𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Roccastrada from RM254 (2026) - Fully Refundable Options

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

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

1. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

RM347

RM395 total

includes taxes & fees

26 Oct - 27 Oct

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

A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

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

2. 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

RM602

RM675 total

includes taxes & fees

8 Nov - 9 Nov

A stone building with multiple windows and a central entrance.

A gazebo with a stone wall and a lamp post in a park setting.

A corridor with stone walls and wooden benches.

A room with a wooden ceiling, a bed with a headboard, a chair, a table, and a window with curtains.

3. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

RM432

RM485 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

4. B&B da Nada Locanda Toscana

Roccastrada

jean

RM331

RM373 total

includes taxes & fees

3 Nov - 4 Nov

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.

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

A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

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

5. Valdonica Winery - Chill in Nature Lodge

Roccastrada

RM724

RM805 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

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

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

6. Country House il Ciliegio

Roccastrada

Maaike

RM355

RM399 total

includes taxes & fees

2 Nov - 3 Nov

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

A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

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

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

7. Le Vie del Mare Camere

Ribolla

RM500

RM550 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with a view of a hilltop castle.

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

A wine cellar with wooden barrels, a wine rack, and a table set for dining.

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

RM365

RM502 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

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

A pool with lounge chairs and a sunset view.

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

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

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

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

RM343

RM387 total

includes taxes & fees

26 Oct - 27 Oct

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

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

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.

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

11. Hotel Borgo Antico

Monteroni d'Arbia

Charles

RM354

RM412 total

includes taxes & fees

26 Oct - 27 Oct

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

12. Palazzo Saloni

Montalcino

Michael

RM1,146

RM1,306 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

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

13. Podere Brizio

Montalcino

Aseem

RM816

RM935 total

includes taxes & fees

16 Nov - 17 Nov

A modern bedroom with a large bed, a desk, and a mirror.

A spacious room with a large wooden table, multiple drawers, and a colorful abstract painting on the wall.

A person serving food at a table with various dishes and a wine rack in the background.

A room with a central island, a painting on the wall, and a potted plant.

14. Palazzo Lucchini

Montalcino

RM1,614

RM1,822 total

includes taxes & fees

26 Oct - 27 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 hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

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

15. Hotel Dei Capitani

Montalcino

Phillip

RM532

RM621 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a white sofa, a flat-screen TV, and potted plants.

A row of bicycles parked outside a building with a sign that reads "BAR".

A reception desk with large letters "HP" and stars on a glass window.

A breakfast table with a variety of fruits, a vase of flowers, and a lamp in the background.

16. Hotel La Pineta

Follonica

Tammy

RM311

RM360 total

includes taxes & fees

26 Oct - 27 Oct

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

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

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

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

17. Le Ragnaie

Montalcino

Trevor

RM378

RM462 total

includes taxes & fees

10 Nov - 11 Nov

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

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

A grand staircase with ornate black railings, a patterned carpet, and a potted plant.

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

18. Grand Hotel Bastiani

Grosseto

Peter

RM316

RM347 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

19. Hotel Italia

Camollia

Shaji

RM300

RM343 total

includes taxes & fees

15 Nov - 16 Nov

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

20. Hotel Minerva

Siena City Centre

Greg

RM352

RM401 total

includes taxes & fees

6 Nov - 7 Nov

View all properties

Compare top hotels in Roccastrada

La Melosa Resort & Spa - Adults Only Roccastrada View	Valdonica Winery & Vineyard Residence Roccastrada View	Historic Farmhouse Casa del Chiodo Roccastrada View	B&B da Nada Locanda Toscana Roccastrada View	Country House il Ciliegio Roccastrada View
9.2 Wonderful 46 reviews	9.2 Wonderful 46 reviews	10.0 Exceptional 5 reviews	9.6 Exceptional 18 reviews	9.2 Wonderful 7 reviews
RM347 RM395 total includes taxes & fees 26 Oct - 27 Oct	RM602 RM675 total includes taxes & fees 8 Nov - 9 Nov	RM432 RM485 total includes taxes & fees 2 Nov - 3 Nov	RM331 RM373 total includes taxes & fees 3 Nov - 4 Nov	RM355 RM399 total includes taxes & fees 2 Nov - 3 Nov

