Title: Visit Roccastrada: Best of Roccastrada Tourism | Expedia Travel Guide - Expedia.ca

[Hotels in Roccastrada](https://expedia.ca/Roccastrada-Hotels.d601758.Travel-Guide-Hotels)[Vacation Rentals in Roccastrada](https://expedia.ca/Roccastrada-Vacation-Rentals.d601758.Travel-Guide-VacationRentals)[Roccastrada Car Rentals](https://expedia.ca/Car-Rentals-In-Roccastrada.d601758.Car-Rental-Guide)[Roccastrada Vacation Packages](https://expedia.ca/Roccastrada.d601758.Destination-Travel-Guides)

# Roccastrada

## Travel Guide

![Castle of Montemassi, Tuscany, Italy](https://images.trvl-media.com/place/601758/b177ea3b-d73b-423c-ada5-9c658c881e58.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Castle of Montemassi, Tuscany, Italy](https://images.trvl-media.com/place/601758/b177ea3b-d73b-423c-ada5-9c658c881e58.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Restored old stone house in Montemassi in the province of Grosseto. Tuscany. Italy](https://images.trvl-media.com/place/601758/7123c6a0-ae1c-405b-b84a-0322e2172403.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Montemassi a fortified village in the province of Grosseto. Tuscany. Italy](https://images.trvl-media.com/place/601758/cbd46b19-911c-4035-8de4-1eccc9e0b9ee.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -](https://images.trvl-media.com/place/601758/c011ef90-987c-4f91-a667-267f1110507c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Roccastrada

Things to do

- Roccastrada Hotel Deals
- Vacation Rentals in Roccastrada

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Athena

P Mascagni 55 Siena SI

CA $129

CA $150 total

Mar 3 - Mar 4

includes taxes & fees

Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (1,000 reviews)

Great hotel, beautiful view and excellent service from the personnel.

Reviewed on Jan 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=601758)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

CA $405

CA $462 total

Mar 2 - Mar 3

includes taxes & fees

Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

9.2/10 Wonderful! (579 reviews)

Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property.

Reviewed on Jan 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=796662&PinnedHotelID=796662&HadPinnedHotel=true&regionId=601758)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Chiusarelli

Viale Curtatone 15 Siena SI

CA $108

CA $124 total

Feb 27 - Feb 28

includes taxes & fees

Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

8.8/10 Excellent! (987 reviews)

The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!

Reviewed on Dec 21, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true&regionId=601758)

[See all 4,842 properties in Roccastrada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&regionId=601758)

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.

![Tenuta Di Litiano With Pool, Roccastrada, Italy](https://images.trvl-media.com/lodging/60000000/59640000/59631100/59631084/3d6402dc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Tenuta Di Litiano With Pool, Roccastrada, Italy

 Roccastrada 

Stay at this villa in Roccastrada. Enjoy free WiFi, private pools, and a garden.

[](https://expedia.ca/Roccastrada-Hotels-Tenuta-Di-Litiano-With-Pool.h59631084.Hotel-Information)

![Agriturismo Campo al Crognolo.](https://images.trvl-media.com/lodging/38000000/37270000/37266800/37266777/d3a1744b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Agriturismo Campo al Crognolo.

 Sassofortino Toscana

Stay at this vacation home in Roccastrada. Enjoy private pools, a garden, and laundry facilities. Popular attractions Sassoforte Castle and Podere Ristella Vineyards ...

8.6/10 Excellent! (20 reviews)

The olive grove, a peaceful

The tranquility and beauty of the place are everything

Reviewed on Aug 9, 2025

[](https://expedia.ca/Roccastrada-Hotels-Agriturismo-Campo-Al-Crognolo.h37266777.Hotel-Information)

![Il Battistero Siena - Residenza d'Epoca](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/ea8090b4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13 Siena SI

Stay at this residence in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.6/10 Exceptional! (195 reviews)

Excellent service! Great communication. A beautiful set up for our family with two rooms. Very accommodating and we loved the slippers. Elevator was great for luggage. A must stay in a beautiful and centrally located area.

