Hotels in Roccastrada

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Check prices for these dates

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Roccastrada?

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.
A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.
A large stone house with a swimming pool, surrounded by lush greenery and hills.

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
$86
$98 total
includes taxes & fees
Oct 25 - Oct 26
La Melosa Resort & Spa - Adults Only
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.
A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.
A swimming pool with a view of a valley and mountains.

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
$158
$177 total
includes taxes & fees
Oct 27 - Oct 28
Valdonica Winery & Vineyard Residence
A restaurant with outdoor seating, a bar area, and a view of the landscape.
A dining table with a scenic view, wine bottles on shelves, and a potted plant.
A stone building with a wooden door and a circular window.
A narrow hallway with a brick archway, a window, and framed pictures on the walls.

3. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
$77
$87 total
includes taxes & fees
Oct 5 - Oct 6
B&B da Nada Locanda Toscana
An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.
A view through a window of a mountainous landscape with autumn foliage and a house in the distance.
A stone building with a wooden door, green shutters, and two potted plants.
A gazebo with a stone wall and a lamp post in a park setting.

4. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
$101
$114 total
includes taxes & fees
Oct 5 - Oct 6
Historic Farmhouse Casa del Chiodo
A group of people dining at a table with a view of a valley and mountains.
A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.
A long table set for a formal outdoor event, surrounded by a vineyard.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
$187
$208 total
includes taxes & fees
Oct 11 - Oct 12
Valdonica Winery - Chill in Nature Lodge
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
$89
$100 total
includes taxes & fees
Nov 1 - Nov 2
Country House il Ciliegio
A swimming pool with a view of a hilltop castle.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.
A wine cellar with wooden barrels, a wine rack, and a table set for dining.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
$83
$116 total
includes taxes & fees
Oct 7 - Oct 8
Agriturismo Podere Ristella - Wine&Food
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.
A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.
A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.
A fruit basket with apples, pears, bananas, and cherries.

8. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
$124
$136 total
includes taxes & fees
Oct 4 - Oct 5
Le Vie del Mare Camere
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.
A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.
A living room with a wooden ceiling, a sofa, a dining table with chairs, a television, and a cabinet.
A pathway leading to a building with a stone-tiled entrance and a wooden door.

9. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
$71
$91 total
includes taxes & fees
Oct 23 - Oct 24
Agriturismo Benvenuti
A historic stone building with multiple windows and a courtyard.
A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

10. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
Agriturismo Tenuta di Montemassi La Fattoria
A pool with a modern water feature and a stone structure.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.

11. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
$85
$93 total
includes taxes & fees
Oct 4 - Oct 5
Mercure Petriolo Siena Terme Spa Hotel
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.
A stone building with a pool, lounge chairs, and a garden with flowers.
A stone building with a wooden deck and white lounge chairs.

12. Podere Brizio

Podere Brizio
Montalcino
$202
$231 total
includes taxes & fees
Oct 31 - Nov 1
Podere Brizio
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.
A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.
A stone building with a swimming pool, white lounge chairs, and a white umbrella.

13. Le Ragnaie

Le Ragnaie
Montalcino
$120
$144 total
includes taxes & fees
Oct 28 - Oct 29
Le Ragnaie
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.
A kitchen with a buffet setup, including a variety of food items and glassware.
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

14. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
$96
$131 total
includes taxes & fees
Oct 26 - Oct 27
SI Montalcino Hotel
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A terrace with outdoor seating, a view of the landscape, and a building with large windows.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

15. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
$136
$159 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Dei Capitani
A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.
A bedroom with a canopy bed, a desk, and a view of greenery outside.
A swimming pool with a curved edge, surrounded by lush greenery and a clear sky.
A covered courtyard with stone columns, a brick floor, and a grassy area.

16. Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
$53
$69 total
includes taxes & fees
Oct 15 - Oct 16
Hotel Girifalco - Nature & Relax
An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."
A stone building with a brick archway and a tall cypress tree in front.
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.
An aerial view of a two-story stone building with a swimming pool in the foreground.

17. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
$170
$196 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Vecchia Oliviera
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.
A breakfast buffet with pastries, bread, and condiments.
A woman in a green swimsuit standing in a pool with a stone wall and a glass ceiling.
A stone building with a view of a courtyard, a pool, and surrounding greenery.

18. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
$128
$146 total
includes taxes & fees
Oct 26 - Oct 27
L'Orto delle Terme
A stone wall with a view of rolling hills and mountains.
A stone building with a swimming pool, lounge chairs, and umbrellas.
A courtyard with stone buildings, potted plants, and outdoor seating.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

19. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
$1,123
$1,246 total
includes taxes & fees
Nov 1 - Nov 2
Castello Banfi - Il Borgo - Relais et Chateaux
A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.
A hotel room with a bed, a nightstand with bottles, a chair, and a wardrobe.
A courtyard with a stone wall, a small pond, and a waterfall. There are trees and plants around, and a building in the background.
A view from a window overlooking a rural landscape with fields and distant hills.

