TOP Family Friendly Hotels in Radda in Chianti for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.

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Check availability on Radda in Chianti Family friendly Hotels

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16 Oct - 18 Oct

Our top choices for Radda in Chianti 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.

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.

1. Relais Vignale & Spa

Radda in Chianti

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

S$273

includes taxes & fees

8 Oct - 9 Oct

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 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.

2. 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$173

includes taxes & fees

2 Nov - 3 Nov

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A table set with wine glasses and a candle, viewed through a window with string lights.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A stone wall, a candle, and a glass of wine on a tray.

3. Tenuta CorteDomina

Radda in Chianti

S$337

includes taxes & fees

1 Nov - 2 Nov

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 modern bathroom with a freestanding bathtub, a vanity with a mirror, and marble walls.

An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.

4. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Spectacular family retreats in Tuscany with indoor and outdoor pools, bicycle rentals, and fun archery sessions.

S$157

includes taxes & fees

2 Nov - 3 Nov

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.

5. Hotel Villa Campomaggio

Radda in Chianti

Family paradise awaits with outdoor pool adventures, spa days for adults, and cycling fun amid Tuscan vineyards.

S$230

includes taxes & fees

7 Oct - 8 Oct

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A person relaxing in a clear pool surrounded by natural scenery.

6. Pieve Aldina - Relais & Châteaux

Radda in Chianti

S$518

includes taxes & fees

25 Oct - 26 Oct

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

7. Borgo Vescine

Radda in Chianti

Tuscan retreat with pool, winery tours, and terrace offers exploration for kids and relaxation for parents.

S$624

includes taxes & fees

4 Nov - 5 Nov

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

Gaiole in Chianti

S$480

includes taxes & fees

30 Oct - 31 Oct

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

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Radda in Chianti

An outdoor dining area with a pool, potted plants, and umbrellas.

A villa with a swimming pool, outdoor seating, and a garden.

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

Radda in Chianti

S$273

includes taxes & fees

8 Oct - 9 Oct

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 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

S$173

includes taxes & fees

2 Nov - 3 Nov

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A table set with wine glasses and a candle, viewed through a window with string lights.

Tenuta CorteDomina

Radda in Chianti

S$337

includes taxes & fees

1 Nov - 2 Nov

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

A buffet area with various fruits and a bar with bottles.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

S$157

includes taxes & fees

2 Nov - 3 Nov

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A person relaxing in a clear pool surrounded by natural scenery.

Pieve Aldina - Relais & Châteaux

Radda in Chianti

S$518

includes taxes & fees

25 Oct - 26 Oct

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

Borgo Vescine

Radda in Chianti

S$624

includes taxes & fees

4 Nov - 5 Nov

View all properties

Family-friendly hotels with pools in Radda in Chianti

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 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

S$173

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with a pool, potted plants, and umbrellas.

A villa with a swimming pool, outdoor seating, and a garden.

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

Radda in Chianti

S$273

includes taxes & fees

8 Oct - 9 Oct

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

A buffet area with various fruits and a bar with bottles.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

S$157

includes taxes & fees

2 Nov - 3 Nov

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

Radda in Chianti

S$230

includes taxes & fees

7 Oct - 8 Oct

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A person relaxing in a clear pool surrounded by natural scenery.

Pieve Aldina - Relais & Châteaux

Radda in Chianti

S$518

includes taxes & fees

25 Oct - 26 Oct

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

Borgo Vescine

Radda in Chianti

S$624

includes taxes & fees

4 Nov - 5 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

Top Radda in Chianti Hotel Reviews

Hotel Paris

Hotel Paris

8/10 Good

"The staff at Hotel Paris are wonderful, very welcoming and helpful. The good : we were in a nice large, clean room. The reason I took off a star, the noise from the street is substantial so something to be aware of if you are a light sleeper like myself. We only stayed there one night, so I didn’t bother inquiring if an interior, potentially quieter, room was available. This hotel was walkable to the train station and an easy to walk into Florence to see the sights. We did not have the breakfast there so cannot comment on it."

Bernini Palace

Bernini Palace

10/10 Excellent

"Spectacular hotel and staff"

Villa Neroli

Villa Neroli

10/10 Excellent

"Amazing hotel-great breakfast, calm place, friendly and helpful staff"

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent

"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent

"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent

"Loved this hotel. We stayed here for one night before flying home and it was beautiful, well maintained and food was good."

Hotel La Fortezza

Hotel La Fortezza

10/10 Excellent

"We stayed here in Feb of 2025 and loved it then for location and service. The rooms have been refurbished and so this latest stay was quite upscale. Great shower! Fabulous buffet breakfast! Helpful front desk staff."

c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent

"Everything was perfect!!"

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent

"Great hotel within walking distance of the historic centre of Florence. Helpful and knowledgeable staff. Amazing views from the rooftop bar/ restaurant. Thank you"

Frequently asked questions

What's Radda in Chianti like for family-friendly holidays?

If you've been thinking about a holiday with your children, Radda in Chianti is a good choice. The local tours and coffee shops are just a couple of things that make this an attractive spot for a family holiday. Take to the air and fly into Peretola Airport (FLR), which is located 23.4 mi (37.7 km) from the city centre.

What's the best family accommodation in Radda in Chianti?

Hotel Palazzo San niccolò & Spa is a hotel with an indoor pool and 2 restaurants, and it's a top choice on Expedia for families. Other good choices for your stay with the children include Palazzo Leopoldo Dimora Storica & Spa and Cdh Hotel Radda.

How many family hotels will I find in Radda in Chianti?

Expedia has 5 family-friendly hotels and other accommodation options in Radda in Chianti.

When's the best time to book a family-friendly holiday in Radda in Chianti?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Radda in Chianti is 935 mm.

What's there to see and do with your family in Radda in Chianti?

While you and your family are staying in Radda in Chianti, you may want to visit some family-friendly attractions such as Borgo di Vescine - Tenute di Castelvecchi, Chianti Observatory and Archeodromo di Poggibonsi. Make sure that you have lots of time for activities such as Siena State Archives and Villa a Sesta Polo Club.

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