Hotel Villa Casalecchi, a 4-star establishment in the Chianti region, is situated 2.6km from Castellina in Chianti, a 30-minute drive from Siena and 45 minutes from Florence. This 19th-century villa offers en-suite rooms, a swimming pool (seasonal), a large terraced Italian garden, a private chapel with frescoes, and nearby riding stables, plus it arranges tours to local attractions; breakfast is a buffet with sweet and savoury options.
8.6 50 reviews
Radda in Chianti
05/09 – 19/09
SG$513/nighttotal: SG$7182 (14 )
Villa Sassolini Suite & Rooms - Country Boutique Hotel
1 2
hotel , Montevarchi
Dependance Villa Sassolini, a 4-star hotel in Montevarchi, is situated 35km from The Mall Luxury Outlet and approximately 42km from both Piazza Matteotti and Piazza del Campo, offering convenient access to major Tuscan attractions. This adults-only guesthouse provides 20-square-metre rooms with a single bedroom, bathroom, and a maximum occupancy of two guests; amenities include a swimming pool, spa, fitness centre, and free Wi-Fi.
9.0 417 reviews
Radda in Chianti
11/09 – 14/09
SG$654/nighttotal: SG$1962 (3 )
Castello Di Tornano Wine Relais
2 3
hotel , Gaiole in Chianti
Castello Di Tornano Wine Relais is situated in the Chianti Classico wine region, just 11 miles from the historic city of Siena, offering stunning views of the Tuscan countryside. The hotel has received very good ratings for its cleanliness and overall experience, with an excellent location rating. The hotel offers a range of accommodation options, from air-conditioned rooms to fully-equipped apartments. Guests can enjoy a variety of amenities and activities, including a swimming pool, a spa, a tennis court, and a restaurant serving Tuscan specialties.
9.5 519 reviews
Radda in Chianti
27/06 – 04/07
SG$222/nighttotal: SG$1554 (7 )
Albergo Villa San Michele
1 2
hotel , Greve in Chianti
Albergo Villa San Michele, a 3-star hotel in Greve in Chianti, is situated 10.6 km from Piazza Matteotti and 27.4 km from The Mall Luxury Outlet. This family-friendly guesthouse offers rooms with private bathrooms, free Wi-Fi, flat-screen TVs, and an Italian breakfast, plus on-site restaurant, bar, garden, terrace, parking, and a grill for guest use.
9.2 551 reviews
Radda in Chianti
27/06 – 04/07
SG$613/nighttotal: SG$4291 (7 )
Villa Le Barone
1 2
hotel , Greve in Chianti
Villa Le Barone, a 4-star hotel in the Chianti Classico region, is situated a short drive from Greve in Chianti's town centre, a historic 16th-century manor house with Della Robbia family origins. This renovated estate offers individually decorated rooms, a swimming pool, tennis court, restaurant serving Tuscan cuisine, and fitness centre; bed and breakfast service operates year-round, with full hotel services from Easter to 31 October.
9.3 514 reviews
Radda in Chianti
11/09 – 14/09
SG$663/nighttotal: SG$1989 (3 )
La Pensione Di Vignamaggio
1 3
hotel , Greve in Chianti
La Pensione Di Vignamaggio is a charming guesthouse located in the small square of Panzano, just 8km from the famous Vignamaggio estate and a 50-minute drive from Florence Peretola Airport. It is a 3-star guesthouse with excellent user ratings for its location, cleanliness, and overall experience. The rooms feature stylish décor inspired by Decameron tales, with exposed wood-beamed ceilings, terracotta floors, and a private bathroom. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, bar, and parking, as well as panoramic views over the rolling Chianti hills.
9.3 650 reviews
Radda in Chianti
11/09 – 14/09
SG$1607/nighttotal: SG$4821 (3 )
Borgo Vescine
1 3
hotel , Radda in Chianti
Borgo Vescine is a Relais located in the Chianti Classico area of Tuscany, just 19km from Siena and 42km from Florence, surrounded by vineyards and olive groves. This 4-star hotel has received excellent user ratings for its location, cleanliness and overall experience. The hotel is a meticulously preserved medieval village with a unique and charming setting. Guests can enjoy a range of activities, including wine tastings, cooking classes, truffle hunts, Vespa tours, and al fresco dining, all while relaxing in the heated outdoor pool with panoramic views of the Tuscan hills.
