Hotels in Roccastrada

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Where to stay in Roccastrada?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Roccastrada on Hotels.com. These Roccastrada hotels consistently deliver on quality, location and traveller experience. Last updated on 12 November 2026.
An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

1. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (6 reviews)
The price is €106
includes taxes & fees
16 Nov - 17 Nov
Historic Farmhouse Casa del Chiodo
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

2. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
Escape to this tranquil apartment in Roccastrada featuring a seasonal outdoor pool with dedicated children's area. The rooftop terrace offers sweeping views while conveniences like washing machines make extended stays comfortable. Sassoforte Castle is nearby.
The price is €89
includes taxes & fees
13 Nov - 14 Nov
Country House il Ciliegio
A group of people dining at a table with a view of a valley and mountains.

3. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
Immerse yourself in Italian countryside at this Roccastrada winery lodge. Enjoy Italian cuisine at the on-site restaurant, indulge in massages, or sip local vintages by the seasonal pool. Nearby attractions include Sassoforte Castle and charming vineyard estates.
The price is €176
includes taxes & fees
15 Nov - 16 Nov
Valdonica Winery - Chill in Nature Lodge
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

4. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is €108
includes taxes & fees
13 Nov - 14 Nov
Le Vie del Mare Camere
A pool with a modern water feature and a stone structure.

5. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (267 reviews)
The price is €83
includes taxes & fees
15 Nov - 16 Nov
Mercure Petriolo Siena Terme Spa Hotel
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

6. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (419 reviews)
Escape to this charming Montalcino retreat near the historic fortress with free perks including breakfast, WiFi, and parking. Cool off in the seasonal pool or unwind at the bar after exploring nearby Tenuta Greppo Franco Biondi Santi.
The price is €139
includes taxes & fees
13 Nov - 14 Nov
SI Montalcino Hotel
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

7. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (343 reviews)
Wine lovers will adore this Montalcino farm stay with complimentary breakfast and WiFi. After exploring nearby Poggio Antico, unwind by the seasonal outdoor pool or stroll through the garden. Free parking makes day trips to Tuscan attractions effortless.
The price is €107
includes taxes & fees
16 Nov - 17 Nov
Le Ragnaie
A person in a hot tub with water flowing over them.

8. Granduca

Granduca
4.0 star property
Grosseto
8.0 out of 10, Very good, (107 reviews)
Escape to this tranquil retreat offering rejuvenating spa treatments and an indoor pool. Just minutes from Bastione Fortezza and Piazza della Vasca, you'll appreciate the convenient fitness centre, bar, and complimentary breakfast, WiFi, and parking.
The price is €78
includes taxes & fees
15 Nov - 16 Nov
Granduca
A historic building with a sign reading "Bastiani Grand Hotel."

9. Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (260 reviews)
This luxury hotel offers buffet breakfast and excellent access to nearby attractions like Colonna Romana and Piazza Dante. Explore local trails with hiking and mountain biking options, then return to this well-maintained property praised by travellers.
The price is €80
includes taxes & fees
26 Nov - 27 Nov
Grand Hotel Bastiani
A table set for dining with a scenic view of rolling hills and distant mountains.

10. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.2 out of 10, Wonderful, (168 reviews)
This restored castle relais offers an enchanting escape with an outdoor pool and hot tub. Enjoy Italian cuisine at Il Balcone di Leonina restaurant, then unwind with deep-tissue massages. Just 9 minutes from Asciano Arbia Station and near Siena Circuit.
The price is €77
includes taxes & fees
3 Dec - 4 Dec
Castello di Leonina Relais
A covered outdoor patio with tables and chairs, a brick wall, and a view of the countryside.

11. Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (84 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is €65
includes taxes & fees
22 Nov - 23 Nov
Castello
A bed with a metal headboard, a pillow, and a cup of coffee on the side.

12. Agriturismo Sweet Cottage

Agriturismo Sweet Cottage
Grosseto
9.8 out of 10, Exceptional, (38 reviews)
Escape to this Grosseto B&B offering massages, free breakfast, and local cuisine at Sweet Cottage restaurant. Unwind at the poolside bar after exploring nearby Cavallonatura Equestrian Centre, then return to Mediterranean-inspired comfort with free WiFi and parking.
The price is €84
includes taxes & fees
13 Nov - 14 Nov
Agriturismo Sweet Cottage
A modern building with a cafe and pizza restaurant on the ground floor.

13. Hotel I Crespi

Hotel I Crespi
3.0 star property
Grosseto
8.8 out of 10, Excellent, (102 reviews)
Immerse yourself in the heart of Grosseto at this welcoming hotel with complimentary breakfast, WiFi, and parking. Work out in the fitness centre or unwind with drinks at the bar after exploring nearby Piazza Stefano de Maria.
The price is €91
includes taxes & fees
13 Nov - 14 Nov
Hotel I Crespi
A hotel room with a large bed, a desk with a computer, a lamp, and a door leading to another room.

14. Maestrale Resort Hotel - Alberese, Grosseto

Maestrale Resort Hotel - Alberese, Grosseto
4.0 star property
Grosseto
9.0 out of 10, Wonderful, (18 reviews)
Immerse yourself in Tuscany at this resort hotel with a refreshing indoor pool and terrace. Near Villa Granducale di Alberese, guests enjoy free breakfast, WiFi, and parking. The bar and café offer perfect spots to unwind after exploring the countryside.
The price is €86
includes taxes & fees
19 Nov - 20 Nov
Maestrale Resort Hotel - Alberese, Grosseto
A modern lobby with a reception desk, a globe, seating area, and large windows.