Reviewed on Dec 31, 2025

[](https://expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

[See all properties in Roccastrada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=601758&sort=VACATION_RENTAL)

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.

## Check Roccastrada hotel availability

[Tonight

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=2026-02-06&endDate=2026-02-07)[Feb 6 - Feb 7](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=2026-02-06&endDate=2026-02-07)

[Tomorrow night

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=2026-02-07&endDate=2026-02-08)

[This weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026)[Feb 6 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=601758&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026)

### Popular places to visit

#### 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. 

[](https://expedia.ca/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.Vacation-Attraction)

#### I Canaloni del Torrente Farma

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. 

[](https://expedia.ca/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction)

#### Castello del Belagaio

You can find out about the history of Roccastrada with a trip to Castello del Belagaio. Discover the area's countryside and wineries. 

[](https://expedia.ca/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction)

#### Church of San Nicola

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. 

[](https://expedia.ca/Church-Of-San-Nicola-Roccastrada.d553248621532497684.Vacation-Attraction)

#### Castello di Torniella

After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella. 

[](https://expedia.ca/Castello-Di-Torniella-Roccastrada.d982579348374679552.Vacation-Attraction)

#### Sassoforte Castle

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. 

[](https://expedia.ca/Sassoforte-Castle-Roccastrada.d685924565073498112.Vacation-Attraction)

### Things to do

![La Maliosa Farm Experience & Wine Tasting](https://mediaim.expedia.com/localexpert/44638298/2d7ee171-839d-48ec-b768-c660cead2473.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### La Maliosa Farm Experience & Wine Tasting

CA $73

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/la-maliosa-farm-experience-wine-tasting.a44638298.activity-details)

![Welcome to Casale del Bosco](https://mediaim.expedia.com/localexpert/49075566/38f4ac08-b80d-4ccf-bb46-3f53fdc0db59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Welcome to Casale del Bosco

CA $57

per adult

[](https://expedia.ca/things-to-do/welcome-to-casale-del-bosco.a49075566.activity-details)

![The Private Challenge of the Crus](https://mediaim.expedia.com/localexpert/49151397/8bceb296-2c45-41d1-bf0a-6bcb4ee118bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Private Challenge of the Crus

CA $121

per adult

[](https://expedia.ca/things-to-do/the-private-challenge-of-the-crus.a49151397.activity-details)

[See all activities in Roccastrada](https://expedia.ca/Things-To-Do-In-Roccastrada.d601758.Travel-Guide-Activities)

## Cities near Roccastrada

![Porto Ercole village and boats in harbor in a sea bay. Aerial view. Monte Argentario, Maremma Grosseto Tuscany, Italy, Shutterstock ID 583938877, SF SSA Case with Manager Approval: Case 07151371, Job:](https://images.trvl-media.com/place/7512/691e9998-8560-43fd-8d57-b4774baf1617.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Grosseto

![Massa Marittima showing heritage architecture as well as a large group of people](https://images.trvl-media.com/place/6034961/a3912cc3-d920-46fa-9771-1589748c79a2.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Massa Marittima

## Explore a world of travel with Expedia

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- [Things to do in Campagnatico ](https://www.expedia.ca/Things-To-Do-In-Campagnatico.d6046357.Travel-Guide-Activities)
- [Things to do in Civitella Paganico ](https://www.expedia.ca/Things-To-Do-In-Civitella-Paganico.d6059330.Travel-Guide-Activities)
- [Things to do in Paganico ](https://www.expedia.ca/Things-To-Do-In-Paganico.d6047023.Travel-Guide-Activities)

- Cities near Roccastrada
- Places of interest

[Grosseto](https://expedia.ca/Grosseto.dx7512)[Massa Marittima](https://expedia.ca/Massa-Marittima.dx6034961)[Roccatederighi](https://expedia.ca/Roccatederighi.dx6049327)[Tatti](https://expedia.ca/Tatti.dx6361459)[Sticciano](https://expedia.ca/Sticciano.dx3000026145)

- [Tenuta Greppo Franco Biondi Santi ](https://expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)
- [Fortress of Montalcino ](https://expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction)
- [Fortezza Medicea ](https://expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction)

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