Find Luxury Hotels in Casole d'Elsa

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Check availability on Casole d'Elsa Luxury Hotels

Our top choices for Casole d'Elsa luxury hotels

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is ￥188,432
￥209,099 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Castiglion del Bosco, A Rosewood Hotel
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is ￥130,135
￥144,599 total
includes taxes & fees
Dec 16 - Dec 17
COMO Castello Del Nero
Couples treatment rooms, Turkish bath, body treatments, body wraps
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ￥88,083
￥98,705 total
includes taxes & fees
Dec 21 - Dec 22
Castel Monastero - The Leading Hotels of the World
Terrace/patio
Hotel Athena

Hotel Athena

4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1004)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ￥13,618
￥15,524 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Athena
Interior detail
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
The price is ￥14,903
￥17,481 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Palazzo San niccolò & Spa
Front of property - evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is ￥23,938
￥27,239 total
includes taxes & fees
Dec 15 - Dec 16
Relais Le Macine di Stigliano
Restaurant
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay here."
United States
LAURIA
The price is ￥15,432
￥17,519 total
includes taxes & fees
Dec 11 - Dec 12
Palazzo Ravizza
Deluxe Room | Vineyard view
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (274)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is ￥17,878
￥20,754 total
includes taxes & fees
Dec 15 - Dec 16
Palazzo Leopoldo Dimora Storica & Spa
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (573)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ￥44,515
￥50,055 total
includes taxes & fees
Dec 15 - Dec 16
Grand Hotel Continental Siena – Starhotels Collezione
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ￥14,770
￥17,341 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais
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.
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Top Casole d'Elsa Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 3 days ago
Hotel Athena

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Frequently asked questions

Are you looking for a luxury hotel for your stay in Casole d'Elsa?
Casole d'Elsa has some interesting things to see and do including Val di Merse and Archeological and Collegiate Church Museum, so you might want to take in the local sights during your visit.
What's the best high-end place to stay in Casole d'Elsa?
Castello di Casole, A Belmond Hotel, Tuscany is a luxury hotel with 3 restaurants and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in Casole d'Elsa?
Planning for the weather is a good way to make your trip to Casole d'Elsa relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Casole d'Elsa is 37 inches.
What's there to see and do in Casole d'Elsa?
Enjoy all that Casole d'Elsa has to offer and visit Val di Merse, Archeological and Collegiate Church Museum, and Terre di Vini. If you have spare time during your trip, you might want to make a stop at Sentierelsa Trail and Sovestro in Poggio Winery.