Hotels recommended for families in Roccastrada

Valdonica Winery & Vineyard Residence

Roccastrada

RM602

RM675 total

includes taxes & fees

8 Nov - 9 Nov

Historic Farmhouse Casa del Chiodo

Roccastrada

RM432

RM485 total

includes taxes & fees

2 Nov - 3 Nov

B&B da Nada Locanda Toscana

Roccastrada

RM331

RM373 total

includes taxes & fees

3 Nov - 4 Nov

Country House il Ciliegio

Roccastrada

RM355

RM399 total

includes taxes & fees

2 Nov - 3 Nov

Two champagne glasses on a table with a towel and a view of a mountain and a body of water.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.

A table set outdoors with a view of rolling hills and a tall tree in the background.

VIN Hotel - La Meridiana

Montieri

A bedroom with a four-poster bed, a balcony with a view, and a bedside table with a lamp.

A covered courtyard with stone columns, a brick floor, and a grassy area.

A swimming pool with a curved edge, surrounded by lush greenery and a clear sky.

A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.

Hotel Girifalco - Nature & Relax

Massa Marittima

RM236

RM305 total

includes taxes & fees

26 Oct - 27 Oct

Le Ragnaie

Montalcino

RM378

RM462 total

includes taxes & fees

10 Nov - 11 Nov

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

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

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

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

SI Montalcino Hotel

Montalcino

RM387

RM531 total

includes taxes & fees

3 Nov - 4 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.

See properties

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.

See properties

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.

See properties

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.

See properties

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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Castello di Torniella

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

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

Top Roccastrada Hotel Reviews

Hotel Athena

10/10 Excellent

"Over all a good hotel in a good location, a little dated but clean and breakfast good"

Hotel Chiusarelli

10/10 Excellent

"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

More cheap stays in Roccastrada

Cannon d'Oro

Via Montanini 28 Siena SI

RM218

RM254 total

21 Nov - 22 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

RM310

RM355 total

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

RM320

RM366 total

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

RM359

RM409 total

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (52 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

Get rates

8.6/10 Excellent! (11 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 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 RM254

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. Valdonica Winery & Vineyard Residence

3. Historic Farmhouse Casa del Chiodo

4. B&B da Nada Locanda Toscana

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 Borgo Antico

12. Palazzo Saloni

13. Podere Brizio

14. Palazzo Lucchini

15. Hotel Dei Capitani

16. Hotel La Pineta

17. Le Ragnaie

18. Grand Hotel Bastiani

19. Hotel Italia

20. Hotel Minerva

Compare top hotels in Roccastrada

La Melosa Resort & Spa - Adults Only

Valdonica Winery & Vineyard Residence

Historic Farmhouse Casa del Chiodo

B&B da Nada Locanda Toscana

Country House il Ciliegio

Hotels recommended for families in Roccastrada

Valdonica Winery & Vineyard Residence

Historic Farmhouse Casa del Chiodo

B&B da Nada Locanda Toscana

Country House il Ciliegio

VIN Hotel - La Meridiana

Hotel Girifalco - Nature & Relax

Le Ragnaie

SI Montalcino Hotel

Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

I Canaloni del Torrente Farma

Castello del Belagaio

Church of San Nicola

Sassoforte Castle

Castello di Torniella

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Hotel Athena

Hotel Chiusarelli

NH Siena

Castello di Velona Resort Thermal SPA & Winery

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Minerva

Il Chiostro del Carmine

Hotel Italia

More cheap stays in Roccastrada

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Hotel Massa Vecchia

Frequently asked questions

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