Castle of Montemassi, Tuscany, Italy

Find hotels in Roccastrada from ¥12,420

  • 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

Guest rating
Guest rating
Star rating

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, (17 reviews)
"Ras"
France
jean
The price is ¥10,953
¥12,420 total
includes taxes & fees
Jun 24 - Jun 25
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 ¥15,394
¥17,305 total
includes taxes & fees
Jun 29 - Jun 30
Agriturismo Tenuta di Montemassi La Fattoria

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (39 reviews)
"This resort was more than i expected, it was beautiful and food was great,tey there dinner "
United States
raul
The price is ¥14,599
¥16,616 total
includes taxes & fees
Jun 18 - Jun 19
La Melosa Resort & Spa - Adults Only

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is ¥30,278
¥33,678 total
includes taxes & fees
Jun 28 - Jun 29
Valdonica Winery - Chill in Nature Lodge

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.6 out of 10, Exceptional, (34 reviews)
"Excellent location . Very nice wine and evening meal. Staff good ( especially Alice) . "
United Kingdom
Tim
The price is ¥23,697
¥26,624 total
includes taxes & fees
Jun 21 - Jun 22
Valdonica Winery & Vineyard Residence

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 ¥15,552
¥17,479 total
includes taxes & fees
Jun 18 - Jun 19
Country House il Ciliegio

Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
The price is ¥11,012
¥12,670 total
includes taxes & fees
Jun 18 - Jun 19
Hotiday Grosseto Podere

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
The price is ¥20,029
¥23,886 total
includes taxes & fees
Jun 17 - Jun 18
PALAZZO DEL CARDINALE

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (327 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 ¥24,625
¥28,945 total
includes taxes & fees
Jul 15 - Jul 16
Le Ragnaie

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (391 reviews)
"The hotel was absolutely stunning! Our room was spacious, and the beds were incredibly comfortable. The staff were warm, welcoming, and very informative throughout our stay. Breakfast was delicious, and there was no better way to start the day than with an espresso while enjoying the beautiful view. We had a wonderful experience and would definitely stay here again."
Canada
Jacqueline
The price is ¥21,890
¥25,565 total
includes taxes & fees
Jun 21 - Jun 22
SI Montalcino Hotel

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (74 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is ¥12,209
¥14,172 total
includes taxes & fees
Jun 19 - Jun 20
Castello

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
"Super stay !! "
Canada
Patryk
The price is ¥18,773
¥21,393 total
includes taxes & fees
Jun 19 - Jun 20
Fattoria Pieve a Salti

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
4.0 star property
Castiglione della Pescaia
9.2 out of 10, Wonderful, (46 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 ¥70,039
¥77,935 total
includes taxes & fees
Jun 22 - Jun 23
Riva del Sole Resort & SPA

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is ¥14,493
¥16,869 total
includes taxes & fees
Jul 12 - Jul 13
Villa Montarioso

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (160 reviews)
"Stunning location & great reception from Vito. He looked after us & gave us some great recommendations for a wine tasting day out. The accommodation & views were beautiful. We also loved using the spa facilities & played tennis a couple of times overlooking the vineyard! Breakfast was great & dinner in the restaurant was amazing. A great stay & highly recommend! "
United Kingdom
karen
The price is ¥36,097
¥41,189 total
includes taxes & fees
Jul 6 - Jul 7
Podere Brizio

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is ¥18,783
¥21,588 total
includes taxes & fees
Jul 15 - Jul 16
Palazzo di Valli

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully Beautiful Winery… Stunning views. Fabulous rooms and very welcoming staff."
United States
Laura
The price is ¥85,658
¥96,081 total
includes taxes & fees
Jul 6 - Jul 7
Mastrojanni Relais - Small Luxury Hotels of the World

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (141 reviews)
"We thoroughly enjoyed our stay at Capanna Suites - the property and room was very well thought out and beautiful, the sunset view was amazing and the staff were extremely helpful (thanks in particular to Giulia). We felt well recharged after our stay, especially after the spa session."
Singapore
Jonathan
The price is ¥71,274
¥80,259 total
includes taxes & fees
Jul 15 - Jul 16
Capanna Suites

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 reviews)
"A little far away from Siena, but buses came by regularly and taxi's only cost about 12 Euros to get you to and from Siena."
United States
Jack
The price is ¥13,511
¥15,791 total
includes taxes & fees
Jul 5 - Jul 6
Palace Hotel Due Ponti

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (78 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is ¥29,071
¥32,905 total
includes taxes & fees
Jun 18 - Jun 19
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.

Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -

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 traveler data. Two other choices for your trip to the area are Hotel Executive 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?
Independent house in the hills of the Sienese countryside: This vacation home rental near Roccastrada is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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?
B&B da Nada Locanda Toscana is a top B&B for people traveling with their pets, and offers a restaurant and a bar/lounge for its human guests. Valdonica Winery & Vineyard Residence is another good choice if you're bringing your pet along. See more pet-friendly hotel accommodations 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. The Sense Experience Resort - Preferred Hotels & Resorts and Castiglion del Bosco, A Rosewood Hotel 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 188 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.