8.8 2486 reviews
Radda in Chianti
27/06 – 04/07
SG$245/nighttotal: SG$1715 (7 )
Palazzo Leopoldo Dimora Storica & Spa
1 2
hotel , Radda in Chianti
Palazzo Leopoldo Dimora Storica & Spa is situated in the medieval centre of Radda in Chianti, just a short walk from the main square and the town's historic landmarks. This 4-star hotel has received very good user ratings, with guests particularly praising its excellent location and cleanliness. This historic villa and adjacent building offers a unique blend of traditional charm and modern comfort. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, tennis court, and restaurant, as well as activities like cooking classes and wine tastings.
8.8 1196 reviews
Radda in Chianti
27/06 – 04/07
SG$210/nighttotal: SG$1470 (7 )
Hotel Palazzo San Niccolò & Spa
1 2
hotel , Radda in Chianti
Hotel Palazzo San Niccolò & Spa is situated in the charming town of Radda in Chianti, just 40 kilometres from Siena, and surrounded by the rolling hills of the Tuscan countryside. This 4-star hotel is highly rated by guests, receiving "very good" reviews for its overall experience, "excellent" for its location, and "very good" for its cleanliness. The hotel offers a range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a terrace, a garden, a sauna, and a spa. Guests can also enjoy a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
Radda in Chianti
05/09 – 19/09
SG$778/nighttotal: SG$10892 (14 )
Chapter Chianti Country Resort
1 2
hotel , Cavriglia
Chapter Chianti Country Resort, a 5-star hotel in Cavriglia, is located 29 kilometres from The Mall Luxury Outlet and Piazza Matteotti, and 39 kilometres from Piazza Grande, offering garden views. This resort provides 1-bedroom accommodations with air conditioning, complimentary WiFi, a seasonal outdoor swimming pool, a spa with sauna and hot tub, and on-site dining with vegetarian, dairy-free, and gluten-free options available.
9.4 423 reviews
Radda in Chianti
11/09 – 14/09
SG$1729/nighttotal: SG$5187 (3 )
Pieve Aldina - Relais & Châteaux
1 3
hotel , Radda in Chianti
Pieve Aldina Relais & Châteaux is a 5-star hotel in Radda in Chianti, Tuscany, situated 21km from Piazza Matteotti, 37km from Piazza del Campo in Siena, and 40km from The Mall Luxury Outlet. This Relais & Châteaux property boasts a seasonal outdoor pool, spa with sauna, restaurant serving Italian cuisine (including vegetarian and vegan options), free private parking, and air-conditioned rooms with free Wi-Fi.
9.5 199 reviews
Radda in Chianti
05/09 – 19/09
SG$2962/nighttotal: SG$41468 (14 )
Borgo San Felice Resort
1 2
hotel , Castelnuovo Berardenga
Borgo San Felice, a 5-star hotel in the Chianti Classico wine region near Castelnuovo Berardenga, is a 30-minute (approximately 48km) drive from Siena, offering stunning panoramic views and proximity to historical churches and abbeys. This luxury establishment features spacious antique-furnished rooms, two gourmet restaurants, a heated outdoor pool, tennis court, gym, spa with wine therapy, and free Wi-Fi and parking, plus bike rentals for exploring the Chianti countryside.
Best Radda in Chianti hotels for families
Radda in Chianti
05/09 – 19/09
SG$778/nighttotal: SG$10892 (14 )
Chapter Chianti Country Resort
1 2
hotel , Cavriglia
Chapter Chianti Country Resort, a 5-star hotel in Cavriglia, is located 29 kilometres from The Mall Luxury Outlet and Piazza Matteotti, and 39 kilometres from Piazza Grande, offering garden views. This resort provides 1-bedroom accommodations with air conditioning, complimentary WiFi, a seasonal outdoor swimming pool, a spa with sauna and hot tub, and on-site dining with vegetarian, dairy-free, and gluten-free options available.
