Castle of Montemassi, Tuscany, Italy

Roccastrada hotels from HK$615

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Check prices for these dates

This weekend
19 Jun - 21 Jun
Next weekend
26 Jun - 28 Jun

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Our top choices for Roccastrada hotels

Breakfast, lunch and dinner served

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 HK$543
HK$615 total
includes taxes & fees
21 Jun - 22 Jun
B&B da Nada Locanda Toscana
Front of property

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 HK$746
HK$839 total
includes taxes & fees
25 Jun - 26 Jun
Agriturismo Tenuta di Montemassi La Fattoria
Outdoor pool, pool loungers

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (40 reviews)
"This resort was more than i expected, it was beautiful and food was great,tey there dinner "
United States
raul
The price is HK$856
HK$969 total
includes taxes & fees
30 Jun - 1 Jul
La Melosa Resort & Spa - Adults Only
Lobby lounge

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 HK$1,152
HK$1,295 total
includes taxes & fees
21 Jun - 22 Jun
Valdonica Winery & Vineyard Residence
Living area

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is HK$1,491
HK$1,659 total
includes taxes & fees
21 Jun - 22 Jun
Valdonica Winery - Chill in Nature Lodge
Exterior

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 HK$836
HK$937 total
includes taxes & fees
24 Jun - 25 Jun
Country House il Ciliegio
Lobby sitting area

Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
The price is HK$565
HK$649 total
includes taxes & fees
22 Jun - 23 Jun
Hotiday Grosseto Podere
Living area

Pian di Barca

Pian di Barca
Grosseto
The price is HK$804
HK$911 total
includes taxes & fees
21 Jun - 22 Jun
Pian di Barca
Garden

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 HK$687
HK$801 total
includes taxes & fees
19 Jul - 20 Jul
Villa Montarioso
Interior

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
The price is HK$1,022
HK$1,214 total
includes taxes & fees
21 Jun - 22 Jun
PALAZZO DEL CARDINALE
Outdoor dining

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 HK$634
HK$733 total
includes taxes & fees
19 Jul - 20 Jul
Castello
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

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 HK$1,132
HK$1,317 total
includes taxes & fees
10 Jul - 11 Jul
SI Montalcino Hotel
Private beach, sun-loungers, beach umbrellas, beach towels

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 HK$3,633
HK$4,039 total
includes taxes & fees
24 Jun - 25 Jun
Riva del Sole Resort & SPA
Exterior

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 HK$1,165
HK$1,372 total
includes taxes & fees
15 Jul - 16 Jul
Le Ragnaie
Garden

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 HK$653
HK$764 total
includes taxes & fees
3 Jul - 4 Jul
Palace Hotel Due Ponti
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
"Super stay !! "
Canada
Patryk
The price is HK$959
HK$1,091 total
includes taxes & fees
21 Jun - 22 Jun
Fattoria Pieve a Salti
Front of property

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 HK$1,749
HK$1,996 total
includes taxes & fees
6 Jul - 7 Jul
Podere Brizio
Individually furnished, free WiFi, bed sheets

All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
The price is HK$478
HK$562 total
includes taxes & fees
21 Jun - 22 Jun
All'Ombra della Torre
Reception

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 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 HK$610
HK$716 total
includes taxes & fees
29 Jun - 30 Jun
Hotel Borgo Antico
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

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 HK$2,908
HK$3,289 total
includes taxes & fees
7 Jul - 8 Jul
Capanna Suites
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
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -

Top Roccastrada Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"We had a great stay in Castello di Velona. I traveled with my dog, the castle has wide gardens for dog walk. We had the room with garden and view on Val d'Orcia, the view is breathtaking and room is big. The massages are superb, the spa and pools are really enjoyable, it's relaxing to watch the vineyard while enjoying the warm thermal waters. Breakfast is high quality. For dinner, the restaurant is ridiculously expensive, they charge Michelin star prices but are far from it: good food but not exceptional if you are use to European standards and consider the price, and windows of the restaurant are dirty (which is a shame with such a view). Montalcino is only 10-15 min drive. Staff is really nice and helping."
Maxime 2-night trip
Posted 11 hours ago
Castello di Velona Resort Thermal SPA & Winery

More cheap stays in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is HK$670 per night from 20 Jul to 21 Jul
HK$670
HK$782 total
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (258 reviews)

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 Hotel Executive and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Roccastrada.
What are some of the best holiday rentals that Roccastrada has to offer?
Independent house in the hills of the Sienese countryside: This holiday home rental outside of Roccastrada is located in a rural location, and has a fireplace, a garden and a BBQ 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 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. 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, 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 swimming pools, an indoor pool and 3 restaurants. The Sense Experience Resort - Preferred Hotels & Resorts and Castiglion del Bosco, A Rosewood Hotel 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.... Take a look at all hotels with or near waterparks in Roccastrada.
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 188 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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