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Our top choices for Sassofortino hotels

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
$114 nightly
The price is $129
May 4 - May 5
Total with taxes and fees
Agriturismo Le Giuncaine

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
$123 nightly
The price is $136
May 17 - May 18
Total with taxes and fees
Le Vie del Mare Camere

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
$114 nightly
The price is $129
May 23 - May 24
Total with taxes and fees
Bio Agriturismo Corte degli Ulivi

Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Gavorrano
9.6 out of 10, Exceptional, (4 reviews)
"This stay was beautiful! There was pretty countryside and the hotel grounds were very pretty as well."
United States
Micaiah
$74 nightly
The price is $87
May 19 - May 20
Total with taxes and fees
Agriturismo Giù al Pozzo

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16 reviews)
"Ras"
France
jean
$62 nightly
The price is $71
May 3 - May 4
Total with taxes and fees
B&B da Nada Locanda Toscana

Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (1 review)
"L’endroit est parfait pour un séjour en nature. L’accueil est très chaleureux et le logement super propre. Il y a de petites attention bien appréciées comme un panier déposé chaque soir avec des aliments pour le déjeuner. Le lit n’était pas très confortable mais nous avons quand même apprécié l’endroit."
Canada
Sophie
$61 nightly
The price is $75
May 17 - May 18
Total with taxes and fees
Podere Cascatelle & Agriletizia

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (383 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
$153 nightly
The price is $178
May 29 - May 30
Total with taxes and fees
SI Montalcino Hotel

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
10.0 out of 10, Exceptional, (1 review)
"Bellissima"
Italy
Roberto
$61 nightly
The price is $75
Apr 30 - May 1
Total with taxes and fees
Hotiday Massa Marittima

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (2 reviews)
"Everything about this place is perfect, highly recommend."
United States
Ian
$99 nightly
The price is $111
May 21 - May 22
Total with taxes and fees
Historic Farmhouse Casa del Chiodo

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (155 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
$239 nightly
The price is $272
May 6 - May 7
Total with taxes and fees
Podere Brizio

Agriturismo I Casamenti

Agriturismo I Casamenti
Scansano
10.0 out of 10, Exceptional, (3 reviews)
"Love the place. Owner very accommodating and hospitable ! Great service!!! Thank you for a wonderful experience!"
United States
emilio
$98 nightly
The price is $111
May 11 - May 12
Total with taxes and fees
Agriturismo I Casamenti

Tenuta il Sassone - Wine & Food

Tenuta il Sassone - Wine & Food
Gavorrano
9.6 out of 10, Exceptional, (9 reviews)
"The property was by far much better than expected, the staff and the owner of the hotel treated us as though we were part of their family. It was one of the best hotels we have stayed in anywhere in the world."
United Kingdom
Christine
$140 nightly
The price is $163
Apr 30 - May 1
Total with taxes and fees
Tenuta il Sassone - Wine & Food

Tenuta di Poggio Cavallo

Tenuta di Poggio Cavallo
3.0 star property
Grosseto
9.0 out of 10, Wonderful, (31 reviews)
"Beautiful grounds! Staff were so helpful with giving suggestions on several places to visit around the area. I only wish we had been able to spend more time there. We will definitely be back! "
United States
Karin
$122 nightly
The price is $138
Apr 30 - May 1
Total with taxes and fees
Tenuta di Poggio Cavallo

Locanda Fontelupa

Locanda Fontelupa
Campagnatico
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic property in a beautiful location. Rooms are beautifully furnished. Friendly and hospitable hosts went above and beyond to make us feel at home. The home cooked dinners were wonderful as was the breakfast buffet every morning- delicious and lots to choose from. Really enjoyed our stay and will be back! "
United States
Antonia
$186 nightly
The price is $204
May 4 - May 5
Total with taxes and fees
Locanda Fontelupa

NonnaNara

NonnaNara
Grosseto
$143 nightly
The price is $161
Apr 30 - May 1
Total with taxes and fees
NonnaNara

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
$77 nightly
The price is $90
May 3 - May 4
Total with taxes and fees
Castello

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (67 reviews)
"The breakfast was great. Sara and Michele are great hosts and have great recommendations for their guests. Very good place to stay. "
United States
Bradley N.
$223 nightly
The price is $254
May 6 - May 7
Total with taxes and fees
Dimora delle Muse

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (326 reviews)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
$161 nightly
The price is $188
May 13 - May 14
Total with taxes and fees
Le Ragnaie

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (80 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$498 nightly
The price is $560
May 3 - May 4
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

Agriturismo il vecchio imposto

Agriturismo il vecchio imposto
Massa Marittima
10.0 out of 10, Exceptional, (1 review)
"Sehr schön gelegen mit See in der Nähe. Die Ausstattung ist vollständig und der Garten/ die Terasse sind super. "
Germany
Louisa
$94 nightly
The price is $108
May 5 - May 6
Total with taxes and fees
Agriturismo il vecchio imposto
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Frequently asked questions

What is the best area to stay in Sassofortino?
The best area to stay in Sassofortino is within the historic village itself, particularly around the central piazza or just outside its ancient walls for stunning views of the Tuscan countryside.

Staying within the historic village offers an authentic experience, with narrow cobblestone streets, traditional stone buildings, and a quiet, relaxed pace. The central piazza serves as a gathering point, often hosting local events, and nearby you'll find a few local shops and trattorias. This area is superb for couples seeking a romantic and peaceful retreat, providing a true taste of Tuscan village life.

For travelers who appreciate expansive views and a bit more space, consider accommodations just outside the village walls. These properties often feature private gardens or terraces overlooking the rolling hills, vineyards, and olive groves that define the region.
When is the best time to go to Sassofortino?
The best time to go to Sassofortino is during the spring (April to June) and fall (September to October) when the weather is pleasant and the Tuscan landscape is at its most appealing.

During spring, the countryside is lush and green with blooming wildflowers, and the temperatures are mild, typically ranging from 60°F to 75°F (15°C to 24°C). This is an excellent time for couples who enjoy scenic drives through rolling hills, wine tasting at local vineyards, and exploring historic hilltop towns without the summer crowds. The longer daylight hours also allow for more extensive sightseeing.

The fall season offers equally comfortable temperatures, usually between 65°F and 80°F (18°C to 27°C), and the vineyards are vibrant with autumnal colors as the grape harvest begins. Foodies will appreciate the seasonal culinary delights, including truffle hunting events and olive oil festivals. This period is also wonderful for solo travelers looking for a relaxing trip focused on local culture and gastronomy.

While summer (July and August) is popular, it can be quite hot and crowded, with temperatures often exceeding 90°F (32°C).
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sassofortino.
How can I save on a Sassofortino hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Sassofortino hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Sassofortino hotel?
Prices for hotels in Sassofortino often vary, but you can find a great deal from $75 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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