𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Roccastrada (2026)

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

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Our top choices for Roccastrada hotels

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.

A large stone house with a swimming pool, surrounded by lush greenery and hills.

A spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.

1. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

S$117

includes taxes & fees

25 Oct - 26 Oct

A restaurant with outdoor seating, a bar area, and a view of the landscape.

A stone building with a wooden door and a circular window.

A dining table with a scenic view, wine bottles on shelves, and a potted plant.

A narrow hallway with a brick archway, a window, and framed pictures on the walls.

2. B&B da Nada Locanda Toscana

Roccastrada

jean

S$106

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

A stone building with a wooden door, green shutters, and two potted plants.

A view through a window of a mountainous landscape with autumn foliage and a house in the distance.

A dining table set with wine glasses and a vase with flowers, a fireplace with a fire, and a stone wall.

3. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

S$134

includes taxes & fees

5 Oct - 6 Oct

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.

A swimming pool with a view of a valley and mountains.

A balcony with two wooden chairs overlooking a vineyard and distant mountains.

4. Valdonica Winery & Vineyard Residence

Roccastrada

"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...

Audrey

S$225

includes taxes & fees

27 Oct - 28 Oct

A group of people dining at a table with a view of a valley and mountains.

A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

A long table set for a formal outdoor event, surrounded by a vineyard.

5. Valdonica Winery - Chill in Nature Lodge

Roccastrada

S$233

includes taxes & fees

11 Oct - 12 Oct

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

A window with a view of buildings and a plant on the windowsill.

6. Country House il Ciliegio

Roccastrada

Maaike

S$120

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

A fruit basket with apples, pears, bananas, and cherries.

A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.

7. Le Vie del Mare Camere

Ribolla

S$163

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with a view of a hilltop castle.

A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.

A courtyard with a stone column, potted plants, and a view of a hilltop castle.

8. Agriturismo Podere Ristella - Wine&Food

Roccastrada

"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...

eugenio

S$140

includes taxes & fees

8 Oct - 9 Oct

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.

A living room with a wooden ceiling, a sofa, a dining table with chairs, a television, and a cabinet.

9. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

S$116

includes taxes & fees

23 Oct - 24 Oct

A pool with a modern water feature and a stone structure.

A large, multi-story building with a swimming pool, surrounded by lush greenery.

A buffet table with various desserts and a long dining area with tables and chairs.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

S$119

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, desk, chair, and a large window with curtains.

A hotel room with a large bed, a tray with tea and a teapot, and a decorative headboard.

A bar area with two people seated at a counter, a glass display case with bottles, and a vase with flowers on the wall.

11. Hotel Ghibellino

Buonconvento

Anna-Maree

S$128

includes taxes & fees

19 Oct - 20 Oct

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A stone building with a pool, lounge chairs, and a garden with flowers.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A stone building with a wooden deck and white lounge chairs.

12. Podere Brizio

Montalcino

Aseem

S$294

includes taxes & fees

31 Oct - 1 Nov

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

13. Le Ragnaie

Montalcino

Trevor

S$148

includes taxes & fees

3 Nov - 4 Nov

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A kitchen with a buffet setup, including a variety of food items and glassware.

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

14. SI Montalcino Hotel

Montalcino

Sam

S$157

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a chair, a table, and a stone wall.

An underground wine cellar with wooden tables, wine bottles, and a piano.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

An outdoor patio with stone walls, a pergola, and a table set for dining.

15. Dimora delle Muse

Montalcino

Bradley N.

S$282

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

A stone building with a brick archway and a tall cypress tree in front.

An aerial view of a two-story stone building with a swimming pool in the foreground.

16. Hotel Vecchia Oliviera

Montalcino

Roy

S$244

includes taxes & fees

19 Oct - 20 Oct

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

A buffet setup with various food items, a coffee station, and a counter with beverages.

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

17. Hotel Dei Capitani

Montalcino

Phillip

S$181

includes taxes & fees

7 Oct - 8 Oct

A hot tub with a view of a historic building and mountains.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

18. Casa Franci Montalcino

Montalcino

Peter

S$280

includes taxes & fees

6 Oct - 7 Oct

A historic building with a sign reading "Bastiani Grand Hotel."

A hotel room with a bed, desk, chair, lamp, and a view of the outside.

A dining area with tables set for service, framed artwork on the walls, and a large window with curtains.

A reception area with a wooden counter, a framed painting, a potted plant, a wine rack, and a large vase.

