Find a Bed and Breakfast in Roccastrada from CA $45

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Roccastrada bed & breakfast

A restaurant with outdoor seating, a bar area, and a view of the landscape.

1. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
"Ras"
France
jean
The price is CA $102
CA $115 total
includes taxes & fees
Nov 11 - Nov 12
B&B da Nada Locanda Toscana
A group of people dining at a table with a view of a valley and mountains.

2. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is CA $219
CA $244 total
includes taxes & fees
Nov 8 - Nov 9
Valdonica Winery - Chill in Nature Lodge
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

3. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is CA $154
CA $170 total
includes taxes & fees
Nov 16 - Nov 17
Le Vie del Mare Camere
An outdoor patio with wicker furniture, potted plants, and a brick building in the background.

4. Locanda nel Cassero

Locanda nel Cassero
Civitella Paganico
9.4 out of 10, Exceptional, (6 reviews)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is CA $122
CA $134 total
includes taxes & fees
Dec 2 - Dec 3
Locanda nel Cassero
A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

5. PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
8.4 out of 10, Very good, (8 reviews)
"Very nice place. Good king size bed and wonderful sheets. Breakfast was really fresh too, with delicious pastries. Awesome view in the valley, however we had an upgraded suite. AC was very welcome, it was 36C outside. I would recommend this one to all my friends. Also location was great, very central and a lot of restaurants close by."
United States
Ronny P
The price is CA $141
CA $168 total
includes taxes & fees
Nov 14 - Nov 15
PALAZZO DEL CARDINALE
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

6. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (64 reviews)
"Clean room and beautiful Suite. Breakfast was excellent!"
United States
Tracey
The price is CA $171
CA $195 total
includes taxes & fees
Nov 8 - Nov 9
L'Orto delle Terme
A bedroom with a bed, a chair, a table, and a stone wall.

7. Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (76 reviews)
"The breakfast was great. Sara and Michele are great hosts and have great recommendations for their guests. Very good place to stay. "
United States
Bradley N.
The price is CA $254
CA $292 total
includes taxes & fees
Nov 6 - Nov 7
Dimora delle Muse
A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

8. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Montalcino
8.6 out of 10, Excellent, (19 reviews)
"Experience is good. But the staff sometimes don’t reply. 😂"
United States
Yuanjun
The price is CA $45
CA $59 total
includes taxes & fees
Nov 8 - Nov 9
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
A wooden bench with a cushion, a stone wall, and a planter with flowers.

9. B&B Monte Di Bù

B&B Monte Di Bù
Campagnatico
8.8 out of 10, Excellent, (10 reviews)
"This B&B was AMAZING !! Our room was wonderful and the swimming pool was great and our breakfast was delicious 😋 but our favorite thing was meeting precious Antoinette and her boys !! We highly recommend staying here !!"
United States
Mark
The price is CA $102
CA $112 total
includes taxes & fees
Dec 5 - Dec 6
B&B Monte Di Bù
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

10. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (346 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is CA $165
CA $188 total
includes taxes & fees
Dec 3 - Dec 4
Relais degli Angeli
A cozy, open-plan restaurant with a wooden interior and a thatched roof.

11. Agriturismo Sweet Cottage

Agriturismo Sweet Cottage
Grosseto
9.8 out of 10, Exceptional, (37 reviews)
"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!"
United States
John
The price is CA $119
CA $131 total
includes taxes & fees
Nov 6 - Nov 7
Agriturismo Sweet Cottage
A bedroom with a large bed, a wooden floor, a stone wall, and a bathroom with a bathtub and a shelf with toiletries.

12. Palazzo Lucchini

Palazzo Lucchini
Montalcino
The price is CA $573
CA $646 total
includes taxes & fees
Dec 2 - Dec 3
Palazzo Lucchini
A hot tub with a view of a historic building and mountains.

13. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
"Fantastic accommodations, friendly and helpful staff"
United States
Jim
The price is CA $316
CA $363 total
includes taxes & fees
Nov 7 - Nov 8
Casa Franci Montalcino
An outdoor dining area with white tables and chairs, a white canopy, and a view of a hillside with trees and a building in the background.