9.2 551 reviews
Radda in Chianti
27/06 – 04/07
SG$613/nighttotal: SG$4291 (7 )
Villa Le Barone
1 2
hotel , Greve in Chianti
Villa Le Barone, a 4-star hotel in the Chianti Classico region, is situated a short drive from Greve in Chianti's town centre, a historic 16th-century manor house with Della Robbia family origins. This renovated estate offers individually decorated rooms, a swimming pool, tennis court, restaurant serving Tuscan cuisine, and fitness centre; bed and breakfast service operates year-round, with full hotel services from Easter to 31 October.
8.8 1196 reviews
Radda in Chianti
27/06 – 04/07
SG$210/nighttotal: SG$1470 (7 )
Hotel Palazzo San Niccolò & Spa
1 2
hotel , Radda in Chianti
Hotel Palazzo San Niccolò & Spa is situated in the charming town of Radda in Chianti, just 40 kilometres from Siena, and surrounded by the rolling hills of the Tuscan countryside. This 4-star hotel is highly rated by guests, receiving "very good" reviews for its overall experience, "excellent" for its location, and "very good" for its cleanliness. The hotel offers a range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a terrace, a garden, a sauna, and a spa. Guests can also enjoy a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
9.0 417 reviews
Radda in Chianti
11/09 – 14/09
SG$654/nighttotal: SG$1962 (3 )
Castello Di Tornano Wine Relais
2 3
hotel , Gaiole in Chianti
Castello Di Tornano Wine Relais is situated in the Chianti Classico wine region, just 11 miles from the historic city of Siena, offering stunning views of the Tuscan countryside. The hotel has received very good ratings for its cleanliness and overall experience, with an excellent location rating. The hotel offers a range of accommodation options, from air-conditioned rooms to fully-equipped apartments. Guests can enjoy a variety of amenities and activities, including a swimming pool, a spa, a tennis court, and a restaurant serving Tuscan specialties.
Best Radda in Chianti hotels with a pool
Among the 123 accommodations in Radda in Chianti, here are the 4 best hotels with a pool
8.2 322 reviews
Radda in Chianti
05/09 – 19/09
SG$257/nighttotal: SG$3598 (14 )
Hotel Villa Casalecchi
1 2
hotel , Castellina in Chianti
Hotel Villa Casalecchi, a 4-star establishment in the Chianti region, is situated 2.6km from Castellina in Chianti, a 30-minute drive from Siena and 45 minutes from Florence. This 19th-century villa offers en-suite rooms, a swimming pool (seasonal), a large terraced Italian garden, a private chapel with frescoes, and nearby riding stables, plus it arranges tours to local attractions; breakfast is a buffet with sweet and savoury options.
9.2 551 reviews
Radda in Chianti
27/06 – 04/07
SG$613/nighttotal: SG$4291 (7 )
Villa Le Barone
1 2
hotel , Greve in Chianti
Villa Le Barone, a 4-star hotel in the Chianti Classico region, is situated a short drive from Greve in Chianti's town centre, a historic 16th-century manor house with Della Robbia family origins. This renovated estate offers individually decorated rooms, a swimming pool, tennis court, restaurant serving Tuscan cuisine, and fitness centre; bed and breakfast service operates year-round, with full hotel services from Easter to 31 October.
8.8 1196 reviews
Radda in Chianti
27/06 – 04/07
SG$210/nighttotal: SG$1470 (7 )
Hotel Palazzo San Niccolò & Spa
1 2
hotel , Radda in Chianti
Hotel Palazzo San Niccolò & Spa is situated in the charming town of Radda in Chianti, just 40 kilometres from Siena, and surrounded by the rolling hills of the Tuscan countryside. This 4-star hotel is highly rated by guests, receiving "very good" reviews for its overall experience, "excellent" for its location, and "very good" for its cleanliness. The hotel offers a range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a terrace, a garden, a sauna, and a spa. Guests can also enjoy a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
9.5 199 reviews
Radda in Chianti
05/09 – 19/09
SG$2962/nighttotal: SG$41468 (14 )
Borgo San Felice Resort
1 2
hotel , Castelnuovo Berardenga
Borgo San Felice, a 5-star hotel in the Chianti Classico wine region near Castelnuovo Berardenga, is a 30-minute (approximately 48km) drive from Siena, offering stunning panoramic views and proximity to historical churches and abbeys. This luxury establishment features spacious antique-furnished rooms, two gourmet restaurants, a heated outdoor pool, tennis court, gym, spa with wine therapy, and free Wi-Fi and parking, plus bike rentals for exploring the Chianti countryside.
