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

Find hotels in Roccastrada from ₩88,329

Q: 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.

Q: What are some hotels with pools in Roccastrada?

The Sense Experience Resort - Preferred Hotels & Resorts : Features a children's pool, a seasonal outdoor pool, and a private beach. Also, another option with an onsite pool is Castello di Velona Resort Thermal SPA & Winery . View all hotels with pools in Roccastrada .

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Dates

November 2026

December 2026

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Our top choices for Roccastrada hotels

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

1. Valdonica Winery & Vineyard Residence

Roccastrada

"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only...

Audrey

₩223,583 total

includes taxes & fees

Nov 29 - Nov 30

An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

2. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

₩158,931 total

includes taxes & fees

Nov 12 - Nov 13

A group of people dining at a table with a view of a valley and mountains.

3. Valdonica Winery - Chill in Nature Lodge

Roccastrada

₩264,007 total

includes taxes & fees

Nov 15 - Nov 16

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

4. Country House il Ciliegio

Roccastrada

Maaike

₩132,862 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

5. Le Vie del Mare Camere

Ribolla

₩162,390 total

includes taxes & fees

Nov 12 - Nov 13

A pool with a modern water feature and a stone structure.

6. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

₩123,755 total

includes taxes & fees

Nov 15 - Nov 16

A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

7. Conti di San Bonifacio Wine Resort

Gavorrano

Hannah

₩803,265 total

includes taxes & fees

Nov 27 - Nov 28

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

8. Palazzo Saloni

Montalcino

Michael

₩396,823 total

includes taxes & fees

Dec 11 - Dec 12

A couple in a hot spring with a large rock formation in the background.

9. ADLER Thermae

San Quirico d'Orcia

Abdel

₩777,794 total

includes taxes & fees

Dec 2 - Dec 3

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

10. Villa Le Prata - Residenza del Vescovo

Montalcino

Karen

₩566,781 total

includes taxes & fees

Nov 12 - Nov 13

A stone building with a pool, lounge chairs, and a garden with flowers.

11. Podere Brizio

Montalcino

Aseem

₩306,311 total

includes taxes & fees

Nov 19 - Nov 20

A stone building with a pool overlooking a mountainous landscape.

12. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Slimane

₩525,320 total

includes taxes & fees

Dec 9 - Dec 10

A villa with a swimming pool, surrounded by trees and hills.

13. Castiglion del Bosco, A Rosewood Hotel

Montalcino

KEDARNATH

₩1,351,551 total

includes taxes & fees

Dec 3 - Dec 4

A poolside area with lounge chairs, a table with drinks, and a view of hills.

14. Capanna Suites

Montalcino

Silvana

₩394,485 total

includes taxes & fees

Nov 19 - Nov 20

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

15. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Suelina

₩589,383 total

includes taxes & fees

Nov 12 - Nov 13

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

16. Villa del Sole Siena

Siena City Centre

Lynda

₩189,974 total

includes taxes & fees

Dec 3 - Dec 4

A bedroom with a large bed, a wooden floor, a stone wall, and a bathroom with a bathtub and a shelf with toiletries.

17. Palazzo Lucchini

Montalcino

₩570,738 total

includes taxes & fees

Nov 24 - Nov 25

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

18. Palazzo Ravizza

Siena Historical Center

Roy

₩163,807 total

includes taxes & fees

Dec 7 - Dec 8

A hot tub with a view of a historic building and mountains.

19. Casa Franci Montalcino

Montalcino

Jim

₩347,108 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

20. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

₩151,355 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Compare top hotels in Roccastrada

Valdonica Winery & Vineyard Residence Roccastrada View	Historic Farmhouse Casa del Chiodo Roccastrada View	Country House il Ciliegio Roccastrada View	Mercure Petriolo Siena Terme Spa Hotel 5.0 star property Civitella Paganico View	Conti di San Bonifacio Wine Resort Gavorrano View
9.2 Wonderful 47 reviews	10.0 Exceptional 6 reviews	9.2 Wonderful 7 reviews	8.6 Excellent 267 reviews	9.4 Exceptional 29 reviews
The price is ₩200,530 ₩223,583 total includes taxes & fees Nov 29 - Nov 30	The price is ₩141,755 ₩158,931 total includes taxes & fees Nov 12 - Nov 13	The price is ₩118,056 ₩132,862 total includes taxes & fees Nov 15 - Nov 16	The price is ₩112,504 ₩123,755 total includes taxes & fees Nov 15 - Nov 16	The price is ₩730,242 ₩803,265 total includes taxes & fees Nov 27 - Nov 28
Yes, Breakfast included Yes, Pool Yes, Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet friendly No WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking

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

Top Roccastrada Hotel Reviews

Historic Farmhouse Casa del Chiodo

Roccastrada

10/10 Excellent

The Casa Del Chiodo was the perfect Tuscan B&B experience for us. From the moment Marco greeted us to the amazing multiple course evening meal that owner/chef Paola prepared to the breakfast served by Irene, it was the epitome of Italian hospitality. While the evening meal was extra, it was definitely worth it as it showcased local farm grown and hunted/gathered foods (such as mushrooms, venison and roasted chestnuts). Our room was clean, true to historical construction with modern amenities....

