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

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Aug 30 - Aug 31
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Our top choices for Roccastrada hotels

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.
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
Australia
Gillian
₩183,586
₩206,728 total
includes taxes & fees
Aug 31 - Sep 1
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 rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.
A swimming pool with a view of a valley and mountains.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United Kingdom
Tim
₩203,821
₩228,987 total
includes taxes & fees
Sep 27 - Sep 28
Valdonica Winery & Vineyard Residence
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
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.
A window with a view of buildings and a plant on the windowsill.

3. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
₩154,134
₩172,736 total
includes taxes & fees
Sep 1 - Sep 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 garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

4. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
₩263,804
₩293,373 total
includes taxes & fees
Sep 6 - Sep 7
Valdonica Winery - Chill in Nature Lodge
A historic stone building with multiple windows and a courtyard.
A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.

5. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
United States
Alice
₩142,061
₩159,456 total
includes taxes & fees
Sep 2 - Sep 3
Agriturismo Tenuta di Montemassi La Fattoria
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.
A fruit basket with apples, pears, bananas, and cherries.
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.

6. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
₩187,269
₩205,996 total
includes taxes & fees
Sep 4 - Sep 5
Le Vie del Mare Camere
A swimming pool with a view of a hilltop castle.
A wine cellar with wooden barrels, a wine rack, and a table set for dining.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.
An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.

7. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
Italy
eugenio
₩121,455
₩168,679 total
includes taxes & fees
Sep 7 - Sep 8
Agriturismo Podere Ristella - Wine&Food
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.
A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.
A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.
A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

8. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
₩161,184
₩185,276 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Chiusarelli
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

9. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
₩207,425
₩236,139 total
includes taxes & fees
Sep 1 - Sep 2
Four Points by Sheraton Siena
A pathway lined with trees and a large pot in the center.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.
A breakfast buffet with pastries and a coffee machine.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

10. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
₩125,036
₩145,512 total
includes taxes & fees
Sep 8 - Sep 9
Villa Montarioso
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.
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.
An aerial view of a two-story stone building with a swimming pool in the foreground.

11. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
United States
Roy
₩233,371
₩263,087 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Vecchia Oliviera
A table with breakfast items and a wicker chair, overlooking a scenic landscape.
A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.
A bar area with a counter, bottles, and glasses.
A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

12. Palazzo Ravizza

Palazzo Ravizza
Siena Historical Center
United States
XUESHENG
₩282,650
₩318,892 total
includes taxes & fees
Sep 1 - Sep 2
Palazzo Ravizza
A room with a view of a cityscape, featuring a pool, a table with candles, and two chairs.
A buffet with various pastries and a floral centerpiece.
A modern interior with a large window, a visible staircase, and a seating area.
A balcony with a view of a church and tower, a chair, and red heart-shaped balloons.

13. Hotel Airone

Hotel Airone
Grosseto
United States
Lisa
₩182,646
₩208,078 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Airone
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 large, multi-story building with a swimming pool, surrounded by lush greenery.
A buffet table with various desserts and a long dining area with tables and chairs.

14. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
₩119,585
₩131,544 total
includes taxes & fees
Aug 31 - Sep 1
Mercure Petriolo Siena Terme Spa Hotel
Two drinks with orange slices and straws by a poolside with a building in the background.
A well-maintained garden with palm trees and a gated entrance.
A modern building with a curved facade, large windows, and a central staircase.

15. Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II
Grosseto
United States
paula
₩143,641
₩189,097 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Terme Marine Leopoldo II
A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.
A hotel room with a bed, a desk, a television, and a view of the city through large windows.
A room with blue chairs facing a window overlooking a cityscape with historic buildings.
A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

16. Hotel Minerva

Hotel Minerva
Siena City Centre
Canada
Chia lin
₩170,751
₩195,800 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Minerva
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.

17. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
₩152,634
₩174,275 total
includes taxes & fees
Aug 31 - Sep 1
Albergo Giardino
A couple standing in a spacious room with a large window overlooking a vineyard.
A dining area with blue patterned chairs, a wooden table, and a mural of a beach scene.
A coastal town with a prominent hotel named "HOTEL CAPPRODO" and a marina with boats.
A coastal town with a marina, historic buildings, and a prominent church on a hill.

18. Hotel L'Approdo

Hotel L'Approdo
Castiglione della Pescaia
Canada
oscar
₩129,151
₩149,719 total
includes taxes & fees
Sep 16 - Sep 17
Hotel L'Approdo
A terrace with multiple sun loungers and a scenic view of green fields and hills.
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.
A spa room with a reception desk, a massage chair, and a window with blinds.

19. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
₩149,327
₩173,827 total
includes taxes & fees
Sep 3 - Sep 4
Precise House Montaperti Siena
A historic building with a sign reading "Bastiani Grand Hotel."
A dining area with tables set for service, framed artwork on the walls, and a large window with curtains.
A grand staircase with ornate black railings, a patterned carpet, and a potted plant.
A hotel room with a bed, desk, chair, lamp, and a view of the outside.

20. Grand Hotel Bastiani

Grand Hotel Bastiani
Grosseto
United States
Rachel
₩130,873
₩151,139 total
includes taxes & fees
Sep 6 - Sep 7
Grand Hotel Bastiani
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Stay near popular Roccastrada attractions

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.
See properties

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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Castello del Belagaio

9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a trip 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.
See properties

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.
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Wonderful hotel hopefully be back"
susan 2-night trip
Posted 1 day ago
Palazzo Ravizza
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 2 days ago
Castello di Leonina Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Minerva

Hotel Minerva

10/10 Excellent
"The front desk guy was very kind."
adelio 1-night trip
Posted 3 days ago
Hotel Minerva
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfectly clean, not the biggest room but worked for our one night stay. The staff were lovely and the location was perfect. Would stay again."
Aileen 1-night trip
Posted 4 days ago
Hotel Chiusarelli
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff were most courteous, both at front desk (local map offered on checkin) and in breakfast room. Breakfast buffet offered plenty of choices. Room and bathroom clean and tidy. City attractions dispersed throughout city, but walking made them accessible."
Catherine 4-night trip
Posted 5 days ago
Hotel Italia
L'Orto delle Terme

L'Orto delle Terme

8/10 Good
"Nice hotel and good location"
ANDRES 2-night trip
Posted 8 days ago
L'Orto delle Terme
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

8/10 Good
"Best sand beach in Italy :), Superior rooms have no views and are relatively Dark… Breakfast was very good. No comment to Staff"
Arash 3-night trip
Posted 13 days ago
The Sense Experience Resort - Preferred Hotels & Resorts
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 2 weeks ago
Fattoria La Principina Hotel & Congress

More cheap stays in Roccastrada

Mediterraneo RTA

Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR
₩82,195
₩95,684 total
Sep 20 - Sep 21
includes taxes & fees
Mediterraneo RTA
Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
₩123,204
₩143,497 total
Sep 24 - Sep 25
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
₩133,935
₩155,301 total
Aug 31 - Sep 1
includes taxes & fees
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
₩184,856
₩211,314 total
Aug 31 - Sep 1
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

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 Grand Hotel Continental Siena – Starhotels Collezione and Castello di Velona Resort Thermal SPA & Winery. 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 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 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 are some hotels with pools in Roccastrada?
Castello di Velona Resort Thermal SPA & Winery: Provides 2 outdoor pools, an indoor pool, and 3 restaurants. Mastrojanni Relais - Small Luxury Hotels of the World and The Sense Experience Resort - Preferred Hotels & Resorts 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 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 197 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.

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