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

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

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Our top choices for Roccastrada hotels

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)
"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only...
United States
Audrey
The price is ￥23,180
￥26,027 total
includes taxes & fees
Nov 8 - Nov 9
Valdonica Winery & Vineyard Residence
A stone building with multiple windows and a balcony, a table set for dining, and lush greenery in the foreground.

2. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (6 reviews)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is ￥16,497
￥18,500 total
includes taxes & fees
Nov 2 - Nov 3
Historic Farmhouse Casa del Chiodo
Point of interest

3. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
"Ras"
France
jean
The price is ￥11,332
￥12,818 total
includes taxes & fees
Nov 8 - Nov 9
B&B da Nada Locanda Toscana
A bedroom with a wooden headboard, a large bed, a framed picture on the wall, and a sliding glass door leading to an outdoor area.

4. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is ￥26,236
￥29,212 total
includes taxes & fees
Nov 10 - Nov 11
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)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ￥13,271
￥14,951 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥17,304
￥19,035 total
includes taxes & fees
Nov 29 - Nov 30
Le Vie del Mare Camere
A swimming pool with a view of a hilltop castle.

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
2.0 out of 10, (1 review)
"Non lasciarsi ingannare dalle foto, la struttura è fatiscente. L'alloggio non è adatto a bambini in quanto ha delle scale ripide" dove sono caduti senza passamano, e tutto nell'incuria, doccia bagni finestre cucina caldaia, sicuramente c'è molto verde ma non si può girare a piedi, è silenzioso, si paga tutto pure la carbonella per i barbecue, sembra più architettato per finire di costruire la struttura coi soldi dei malcapitati, infatti nessuno chiede se serve qualcosa ma si apprestano solo la...
Italy
eugenio
The price is ￥15,821
￥21,285 total
includes taxes & fees
Nov 1 - Nov 2
Agriturismo Podere Ristella - Wine&Food
A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

8. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (46 reviews)
"A lovely little gem of a hotel. Idyllic and authentic. The staff were nice and helpful. Fantastic view and a very peaceful hotel. We didn't try the spa area but the pool area was lovely and restaurant as well"
Denmark
Mikala
La Melosa Resort & Spa - Adults Only
A pool with lounge chairs and a sunset view.

9. 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)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥13,187
￥14,505 total
includes taxes & fees
Nov 16 - Nov 17
Mercure Petriolo Siena Terme Spa Hotel
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

10. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ￥40,055
￥45,818 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Saloni
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

11. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (177 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
United States
Aseem
The price is ￥30,107
￥34,525 total
includes taxes & fees
Nov 16 - Nov 17
Podere Brizio
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

12. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (621 reviews)
"Excellent staff"
United Kingdom
Marcio Tadeu
The price is ￥13,746
￥15,650 total
includes taxes & fees
Nov 20 - Nov 21
Sangallo Park Hotel
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

13. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (94 reviews)
"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"
Canada
Karen
The price is ￥64,643
￥72,865 total
includes taxes & fees
Nov 1 - Nov 2
Villa Le Prata - Residenza del Vescovo
A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

14. Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort
Gavorrano
9.4 out of 10, Exceptional, (29 reviews)
"Unbelievable beautiful place. We absolutely loved our time there. "
United States
Hannah
The price is ￥85,600
￥94,159 total
includes taxes & fees
Nov 30 - Dec 1
Conti di San Bonifacio Wine Resort
A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

15. Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (688 reviews)
"Beautiful place. The views are amazing and the rooms are wonderful."
United States
Lynda
The price is ￥20,757
￥23,360 total
includes taxes & fees
Dec 1 - Dec 2
Villa del Sole Siena
A hot tub with a view of a historic building and mountains.

16. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
"Fantastic accommodations, friendly and helpful staff"
United States
Jim
The price is ￥39,878
￥45,624 total
includes taxes & fees
Nov 16 - Nov 17
Casa Franci Montalcino
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

17. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is ￥15,576
￥18,898 total
includes taxes & fees
Nov 10 - Nov 11
Le Ragnaie
A stone building with a pool overlooking a mountainous landscape.

18. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (380 reviews)
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
United States
Melanie
The price is ￥77,307
￥86,796 total
includes taxes & fees
Nov 30 - Dec 1
Castello di Velona Resort Thermal SPA & Winery
A modern building with a cafe and pizza restaurant on the ground floor.

19. Hotel I Crespi

Hotel I Crespi
3.0 star property
Grosseto
8.8 out of 10, Excellent, (102 reviews)
"Breakfast was great!"
United States
john
The price is ￥12,474
￥13,722 total
includes taxes & fees
Nov 1 - Nov 2
Hotel I Crespi
A historic building with a sign reading "Bastiani Grand Hotel."

20. Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (260 reviews)
"Great staff, nice breakfast, beautiful building and location."
Canada
Peter
The price is ￥10,608
￥11,668 total
includes taxes & fees
Dec 1 - Dec 2
Grand Hotel Bastiani
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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Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.
See properties

Learn more about Roccastrada

Hike through the dramatic rock formations of I Canaloni del Torrente Farma, where natural pools invite summer swimming between towering canyon walls. Medieval history comes alive at Sassoforte Castle, while nearby Podere Ristella offers wine tastings showcasing Tuscan varietals grown on sun-drenched slopes.

