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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
Apr 16 - Apr 17
Total with taxes and fees
Agriturismo Le Giuncaine

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
$126 nightly
The price is $139
Apr 17 - Apr 18
Total with taxes and fees
Le Vie del Mare Camere

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
$52 nightly
The price is $66
Apr 19 - Apr 20
Total with taxes and fees
Hotiday Massa Marittima

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
$85 nightly
The price is $98
Apr 23 - Apr 24
Total with taxes and fees
Agriturismo Giù al Pozzo

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
$129 nightly
The price is $146
Apr 16 - Apr 17
Total with taxes and fees
Bio Agriturismo Corte degli Ulivi

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16 reviews)
"Ras"
France
jean
$63 nightly
The price is $72
Apr 19 - Apr 20
Total with taxes and fees
B&B da Nada Locanda Toscana

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (154 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
$226 nightly
The price is $258
Apr 19 - Apr 20
Total with taxes and fees
Podere Brizio

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (378 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
$136 nightly
The price is $159
Apr 19 - Apr 20
Total with taxes and fees
SI Montalcino Hotel

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
$76 nightly
The price is $86
Apr 24 - Apr 25
Total with taxes and fees
Historic Farmhouse Casa del Chiodo

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
$100 nightly
The price is $113
Apr 16 - Apr 17
Total with taxes and fees
Agriturismo I Casamenti

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
$187 nightly
The price is $206
Apr 16 - Apr 17
Total with taxes and fees
Locanda Fontelupa

Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
8.8 out of 10, Excellent, (3 reviews)
"Camera pulita e confortevole, quando siamo arrivati e’ stato difficile trovare la reception, non c’erano indicazioni "
Italy
Riccardo
$74 nightly
The price is $89
Apr 19 - Apr 20
Total with taxes and fees
Hotel Girifalco - Nature & Relax

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
$124 nightly
The price is $140
May 7 - May 8
Total with taxes and fees
Tenuta di Poggio Cavallo

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay and the hosts were wonderful."
United States
Scott
$196 nightly
The price is $225
Apr 19 - Apr 20
Total with taxes and fees
Dimora delle Muse

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (78 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$380 nightly
The price is $430
Apr 17 - Apr 18
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

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
$150 nightly
The price is $176
Apr 29 - Apr 30
Total with taxes and fees
Le Ragnaie

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
10.0 out of 10, Exceptional, (80 reviews)
"Absolutely beautiful place."
United States
Stephanie
$210 nightly
The price is $241
Apr 16 - Apr 17
Total with taxes and fees
Il Burellino Wine & Resort

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
$95 nightly
The price is $110
Apr 21 - Apr 22
Total with taxes and fees
Agriturismo il vecchio imposto

Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
7.4 out of 10, Good, (3 reviews)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
Italy
Tony
$273 nightly
The price is $310
Apr 18 - Apr 19
Total with taxes and fees
Wine Estate Paradiso di Cacuci

Il Belvedere Country Houses

Il Belvedere Country Houses
Massa Marittima
8.4 out of 10, Very Good, (18 reviews)
"It was a nice place to stay"
Netherlands
hendrik
$83 nightly
The price is $91
Apr 22 - Apr 23
Total with taxes and fees
Il Belvedere Country Houses
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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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 $86 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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