19. Grand Hotel Bastiani

Grosseto

Steven

S$102

includes taxes & fees

13 Oct - 14 Oct

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

20. Hotel Borgo Antico

Monteroni d'Arbia

Charles

S$140

includes taxes & fees

31 Oct - 1 Nov

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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.

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I Canaloni del Torrente Farma

8.0/10 (1 review)

Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.

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Castello del Belagaio

9.0/10 (2 reviews)

You can find out about the history of Roccastrada with a visit to Castello del Belagaio. Discover the area's countryside and wineries.

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Sassoforte Castle

9.0/10 (2 reviews)

You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.

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Church of San Nicola

8.0/10 (1 review)

After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area or simply enjoy its wineries.

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Castello di Torniella

After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.

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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

Top Roccastrada Hotel Reviews

Grand Hotel Bastiani

10/10 Excellent

"The hotel was easy to find and a great location, the staff was very friendly and helpful. The room was spacious, very clean, and quiet. It was nice to have breakfast included. A great choice"

Piccolo Hotel Etruria

10/10 Excellent

"Great location near the plaza and many stores/restaurants. Everything works except for in room safe. No electric kettle even though I requested it. Good grocery store and coffee shop only steps away. Located in historic area and building. Big triple room and quiet setting and nice lounge on second floor. AC works well. I recommend this place and will stay there again. Richard from Canada."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

Il Chiostro del Carmine

10/10 Excellent

"Room clean large spacious staff friendly helpful good quiet location great views"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Hotel Athena

10/10 Excellent

"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Four Points by Sheraton Siena

10/10 Excellent

"Excellent property. It was well maintained, and the staff was friendly. I would definitely stay here again."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

More cheap stays in Roccastrada

Cannon d'Oro

Via Montanini 28 Siena SI

S$78

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

S$114

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (446 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

S$124

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

S$136

4 Nov - 5 Nov

includes taxes & fees

8.8/10 Excellent! (109 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR

Get rates

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 traveller data. Other good choices for your stay in the area are Hotel Executive and NH Siena. See all available top hotels, or vacation rentals in Roccastrada.

If I need to cancel my hotel reservation in Roccastrada, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Roccastrada.

What is the favourite LGBTQ-friendly accommodation in Roccastrada?

La Melosa Resort & Spa - Adults Only is a top LGBTQ-friendly hotel that features a full-service spa and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Roccastrada.

What's the best dog-friendly place to stay in Roccastrada?

Valdonica Winery & Vineyard Residence is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations 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 that offers an on-site 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 is staying in Roccastrada like?

Visitors will definitely enjoy all that Roccastrada has to offer. This city also attracts tourists with its rich culture. In Roccastrada, there are 192 hotels and other accommodation options to choose from. Find out more about Roccastrada.

What is there to see 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. Take a look at what more there is to see and do in Expedia's Roccastrada guide.

How can 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 in Roccastrada?

The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 9°C. Average annual precipitation for Roccastrada is 788 mm.

Roccastrada Hotels from S$78

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Roccastrada

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Roccastrada hotels

1. La Melosa Resort & Spa - Adults Only

2. B&B da Nada Locanda Toscana

3. Historic Farmhouse Casa del Chiodo

4. Valdonica Winery & Vineyard Residence

5. Valdonica Winery - Chill in Nature Lodge

6. Country House il Ciliegio

7. Le Vie del Mare Camere

8. Agriturismo Podere Ristella - Wine&Food

9. Agriturismo Benvenuti

10. Mercure Petriolo Siena Terme Spa Hotel

11. Hotel Ghibellino

12. Podere Brizio

13. Le Ragnaie

14. SI Montalcino Hotel

15. Dimora delle Muse

16. Hotel Vecchia Oliviera

17. Hotel Dei Capitani

18. Casa Franci Montalcino

19. Grand Hotel Bastiani

20. Hotel Borgo Antico

Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

I Canaloni del Torrente Farma

Castello del Belagaio

Sassoforte Castle

Church of San Nicola

Castello di Torniella

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Grand Hotel Bastiani

Piccolo Hotel Etruria

Villa Scacciapensieri Boutique Hotel

Il Chiostro del Carmine

Castiglion del Bosco, A Rosewood Hotel

Hotel Athena

Hotel Minerva

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Roccastrada

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Porta Pispini Residence

Mediterraneo RTA

Frequently asked questions

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