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Top Roccastrada hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$1,807 nightly
The price is $1,999 total per night from Oct 18 to Oct 19
$1,999 total
Oct 18 - Oct 19
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well ..."

Reviewed on Sep 30, 2026

Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Oct 15 to Oct 16
$145 total
Oct 15 - Oct 16
Total with taxes and fees
Hot springs and a restaurant are featured at this smoke-free bed & breakfast. Unwind with a drink at the bar/lounge and enjoy perks like free buffet breakfast ...
"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."

Reviewed on Sep 26, 2026

Opens in a new windowL'Orto delle Terme
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Nov 1 to Nov 2
$153 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."

Reviewed on Sep 29, 2026

Opens in a new windowHotel Athena
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Nov 1 to Nov 2
$96 total
Nov 1 - Nov 2
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a library, and dry cleaning ...
"Clean, well maintained property that you’ll feel safe spending the night."

Reviewed on Sep 12, 2026

Opens in a new windowHotel Italia
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
$122 nightly
The price is $138 total per night from Nov 3 to Nov 4
$138 total
Nov 3 - Nov 4
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free buffet breakfast is ...
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

Reviewed on Sep 25, 2026

Opens in a new windowHotel Chiusarelli
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1 Siena SI
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Nov 1 to Nov 2
$124 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, dry cleaning, and luggage storage are also offered.
Opens in a new windowNH Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$399 nightly
The price is $446 total per night from Nov 2 to Nov 3
$446 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is ...
Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Viale Italia 315 Follonica GR
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $251 total per night from Oct 9 to Oct 10
$251 total
Oct 9 - Oct 10
Total with taxes and fees
A private beach, 3 restaurants, and an outdoor tennis court are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a ...
Opens in a new windowThe Sense Experience Resort - Preferred Hotels & Resorts
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Nov 2 to Nov 3
$156 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Opens in a new window Palazzo Ravizza
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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.

Roccastrada Hotel & Travel Guide\n

For those wanderers that are wanting to stay near the heart and soul of Roccastrada, Travelocity offers a limited number of accommodation options that are sure to please. Roccastrada boasts 5 hotels and apartments, all within an easy commute to its central area.

There are just a small number of Travelocity-listed hotels within walking distance from the downtown precinct of Roccastrada. The Valdonica Winery & Vineyard Residence is an ideal choice as it's just 2 miles (3 kilometers) away.

14 miles (22 kilometers) away from the heart of Roccastrada, you will find the Castello Banfi - Il Borgo. The Relais Borgo Santo Pietro can be found 10 miles (16 kilometers) away. You could also choose to check in to the Castello Di Vicarello or the L'Andana.

After you have enjoyed Roccastrada, you should leave time to discover the many other delights of the Tuscany area. Enjoy Tuscany's rural landscapes, beaches and coastal plains. You should also go to many of the region's ruins, castles and traditional villages. Tireless travelers might also throw themselves into snowboarding, skiing and snow shoeing in the area.

Pitigliano is 40 miles (61 kilometers) southeast of Roccastrada and features Duomo di Pitigliano and Pitigliano Civic Archaeological Museum of Etruscan Civilization. If you want to visit Pitigliano, check out the Sovana Hotel & Resort and Etruscan House. 17 miles (28 kilometers) to the southwest of Roccastrada, you'll find Scarlino, which boasts the Resort Baia Scarlino and Relais Vedetta. The Castello di Scarlino and Cala Violina are more popular attractions to check out should you visit Scarlino.

Just because you and your traveling partners are visiting somewhere new, who's to say you can't expand your love for a day of sports. You can find Stadio Artemio Franchi 55 miles (88 kilometers) to the north of Roccastrada. Travelocity readers who like the convenience of booking a room close by, make a reservation in the Four Seasons Hotel Firenze or The St. Regis Florence.

Peretola Airport is a primary airport for those arriving by air to Roccastrada. You can find it 55 miles (90 kilometers) away. For wise travelers who have plans to find a base nearby, enquire about Torre di Bellosguardo or Sina Villa Medici.

Frequently asked questions

What are the top kid-friendly hotels in Roccastrada?
Family trips are where treasured memories are made, but it's no secret that traveling with youngsters can be tricky. These kid-friendly Roccastrada hotels offer perks designed to keep old and young alike comfortable and happy: Agriturismo Welcome - Apartment Casa Padronale will help make your next trip the most memorable one yet. It features a range of nice touches, such as a nearby beach and a sauna. Also check out the deals at Vacation home La Fornace in Roccastrada - 6 persons, 2 bedrooms. It offers a barbecue grill, internet access and plenty of opportunities for family time.
Where can I find cheap hotels in Roccastrada?
At Travelocity you'll find really nice hotels in Roccastrada at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Roccastrada rather than in Roccastrada. We may find you even better rates, too.
How do I find the best Roccastrada hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Roccastrada then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Roccastrada?
The cheapest hotel in Roccastrada is $96. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Roccastrada?
There are 5,089 hotels in Roccastrada on Travelocity.
What are the best hotels in Roccastrada?
Roccastrada has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Roccastrada for you!
When is the best time to visit Roccastrada?
If you want the joy of a fun-filled trip in peak season, visit Roccastrada during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Roccastrada?
Based on historic data is usually the cheapest month to visit Roccastrada. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Roccastrada?
There are multiple hotels in Roccastrada that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Roccastrada. We have plenty of kid-friendly hotels in Roccastrada to choose from on Travelocity!
Why book a hotel in Roccastrada through Travelocity?
Because we have the top hotels in Roccastrada! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Roccastrada on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Roccastrada hotel reviews by fellow wanderers

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
A verified traveler stayed at Castiglion del Bosco, A Rosewood Hotel
Castiglion del Bosco, A Rosewood Hotel

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