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

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

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Our top choices for Roccastrada hotels

Breakfast, lunch and dinner served

1. 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 €75
includes taxes & fees
1 Jul - 2 Jul
B&B da Nada Locanda Toscana
Front of property

2. 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 €90
includes taxes & fees
29 Jun - 30 Jun
Agriturismo Tenuta di Montemassi La Fattoria
Outdoor pool, pool loungers

3. 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 €108
includes taxes & fees
29 Jun - 30 Jun
La Melosa Resort & Spa - Adults Only
Lobby lounge

4. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.6 out of 10, Exceptional, (35 reviews)
"Excellent location . Very nice wine and evening meal. Staff good ( especially Alice) . "
United Kingdom
Tim
The price is €144
includes taxes & fees
21 Jul - 22 Jul
Valdonica Winery & Vineyard Residence
Exterior

5. 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 €121
includes taxes & fees
7 Jul - 8 Jul
Country House il Ciliegio
Living area

6. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is €184
includes taxes & fees
5 Jul - 6 Jul
Valdonica Winery - Chill in Nature Lodge
Garden

7. 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 €89
includes taxes & fees
26 Jul - 27 Jul
Villa Montarioso
Lobby sitting area

8. Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
The price is €79
includes taxes & fees
30 Jun - 1 Jul
Hotiday Grosseto Podere
Luxury Triple Room, City View

9. All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
The price is €61
includes taxes & fees
12 Jul - 13 Jul
All'Ombra della Torre
Pool

10. Terre Dell'Amore

Terre Dell'Amore
Grosseto
The price is €119
includes taxes & fees
29 Jun - 30 Jun
Terre Dell'Amore
Reception

11. 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 €80
includes taxes & fees
30 Jun - 1 Jul
Hotel Borgo Antico
Outdoor dining

12. Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (75 reviews)
"This hotel was fantastic! A gem, off the beaten path. Plenty of space and quiet accompanied by crisp fresh air. The restaurant in the hotel lobby was delicious and affordable. I hope to return here."
United States
Martin
The price is €76
includes taxes & fees
10 Jul - 11 Jul
Castello
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

13. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (395 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 €129
includes taxes & fees
30 Jun - 1 Jul
SI Montalcino Hotel
Private beach, sun-loungers, beach umbrellas, beach towels

14. Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
4.0 star property
Castiglione della Pescaia
9.2 out of 10, Wonderful, (49 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 €480
includes taxes & fees
17 Jul - 18 Jul
Riva del Sole Resort & SPA
Garden

15. 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 €84
includes taxes & fees
4 Jul - 5 Jul
Palace Hotel Due Ponti
Exterior

16. 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 €121
includes taxes & fees
15 Jul - 16 Jul
Le Ragnaie
Front of property

17. 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 €222
includes taxes & fees
22 Jul - 23 Jul
Podere Brizio
Comfort Quadruple Room, Garden View | Living area

18. Pian di Barca

Pian di Barca
Grosseto
The price is €108
includes taxes & fees
29 Jun - 30 Jun
Pian di Barca
Indoor pool, seasonal outdoor pool

19. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (252 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is €83
includes taxes & fees
29 Jun - 30 Jun
Mercure Petriolo Siena Terme Spa Hotel
Bar (on property)

20. Hotel Parco dei Pini

Hotel Parco dei Pini
3.0 star property
Follonica
8.8 out of 10, Excellent, (41 reviews)
"This hotel is a small, old fashion hotel with a lot of charm and value. The staff really makes this a lovely place to stay. The linens are top quality, the hotel was clean, and the cappuccino in the morning delicious! For such a great location and such good value for money, I highly recommend this hotel."
United Kingdom
Erin
The price is €103
includes taxes & fees
30 Jun - 1 Jul
Hotel Parco dei Pini
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 Italia

Hotel Italia

10/10 Excellent
"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."
darya 2-night trip
Posted 13 hours ago
Hotel Italia

More cheap stays in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is €87 per night from 23 Jul to 24 Jul
€87
23 Jul - 24 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 Grand Hotel Continental Siena – Starhotels Collezione and Palazzo Ravizza. 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?
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, 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. The Sense Experience Resort - Preferred Hotels & Resorts and Casanova - Panoramic Rooms and Suites 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 190 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.

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