Top 10 Hotels in Roccastrada from ￥10,327 - Competitive Prices

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Roccastrada

Pet friendly

Apartment

Pool

Villa

Spa

Hot tub

Family friendly

Waterpark

Farm

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Roccastrada hotels

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

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.

A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.

1. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

￥13,249

￥15,115 total

includes taxes & fees

Oct 25 - Oct 26

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

A gazebo with a stone wall and a lamp post in a park setting.

A stone building with a wooden door, green shutters, and two potted plants.

A dining table set with wine glasses and a vase with flowers, a fireplace with a fire, and a stone wall.

2. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

￥15,759

￥17,695 total

includes taxes & fees

Oct 6 - Oct 7

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.

3. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Alice

￥16,058

￥18,024 total

includes taxes & fees

Sep 27 - Sep 28

A spacious dining area with a large table and chairs, stone walls, and a view of the 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 balcony with two wooden chairs overlooking a vineyard and distant mountains.

A swimming pool with a view of a valley and mountains.

4. 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

￥23,433

￥26,317 total

includes taxes & fees

Sep 28 - Sep 29

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.

5. Country House il Ciliegio

Roccastrada

Maaike

￥13,499

￥15,209 total

includes taxes & fees

Oct 23 - Oct 24

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.

6. Valdonica Winery - Chill in Nature Lodge

Roccastrada

￥28,320

￥31,512 total

includes taxes & fees

Oct 25 - Oct 26

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 bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.

7. Le Vie del Mare Camere

Ribolla

￥18,718

￥20,590 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with a view of a hilltop castle.

A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

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.

8. Agriturismo Podere Ristella - Wine&Food

Roccastrada

"Non lasciarsi ingannare dalle foto, la struttura è fatiscente. L'alloggio non è adatto a bambini in quanto ha delle scale ripide" dove sono caduti senza passamano, e tutto nell'incuria, doccia bagni finestre cucina caldaia, sicuramente c'è molto verde ma non si può girare a piedi, è silenzioso, si paga tutto pure la carbonella per i barbecue, sembra più architettato per finire di costruire la struttura coi soldi dei malcapitati, infatti nessuno chiede se serve qualcosa ma si apprestano solo la...

eugenio

￥12,482

￥17,695 total

includes taxes & fees

Oct 9 - Oct 10

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

A living room with a wooden ceiling, a sofa, a dining table with chairs, a television, and a cabinet.

A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.

A pathway leading to a building with a stone-tiled entrance and a wooden door.

9. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

￥11,204

￥14,486 total

includes taxes & fees

Oct 23 - Oct 24

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

A large, multi-story building with a swimming pool, surrounded by lush greenery.

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.

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

￥13,513

￥14,865 total

includes taxes & fees

Sep 29 - Sep 30

A breakfast table with a variety of fruits, a vase of flowers, and a lamp in the background.

A modern living room with a white sofa, a flat-screen TV, and potted plants.

A row of bicycles parked outside a building with a sign that reads "BAR".

A balcony with a table, chairs, and a view of a street with buildings.

11. Hotel La Pineta

Follonica

christian vase

￥10,784

￥12,584 total

includes taxes & fees

Oct 25 - Oct 26

A room with a view of a cityscape, featuring a pool, a table with candles, and two chairs.

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.

An outdoor dining area with tables and chairs under a canopy, surrounded by greenery and buildings.

12. Hotel Airone

Grosseto

Lisa

￥15,135

￥17,460 total

includes taxes & fees

Oct 3 - Oct 4

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 large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

13. SI Montalcino Hotel

Montalcino

Sam

￥18,704

￥24,718 total

includes taxes & fees

Oct 25 - Oct 26

A clear swimming pool with lounge chairs and a covered seating area.

A compact room with a bunk bed, a small table, a chair, and a TV mounted on the wall.

A modern room with a built-in hot tub, a dining area, and a cozy seating area with a fireplace.

A table set with two glasses of a clear beverage, various desserts, and a small bowl of nuts.

14. Terre Dell'Amore

Grosseto

￥10,368

￥11,405 total

includes taxes & fees

Oct 19 - Oct 20

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

15. Borgo Santo Pietro

Chiusdino

Rachel

￥280,097

￥309,908 total

includes taxes & fees

Oct 24 - Oct 25

A hot tub with a central platform and candles.

A modern interior with a large arched window, a reflective surface, and potted plants.

A table with a glass of white wine, a glass of iced tea, and a variety of appetizers on a balcony overlooking a scenic view during sunset.

A spacious lobby with a central coffee table, seating area, and decorative wall art.

16. Grand Hotel Impero - Wellness & Exclusive SPA

Castel del Piano

Lynn

￥12,825

￥14,829 total

includes taxes & fees

Oct 21 - Oct 22

A modern lobby with a reception desk, a globe, seating area, and large windows.

A modern lobby with teal sofas, a coffee table, and a wall-mounted lamp.

A modern dining area with tables and chairs, a reception desk, and a buffet counter.

A modern lobby with a teal sofa, a large abstract wall art, two standing lamps, and a Christmas tree.