Nita Marie

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Valentin Y.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

KEDARNATH

A stone building with multiple windows and a balcony, surrounded by lush greenery and trees.

Relais Le Macine di Stigliano

Sovicille

10/10 Excellent

Nicholas

A bedroom with a bed, a chair, a table, and a stone wall.

Dimora delle Muse

Montalcino

10/10 Excellent

Anonymous traveler

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

Palazzo Saloni

Montalcino

10/10 Excellent

My husband and I spent 6 fabulous nights here. From the moment I made the reservation, I felt in good hands with great communication about any question I had. The front desk can assist with wine excursions, spa, cooking class and even are connected with a nice local gym you can attend for a small fee. We rented a car and it is a big bonus that this property has on-site parking included in the rate. The Palazzo is located in a prime location, also easy to get in and out which can be tricky in...

Laura

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

Torre del Fuggisole

Siena City Centre

10/10 Excellent

Charles

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Linna

A bakery display with pastries and a coffee station.

B&B Il Corso

Siena City Centre

10/10 Excellent

Laxmi

A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

Residenza d'Epoca Relais Campo Regio

Siena City Centre

10/10 Excellent

christine

Podere Brizio

Montalcino

10/10 Excellent

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

La Posta Hotel & Thermal Spa

San Quirico d'Orcia

10/10 Excellent

Diane

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

10/10 Excellent

Suelina

Capanna Suites

Montalcino

10/10 Excellent

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

A Beautiful and Unique Stay in the Heart of Siena! Our stay at Hotel Palazzetto Rosso was an incredible experience! The atmosphere was absolutely amazing, with stunning medieval architecture that perfectly captures the historic charm of Siena. The hotel beautifully blends its centuries-old character with modern comforts, creating a truly unique and memorable experience. The staff was exceptionally friendly and accommodating, especially when it came to our late arrival. They went above and...

Thomas

A cozy, open-plan restaurant with a wooden interior and a thatched roof.

Agriturismo Sweet Cottage

Grosseto

10/10 Excellent

The accommodations were very nice and the setting was very peaceful. Although our room had an unusual layout, it had everything we needed. Bedding was excellent. Air conditioning worked perfectly. Breakfast and dinners were wonderful. And the staff were SO friendly and helpful! This is convenient to the marina, Castiglione della Pescaia and central Grosseto. Is a great place to relax by the pool all day, go horseback riding or nearby shopping. We will be back!

John

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

Frequently Asked Questions

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 - Adults Only 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?

Valdonica Winery & Vineyard Residence is a top pet-friendly option for your stay. 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?

The Sense Experience Resort - Preferred Hotels & Resorts: Features a children's pool, a seasonal outdoor pool, and a private beach. Also, another option with an onsite pool is Castello di Velona Resort Thermal SPA & Winery. 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 192 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.

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 Hotel Executive and NH Siena. See all available top hotels, or vacation rentals in Roccastrada.

Find hotels in Roccastrada from ₩88,329

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Roccastrada

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Roccastrada hotels

1. Valdonica Winery & Vineyard Residence

2. Historic Farmhouse Casa del Chiodo

3. Valdonica Winery - Chill in Nature Lodge

4. Country House il Ciliegio

5. Le Vie del Mare Camere

6. Mercure Petriolo Siena Terme Spa Hotel

7. Conti di San Bonifacio Wine Resort

8. Palazzo Saloni

9. ADLER Thermae

10. Villa Le Prata - Residenza del Vescovo

11. Podere Brizio

12. Castello di Velona Resort Thermal SPA & Winery

13. Castiglion del Bosco, A Rosewood Hotel

14. Capanna Suites

15. Mastrojanni Relais - Small Luxury Hotels of the World

16. Villa del Sole Siena

17. Palazzo Lucchini

18. Palazzo Ravizza

19. Casa Franci Montalcino

20. Sangallo Park Hotel

Compare top hotels in Roccastrada

Valdonica Winery & Vineyard Residence

Historic Farmhouse Casa del Chiodo

Country House il Ciliegio

Mercure Petriolo Siena Terme Spa Hotel

Conti di San Bonifacio Wine Resort

Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Historic Farmhouse Casa del Chiodo

10/10 Excellent

Frequently Asked Questions

If I need to cancel my hotel reservation in Roccastrada, will I receive a refund?

Where can I learn more about changing or cancelling my trip to Roccastrada?

What is the favorite LGBTQ-friendly hotel in Roccastrada?

What's the best pet-friendly hotel in Roccastrada?

What's the best hotel to stay with easy access to Castello del Belagaio?

What about the best place to stay near I Canaloni del Torrente Farma?

What are some hotels with pools in Roccastrada?

What is the best spa hotel in Roccastrada?

What's the best place to stay near Peretola Airport (FLR)?

What is staying in Roccastrada like?

What should I see while I'm in Roccastrada?

How should I get around Roccastrada?

What's the seasonal weather like in Roccastrada?

Where is the best place to stay in Roccastrada?