Oct

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 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.

8. Relais Vignale & Spa

Radda in Chianti

Family paradise at historic wine country hotel with rooftop pool and arcade room for all-ages entertainment.

£162

includes taxes & fees

8 Oct - 9 Oct

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

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 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.

Castello Vicchiomaggio

Greve in Chianti

£151

includes taxes & fees

9 Oct - 10 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

£72

includes taxes & fees

25 Oct - 26 Oct

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.

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.

La Certosa di Pontignano

Castelnuovo Berardenga

£87

includes taxes & fees

2 Nov - 3 Nov

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 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.

Relais Vignale & Spa

Radda in Chianti

£162

includes taxes & fees

8 Oct - 9 Oct

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

£70

includes taxes & fees

4 Nov - 5 Nov

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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

A narrow street with buildings on either side, a flag, and a bench.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

£102

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

A stone building with a tower, a glass structure, and outdoor seating.

A swimming pool with clear water, surrounded by lounge chairs and trees.

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

£89

includes taxes & fees

4 Nov - 5 Nov

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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

Belvedere di San Leonino

Castellina in Chianti

£107

includes taxes & fees

15 Oct - 16 Oct

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

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.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

Agriturismo San Sano

Gaiole in Chianti

£64

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern living room with a white sofa, armchairs, and a coffee table.

A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.

Chapter Chianti, a Member of Design Hotels

Cavriglia

£229

includes taxes & fees

6 Oct - 7 Oct

View all properties

Family-friendly hotels with pools in Chianti Region

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 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.

Castello Vicchiomaggio

Greve in Chianti

£151

includes taxes & fees

9 Oct - 10 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

£72

includes taxes & fees

25 Oct - 26 Oct

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 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.

Relais Vignale & Spa

Radda in Chianti

£162

includes taxes & fees

8 Oct - 9 Oct

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

Tavarnelle Val di Pesa

£115

includes taxes & fees

24 Oct - 25 Oct

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

£70

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern living room with a white sofa, armchairs, and a coffee table.

A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.

Chapter Chianti, a Member of Design Hotels

Cavriglia

£229

includes taxes & fees

6 Oct - 7 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 person relaxing in a hot tub with a view of a building and trees in the background.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

Belvedere di San Leonino

Castellina in Chianti

£107

includes taxes & fees

15 Oct - 16 Oct

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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

A narrow street with buildings on either side, a flag, and a bench.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

£102

includes taxes & fees

2 Nov - 3 Nov

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 pool area with a view of a hilly landscape.

A bedroom with a large bed, a bedside table, and a chair.

Borgo Del Cabreo

Greve in Chianti

£242

includes taxes & fees

11 Oct - 12 Oct

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

£85

includes taxes & fees

5 Nov - 6 Nov

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

Find out more about Chianti Region

Family friendly things to do in Chianti Region

The Chianti Region, known for its rolling hills and picturesque vineyards, offers a wealth of family-friendly activities that seamlessly blend adventure with cultural enrichment. Begin your explorations at the Castello di Brolio, where children can roam the expansive gardens and discover the castle's fascinating history, all while adults savour the exquisite Chianti wines. Next, visit the quaint village of Greve in Chianti, where the lively Saturday market is perfect for families to sample local delicacies and purchase handmade crafts. For a taste of nature, head to the Parco Sculture del Chianti, an outdoor sculpture park where kids can engage with art in a playful environment. Don't miss a family-friendly cooking class at a local agriturismo, where you can create traditional Tuscan dishes together, fostering not just culinary skills but also cherished family memories. Finally, the serene town of Radda in Chianti provides an excellent base for your stay, with family-friendly hotels that feature spacious rooms, pools, and on-site activities that keep the little ones entertained while offering relaxation for parents. Staying here means easy access to vineyards, scenic hikes, and charming local restaurants, ensuring a delightful balance of exploration and comfort.

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good

"We quite enjoyed the heated pool and views. Thank you for having us."

Borgo Vescine

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

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."

Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good

"Restaurant was great. Towels have too much use"

Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent

"The staff are very helpful and kind."

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."

Explore a world of travel with Expedia

Chianti Region Holiday Rentals

Book Family-Friendly Hotels in Chianti Region on Expedia.it