Hotels in Roccastrada

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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 10 November 2026.

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 ₹13,990
₹15,598 total
includes taxes & fees
22 Nov - 23 Nov
Valdonica Winery & Vineyard Residence

2. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (6 reviews)
The price is ₹9,889
₹11,088 total
includes taxes & fees
11 Nov - 12 Nov
Historic Farmhouse Casa del Chiodo

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 cozy 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 ₹6,865
₹7,762 total
includes taxes & fees
11 Nov - 12 Nov
B&B da Nada Locanda Toscana

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 ₹16,553
₹18,418 total
includes taxes & fees
11 Nov - 12 Nov
Valdonica Winery - Chill in Nature Lodge

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 ₹8,236
₹9,269 total
includes taxes & fees
18 Nov - 19 Nov
Country House il Ciliegio

6. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is ₹10,299
₹11,329 total
includes taxes & fees
11 Nov - 12 Nov
Le Vie del Mare Camere

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 ₹7,849
₹8,634 total
includes taxes & fees
11 Nov - 12 Nov
Mercure Petriolo Siena Terme Spa Hotel

8. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (180 reviews)
Immerse yourself in authentic Tuscany at this Montalcino farm stay. Savor 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 ₹18,802
₹21,526 total
includes taxes & fees
16 Nov - 17 Nov
Podere Brizio

9. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
The price is ₹24,081
₹27,535 total
includes taxes & fees
11 Dec - 12 Dec
Palazzo Saloni

10. 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 ₹23,933
₹27,373 total
includes taxes & fees
29 Nov - 30 Nov
Capanna Suites

11. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
Immerse yourself in Tuscan charm at this cozy 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 ₹21,063
₹24,216 total
includes taxes & fees
11 Nov - 12 Nov
Casa Franci Montalcino

12. 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 travelers.
The price is ₹7,809
₹8,590 total
includes taxes & fees
11 Nov - 12 Nov
Grand Hotel Bastiani

13. Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort
Gavorrano
9.4 out of 10, Exceptional, (29 reviews)
Immerse yourself in Gavorrano's wine country at this golf property with winery and outdoor pool. Enjoy poolside drinks, cafe bites, and plush beds with bathrobes. Free breakfast, WiFi and parking enhance your stay near Podere Ristella vineyards.
The price is ₹50,944
₹56,039 total
includes taxes & fees
11 Nov - 12 Nov
Conti di San Bonifacio Wine Resort

14. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (609 reviews)
Step into the vibrant heart of Siena at this business-friendly hotel with free breakfast, parking, and WiFi. The seasonal outdoor pool offers a refreshing escape after exploring nearby Palasport Mens Sana and Siena Stadium, while IL PALIO serves Italian cuisine all day.
The price is ₹12,073
₹13,594 total
includes taxes & fees
4 Dec - 5 Dec
Four Points by Sheraton Siena

15. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (95 reviews)
This Montalcino hotel features its own winery where you can sample local vintages after a refreshing dip in the seasonal outdoor pool. Unwind in the hot tub, enjoy free breakfast, and relax with complimentary WiFi and parking while exploring nearby Corte Pavone Winery.
The price is ₹34,995
₹39,541 total
includes taxes & fees
11 Nov - 12 Nov
Villa Le Prata - Residenza del Vescovo

16. 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 ₹10,003
₹12,050 total
includes taxes & fees
1 Dec - 2 Dec
Le Ragnaie

17. Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (76 reviews)
Wake up to complimentary breakfast at this cozy 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 ₹16,744
₹19,256 total
includes taxes & fees
11 Nov - 12 Nov
Dimora delle Muse

18. Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,011 reviews)
Steps from Santa Maria della Scala, this hotel offers local cuisine at Mangia restaurant, free WiFi and parking. Guests love the delicious breakfast and helpful staff. Florence Airport is just 66 minutes away.
The price is ₹6,574
₹7,548 total
includes taxes & fees
24 Nov - 25 Nov
Hotel Athena

19. Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (689 reviews)
Escape to this charming hotel with a rooftop terrace and garden in Siena. Enjoy a drink at the bar or a bite from the cafe, with free breakfast included. Near All'Orto de' Pecci and Piazza del Mercato, the friendly staff ensure a memorable stay.
The price is ₹11,698
₹13,182 total
includes taxes & fees
3 Dec - 4 Dec
Villa del Sole Siena

20. Hotel Airone

Hotel Airone
4.0 star property
Grosseto
8.4 out of 10, Very good, (126 reviews)
This spa hotel offers panoramic views from a stunning rooftop terrace, just 14 minutes from Grosseto Station. Unwind with deep-tissue massages at the full-service spa, enjoy complimentary breakfast, or relax in the hot tub after exploring nearby Bastione Fortezza.
The price is ₹11,416
₹12,558 total
includes taxes & fees
13 Nov - 14 Nov
Hotel Airone
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.

Check out pet-friendly hotels in Roccastrada

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.

Go beyond your typical stay in Roccastrada

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

Learn more about Roccastrada

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

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

Frequently Asked Questions

Can I book a refundable hotel in Roccastrada?

If you want the flexibility to change your plans to Roccastrada, most accommodations offer refundable* rates you can book. You can see these accommodations 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 vacation home instead of a traditional hotel?

