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Dec 5 - Dec 6
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Dec 6 - Dec 7
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Compare 4,933 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cribs/infant beds
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Roccastrada
The price is ￥13,842
￥15,227 total
includes taxes & fees
Dec 9 - Dec 10
Historic Farmhouse Casa del Chiodo
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Roccastrada
9.4 out of 10, Exceptional, (28)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Exterior
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

Roccastrada
9.4 out of 10, Exceptional, (15)
"Ras"
France
jean
The price is ￥8,964
￥9,860 total
includes taxes & fees
Dec 9 - Dec 10
B&B da Nada Locanda Toscana
Seasonal outdoor pool, pool umbrellas, sun loungers
Country House il Ciliegio

Country House il Ciliegio

Roccastrada
9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ￥13,430
￥14,773 total
includes taxes & fees
Dec 9 - Dec 10
Country House il Ciliegio
Terrace/patio
Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge

Roccastrada
The price is ￥27,104
￥29,815 total
includes taxes & fees
Dec 22 - Dec 23
Valdonica Winery - Chill in Nature Lodge
Property grounds
Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II

4.0 star property
Grosseto
8.8 out of 10, Excellent, (258)
"Really nice pool"
Canada
renaud
The price is ￥14,925
￥16,418 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Terme Marine Leopoldo II
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥18,094
￥19,903 total
includes taxes & fees
Dec 8 - Dec 9
Mercure Petriolo Siena Terme Spa Hotel
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
Montalcino
9.0 out of 10, Wonderful, (339)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, outdoor pool, sun loungers
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

4.0 star property
Gavorrano
8.8 out of 10, Excellent, (127)
"Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms"
United States
Assan
Montebelli Agriturismo & Country Hotel
Restaurant
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (744)
"We enjoyed our stay here."
United States
LAURIA
The price is ￥15,396
￥17,478 total
includes taxes & fees
Dec 5 - Dec 6
Palazzo Ravizza
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (573)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ￥37,832
￥42,701 total
includes taxes & fees
Dec 22 - Dec 23
Grand Hotel Continental Siena – Starhotels Collezione
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is ￥64,486
￥71,839 total
includes taxes & fees
Dec 10 - Dec 11
La Posta Hotel & Thermal Spa
Jetted tub
Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is ￥12,870
￥14,881 total
includes taxes & fees
Dec 16 - Dec 17
Grand Hotel Impero - Wellness & Exclusive SPA
Rooftop terrace
Villa del Sole Siena

Villa del Sole Siena

Siena City Centre
9.8 out of 10, Exceptional, (625)
"Beautiful small hotel with an exceptional staff. "
United States
Raymond
The price is ￥22,337
￥25,114 total
includes taxes & fees
Dec 14 - Dec 15
Villa del Sole Siena
Lobby
Hotel Chiusarelli

Hotel Chiusarelli

3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1001)
"Lovely staff and great location with a quiet, comfortable room."
United States
Katherine
The price is ￥15,315
￥17,390 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Chiusarelli
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
Hotel Airone

Hotel Airone

4.0 star property
Grosseto
8.4 out of 10, Very Good, (109)
"Loved the hot tub area! "
United States
Robert
The price is ￥18,752
￥20,626 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Airone
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is ￥196,506
￥217,968 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Castiglion del Bosco, A Rosewood Hotel
Front of property
Grand Hotel Bastiani

Grand Hotel Bastiani

4.0 star property
Grosseto
8.6 out of 10, Excellent, (222)
"Excellent hotel with a premium location"
United States
Pedro
The price is ￥13,975
￥15,373 total
includes taxes & fees
Dec 8 - Dec 9
Grand Hotel Bastiani
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Montalcino
9.8 out of 10, Exceptional, (16)
"Would stay here again."
United States
Martin
The price is ￥35,753
￥41,137 total
includes taxes & fees
Dec 18 - Dec 19
Drogheria & Locanda Franci
Front of property
Albergo Le Terme

Albergo Le Terme

4.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (68)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is ￥56,847
￥63,436 total
includes taxes & fees
Dec 5 - Dec 6
Albergo Le Terme
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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Stay near popular Roccastrada attractions

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.
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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.
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
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -

Top Roccastrada Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"
ROGERIO 5-night trip
Posted 4 days ago
Hotel Certosa Di Maggiano

More cheap stays in Roccastrada

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is ￥12,633 per night from Dec 8 to Dec 9
￥12,633
￥14,439 total
Dec 8 - Dec 9
includes taxes & fees
7.8/10 Good! (388 reviews)

Frequently asked questions

Where is the best place to stay in Roccastrada?
Hotel Athena, located 3.7 mi (5.9 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 Palazzo Ravizza and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Roccastrada.
What's the top vacation rental in Roccastrada?
Agriturismo Campo al Crognolo.: Visitors like this Roccastrada vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of books so you can immerse yourself in your vacation. 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 is the favorite LGBTQ-friendly hotel in Roccastrada?
La Melosa Resort & Spa 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. Two other good options to stay with your pet include Valdonica Winery & Vineyard Residence and Farmhouse apartment between Siena and the sea relax pool WiFi 2 bedrooms 4-5p. 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 are some hotels with pools in Roccastrada?
Hotel Certosa Di Maggiano: Offers a snack bar/deli, an outdoor pool, and buffet. Also, another option with an onsite pool is Rosewood Castiglion del Bosco. View all hotels with pools in Roccastrada.
What is the best spa hotel in Roccastrada?
Valdonica Winery & Vineyard Residence is a top 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 178 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 Val di Merse and I Canaloni del Torrente Farma 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.

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