17. Hotel Nuova Grosseto

Grosseto

Karen

￥14,216

￥16,287 total

includes taxes & fees

Oct 13 - Oct 14

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

18. Hotel Borgo Antico

Monteroni d'Arbia

Charles

￥16,713

￥19,285 total

includes taxes & fees

Sep 27 - Sep 28

A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

A buffet table with various breakfast items including pastries, fruits, and beverages.

A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.

A poolside area with lounge chairs, a lifebuoy, and a stone wall.

19. Hotel La Colonna

Siena

Arik

￥9,212

￥11,034 total

includes taxes & fees

Oct 16 - Oct 17

A couple standing in a spacious room with a large window overlooking a vineyard.

A coastal town with a marina, historic buildings, and a prominent church on a hill.

A dining area with blue patterned chairs, a wooden table, and a mural of a beach scene.

A seaside view from a terrace with a table set for a meal, overlooking a marina with boats and a beach in the background.

20. Hotel L'Approdo

Castiglione della Pescaia

Ernesto

￥14,594

￥16,919 total

includes taxes & fees

Oct 11 - Oct 12

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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

Top Roccastrada Hotel Reviews

Corte Francigena - Apartments

10/10 Excellent

"The unit is very clean, awesome breakfast, beautiful view"

Hotel Chiusarelli

10/10 Excellent

"Got a lot of great help from the staff !"

Grand Hotel Bastiani

10/10 Excellent

"Great location inside the city walls to explore Grosetto. Lots of great restaurants."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"

Palazzo Ravizza

10/10 Excellent

"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"

NH Siena

10/10 Excellent

"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

More cheap stays in Roccastrada

Cannon d'Oro

Via Montanini 28 Siena SI

￥8,569

￥10,327 total

Oct 25 - Oct 26

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

￥15,528

￥17,982 total

Sep 27 - Sep 28

includes taxes & fees

7.8/10 Good! (440 reviews)

Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR

￥17,433

￥19,772 total

Sep 25 - Sep 26

includes taxes & fees

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

￥23,173

￥26,392 total

Oct 12 - Oct 13

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

￥24,791

￥28,171 total

Sep 30 - Oct 1

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

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

What's the top vacation rental in Roccastrada?

Casa Viale Italia - homely house with direct access to the sandy beach: This vacation home rental near Roccastrada is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all 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's the best place to stay for couples in Roccastrada?

Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p is a favorite country house for couples, and features free WiFi and a garden. Other good choices for a stay with your sweetheart include Apartment Farmhouse between Siena and the sea relax pool WiFi 1 room 2-4p and Apartment Farmhouse between Siena and the Sea relax swimming pool WiFi 1 room 2-4 P. See all romantic hotels in Roccastrada.

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?

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's the best place to stay in Roccastrada to learn about local history?

Based on our travel expertise, Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p is a top country house for history seekers booking on Expedia, and it features free WiFi and laundry facilities. Other choices close to historic sites include Apartment Farmhouse between Siena and the sea relax pool WiFi 1 room 2-4p and Apartment Farmhouse between Siena and the Sea relax swimming pool WiFi 1 room 2-4 P. Also Castello del Belagaio and Sassoforte Castle are a couple of local landmarks worth a visit. See more options for historical stays in Roccastrada.

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 most popular hotel in Roccastrada with a water park on-site or close by?

AGRITURISM IL GIGLIO DI S.ANTONIO WITH GARDEN FOR ANIMAL AND PRIVATE POOL is a favorite water park hotel in RoccastradaAnother top water park hotel you might want to consider is Apartment in the heart of the Tuscan Maremma.... Check out all hotels with or near waterparks 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 195 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.

Explore a world of travel with Expedia

Montalcino Vacations

Book Hotels in Roccastrada on Expedia.it

Find hotels in Roccastrada from ￥10,327

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. La Melosa Resort & Spa - Adults Only

2. Historic Farmhouse Casa del Chiodo

3. Agriturismo Tenuta di Montemassi La Fattoria

4. Valdonica Winery & Vineyard Residence

5. Country House il Ciliegio

6. Valdonica Winery - Chill in Nature Lodge

7. Le Vie del Mare Camere

8. Agriturismo Podere Ristella - Wine&Food

9. Agriturismo Benvenuti

10. Mercure Petriolo Siena Terme Spa Hotel

11. Hotel La Pineta

12. Hotel Airone

13. SI Montalcino Hotel

14. Terre Dell'Amore

15. Borgo Santo Pietro

16. Grand Hotel Impero - Wellness & Exclusive SPA

17. Hotel Nuova Grosseto

18. Hotel Borgo Antico

19. Hotel La Colonna

20. Hotel L'Approdo

Stay near popular Roccastrada attractions

I Canaloni del Torrente Farma

Podere Ristella Vineyards and Winery

Castello del Belagaio

Sassoforte Castle

Church of San Nicola

Castello di Torniella

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Corte Francigena - Apartments

Hotel Chiusarelli

Grand Hotel Bastiani

Castello di Velona Resort Thermal SPA & Winery

Palazzo Ravizza

NH Siena

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Castiglion del Bosco, A Rosewood Hotel

More cheap stays in Roccastrada

Cannon d'Oro

Piccolo Hotel Etruria

Mediterraneo RTA

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app