Hotels in Roccastrada

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Check prices for these dates

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
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 8 November 2026.
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

1. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.2 out of 10, Wonderful, (46 reviews)
Immerse yourself in wine country charm at this Roccastrada vineyard residence. Enjoy massages at the spa, sip local vintages at the winery bar, and cool off in the seasonal pool. Free breakfast, WiFi, and parking enhance your stay near Sassoforte Castle.
The price is AU$244
includes taxes & fees
9 Nov - 10 Nov
Valdonica Winery & Vineyard Residence
An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

2. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$172
includes taxes & fees
9 Nov - 10 Nov
Historic Farmhouse Casa del Chiodo
A restaurant with outdoor seating, a bar area, and a view of the landscape.

3. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
Experience Tuscan countryside charm at this cosy B&B featuring the convenient Locanda Da Nada restaurant serving three daily meals. Enjoy complimentary breakfast and WiFi while exploring nearby Sassoforte Castle and local vineyards.
The price is AU$120
includes taxes & fees
11 Nov - 12 Nov
B&B da Nada Locanda Toscana
A group of people dining at a table with a view of a valley and mountains.

4. 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 AU$252
includes taxes & fees
22 Nov - 23 Nov
Valdonica Winery - Chill in Nature Lodge
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

5. 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 AU$144
includes taxes & fees
13 Nov - 14 Nov
Country House il Ciliegio
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

6. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is AU$176
includes taxes & fees
9 Nov - 10 Nov
Le Vie del Mare Camere
A pool with a modern water feature and a stone structure.

7. 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 AU$134
includes taxes & fees
9 Nov - 10 Nov
Mercure Petriolo Siena Terme Spa Hotel
A stone building with a pool, lounge chairs, and a garden with flowers.

8. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (180 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 AU$328
includes taxes & fees
16 Nov - 17 Nov
Podere Brizio
A poolside area with lounge chairs, a table with drinks, and a view of hills.

9. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (169 reviews)
Immerse yourself in Montalcino's vineyard views at this charming farm stay. Enjoy the winery, seasonal outdoor pool, and Italian dining at Il Passaggio by Capanna restaurant. Free breakfast, WiFi, and parking complement easy access to Cantina di Montalcino and Caparzo Winery.
The price is AU$424
includes taxes & fees
29 Nov - 30 Nov
Capanna Suites
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

10. 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 AU$184
includes taxes & fees
16 Nov - 17 Nov
Le Ragnaie
A historic building with a sign reading "Bastiani Grand Hotel."

11. 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 AU$128
includes taxes & fees
7 Dec - 8 Dec
Grand Hotel Bastiani
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

12. 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 AU$224
includes taxes & fees
12 Nov - 13 Nov
SI Montalcino Hotel
A hot tub with a view of a historic building and mountains.

13. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
Immerse yourself in Tuscan charm at this cosy B&B near the historic Fortress of Montalcino. Enjoy complimentary full breakfast each morning, free WiFi, and dining options at 2 on-site restaurants, all while exploring the cultural treasures of this wine region.
The price is AU$376
includes taxes & fees
9 Nov - 10 Nov
Casa Franci Montalcino
A hot tub with a central platform and candles.

14. 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 AU$122
includes taxes & fees
24 Nov - 25 Nov
Grand Hotel Impero - Wellness & Exclusive SPA
A table set for dining with a scenic view of rolling hills and distant mountains.

15. 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 spa pool. 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 AU$124
includes taxes & fees
3 Dec - 4 Dec
Castello di Leonina Relais
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

16. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (64 reviews)
Unwind at this charming B&B with on-site hot springs and massage services in the heart of Tuscany. Enjoy complimentary breakfast at the café, then explore nearby Piazza delle Sorgenti or sip drinks at the cosy bar lounge.
The price is AU$185
includes taxes & fees
9 Nov - 10 Nov
L'Orto delle Terme
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

17. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (347 reviews)
Wake up to medieval splendour at this centrally located inn with free WiFi. Explore nearby Palazzo Salimbeni on foot or venture further using hiking trails. After sightseeing, unwind on the rooftop terrace while the helpful staff ensures a memorable Tuscan stay.
The price is AU$184
includes taxes & fees
1 Dec - 2 Dec
Relais degli Angeli
A bedroom with a bed, a chair, a table, and a stone wall.