If you want a good alternative to a hotel, review our selection of 77 vacation 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 temp of 74°F. January and February are the chilliest months when the average temp is 48°F. 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, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Roccastrada

Whispers of the Wild: Discover Roccastrada's Hidden Natural Wonders

Nestled in the heart of Tuscany, Roccastrada is a hidden gem that enchants with its stunning natural landscapes and rustic charm. Surrounded by rolling hills and lush vineyards, this picturesque village offers a serene escape for nature lovers and those seeking tranquillity. Wander through its ancient cobblestone streets, visit the historic churches, and savour local delicacies at quaint trattorias. Outdoor enthusiasts can explore scenic hiking trails and nearby nature reserves, while the breathtaking views of the Maremma countryside provide a perfect backdrop for romantic getaways. Roccastrada is the ideal destination for those yearning for an authentic Tuscan experience.

Top locations to stay in Roccastrada

Some of the best areas to stay in Roccastrada, Tuscany, Italy, are Chiusdino, Civitella Paganico, and Monticiano. Chiusdino enchants with beautiful gardens and rich history, Civitella Paganico offers charming architecture and local cuisine, while Monticiano is ideal for outdoor excursions. For first-time visitors, Chiusdino is particularly appealing due to its serene atmosphere and scenic beauty.

  1. Chiusdinoopens in new window: Nestled in the heart of Tuscany, Chiusdino is a charming village known for its lush gardens and serene landscapes. It's a perfect spot for those looking to unwind amidst nature while enjoying the region's rich history. Don’t miss the stunning Abbey of San Galgano nearby, a breathtaking ruin that offers a glimpse into the area's medieval past. With its tranquil atmosphere and picturesque views, Chiusdino is ideal for a relaxing stay away from the hustle and bustle.
  2. Civitella Paganicoopens in new window: Civitella Paganico is a delightful destination that combines stunning natural beauty with a rich cultural heritage. This area is famous for its scenic landscapes and excellent opportunities for outdoor exploration. You can enjoy hiking trails that meander through the rolling hills, providing breathtaking views and a chance to connect with nature. Additionally, the local architecture and charming streets make for pleasant strolls, allowing visitors to soak in the authentic Tuscan vibe.
  3. Monticianoopens in new window: Monticiano is a hidden gem surrounded by beautiful countryside, perfect for those seeking a peaceful getaway. This quaint village offers unique excursions to explore its historical sites, including ancient churches and ruins. Its proximity to the stunning Merse River adds to the appeal, providing opportunities for leisurely walks and picnics by the water. Monticiano’s charm lies in its friendly atmosphere and the chance to experience the traditional Tuscan lifestyle, making it a lovely place to stay.

Things to do in Roccastrada

Nestled among rolling hills and lush forests, Roccastrada offers a delightful escape into nature. Wander through scenic trails, savour the tranquillity of serene lakes, or explore the rugged mountain vistas. Whether you’re hiking, cycling, or simply soaking in the stunning landscapes, this charming destination promises a refreshing retreat.

  • Rimigliano Coastal Parkopens in new window – Discover the serene beauty of Rimigliano Coastal Park, a stunning nudist beach nestled along the Tuscan coastline. This natural paradise boasts golden sands and crystal-clear waters, inviting you to relax under the sun or take a refreshing dip. Wander along the scenic trails that wind through lush greenery, providing perfect photo opportunities of the breathtaking landscapes. Whether you fancy sunbathing in a tranquil setting or exploring the diverse flora and fauna, this park is a haven for nature enthusiasts. Embrace the liberating atmosphere and enjoy the peaceful surroundings, making it an ideal spot for unwinding or connecting with fellow travellers. Don't forget your beach essentials, and prepare for a day of relaxation and natural beauty at Rimigliano Coastal Park!

4 tips for savvy savings when booking a hotel in Roccastrada

  1. Book for the cheapest times: The most affordable time to visit Roccastrada is during January, February, and December, when hotel prices tend to be lower. For those on a budget, a stay of at least 3 to 4 days is recommended to fully appreciate the area's significant landmarks, historical sites, and cultural attractions. This duration allows visitors to explore the rich history and natural beauty that Roccastrada has to offer, all while enjoying great value for money. Additionally, prices may drop during these months, making it an excellent opportunity for budget-conscious travellers.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Roccastrada, consider visiting the Dealsopens in new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. To maximise your chances of savings, enable email alerts or push notifications for flash sales and special promotions. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, keeping you informed of any changes in availability or price drops. This way, you could be among the first to book a spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and the time of year. Therefore, being flexible with your dates could help you save on your stay at a hotel in Roccastrada. For those seeking a distinctive experience, boutique hotels can provide a more personalised touch and may occasionally offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that are more affordable, increasing the likelihood of savings.
  4. Consider your location: Being closer to key attractions or city centres can offer convenience, but it often comes with higher costs. For more budget-friendly options, it may be worth considering hotels in less central areas or neighbourhoods, which usually tend to be more affordable while still providing reasonable access to the sites you wish to visit. You might also look into independent hotels located further out, as they can offer a more authentic and cost-effective experience.

Best time to go to Roccastrada

Roccastrada experiences its lowest average temperature in January, at 46.4°F (8.0°C), while August is the hottest month, with an average temperature of 77.2°F (25.1°C). November is typically the wettest month. If you’re looking to soak up the lively atmosphere in Roccastrada, July to September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is sunny, with little to no rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

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