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

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Roccastrada hotels

Outdoor pool, pool loungers

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (45 reviews)
"This resort was more than i expected, it was beautiful and food was great,tey there dinner "
United States
raul
The price is €130
includes taxes & fees
24 Aug - 25 Aug
La Melosa Resort & Spa - Adults Only
Lobby lounge

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.6 out of 10, Exceptional, (38 reviews)
"Excellent location . Very nice wine and evening meal. Staff good ( especially Alice) . "
United Kingdom
Tim
The price is €146
includes taxes & fees
24 Aug - 25 Aug
Valdonica Winery & Vineyard Residence
Front of property

3. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
3.0 star property
Roccastrada
9.6 out of 10, Exceptional, (9 reviews)
"Great place , welcoming owner and staff . Town is a little gem "
United States
Alice
The price is €110
includes taxes & fees
26 Aug - 27 Aug
Agriturismo Tenuta di Montemassi La Fattoria
Reception

4. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is €143
includes taxes & fees
29 Aug - 30 Aug
Le Vie del Mare Camere
Living area

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is €187
includes taxes & fees
24 Aug - 25 Aug
Valdonica Winery - Chill in Nature Lodge
Exterior

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is €119
includes taxes & fees
23 Aug - 24 Aug
Country House il Ciliegio
Indoor pool, seasonal outdoor pool

7. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (257 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is €94
includes taxes & fees
5 Aug - 6 Aug
Mercure Petriolo Siena Terme Spa Hotel
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

8. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (400 reviews)
"Home away from home."
United States
Kristen
The price is €111
includes taxes & fees
10 Aug - 11 Aug
SI Montalcino Hotel
Front of property

9. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (165 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
The price is €241
includes taxes & fees
10 Aug - 11 Aug
Podere Brizio
Reception

10. Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (101 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is €75
includes taxes & fees
23 Aug - 24 Aug
Hotel Borgo Antico
Pool

11. Terre Dell'Amore

Terre Dell'Amore
Grosseto
The price is €132
includes taxes & fees
31 Aug - 1 Sept
Terre Dell'Amore
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

12. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (147 reviews)
"Really enjoyed my stay here. Felt like I found a little gem of a place for the Tuscany part of our trip. Very well maintained, very attentive staff, pool was lovely and food at dinner was excellent. Would recommend."
United States
Michael
The price is €319
includes taxes & fees
25 Aug - 26 Aug
Capanna Suites
Exterior

13. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (328 reviews)
"I would not change a thing. It was amazing great hospitality nice clean. I would definitely go back. Highly recommended."
United States
Jeton
The price is €177
includes taxes & fees
16 Aug - 17 Aug
Le Ragnaie
Daily buffet breakfast for a fee

14. Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (34 reviews)
"Wonderful property! Very attractive rooms, common areas and great restaurant! "
United States
Leigh
The price is €84
includes taxes & fees
6 Aug - 7 Aug
Hotel More Di Cuna
Indoor pool, outdoor pool, pool loungers

15. Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
4.0 star property
Gavorrano
8.8 out of 10, Excellent, (131 reviews)
"Nice location in the woods"
United States
David
The price is €161
includes taxes & fees
23 Aug - 24 Aug
Montebelli Agriturismo & Country Hotel
Lobby sitting area

16. Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
10.0 out of 10, Exceptional, (1 review)
"Come sempre il posto bellissimo e tranquillo"
Italy
Francesca
The price is €89
includes taxes & fees
3 Sept - 4 Sept
Hotiday Grosseto Podere
Outdoor pool, pool loungers

17. Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (451 reviews)
"Very nice place. If we have a chance to stay with them again we certainly will’"
United States
Frankie
The price is €151
includes taxes & fees
2 Sept - 3 Sept
Hotel Dei Capitani
Deluxe Room, 1 Bedroom

18. La Dimora di Roberta

La Dimora di Roberta
Montalcino
The price is €156
includes taxes & fees
16 Aug - 17 Aug
La Dimora di Roberta
Double Room, City View

19. All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
4.0 out of 10, (1 review)
"Locations great I booked through Expedia thinking it was an hotel it’s not. Bathroom micro cannot even fit for a shower which is ultra small next to the toilet and I am normal person bigger people will not fit. Photos look good as it could give you a different prospect. No parking spots etc. It was an experience to assure not to do Bnb as this is the second time photos taken show superior aspects."
United States
remo
The price is €61
includes taxes & fees
4 Aug - 5 Aug
All'Ombra della Torre
Front of property

20. Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (243 reviews)
"Gorgeous, historic hotel, room was spacious with very high ceilings. Breakfast was delicious too. It was a little loud outside at night but obviously nothing the hotel can do about that and it wasn't really a problem for me. Great location, kind and helpful staff. I'd happily stay here again, for the price I paid it was very worth it."
United States
Rachel
The price is €95
includes taxes & fees
29 Aug - 30 Aug
Grand Hotel Bastiani
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

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 Athena

Hotel Athena

10/10 Excellent
"There was nothing I didn’t like - great location, great staff, great stay, and the breakfast was wonderful!"
Diane 6-night trip
Posted 2 hours ago
Hotel Athena

More cheap stays in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is €83 per night from 6 Aug to 7 Aug
€83
6 Aug - 7 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)

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 Palazzo Ravizza. 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?
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 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. Other good options for you and your pet include Valdonica Winery & Vineyard Residence and Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p. 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 Leonina Relais: Features a sauna, a rooftop pool and a rooftop terrace. Castello di Velona Resort Thermal SPA & Winery and The Sense Experience Resort - Preferred Hotels & Resorts 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 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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