Roccastrada Hotels from €83 - Fully Refundable Options

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

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Go beyond your typical stay in Roccastrada

Pet friendly

Villa

Pool

Apartment

Spa

Hot tub

Waterpark

Farm

Family friendly

Condo

Cottage

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Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Roccastrada hotels

Couples treatment room(s), sauna, hot tub, Turkish bath/hammam

1. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

€97

includes taxes & fees

15 Oct - 16 Oct

Classic Room, Private Bathroom, Valley View

2. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

€100

includes taxes & fees

22 Sept - 23 Sept

3. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Alice

€100

includes taxes & fees

20 Sept - 21 Sept

Superior Twin Room (Villa Master Double with Balcony)

4. Valdonica Winery & Vineyard Residence

Roccastrada

Tim

€144

includes taxes & fees

11 Oct - 12 Oct

Seasonal outdoor pool, pool umbrellas, pool loungers

Panoramic Apartment, 1 Bedroom, Patio, Valley View | View from room

5. Country House il Ciliegio

Roccastrada

Maaike

€90

includes taxes & fees

18 Oct - 19 Oct

Comfort Villa, Vineyard View, Ground Floor | View from room

6. 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

5 Oct - 6 Oct

Deluxe Room, Patio, Vineyard View | Terrace/patio

7. Valdonica Winery - Chill in Nature Lodge

Roccastrada

€184

includes taxes & fees

20 Sept - 21 Sept

8. Le Vie del Mare Camere

Ribolla

€120

includes taxes & fees

1 Oct - 2 Oct

Sauna, body treatments, hot stone massages, body wraps, body scrubs

Deluxe Studio, 1 Bedroom, Sauna, Garden View | Sauna

Deluxe Room, 1 Bedroom, Refrigerator & Microwave, Ground Floor

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

€85

includes taxes & fees

1 Oct - 2 Oct

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

€83

includes taxes & fees

20 Sept - 21 Sept

11. Podere Brizio

Montalcino

Aseem

€222

includes taxes & fees

11 Oct - 12 Oct

Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

Minibar, in-room safe, desk, soundproofing

12. SI Montalcino Hotel

Montalcino

Sam

€125

includes taxes & fees

29 Sept - 30 Sept

Indoor pool, outdoor pool, pool loungers

13. Montebelli Agriturismo & Country Hotel

Gavorrano

Jean-Olivier

€92

includes taxes & fees

20 Sept - 21 Sept

Deluxe Room, Private Pool | Private spa tub

14. Terre Dell'Amore

Grosseto

15. Le Ragnaie

Montalcino

Douglas

€122

includes taxes & fees

28 Sept - 29 Sept

Deluxe Double Room, 1 King Bed, Non Smoking

16. Dimora delle Muse

Montalcino

Bradley N.

€217

includes taxes & fees

21 Sept - 22 Sept

17. Grand Hotel Bastiani

Grosseto

Cynthia

€70

includes taxes & fees

12 Oct - 13 Oct

18. Hotel Vecchia Oliviera

Montalcino

Roy

€169

includes taxes & fees

5 Oct - 6 Oct

19. Albergo Giardino

Montalcino

Norma

€112

includes taxes & fees

29 Sept - 30 Sept

Deluxe Suite, Balcony, Garden View | Living area

20. Palazzo Lucchini

Montalcino

€398

includes taxes & fees

20 Sept - 21 Sept

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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

A rural landscape with rolling hills, vineyards, and scattered buildings.

Top Roccastrada Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Perfect hotel. Quiet, safe, great location, staff was fabulous, breakfast was very good. This hotel had it all. Highly recommend."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Palazzo Ravizza

10/10 Excellent

"We had a wonderful time at this hotel. Everything was excellent and everyone so helpful. Great room ,that had a wonderful view of the gardens . The room was very clean and well equipt with all you need to enjoy your stay. Walkable access to the centre with some lovely shops ,bars and restaurants on the way. A massive thank you to Francesca who was brilliant. So knowledgable about the area and friendly and helpful. Her and the team are doing a wonderful job. Would highly recommend and I would visit again."

Grand Hotel Bastiani

10/10 Excellent

"The breakfast buffet was absolutely delicious, the barista made the best cappuccinos! The rooms are clean and beautiful. The bathrooms are glorious, glorious. The bathtubs are deep and long, for a luxurious soak after a long day of walking in the old town. This is close to cafés and Gelateria’s. Front desk staff are kind and allowed us an hour extra checkout."

Castello di Leonina Relais

10/10 Excellent

"The staff, the free experience and the views around the property were amazing. When you think of Tuscany this is the place."

The Sense Experience Resort - Preferred Hotels & Resorts

10/10 Excellent

"Le site est très bien entretenu. Belle plage et bon cocktail."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

Hotel Italia

8/10 Good

"Clean, well maintained property that you’ll feel safe spending the night."

More cheap stays in Roccastrada

Cannon d'Oro

Via Montanini 28 Siena SI

€96

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

€113

20 Sept - 21 Sept

includes taxes & fees

7.8/10 Good! (437 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

€151

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

€155

5 Oct - 6 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

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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.

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

Agriturismo Campo al Crognolo.: This highly rated holiday home rental in Roccastrada is located in a rural location, and has an outdoor pool, a fireplace and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of books so that you can immerse yourself in your holiday. 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?

Valdonica Winery & Vineyard Residence is a top dog-friendly option for your stay. Other good options for you and 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 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?

Castello di Velona Resort Thermal SPA & Winery: Features 2 outdoor swimming pools, an indoor pool and 3 restaurants. Also, another option that offers an on-site pool is The Sense Experience Resort - Preferred Hotels & Resorts. 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 196 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. Agriturismo Podere Ristella - Wine&Food

7. Valdonica Winery - Chill in Nature Lodge

8. Le Vie del Mare Camere

9. Agriturismo Benvenuti

10. Mercure Petriolo Siena Terme Spa Hotel

11. Podere Brizio

12. SI Montalcino Hotel

13. Montebelli Agriturismo & Country Hotel

14. Terre Dell'Amore

15. Le Ragnaie

16. Dimora delle Muse

17. Grand Hotel Bastiani

18. Hotel Vecchia Oliviera

19. Albergo Giardino

20. Palazzo Lucchini

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

Hotel Chiusarelli

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Palazzo Ravizza

Grand Hotel Bastiani

Castello di Leonina Relais

The Sense Experience Resort - Preferred Hotels & Resorts

Castiglion del Bosco, A Rosewood Hotel

Hotel Italia

More cheap stays in Roccastrada

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Porta Pispini Residence

Hotel Massa Vecchia

Frequently asked questions

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