Frequently asked questions about hotels in Radda in Chianti
How can travelers relax during a week in and arond Radda in Chianti?
A week in Radda in Chianti is all about slowing down and enjoying the simple pleasures. Spend mornings wandering through the vineyards, stopping for a picnic under the Tuscan sun. In the afternoon, take a dip in the pool at your hotel or visit the local spa. Evenings are for enjoying delicious meals at one of the many restaurants or simply relaxing on your hotel terrace with a glass of Chianti.
What are the best hotels with a swimming pool in Radda in Chianti?
What amenities can travelers expect in hotel rooms in Radda in Chianti?
Most hotels in Radda in Chianti offer comfortable rooms with air conditioning and private bathrooms. You'll often find a TV, Wi-Fi, and a minibar. Some hotels also have swimming pools, spas, and restaurants on site. It's always a good idea to check the hotel website for details on amenities before booking.
What are the best luxury hotels in Radda in Chianti?
When is the best time to book a hotel in Radda in Chianti?
The best time to book a hotel in Radda in Chianti is during the shoulder seasons, spring and autumn. You'll enjoy pleasant weather and fewer crowds, making it a more relaxed and affordable trip. If you're looking for a more active experience, summer is a good time to visit, with plenty of outdoor activities on offer. But be prepared for higher prices and larger crowds.
What are the best family friendly hotels in Radda in Chianti?
What are some pet-friendly activities in and around Radda in Chianti?
Radda in Chianti is a very dog-friendly town. You can take your furry friend for a walk in the beautiful vineyards or along the trails in the nearby hills. Many restaurants and cafes are also pet-friendly, so you can enjoy a meal out with your dog. Check with the hotel you're staying at to confirm their pet policy.
What are the best pet friendly hotels in Radda in Chianti?
Which towns or cities worth a visit near Radda in Chianti?
You're in the heart of Chianti, so there are plenty of charming towns to explore. Siena, with its stunning Piazza del Campo, is a must-see, about 30 km away. Florence is also within easy reach, about 60 km away. And for a more rural experience, head to the picturesque town of Greve in Chianti, just 15 km away.
What are the best hotels with jacuzzi in Radda in Chianti?
Among the 123 accommodations in Radda in Chianti, here are the 4 best hotels with breakfast
8.8 1196 reviews
Radda in Chianti
27/06 – 04/07
SG$210/nighttotal: SG$1470 (7 )
Hotel Palazzo San Niccolò & Spa
1 2
hotel , Radda in Chianti
Hotel Palazzo San Niccolò & Spa is situated in the charming town of Radda in Chianti, just 40 kilometres from Siena, and surrounded by the rolling hills of the Tuscan countryside. This 4-star hotel is highly rated by guests, receiving "very good" reviews for its overall experience, "excellent" for its location, and "very good" for its cleanliness. The hotel offers a range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a terrace, a garden, a sauna, and a spa. Guests can also enjoy a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
8.2 322 reviews
Radda in Chianti
05/09 – 19/09
SG$257/nighttotal: SG$3598 (14 )
Hotel Villa Casalecchi
1 2
hotel , Castellina in Chianti
Hotel Villa Casalecchi, a 4-star establishment in the Chianti region, is situated 2.6km from Castellina in Chianti, a 30-minute drive from Siena and 45 minutes from Florence. This 19th-century villa offers en-suite rooms, a swimming pool (seasonal), a large terraced Italian garden, a private chapel with frescoes, and nearby riding stables, plus it arranges tours to local attractions; breakfast is a buffet with sweet and savoury options.