15. Hotel Nuova Grosseto

Hotel Nuova Grosseto
3.0 star property
Grosseto
8.6 out of 10, Excellent, (295 reviews)
Immerse yourself in Tuscan charm at this centrally located hotel with welcoming 24-hour front desk service. Just 1 minute from Grosseto Station and near Piazza della Vasca, this convenient base offers free WiFi while helpful staff ensure a memorable stay.
The price is €80
includes taxes & fees
20 Nov - 21 Nov
Hotel Nuova Grosseto
A bedroom with a bed, a chair, a table, and a stone wall.

16. Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (76 reviews)
Wake up to complimentary breakfast at this cosy Montalcino retreat. Nearby attractions include Poggio Antico and the historic Abbazia di Sant'Antimo. With free WiFi and parking, this B&B offers a perfect base for exploring Tuscan wine country.
The price is €184
includes taxes & fees
13 Nov - 14 Nov
Dimora delle Muse
Two drinks with orange slices and straws by a poolside with a building in the background.

17. Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II
4.0 star property
Grosseto
8.8 out of 10, Excellent, (284 reviews)
Unwind at this rejuvenating hotel featuring 2 outdoor pools and comprehensive spa services. Savour Italian cuisine at Sale Marino restaurant, or sip drinks at the poolside bar. Located near Marina di Grosseto Port and Forte di San Rocco, with free WiFi throughout.
The price is €91
includes taxes & fees
19 Nov - 20 Nov
Hotel Terme Marine Leopoldo II
A hot tub with a central platform and candles.

18. 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, (100 reviews)
Immerse yourself in wellness at this Castel del Piano sanctuary with indulgent spa treatments and Ayurvedic therapies. The hotel's La Corte restaurant serves delicious local cuisine, while Mount Amiata Fauna Park awaits nearby exploration.
The price is €75
includes taxes & fees
24 Nov - 25 Nov
Grand Hotel Impero - Wellness & Exclusive SPA
A stone building with a pool, lounge chairs, and a garden with flowers.

19. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (181 reviews)
Immerse yourself in authentic Tuscany at this Montalcino farm stay. Savour free breakfast before exploring nearby wineries, then return for tennis matches or spa treatments featuring aromatherapy and hydrotherapy. The outdoor pool offers perfect vineyard relaxation.
The price is €204
includes taxes & fees
16 Nov - 17 Nov
Podere Brizio
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

20. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
Just 4 minutes from Monteroni D'Arbia Ponte A Tressa Station, this country house offers rejuvenating massages, body scrubs, and manicures in tranquil surroundings. Enjoy free WiFi and parking while exploring nearby Porta Romana and Porta Tufi attractions.
The price is €76
includes taxes & fees
13 Nov - 14 Nov
L'Aia di Argia
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.
View all properties

Check out pet-friendly hotels in Roccastrada

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.2 out of 10, Wonderful, (47)
The price is €149
includes taxes & fees
29 Nov - 30 Nov
Valdonica Winery & Vineyard Residence
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.
View all properties

Go beyond your typical stay in Roccastrada

Pool image
Pool
Pool
pet-friendly image
Pet friendly
Pet friendly

When is the best time to visit Roccastrada?

Our prices for hotels in Roccastrada are cheapest in March

Price trends for hotels in Roccastrada

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 16°C / low 10°C. Sunny most days.
16°
weather_sun
November, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
13°
weather_sun
December, no crowd data, average high temperature 13 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
11°
weather_sun
January, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
12°
weather_sun
February, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
15°
weather_sun
March, no crowd data, average high temperature 15 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
18°
weather_sun
April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
26°
weather_sun
June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
30°
weather_sun
July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
30°
weather_sun
August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
26°
weather_sun
September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
21°
weather_sun
October, no crowd data, average high temperature 21 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
Monthly weather averages (˚C)

Top landmarks in Roccastrada

Podere Ristella Vineyards and Winery

Travellers might want a tour of Podere Ristella Vineyards and Winery, just one of the places to visit, located 6 mi (9.6 km) from central Roccastrada.
See properties

Learn more about Roccastrada

Roccastrada is well known for its attractions such as I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery.

See all hotels in Roccastrada
An ancient stone tower with a view of rolling hills and fields in the background.

Check out reviews of Roccastrada hotels guests love

A pool with a modern water feature and a stone structure.
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico

8/10 Very good

Overall it was very good, however, lack of English knowledge sometimes made communication difficult
Ireland
Vilmos
Reviewed August 17, 2019
Mercure Petriolo Siena Terme Spa Hotel

Frequently Asked Questions

Can I book a refundable accommodation option in Roccastrada?

If you want the flexibility to change your plans to Roccastrada, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Roccastrada if I want a holiday rental instead of a hotel?

If you're looking for a good alternative to a hotel, review our selection of 77 holiday homes. You can also book one of 46 apartments or 26 villas.

What will the weather in Roccastrada be like during my visit?

The warmest months in Roccastrada are usually August and July, with an average temperature of 23°C. January and February are the chilliest months, when the average temperature is 9°C. The rainiest months are November and October.

Why should I book my Roccastrada hotel with Hotels.com?

There are plenty of reasons to book your Roccastrada travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Keep exploring