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

Find hotels in Roccastrada from ¥14,590

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Sep 15 - Sep 16
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Sep 16 - Sep 17
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Roccastrada hotels

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
Australia
Gillian
¥13,103
¥14,948 total
includes taxes & fees
Oct 8 - Oct 9
La Melosa Resort & Spa - Adults Only

2. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
United States
Alice
¥15,875
¥17,818 total
includes taxes & fees
Sep 20 - Sep 21
Agriturismo Tenuta di Montemassi La Fattoria

3. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
United States
Ian
¥15,267
¥17,150 total
includes taxes & fees
Oct 5 - Oct 6
Historic Farmhouse Casa del Chiodo

4. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United Kingdom
Tim
¥22,777
¥25,589 total
includes taxes & fees
Sep 27 - Sep 28
Valdonica Winery & Vineyard Residence

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
¥28,301
¥31,487 total
includes taxes & fees
Sep 27 - Sep 28
Valdonica Winery - Chill in Nature Lodge

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
¥12,940
¥14,590 total
includes taxes & fees
Oct 16 - Oct 17
Country House il Ciliegio

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
Italy
eugenio
¥12,341
¥17,495 total
includes taxes & fees
Oct 5 - Oct 6
Agriturismo Podere Ristella - Wine&Food

8. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
¥18,120
¥19,932 total
includes taxes & fees
Oct 7 - Oct 8
Le Vie del Mare Camere

9. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
Italy
Ivano
¥11,772
¥15,087 total
includes taxes & fees
Oct 1 - Oct 2
Agriturismo Benvenuti

10. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
¥13,363
¥14,700 total
includes taxes & fees
Sep 17 - Sep 18
Mercure Petriolo Siena Terme Spa Hotel

11. Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
Canada
Lucy
¥7,935
¥10,511 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Girifalco - Nature & Relax

12. Hotel La Pineta

Hotel La Pineta
Follonica
Denmark
christian vase
¥11,226
¥13,061 total
includes taxes & fees
Sep 21 - Sep 22
Hotel La Pineta

13. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
Canada
Sam
¥15,356
¥20,990 total
includes taxes & fees
Sep 29 - Sep 30
SI Montalcino Hotel

14. Castello Di Vicarello

Castello Di Vicarello
Cinigiano
United States
John
¥308,971
¥340,225 total
includes taxes & fees
Oct 4 - Oct 5
Castello Di Vicarello

15. Terre Dell'Amore

Terre Dell'Amore
Grosseto
¥11,806
¥13,521 total
includes taxes & fees
Oct 15 - Oct 16
Terre Dell'Amore

16. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
¥12,654
¥14,811 total
includes taxes & fees
Oct 16 - Oct 17
Villa Montarioso

17. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
¥276,987
¥306,467 total
includes taxes & fees
Oct 2 - Oct 3
Borgo Santo Pietro

18. Hotel Nuova Grosseto

Hotel Nuova Grosseto
Grosseto
Canada
Karen
¥13,549
¥15,545 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Nuova Grosseto

19. Hotel L'Approdo

Hotel L'Approdo
Castiglione della Pescaia
Norway
Helene
¥14,432
¥16,730 total
includes taxes & fees
Oct 4 - Oct 5
Hotel L'Approdo

20. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
¥16,024
¥19,052 total
includes taxes & fees
Oct 16 - Oct 17
Albergo Giardino
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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 trip 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

Hotel Chiusarelli

10/10 Excellent
"Extremely helpful staff at the reception desk! Breakfast was very good. Comfortable bed and room. Excellent location"
Kathleen 2-night trip
Posted 2 hours ago
Hotel Chiusarelli
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Just loved it!! This is a great place!!!"
Daniel 3-night trip
Posted 21 hours ago
Villa Scacciapensieri Boutique Hotel
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"
Sherri 1-night trip
Posted 23 hours ago
Palazzo Ravizza
Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Clean room/ hotel, and v.convenient.Good b/fast"
Gary 1-night trip
Posted 1 day ago
Grand Hotel Bastiani
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

10/10 Excellent
"Le site est très bien entretenu. Belle plage et bon cocktail."
Stéphanie 3-night trip
Posted 1 day ago
The Sense Experience Resort - Preferred Hotels & Resorts
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."
Brittany 1-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 3 days ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 4 days ago
Hotel Athena

More cheap stays in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
¥14,787
¥17,157 total
Sep 24 - Sep 25
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
¥17,494
¥20,135 total
Sep 20 - Sep 21
includes taxes & fees
7.8/10 Good! (437 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
¥24,273
¥27,591 total
Oct 5 - Oct 6
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
¥27,795
¥31,466 total
Sep 28 - Sep 29
includes taxes & fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates
8.6/10 Excellent! (11 reviews)
Hotel Massa Vecchia

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 Castello di Velona Resort Thermal SPA & Winery and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Roccastrada.
What's the top vacation rental in Roccastrada?
Agriturismo Campo al Crognolo.: Visitors like this Roccastrada vacation home rental. It 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 you can immerse yourself in your vacation. 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?
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?
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?
Castello di Velona Resort Thermal SPA & Winery: Offers 2 outdoor pools, an indoor pool, and 3 restaurants. Four Points by Sheraton Siena and The Sense Experience Resort - Preferred Hotels & Resorts are a couple of other choices with an onsite pool. 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 196 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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