18. 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 AU$305
includes taxes & fees
12 Nov - 13 Nov
Dimora delle Muse
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

19. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
9.0 out of 10, Wonderful, (1,002 reviews)
Wake up to a celebrated breakfast at this Tuscan treasure, just a 10-minute walk from Piazza del Campo and near Stadio Artemio Franchi. The garden, terrace, and attentive staff create a refreshing retreat after exploring Siena's medieval marvels.
The price is AU$130
includes taxes & fees
9 Dec - 10 Dec
Hotel Chiusarelli
A villa with a swimming pool, surrounded by trees and hills.

20. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (87 reviews)
The price is AU$1,462
includes taxes & fees
2 Dec - 3 Dec
Castiglion del Bosco, A Rosewood Hotel
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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Check out pet-friendly hotels in Roccastrada

A restaurant with outdoor seating, a bar area, and a view of the landscape.
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18)
The price is AU$120
includes taxes & fees
11 Nov - 12 Nov
B&B da Nada Locanda Toscana
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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Go beyond your typical stay in Roccastrada

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When is the best time to visit Roccastrada?

Our prices for hotels in Roccastrada are cheapest in January

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.
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November, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 13 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 15 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 21 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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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.
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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 villa with a swimming pool, surrounded by trees and hills.
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino

10/10 Exceptional

This an amazing property is owned by the famous Ferragamo fashion family in a most beautiful Tuscan setting. The heated infinity pool is incredible. The restaurants are outstanding and the estates wines our brilliant and make sure you book a wine tasting with Florence at the incredible winery. The resort staff and all very friendly and most professional. The view are incredible and our suite was more like a luxurious Tuscan villa, massive bedroom, bathroom and living room including a large...
Australia
Peter
Reviewed May 13, 2019
Castiglion del Bosco, A Rosewood Hotel

Frequently Asked Questions

How much does a hotel room cost in Roccastrada?

You can choose a great hotel in Roccastrada from AU$74 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Roccastrada that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Roccastrada hotels?

Discover great deals on Roccastrada hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Roccastrada hotels.

Can I book Roccastrada hotels with free cancellation?

To book a refundable Roccastrada hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Roccastrada?

One of the most popular luxury hotels in Roccastrada is Valdonica Winery & Vineyard Residence. Valdonica Winery & Vineyard Residence is a luxury farm stay with a high guest rating amongst our travellers, and it offers a full-service spa and a seasonal outdoor pool, plus champagne service in the guestrooms.

What are some top pet-friendly hotels in Roccastrada?

Consider one of our travellers' favourite pet-friendly hotels in Roccastrada:

You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Roccastrada.

What are some of the best hotels in Roccastrada for couples?

Stay at a top-rated Roccastrada romantic hotel and make the most of your couple's holiday. Our travellers love La Melosa Resort & Spa - Adults Only, a hotel with a restaurant. Another romantic hotel with top reviews is Historic Farmhouse Casa del Chiodo . This farm stay offers couples/private dining as well as champagne service for a perfect stay. Discover more hotels in Roccastrada on Hotels.com for couples by using the "Traveller experience" filter in your search and selecting "Adults only" or "Romantic".

What are the top Roccastrada hotels with a pool?

Discover some of the best Roccastrada hotels with a pool for a little extra luxury on your trip. Tenuta Di Maro is a great country house with a seasonal outdoor pool and a guest rating of 10 out of 10. Tenuta Montemassi Podere Montauzzo is a popular farm stay that features an outdoor pool along with free parking. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Roccastrada with a pool.

What are some of the best Roccastrada hotels with free parking?

If you're exploring by car, finding a great Roccastrada hotel with free parking is a win. Our travellers' favourites include:

What are some popular hotels in central Roccastrada?

For hotels in central Roccastrada, check out B&B Podere Camaiano and Historic Farmhouse Casa del Chiodo . Travellers love B&B Podere Camaiano for its location, as well as the free buffet breakfast, free parking and terrace this bed & breakfast offers. Historic Farmhouse Casa del Chiodo is another popular central farm stay with a free local cuisine breakfast, couples/private dining and proposal/romance packages.

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