Roccastrada

Travel Guide

Castle of Montemassi, Tuscany, Italy
Castle of Montemassi, Tuscany, Italy
Restored old stone house in Montemassi in the province of Grosseto. Tuscany. Italy
Montemassi a fortified village in the province of Grosseto. Tuscany. Italy
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
The price is S$148 per night from 9 Mar to 10 Mar
S$148
9 Mar - 10 Mar
includes taxes & fees
Stay at this business-friendly hotel in Siena. Enjoy free Wi-Fi, free parking and a rooftop terrace. Our guests praise the breakfast and the helpful staff in ...
9.2/10 Wonderful! (1,003 reviews)
Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme ...

Reviewed on 15 Feb, 2026

Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
The price is S$132 per night from 22 Feb to 23 Feb
S$132
22 Feb - 23 Feb
includes taxes & fees
Stay at this business-friendly hotel in Siena. Enjoy free breakfast, free Wi-Fi and room service. Our guests praise the breakfast and the helpful staff in their ...
8.8/10 Excellent! (1,001 reviews)
Perfect location … great quality/value … nice staff

Reviewed on 2 Feb, 2026

Hotel Chiusarelli
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
The price is S$442 per night from 23 Mar to 24 Mar
S$442
23 Mar - 24 Mar
includes taxes & fees
Stay at this luxury hotel in Siena. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (583 reviews)
Exceptional hospitality.

Reviewed on 14 Feb, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 4,939 properties in Roccastrada
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.
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13 Siena SI
Stay at this residence in Siena. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (196 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 31 Dec, 2025

Il Battistero Siena - Residenza d'Epoca
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
Casanova - Panoramic Rooms and Suites
Bosco della Spina

Bosco della Spina

via della Tinaia 13 Murlo SI
Stay at this business-friendly residence in Murlo. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Castello di Montepescini and La Porta ...
9.6/10 Exceptional! (169 reviews)
Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing.

Reviewed on 30 Oct, 2025

Bosco della Spina
See all properties in Roccastrada
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.

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.

Podere Ristella Vineyards and Winery

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.

I Canaloni del Torrente Farma

Castello del Belagaio

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

Castello del Belagaio

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.

Church of San Nicola

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.

Sassoforte Castle

Castello di Torniella

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

Castello di Torniella

Things to do

From Fiumicino Airport: 1-Way Bus Transfer to Paganico

From Fiumicino Airport: 1-Way Bus Transfer to Paganico

S$14
per adult
From Fiumicino Airport: 1-Way Bus Transfer to Paganico
La Maliosa Farm Experience & Wine Tasting

La Maliosa Farm Experience & Wine Tasting

S$68
per adult
100% of travellers recommend
La Maliosa Farm Experience & Wine Tasting
Welcome to Casale del Bosco

Welcome to Casale del Bosco

S$53
per adult
Welcome to Casale del Bosco
Brio

Truffle Hunting Tuscany Siena

S$149
per adult
Truffle Hunting Tuscany Siena
The Private Challenge of the Crus

The Private Challenge of the Crus

S$113
per adult
The Private Challenge of the Crus
Fly Brunello - Heli Wine Tour

Fly Brunello - Heli Wine Tour

S$11,565
per traveller
Fly Brunello - Heli Wine Tour
See all activities in Roccastrada