20. Albergo Giardino

Albergo Giardino
Montalcino
$120
$141 total
includes taxes & fees
Oct 15 - Oct 16
Albergo Giardino
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Check out pet-friendly hotels in Roccastrada

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.
A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.
A swimming pool with a view of a valley and mountains.

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
$158
$177 total
includes taxes & fees
Oct 27 - Oct 28
Valdonica Winery & Vineyard Residence
A historic stone building with multiple windows and a courtyard.
A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
Agriturismo Tenuta di Montemassi La Fattoria
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
$89
$100 total
includes taxes & fees
Nov 1 - Nov 2
Country House il Ciliegio
A group of people dining at a table with a view of a valley and mountains.
A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.
A long table set for a formal outdoor event, surrounded by a vineyard.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
$187
$208 total
includes taxes & fees
Oct 11 - Oct 12
Valdonica Winery - Chill in Nature Lodge
A swimming pool with a view of a hilltop castle.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.
A wine cellar with wooden barrels, a wine rack, and a table set for dining.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
$83
$116 total
includes taxes & fees
Oct 7 - Oct 8
Agriturismo Podere Ristella - Wine&Food
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.
A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.
A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.
A fruit basket with apples, pears, bananas, and cherries.

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
$124
$136 total
includes taxes & fees
Oct 4 - Oct 5
Le Vie del Mare Camere
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.
A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.
A living room with a wooden ceiling, a sofa, a dining table with chairs, a television, and a cabinet.
A pathway leading to a building with a stone-tiled entrance and a wooden door.

Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
$71
$91 total
includes taxes & fees
Oct 23 - Oct 24
Agriturismo Benvenuti
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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Our prices for hotels in Roccastrada are cheapest in January
Price trends for hotels in Roccastrada
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Roccastrada
October
High 21°C / low 14°C. Sunny most days.
View properties in October
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5°
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5°
15°
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18°
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26°
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Monthly weather averages (˚C)

Top landmarks in Roccastrada

Podere Ristella Vineyards and Winery

Travelers might want a tour of Podere Ristella Vineyards and Winery, just one of the places to visit, and located 6 mi (9.6 km) from central Roccastrada.
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I Canaloni del Torrente Farma

8.0/10 (1 review)
Listen to the relaxing sound of the water and take some great vacation pics at I Canaloni del Torrente Farma located 5.5 mi (8.8 km) from central Roccastrada.
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Castello del Belagaio

9.0/10 (2 reviews)
Castello del Belagaio is just one of the landmarks located 5.4 mi (8.6 km) from central Roccastrada, so you might want to stop by for a few pics during your trip.
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Sassoforte Castle

9.0/10 (2 reviews)
If seeing the sights is on your list of things to do, head to Sassoforte Castle— just one of the landmarks located 3.7 mi (5.9 km) from central Roccastrada.
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Church of San Nicola

8.0/10 (1 review)
Church of San Nicola is in the heart of Roccastrada, so why not stop by during your stay.
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Castello di Torniella

Castello di Torniella is in the heart of Torniella, so why not stop by during your stay.
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Learn more about Roccastrada

Roccastrada is well-known for its attractions such as I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery.

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

Check out reviews of Roccastrada hotels guests love

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 12 hours ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 1 day ago
Hotel Athena
Hotel Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted 3 days ago
Hotel Minerva
Four Points by Sheraton Siena

Four Points by Sheraton Siena

10/10 Excellent
"Excellent property. It was well maintained, and the staff was friendly. I would definitely stay here again."
Ralph 1-night trip
Posted 4 days ago
Four Points by Sheraton Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."
elise 2-night trip
Posted 5 days ago
L'Orto delle Terme
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 5 days ago
Hotel Chiusarelli
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 6 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

Frequently asked questions

What accommodations do travelers recommend in Roccastrada?
Guests like Borgo Santo Pietro.
Where can I find free parking at my hotel in Roccastrada?
Park your car for free at these properties: Agriturismo Tenuta di Montemassi La Fattoria, Panorama Room 2 Pers With Breakfast In Tuscany and Lavanda Room With Bath.
Can I book a refundable hotel in Roccastrada?
If you want the flexibility to change your plans to Roccastrada, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Roccastrada if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 77 vacation homes. You can also book one of 46 apartments or 26 villas.
What will the weather in Roccastrada be like during my visit?
The warmest months in Roccastrada are usually August and July with an average temp of 74°F. January and February are the chilliest months when the average temp is 48°F. The rainiest months are November and October.
Why should I book my Roccastrada hotel with Hotels.com?
There are plenty of reasons to book your Roccastrada travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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