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

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Check prices for these dates

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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Our top choices for Roccastrada hotels

Breakfast included
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Hotel
Roccastrada
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1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
Australia
Gillian
NZ$277
includes taxes & fees
24 Aug - 25 Aug
La Melosa Resort & Spa - Adults Only

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United Kingdom
Tim
NZ$287
includes taxes & fees
31 Aug - 1 Sept
Valdonica Winery & Vineyard Residence

3. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
United States
Alice
NZ$197
includes taxes & fees
10 Sept - 11 Sept
Agriturismo Tenuta di Montemassi La Fattoria

4. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
NZ$241
includes taxes & fees
4 Sept - 5 Sept
Le Vie del Mare Camere

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
NZ$356
includes taxes & fees
24 Aug - 25 Aug
Valdonica Winery - Chill in Nature Lodge

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
NZ$189
includes taxes & fees
15 Sept - 16 Sept
Country House il Ciliegio

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
Italy
eugenio
NZ$268
includes taxes & fees
23 Aug - 24 Aug
Agriturismo Podere Ristella - Wine&Food

8. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
NZ$184
includes taxes & fees
27 Aug - 28 Aug
Mercure Petriolo Siena Terme Spa Hotel

9. Podere Brizio

Podere Brizio
Montalcino
Mexico
Orlando Santini
NZ$424
includes taxes & fees
30 Aug - 31 Aug
Podere Brizio

10. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
United States
Kristen
NZ$222
includes taxes & fees
25 Aug - 26 Aug
SI Montalcino Hotel

11. Le Ragnaie

Le Ragnaie
Montalcino
United States
Douglas
NZ$325
includes taxes & fees
14 Sept - 15 Sept
Le Ragnaie

12. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
NZ$703
includes taxes & fees
25 Aug - 26 Aug
Capanna Suites

13. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
United States
Vincenzo
NZ$758
includes taxes & fees
17 Aug - 18 Aug
Villa Le Prata - Residenza del Vescovo

14. Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
Castiglione della Pescaia
United States
Antoneta
NZ$610
includes taxes & fees
12 Sept - 13 Sept
Riva del Sole Resort & SPA

15. Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
Gavorrano
Canada
Jean-Olivier
NZ$202
includes taxes & fees
11 Sept - 12 Sept
Montebelli Agriturismo & Country Hotel

16. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
United States
Laura
NZ$1,063
includes taxes & fees
26 Aug - 27 Aug
Mastrojanni Relais - Small Luxury Hotels of the World

17. Hotel More Di Cuna

Hotel More Di Cuna
Monteroni d'Arbia
United States
Leigh
NZ$164
includes taxes & fees
25 Aug - 26 Aug
Hotel More Di Cuna

18. Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
United States
Martin
NZ$366
includes taxes & fees
16 Aug - 17 Aug
Drogheria & Locanda Franci

19. Castello

Castello
Sovicille
United Kingdom
Serdar Huseyin
NZ$147
includes taxes & fees
21 Aug - 22 Aug
Castello

20. L'Andana

L'Andana
Castiglione della Pescaia
United States
Shelby
NZ$998
includes taxes & fees
1 Sept - 2 Sept
L'Andana
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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.
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I Canaloni del Torrente Farma

8.0/10 (1 review)
Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.
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Castello del Belagaio

9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Castello del Belagaio. Discover the area's countryside and wineries.
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Sassoforte Castle

9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.
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Church of San Nicola

8.0/10 (1 review)
After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area or simply enjoy its wineries.
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Castello di Torniella

After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.
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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

Recent Reviews in Roccastrada

Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

8/10 Good
"great facility but needs a general upgrade and remodeling"
Giuseppe 1-night trip
Posted 7 hours ago
Fattoria La Principina Hotel & Congress
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It’s a nice enough property, but certainly not four or five star. I did enjoy my stay. The staff were phenomenal. The room was fine. I only was there for one night. The breakfast was so no food at all."
Joseph 1-night trip
Posted 1 day ago
Hotel Chiusarelli
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 9 days ago
Hotel Athena
Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent
"Perfect, pristine, could not be any better!"
Zachary 1-night trip
Posted 9 days ago
Mastrojanni Relais - Small Luxury Hotels of the World
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very enjoyable stay"
Nigel 3-night trip
Posted 13 days ago
Villa Scacciapensieri Boutique Hotel
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
patricia 3-night trip
Posted 2 weeks ago
Mercure Petriolo Siena Terme Spa Hotel
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 3 weeks ago
Castiglion del Bosco, A Rosewood Hotel
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Wonderful breakfast. Nice comfortable room."
Celia 1-night trip
Posted 3 weeks ago
L'Orto delle Terme

