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

Roccastrada Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Roccastrada hotels

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
"Ras"
France
jean
The price is €67
includes taxes & fees
19 Jul - 20 Jul
B&B da Nada Locanda Toscana

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 €95
includes taxes & fees
16 Jul - 17 Jul
Agriturismo Tenuta di Montemassi La Fattoria

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.4 out of 10, Exceptional, (43 reviews)
"This resort was more than i expected, it was beautiful and food was great,tey there dinner "
United States
raul
The price is €129
includes taxes & fees
19 Jul - 20 Jul
La Melosa Resort & Spa - Adults Only

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 €144
includes taxes & fees
26 Jul - 27 Jul
Valdonica Winery & Vineyard Residence

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is €184
includes taxes & fees
21 Jul - 22 Jul
Valdonica Winery - Chill in Nature Lodge

Tenuta Montemassi Podere Montauzzo

Tenuta Montemassi Podere Montauzzo
Roccastrada
The price is €150
includes taxes & fees
16 Jul - 17 Jul
Tenuta Montemassi Podere Montauzzo

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 €114
includes taxes & fees
20 Jul - 21 Jul
Country House il Ciliegio

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 €77
includes taxes & fees
16 Jul - 17 Jul
Hotiday Grosseto Podere

Pian di Barca

Pian di Barca
Grosseto
The price is €139
includes taxes & fees
20 Jul - 21 Jul
Pian di Barca

Terre Dell'Amore

Terre Dell'Amore
Grosseto
The price is €119
includes taxes & fees
20 Jul - 21 Jul
Terre Dell'Amore

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (397 reviews)
"Home away from home."
United States
Kristen
The price is €120
includes taxes & fees
19 Jul - 20 Jul
SI Montalcino Hotel

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (76 reviews)
"Excellent location after visiting Siena, good restaurant, clean room with air conditioning, friendly staff, easy parking."
United Kingdom
Serdar Huseyin
The price is €82
includes taxes & fees
17 Jul - 18 Jul
Castello

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is €84
includes taxes & fees
19 Jul - 20 Jul
Palace Hotel Due Ponti

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 €300
includes taxes & fees
23 Jul - 24 Jul
Capanna Suites

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (255 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is €83
includes taxes & fees
26 Jul - 27 Jul
Mercure Petriolo Siena Terme Spa Hotel

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
4.0 star property
Castiglione della Pescaia
9.2 out of 10, Wonderful, (50 reviews)
"Lovely seat. Beautiful beach and swimming pool. Although pool not heated water was not too cold to easily get in and swim some laps. Only negative was restaurant, which has only passable food and was expensive. Breakfast was good and generous."
United States
Dan
The price is €511
includes taxes & fees
18 Jul - 19 Jul
Riva del Sole Resort & SPA

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (162 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
22 Jul - 23 Jul
Podere Brizio

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (42 reviews)
"Super stay !! "
Canada
Patryk
The price is €121
includes taxes & fees
19 Jul - 20 Jul
Fattoria Pieve a Salti

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (100 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 €77
includes taxes & fees
11 Aug - 12 Aug
Hotel Borgo Antico

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is €173
includes taxes & fees
2 Aug - 3 Aug
Relais la Costa - Dimora Storica
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Roccastrada attractions

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.

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

Top Roccastrada Hotel Reviews

More cheap stays in Roccastrada

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 Palazzo Ravizza and Hotel Executive. See all available top hotels, or 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. 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, Sassoforte Castle and Castello del Belagaio 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 swimming pools, an indoor pool and 3 restaurants. Castello di Leonina Relais 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 198 hotels and other accommodation options to choose from. Find out more about Roccastrada.
What is there to see in Roccastrada?
Landmarks like Sassoforte Castle and Castello del Belagaio 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.

Explore a world of travel with Expedia