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Search Romantic Hotels in Castiglione del Bosco

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Check availability on Castiglione del Bosco Romantic Hotels

Our top choices for Castiglione del Bosco romantic hotels

Villa (Agresto) | Living area | LCD TV, pay films
Castiglion del Bosco, A Rosewood Hotel

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 36.134.292 ₫
40.056.561 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Terrace/patio
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is 2.362.627 ₫
2.598.889 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Historic Farmhouse Casa del Chiodo
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is 16.777.037 ₫
18.578.277 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio
Sun deck
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Private spa tub
Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is 2.191.150 ₫
2.533.801 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Grand Hotel Impero - Wellness & Exclusive SPA
Seasonal outdoor pool, pool umbrellas, pool loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
Lobby sitting area
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is 2.349.993 ₫
2.677.644 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna
View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Property entrance
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 2.439.768 ₫
2.807.450 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Residenza Fabroni
Garden
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.4 out of 10, Exceptional, (154)
"Nice informal environment, good staff, great ubication "
United States
norma
The price is 2.672.871 ₫
3.063.694 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
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 Castiglione del Bosco Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Castiglione del Bosco?
Are you looking for a romantic escape? If you want to see some of the sights in Castiglione del Bosco, you might consider checking out Castiglion del Bosco Winery. If you're interested in staying near a certain attraction, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Castiglione del Bosco?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Castiglione del Bosco: 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 Castiglione del Bosco is 944 mm.
What is there to do in Castiglione del Bosco?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Castiglione del Bosco has to offer. You might think about making a stop at Castiglion del Bosco Winery while you're visiting.