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

Roccastrada Hotels

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Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Roccastrada hotels

Breakfast included
Roccastrada
Hotel
Reserve now, pay later
Pool

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
Australia
Gillian
€130
includes taxes & fees
24 Aug - 25 Aug
La Melosa Resort & Spa - Adults Only

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United Kingdom
Tim
€146
includes taxes & fees
31 Aug - 1 Sept
Valdonica Winery & Vineyard Residence

3. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
United States
Alice
€100
includes taxes & fees
10 Sept - 11 Sept
Agriturismo Tenuta di Montemassi La Fattoria

4. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
€129
includes taxes & fees
4 Sept - 5 Sept
Le Vie del Mare Camere

5. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
€106
includes taxes & fees
6 Sept - 7 Sept
Country House il Ciliegio

6. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
€184
includes taxes & fees
6 Sept - 7 Sept
Valdonica Winery - Chill in Nature Lodge

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
Italy
eugenio
€138
includes taxes & fees
23 Aug - 24 Aug
Agriturismo Podere Ristella - Wine&Food

8. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
€94
includes taxes & fees
23 Aug - 24 Aug
Mercure Petriolo Siena Terme Spa Hotel

9. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
United States
Kristen
€129
includes taxes & fees
16 Aug - 17 Aug
SI Montalcino Hotel

10. Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
Gavorrano
Canada
Jean-Olivier
€103
includes taxes & fees
11 Sept - 12 Sept
Montebelli Agriturismo & Country Hotel

11. Podere Brizio

Podere Brizio
Montalcino
Mexico
Orlando Santini
€222
includes taxes & fees
30 Aug - 31 Aug
Podere Brizio

12. Castello

Castello
Sovicille
United Kingdom
Serdar Huseyin
€76
includes taxes & fees
21 Aug - 22 Aug
Castello

13. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
€75
includes taxes & fees
23 Aug - 24 Aug
Hotel Borgo Antico

14. Hotel More Di Cuna

Hotel More Di Cuna
Monteroni d'Arbia
United States
Leigh
€84
includes taxes & fees
25 Aug - 26 Aug
Hotel More Di Cuna

15. Le Ragnaie

Le Ragnaie
Montalcino
United States
Jeton
€165
includes taxes & fees
14 Sept - 15 Sept
Le Ragnaie

16. Terre Dell'Amore

Terre Dell'Amore
Grosseto
€129
includes taxes & fees
7 Sept - 8 Sept
Terre Dell'Amore

17. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
€357
includes taxes & fees
25 Aug - 26 Aug
Capanna Suites

18. Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
Italy
Francesca
€76
includes taxes & fees
14 Sept - 15 Sept
Hotiday Grosseto Podere

19. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
United States
Vincenzo
€515
includes taxes & fees
16 Aug - 17 Aug
Villa Le Prata - Residenza del Vescovo

20. Grand Hotel Bastiani

Grand Hotel Bastiani
Grosseto
United States
Rachel
€95
includes taxes & fees
30 Aug - 31 Aug
Grand Hotel Bastiani
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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

Hotel Chiusarelli

10/10 Excellent
"Amazing place , super quiet, wonderful breakfast"
sharon 1-night trip
Posted 14 hours ago
Hotel Chiusarelli
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Such a beautiful and magnificent place to stay. The pools were stunning, and the room was lovely overall. The hotel staff were friendly and helpful, although responses through WhatsApp could be quite slow. Unfortunately, the AC in my room stopped working in the middle of the night. I called room service, but they were unable to fix the unit or offer any alternative accommodations, so I had to spend the rest of the night sleeping in a very hot room, which was quite uncomfortable. Another concern was that the floors became extremely slippery after showering, which felt unsafe. Overall, it’s a beautiful property with wonderful amenities and kind staff, but I hope the hotel improves its response time and how it handles maintenance issues, especially when they significantly affect a guest’s comfort and safety."
Joe 1-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 7 days ago
Hotel Athena
Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent
"Perfect, pristine, could not be any better!"
Zachary 1-night trip
Posted 7 days ago
Mastrojanni Relais - Small Luxury Hotels of the World
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very enjoyable stay"
Nigel 3-night trip
Posted 11 days ago
Villa Scacciapensieri Boutique Hotel
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
patricia 3-night trip
Posted 2 weeks ago
Mercure Petriolo Siena Terme Spa Hotel
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 weeks ago
Castiglion del Bosco, A Rosewood Hotel
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Wonderful breakfast. Nice comfortable room."
Celia 1-night trip
Posted 3 weeks ago
L'Orto delle Terme
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

10/10 Excellent
"Beautiful property."
Sylwia 4-night trip
Posted 1 month ago
The Sense Experience Resort - Preferred Hotels & Resorts

More cheap stays in Roccastrada

Mediterraneo RTA

Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR
€87
13 Sept - 14 Sept
includes taxes & fees
Mediterraneo RTA
Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
€96
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
€97
18 Aug - 19 Aug
includes taxes & fees
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
€119
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (48 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?
Grand Hotel Continental Siena – Starhotels Collezione, located 23 mi (36.9 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 Athena and Castello di Velona Resort Thermal SPA & Winery. See all available top hotels, or vacation rentals in Roccastrada.
What are some of the best holiday rentals that Roccastrada has to offer?
Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: This holiday home rental outside of Roccastrada is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private balcony, a terrace 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?
What is the favourite LGBTQ-friendly accommodation in Roccastrada?
La Melosa Resort & Spa 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. Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p 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?
Castello di Velona Resort Thermal SPA & Winery: Provides 2 outdoor swimming pools, an indoor pool and 3 restaurants. Mastrojanni Relais - Small Luxury Hotels of the World and Castello di Leonina Relais are two additional hotels that offer an on-site 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 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 197 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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