More cheap accommodation in Roccastrada

Mediterraneo RTA

Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR
NZ$169
13 Sept - 14 Sept
includes taxes & fees
Mediterraneo RTA
Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$189
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$191
19 Aug - 20 Aug
includes taxes & fees
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$208
19 Aug - 20 Aug
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates
8.6/10 Excellent! (11 reviews)
Hotel Massa Vecchia

Frequently asked questions

What is the best area to stay in Roccastrada?
The best area to stay in Roccastrada is within the hilltop town itself for a classic Tuscan village experience, or in the surrounding countryside for a more secluded retreat.Staying directly in Roccastrada town provides a genuine insight into local life. You'll find a selection of local shops, a few traditional eateries, and the historic Rocca Aldobrandesca, offering lovely views of the Maremma region. It's a small, walkable town, superb for those who appreciate a slower pace and want to experience an authentic Tuscan community.For couples seeking a romantic and tranquil escape, the countryside immediately surrounding Roccastrada offers numerous agriturismi and renovated farmhouses. These properties often feature private pools, expansive gardens, and offer opportunities for wine tasting or cooking classes. You're typically a short drive from the main town, allowing for both seclusion and convenient access to local amenities.
What are the best hotels in Roccastrada that travellers recommend?
For an excellent hotel in Roccastrada that travellers highly recommend, consider La Melosa Resort & Spa - Adults Only.This 4-star resort, with an outstanding 9.4 rating, offers a luxurious experience. Guests frequently highlight the beautiful, clean rooms. The resort features a refreshing outdoor pool with comfortable sun loungers and a convenient poolside bar. For relaxation, there is a Turkish bath or hammam, and the premium bedding ensures a comfortable stay.
What are the best family hotels in Roccastrada?
For family-friendly accommodation in Roccastrada, consider the Agriturismo Tenuta di Montemassi La Fattoria, Valdonica Winery & Vineyard Residence, and B&B Podere Camaiano.The 3-star Agriturismo Tenuta di Montemassi La Fattoria, with an impressive 9.6 rating, is an excellent choice for families. It offers complimentary cots, highchairs, and sofa beds, and connecting rooms are available. Guests can also benefit from free rollaway extra beds and a complimentary buffet breakfast.The Valdonica Winery & Vineyard Residence, rated 9.4, also caters well to families, providing free cots and sofa beds. Guests can enjoy complimentary breakfast, free self-parking, and free WiFi. Pets are also welcome to stay free of charge.Another highly-rated option is the B&B Podere Camaiano, which boasts a superb 10.0 rating. This property offers complimentary cots, a free buffet breakfast, and free WiFi. Like Valdonica, it also provides free self-parking and allows pets to stay without charge.
What are the best spa hotels in Roccastrada?
For an excellent spa experience in Roccastrada, consider La Melosa Resort & Spa - Adults Only or Valdonica Winery & Vineyard Residence.The 4-star La Melosa Resort & Spa - Adults Only, rated 9.4, offers a full-service spa with a wide array of treatments including facial treatments, body treatments, body scrubs, manicures, and pedicures. Guests can also enjoy couples' treatment rooms, massage services, a sauna, a hot tub, a steam room, and a Turkish bath or hammam. Guests frequently comment on the beautiful and clean rooms.Valdonica Winery & Vineyard Residence, with an impressive 9.4 rating, also features a full-service spa that is available daily, offering relaxing massage services. This hotel provides free breakfast, free WiFi, free toiletries, and complimentary self-parking. Pets are also welcome to stay free of charge.
What hotels in Roccastrada offer free breakfast?