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

Top Roccastrada Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Hotel Athena was a great property in Siena right inside the town walls. Very convenient as we had a rental car and did day trips throughout Tuscany. Breakfast buffet was included and great selection and quality of food. Would definitely stay here again and recommend to others."
Dawn 4-night trip
Posted 6 hours ago
Hotel Athena

More cheap stays in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is ￥7,014 per night from Nov 30 to Dec 1
￥7,014
￥8,242 total
Nov 30 - Dec 1
includes taxes & fees
7.8/10 Good! (259 reviews)

Frequently asked questions

Where is the best place to stay in Roccastrada?
Hotel Athena, located 22.5 mi (36.1 km) from the heart of Roccastrada, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Hotel Executive and NH Siena. See all available top hotels, or vacation rentals in Roccastrada.
What's the top vacation rental in Roccastrada?
Casa Viale Italia - homely house with direct access to the sandy beach: This vacation home rental near Roccastrada is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Roccastrada.
If I need to cancel my hotel reservation in Roccastrada, will I receive a refund?
Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Roccastrada.
Where can I learn more about changing or cancelling my trip to Roccastrada?
For more information about changing or cancelling your trip to Roccastrada, head over to our customer service page.
What's the best place to stay for couples in Roccastrada?
Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p is a favorite country house for couples, and features free WiFi and a garden. Other good choices for a stay with your sweetheart include Apartment Farmhouse between Siena and the sea relax pool WiFi 1 room 2-4p and Apartment Farmhouse between Siena and the Sea relax swimming pool WiFi 1 room 2-4 P. See all romantic hotels in Roccastrada.
What is the favorite LGBTQ-friendly hotel in Roccastrada?
La Melosa Resort & Spa - Adults Only is a top LGBTQ-friendly hotel that features a full-service spa and free WiFi. See all available hotels listed as LGBTQ-friendly in Roccastrada.
What's the best pet-friendly hotel in Roccastrada?
Valdonica Winery & Vineyard Residence is a top pet-friendly option for your stay. Two other good options to stay with your pet include Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p and AGRITURISM IL GIGLIO DI S.ANTONIO WITH GARDEN FOR ANIMAL AND PRIVATE POOL. See more pet-friendly hotel accommodations in Roccastrada.
What's the best hotel to stay with easy access to Castello del Belagaio?
Hotel Residence Sant'Uberto is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located 3.1 mi (5 km) from Castello del Belagaio. Other good options within 5 miles include Il Boscaiolo and La Pergola.
What about the best place to stay near I Canaloni del Torrente Farma?
One of the top choices for your stay is La Pergola, located 1.3 mi (2.1 km) from I Canaloni del Torrente Farma, and this vacation home offers an outdoor pool and free parking. Il Boscaiolo and Hotel Residence Sant'Uberto are two other good choices within 5 miles.
What's the best place to stay in Roccastrada to learn about local history?
Based on our travel expertise, Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p is a top country house for history seekers booking on Expedia, and it features free WiFi and laundry facilities. Other choices close to historic sites include Apartment Farmhouse between Siena and the sea relax pool WiFi 1 room 2-4p and Apartment Farmhouse between Siena and the Sea relax swimming pool WiFi 1 room 2-4 P. Also Castello del Belagaio and Sassoforte Castle are a couple of local landmarks worth a visit. See more options for historical stays in Roccastrada.
What are some hotels with pools in Roccastrada?
The Sense Experience Resort - Preferred Hotels & Resorts: Features a children's pool, a seasonal outdoor pool, and a private beach. Also, another option with an onsite pool is Castello di Velona Resort Thermal SPA & Winery. View all hotels with pools in Roccastrada.
What is the best spa hotel in Roccastrada?
Valdonica Winery & Vineyard Residence is a highly recommended luxury spa hotel featuring a bar and a restaurant. Enjoy a massage at the on-site spa. Another popular spa hotel in Roccastrada is La Melosa Resort & Spa - Adults Only. See all spa hotels in Roccastrada.
What's the most popular hotel in Roccastrada with a water park on-site or close by?
AGRITURISM IL GIGLIO DI S.ANTONIO WITH GARDEN FOR ANIMAL AND PRIVATE POOL is a favorite water park hotel in RoccastradaAnother top water park hotel you might want to consider is Apartment in the heart of the Tuscan Maremma.... Check out all hotels with or near waterparks in Roccastrada.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Roccastrada like?
Visitors are sure to enjoy all that Roccastrada has to offer. This city also attracts tourists with its rich culture. In Roccastrada, there are 192 hotels and other accommodations to choose from. Find out more about Roccastrada.
What should I see while I'm in Roccastrada?
Landmarks like Castello del Belagaio and Sassoforte Castle might be worth a visit. The picturesque setting of I Canaloni del Torrente Farma and Val di Merse exemplify the area's natural beauty. Additionally, you might want to add Podere Ristella Vineyards and Winery to your itinerary. Check out what more to see and do in Expedia's Roccastrada guide.
How should I get around Roccastrada?
To see more of the surrounding area, ride one of the trains from Roccastrada Station or Sticciano Station. If you want to venture out around the area, you may want a rental car in Roccastrada for your journey.
What's the seasonal weather like in Roccastrada?
The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Roccastrada is 31 inches.

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