Roccastrada Hotels from €61 - 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 bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.

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

€86

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

2. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

€100

includes taxes & fees

5 Oct - 6 Oct

A historic stone building with multiple windows and a courtyard.

An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.

A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.

3. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Alice

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

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

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

€156

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

5. Country House il Ciliegio

Roccastrada

Maaike

€90

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

6. Valdonica Winery - Chill in Nature Lodge

Roccastrada

€184

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with a view of a hilltop castle.

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.

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

7. 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

€102

includes taxes & fees

9 Oct - 10 Oct

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

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.

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

8. Le Vie del Mare Camere

Ribolla

€120

includes taxes & fees

1 Oct - 2 Oct

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

A pathway leading to a building with a stone-tiled entrance and a wooden door.

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.

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

€80

includes taxes & fees

23 Oct - 24 Oct

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

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

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.

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

€83

includes taxes & fees

29 Sept - 30 Sept

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

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

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

A bedroom with a canopy bed, a desk, and a view of greenery outside.

11. Hotel Girifalco - Nature & Relax

Massa Marittima

Lucy

€61

includes taxes & fees

12 Oct - 13 Oct

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

12. SI Montalcino Hotel

Montalcino

Sam

€116

includes taxes & fees

23 Oct - 24 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 stone building with a wooden deck and white lounge chairs.

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

13. Podere Brizio

Montalcino

Aseem

€222

includes taxes & fees

28 Oct - 29 Oct

A clear swimming pool with lounge chairs and a covered seating area.

A table set with two glasses of a clear beverage, various desserts, and a small bowl of nuts.

A compact room with a bunk bed, a small table, a chair, and a TV mounted on the wall.

A bedroom with a unique arched window, a tufted headboard, and bedside lamps.

14. Terre Dell'Amore

Grosseto

€66

includes taxes & fees

26 Oct - 27 Oct

A room with a view of a cityscape, featuring a pool, a table with candles, and two chairs.

An outdoor dining area with tables and chairs under a canopy, surrounded by greenery and buildings.

A balcony with a view of a church and tower, a chair, and red heart-shaped balloons.

A buffet with various pastries and a floral centerpiece.

15. Hotel Airone

Grosseto

Lisa

€97

includes taxes & fees

3 Oct - 4 Oct

A swimming pool with a waterfall feature, large windows, and a lounge chair.

A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

An aerial view of a property with a swimming pool, manicured lawns, and a variety of trees.

A covered patio with a table and chairs, a small garden, and a building in the background.

16. Montebelli Agriturismo & Country Hotel

Gavorrano

Jean-Olivier

€101

includes taxes & fees

1 Oct - 2 Oct

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

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

An underground wine cellar with brick walls, wooden tables, and chairs.

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

17. Dimora delle Muse

Montalcino

Bradley N.

€196

includes taxes & fees

20 Oct - 21 Oct

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.

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.

18. Le Ragnaie

Montalcino

Trevor

€127

includes taxes & fees

28 Oct - 29 Oct

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A window with white curtains, a view of buildings, and greenery.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

19. Relais Le Macine di Stigliano

Sovicille

kevin

€205

includes taxes & fees

29 Sept - 30 Sept

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A four-poster bed with a bench, stone flooring, and a stone wall.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

20. Capanna Suites

Montalcino

Michael

€297

includes taxes & fees

28 Oct - 29 Oct

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Stay near popular Roccastrada attractions

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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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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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

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."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

L'Orto delle Terme

10/10 Excellent

"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

Corte Francigena - Apartments

10/10 Excellent

"The unit is very clean, awesome breakfast, beautiful view"

Grand Hotel Bastiani

10/10 Excellent

"Great location inside the city walls to explore Grosetto. Lots of great restaurants."

More cheap stays in Roccastrada

Cannon d'Oro

Via Montanini 28 Siena SI

€61

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

€113

29 Sept - 30 Sept

includes taxes & fees

7.8/10 Good! (441 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

€146

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

€147

17 Oct - 18 Oct

includes taxes & fees

10/10 Exceptional! (49 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

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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.

What are some of the best holiday rentals that Roccastrada has to offer?

Casa Viale Italia - homely house with direct access to the sandy beach: This holiday home rental outside of Roccastrada is located near the beach, and has a patio, a garden and a BBQ 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 that 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 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's the best place to stay for a romantic getaway to Roccastrada?

Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p is a favourite 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 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?

B&B da Nada Locanda Toscana is a top B&B for people travelling with their pets, and offers a restaurant and a bar/lounge for its human guests. Valdonica Winery & Vineyard Residence is another good option for you and your pet. See more pet-friendly hotel accommodations in Roccastrada.

What's the best accommodation 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 Wi-Fi 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 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's the best 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 favourite water park hotel in RoccastradaAnother top water park hotel you might want to consider is Apartment in the heart of the Tuscan Maremma....

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 195 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.

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Things to do in Montalcino

Roccastrada Hotels

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. Historic Farmhouse Casa del Chiodo

3. Agriturismo Tenuta di Montemassi La Fattoria

4. Valdonica Winery & Vineyard Residence

5. Country House il Ciliegio

6. Valdonica Winery - Chill in Nature Lodge

7. Agriturismo Podere Ristella - Wine&Food

8. Le Vie del Mare Camere

9. Agriturismo Benvenuti

10. Mercure Petriolo Siena Terme Spa Hotel

11. Hotel Girifalco - Nature & Relax

12. SI Montalcino Hotel

13. Podere Brizio

14. Terre Dell'Amore

15. Hotel Airone

16. Montebelli Agriturismo & Country Hotel

17. Dimora delle Muse

18. Le Ragnaie

19. Relais Le Macine di Stigliano

20. Capanna Suites

Stay near popular Roccastrada attractions

I Canaloni del Torrente Farma

Podere Ristella Vineyards and Winery

Castello del Belagaio

Sassoforte Castle

Church of San Nicola

Castello di Torniella

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

Castello di Velona Resort Thermal SPA & Winery

L'Orto delle Terme

Hotel Chiusarelli

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

Corte Francigena - Apartments

Grand Hotel Bastiani

More cheap stays in Roccastrada

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Mediterraneo RTA

Frequently asked questions

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