For hotels in Roccastrada that offer complimentary breakfast, consider the Valdonica Winery & Vineyard Residence, B&B da Nada Locanda Toscana, B&B Podere Camaiano, and Agriturismo Tenuta di Montemassi La Fattoria.The Valdonica Winery & Vineyard Residence, with an exceptional rating of 9.4, provides free breakfast and also allows pets to stay free of charge. Guests can also benefit from free self-parking and complimentary WiFi.Another excellent option is the B&B da Nada Locanda Toscana, which also boasts a 9.4 rating. This establishment offers free buffet breakfast and free WiFi, ensuring a comfortable start to your day.The B&B Podere Camaiano stands out with a superb 10.0 rating. Here, guests can enjoy a free buffet breakfast, along with free WiFi, free self-parking, and the convenience of pets staying free.Finally, the 3-star Agriturismo Tenuta di Montemassi La Fattoria, rated 9.6, provides a free buffet breakfast. Additional amenities include free WiFi, free toiletries, and complimentary parking nearby, making it a well-rounded choice.
What are the top pet-friendly hotels in Roccastrada?
For top pet-friendly hotels in Roccastrada, consider the B&B Podere Camaiano, Agriturismo Tenuta di Montemassi La Fattoria, and Valdonica Winery & Vineyard Residence.B&B Podere Camaiano stands out with an exceptional 10.0 rating, offering free accommodation for pets, complimentary breakfast, free WiFi, and free self-parking.The 3-star Agriturismo Tenuta di Montemassi La Fattoria, with a 9.6 rating, permits dogs and provides free buffet breakfast.Another excellent choice is the Valdonica Winery & Vineyard Residence, rated 9.4. This residence welcomes both dogs and cats, allows pets to stay for free, and offers complimentary breakfast, free self-parking, and free WiFi.The B&B da Nada Locanda Toscana, with a 9.4 rating, also welcomes both dogs and cats, and provides complimentary breakfast, including a buffet option, along with free WiFi.
What are the best budget hotels in Roccastrada?
For a budget-friendly hotel in Roccastrada, consider the Agriturismo Tenuta di Montemassi La Fattoria.This 3-star agriturismo, with an impressive 9.6 rating, offers a wonderful stay with several complimentary features. Guests can enjoy free WiFi, a free breakfast buffet, and free toiletries. For those travelling with infants, a free crib is available. Additionally, both nearby and on-site self-parking are free, adding to the convenience for those arriving by car.
What are the most romantic hotels in Roccastrada for couples?
For a romantic getaway in Roccastrada, consider the delightful La Melosa Resort & Spa - Adults Only or the charming Valdonica Winery & Vineyard Residence.The 4-star La Melosa Resort & Spa - Adults Only, with an exceptional rating of 9.4, is designed for couples seeking relaxation and pampering. It features a full-service spa with a hot tub, sauna, steam room, and even couples' treatment rooms for shared massages and body treatments. Guests can also enjoy the outdoor pool with sun loungers and a poolside bar, great for a tranquil afternoon together.Another wonderful option is the Valdonica Winery & Vineyard Residence, which also boasts an impressive rating of 9.4. This residence offers complimentary breakfast and free WiFi, making for a comfortable stay. Many rooms include a balcony, providing a lovely spot for couples to enjoy the views.
When is the best time to go to Roccastrada?
The best time to go to Roccastrada is during the spring (April to June) and autumn (September to October) months. These periods offer the most pleasant weather for exploring the Maremma region.During spring, the countryside around Roccastrada is lush and green, with wildflowers in bloom, making it a beautiful time for scenic drives and enjoying the natural beauty. Temperatures are comfortably mild, typically ranging from 15°C to 25°C, superb for outdoor activities like hiking or visiting local vineyards without the intense summer heat.Autumn also provides excellent conditions, with comfortable temperatures similar to spring, usually between 18°C and 26°C. This season is particularly appealing for those interested in food and wine, as it coincides with the grape harvest and olive picking. You'll find many local festivals celebrating these traditions, offering a genuine taste of Tuscan life.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Roccastrada.
How can I save on a hotel booking in Roccastrada with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Roccastrada hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Roccastrada?
Prices for hotels in Roccastrada often vary, but you can find a great deal from NZ$147 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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