8.6 50 reviews
Radda in Chianti
05/09 – 19/09
SG$513/nighttotal: SG$7182 (14 )
Villa Sassolini Suite & Rooms - Country Boutique Hotel
1 2
hotel , Montevarchi
Dependance Villa Sassolini, a 4-star hotel in Montevarchi, is situated 35km from The Mall Luxury Outlet and approximately 42km from both Piazza Matteotti and Piazza del Campo, offering convenient access to major Tuscan attractions. This adults-only guesthouse provides 20-square-metre rooms with a single bedroom, bathroom, and a maximum occupancy of two guests; amenities include a swimming pool, spa, fitness centre, and free Wi-Fi.
9.5 199 reviews
Radda in Chianti
05/09 – 19/09
SG$2962/nighttotal: SG$41468 (14 )
Borgo San Felice Resort
1 2
hotel , Castelnuovo Berardenga
Borgo San Felice, a 5-star hotel in the Chianti Classico wine region near Castelnuovo Berardenga, is a 30-minute (approximately 48km) drive from Siena, offering stunning panoramic views and proximity to historical churches and abbeys. This luxury establishment features spacious antique-furnished rooms, two gourmet restaurants, a heated outdoor pool, tennis court, gym, spa with wine therapy, and free Wi-Fi and parking, plus bike rentals for exploring the Chianti countryside.
Best Radda in Chianti hotels with parking
9.4 423 reviews
Radda in Chianti
11/09 – 14/09
SG$1729/nighttotal: SG$5187 (3 )
Pieve Aldina - Relais & Châteaux
1 3
hotel , Radda in Chianti
Pieve Aldina Relais & Châteaux is a 5-star hotel in Radda in Chianti, Tuscany, situated 21km from Piazza Matteotti, 37km from Piazza del Campo in Siena, and 40km from The Mall Luxury Outlet. This Relais & Châteaux property boasts a seasonal outdoor pool, spa with sauna, restaurant serving Italian cuisine (including vegetarian and vegan options), free private parking, and air-conditioned rooms with free Wi-Fi.
8.6 50 reviews
Radda in Chianti
05/09 – 19/09
SG$513/nighttotal: SG$7182 (14 )
Villa Sassolini Suite & Rooms - Country Boutique Hotel
1 2
hotel , Montevarchi
Dependance Villa Sassolini, a 4-star hotel in Montevarchi, is situated 35km from The Mall Luxury Outlet and approximately 42km from both Piazza Matteotti and Piazza del Campo, offering convenient access to major Tuscan attractions. This adults-only guesthouse provides 20-square-metre rooms with a single bedroom, bathroom, and a maximum occupancy of two guests; amenities include a swimming pool, spa, fitness centre, and free Wi-Fi.
9.5 199 reviews
Radda in Chianti
05/09 – 19/09
SG$2962/nighttotal: SG$41468 (14 )
Borgo San Felice Resort
1 2
hotel , Castelnuovo Berardenga
Borgo San Felice, a 5-star hotel in the Chianti Classico wine region near Castelnuovo Berardenga, is a 30-minute (approximately 48km) drive from Siena, offering stunning panoramic views and proximity to historical churches and abbeys. This luxury establishment features spacious antique-furnished rooms, two gourmet restaurants, a heated outdoor pool, tennis court, gym, spa with wine therapy, and free Wi-Fi and parking, plus bike rentals for exploring the Chianti countryside.
8.8 2486 reviews
Radda in Chianti
27/06 – 04/07
SG$245/nighttotal: SG$1715 (7 )
Palazzo Leopoldo Dimora Storica & Spa
1 2
hotel , Radda in Chianti
Palazzo Leopoldo Dimora Storica & Spa is situated in the medieval centre of Radda in Chianti, just a short walk from the main square and the town's historic landmarks. This 4-star hotel has received very good user ratings, with guests particularly praising its excellent location and cleanliness. This historic villa and adjacent building offers a unique blend of traditional charm and modern comfort. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, tennis court, and restaurant, as well as activities like cooking classes and wine tastings.