Book Hotels in Castiglione del Bosco
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Top Castiglione del Bosco hotels

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco, Montalcino, SI
$1,935 nightly
The price is $2,141 total per night from Aug 31 to Sep 1
$2,141 total
Aug 31 - Sep 1
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."
Reviewed on Aug 3, 2025

Hotel Athena
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $198 total per night from Aug 31 to Sep 1
$198 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
"Excellent staff who are always on standby for anything that you need."
Reviewed on Aug 23, 2025

Palazzo Ravizza
Pian dei Mantellini 34, Siena, SI
$126 nightly
The price is $144 total per night from Aug 31 to Sep 1
$144 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."
Reviewed on Aug 9, 2025

Castello di Velona Resort Thermal SPA & Winery
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express ...
"We stayed two nights midway through travelling around Tuscany. It was a lovely peaceful break for us. We felt very pampered by all of the staff who were superb. Dining by the pool area was lovely. A very happy couple of days."
Reviewed on Jul 29, 2025

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in ...
Stunning setting - authentic italian
"The pictures do not do it justice - stunning setting and view, very nice hotel, very kind attentive staff. Would definitely recommend."
Reviewed on Aug 25, 2025

NH Siena
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Aug 30 to Aug 31
$163 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, dry cleaning, and luggage storage are also offered.

Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Business travelers can take advantage of the laundry service. ...

Borgo Santo Pietro
Loc. Palazzetto, Chiusdino, SI
$983 nightly
The price is $1,093 total per night from Sep 27 to Sep 28
$1,093 total
Sep 27 - Sep 28
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...

Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
$390 nightly
The price is $441 total per night from Sep 5 to Sep 6
$441 total
Sep 5 - Sep 6
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is ...
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