14. B&B Porta Castellana

B&B Porta Castellana
Montalcino
10.0 out of 10, Exceptional, (44 reviews)
"Amazing stay with Dida! We will be back. Grazie Mille!"
United States
Val
The price is CA $261
CA $300 total
includes taxes & fees
Nov 9 - Nov 10
B&B Porta Castellana
Room

15. La Dimora di Roberta

La Dimora di Roberta
Montalcino
7.0 out of 10, Good, (2 reviews)
"Very nice, perfect location. Great breakfast and snacks available. Sunset patio…wine nearby…."
Canada
Paul
The price is CA $188
CA $213 total
includes taxes & fees
Nov 12 - Nov 13
La Dimora di Roberta
A bedroom with a bed, a bedside table with a lamp, a hanging plant, a radiator, a window with curtains, and a chair.

16. Locanda Chic B&B

Locanda Chic B&B
Grosseto
The price is CA $140
CA $154 total
includes taxes & fees
Nov 7 - Nov 8
Locanda Chic B&B
A stone building with a courtyard, featuring a central archway and a tiled roof.

17. Il Canto del Sole

Il Canto del Sole
Monteroni d'Arbia
10.0 out of 10, Exceptional, (24 reviews)
"Lovely place! Beautiful grounds and buildings. The kindest and most welcoming owners. Very delicious array of homemade pastries, breads, and other breakfast items. "
United States
Corinna
Il Canto del Sole
A tray with various tea and coffee products, including brands like Sognidoro, Prince of Wales Tea, and Nescafé Gold.

18. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (62 reviews)
"Great stay."
Canada
Albert
The price is CA $88
CA $103 total
includes taxes & fees
Nov 30 - Dec 1
B&B San Francesco
A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

19. Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is CA $125
CA $140 total
includes taxes & fees
Nov 6 - Nov 7
Palazzo delle Erbe
A narrow hallway leading to a bedroom with a four-poster bed, a wooden wardrobe, and a chandelier.

20. All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
4.6 out of 10, (4 reviews)
"The location was perfect, easy walk from parking and easy walk to all the sites. The check in is completely online and there are no onsite staff. If you message the staff are responsive. The bedroom was great and cool, although no air on. The shared bathroom was large, but shower could have been better cleaned and maintained. Although the name suggests it is a bed & breakfast, there is no breakfast included, however, there are plenty of cafes just downstairs."
Australia
William
The price is CA $82
CA $97 total
includes taxes & fees
Nov 18 - Nov 19
All'Ombra della Torre
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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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
An ancient stone tower with a view of rolling hills and fields in the background.

Top reviews in Roccastrada

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

Casa Franci Montalcino

Casa Franci Montalcino
Montalcino

10/10 Excellent

Beautiful room, clean and smell the spa. Friendly and helpful staff. Very nice welcome gifts. I recommend!!
Canada
Emilie
Reviewed October 10, 2026
Casa Franci Montalcino

Frequently Asked Questions

Searching for B&Bs in Roccastrada?

Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and looking to chat with locals, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery are worth a stop.

Why choose B&Bs instead of traditional hotels?

Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful dining room, the little details are what make bed and breakfasts a fun place to get away.

What are the top B&Bs in Roccastrada?

Here is a B&B that guests like in the surrounding area: Casa Franci Montalcino : 11 rooms. Situated 16.6 mi (26.7 km) from the heart of Roccastrada. Enjoy the free full breakfast and onsite dining.

How many Bed & Breakfasts will I find in Roccastrada?

Expedia has 7 B&Bs for your stay in Roccastrada.

What's the best time of year to book my B&B in Roccastrada?

When you're dreaming of a getaway to Roccastrada, year-round temperatures and rainfall may be important factors to consider. 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.

What is there to do in Roccastrada?

Spend some time exploring I Canaloni del Torrente Farma and Val di Merse if you're hoping to see some of the area's natural features. You might put Podere Ristella Vineyards and Winery and Castello del Belagaio on your list if you want to see more of the area.

How can I get to and around Roccastrada?

Planning your excursions in and around Roccastrada is easier with these transportation options. To see more of the surrounding area, ride one of the trains from Roccastrada Station or Sticciano Station. If you'd like to venture out around the area, consider renting a car to take in more sights.