Palazzo Leopoldo

Radda in Chianti, Siena

Elegant, delightful hotel on the Chianti Trail, with smart bedrooms, sensational views, top-notch food and an indoor pool and spa


19 rooms


Rooms sleep 2


In a corner of the hall is a carving of a swaddled baby – 14th-century evidence of the hospital this once was. The newest, most stylish rooms are in the recently renovated palazzo, linked by a terrace with views of Chiantishire. The hotel sits on the main street of beautiful old Radda, strolling distance to several enoteche – sample the fine chiantis. The whole place, on several levels and full of nooks and corners, starts with the main hall, large and lofty, with white-painted arches and bright rugs on a terracotta floor; drift onto the terrace for sunsets and views. Bedrooms range from large suites with balconies overlooking the valley to smaller doubles up ancient stone stairs (no lift). All are comfortable, elegant, traditional; some have the old servants’ bell-pulls, others wood-fired stoves and frescoes. A remarkable breakfast is served in a remarkable kitchen, replete with an 18th-century range: not a bad setting for a cookery course. Add to that kind, courteous staff, an excellent restaurant, and an indoor pool and spa. Well worth the steep, winding road to get here.


  • Swimming pool
  • Hot tub
  • Garden
  • Open fire / woodburner
  • Breakfast included
  • Breakfast available
  • Meals available
  • Parking on premises
  • Free parking nearby
  • WiFi
  • Spa
  • Central heating
  • Limited mobility
  • Wheelchair access
  • Mobile reception
  • Hob
  • Bar
  • Barbecue
  • Licensed premises
  • Vegetarian meals
  • Paid parking nearby
  • Accessible by public transport
  • Air conditioning
  • Relaxation areas
  • Washing machine
  • Tennis court
  • No smoking
  • Credit cards
  • Working farm
  • Owner has pets
  • Pets welcome

Family friendly

  • Baby monitor
  • Books and toys
  • Children welcome
  • Babies welcome
  • Stair gates
  • High chair


  • Pub/bar within 3 miles
  • Restaurant within 3 miles
  • Shop within 3 miles


  • Bikes available
  • Food courses
  • Kayaking
  • Other courses
  • Sailing
  • Surfing
  • Wild swimming

& pricing

Booking information

No smoking
Smoking not permitted anywhere in the property.
Breakfast €9.90. Lunch €25. Dinner €35.


Nightly price
from €113
14 Doubles
From €113
5 Suites for 2
From €315


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The neighbourhood

Local points of interest from Massimo Rossinelli

  • Try one of our cooking classes in our lovely old kitchen and discover the secrets of Tuscan cuisine.
  • Relax in the spa and enjoy the sauna, Turkish baths, aromarium, sensory shower, jacuzzi, ice fountain and relaxation area with infusions. Massages and other treatments are also on offer.
  • Taste classic Chianti wines in the many cellars in Radda in Chianti and the surrounding area.
  • Private parking.