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Our top choices for Montemassi hotels

Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Agricoccinella - Pool&Restaurant
Piombino
$86 nightly
The price is $95
Mar 27 - Mar 28
Total with taxes and fees
Agriturismo Agricoccinella - Pool&Restaurant

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
4.0 star property
Castiglione della Pescaia
9.2 out of 10, Wonderful, (43 reviews)
"Excelente Hotel para experimentar as praias da Toscana. Staff competente e atencioso. Pequeno almoço completo. Bastantes cuidados relativos á pandemia. Acesso facil e confortavel á praia. Aspectos a melhorar: porquê tanta dificuldade no acesso á piscina exterior... que acabei por não usar se por exemplo na praia o acesso exclusivo a uma cadeira nossa apenas é apenas uma ilusao e inclusivamente os clientes ficam colocados demasiado proximos uns dos outros... Quarto pequeno. "
Portugal
Pedro
$295 nightly
The price is $331
Apr 18 - Apr 19
Total with taxes and fees
Riva del Sole Resort & SPA

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
$123 nightly
The price is $136
Apr 1 - Apr 2
Total with taxes and fees
Le Vie del Mare Camere

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
$112 nightly
The price is $127
Apr 7 - Apr 8
Total with taxes and fees
Agriturismo Le Giuncaine

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
$119 nightly
The price is $135
Apr 8 - Apr 9
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
$57 nightly
The price is $66
Mar 27 - Mar 28
Total with taxes and fees
B&B da Nada Locanda Toscana

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
$190 nightly
The price is $210
Apr 2 - Apr 3
Total with taxes and fees
Locanda Fontelupa

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1 review)
"Everything about this place is perfect, highly recommend."
United States
Ian
$110 nightly
The price is $123
Mar 29 - Mar 30
Total with taxes and fees
Historic Farmhouse Casa del Chiodo

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
Tenuta di Poggio Cavallo

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
$62 nightly
The price is $77
Apr 19 - Apr 20
Total with taxes and fees
Hotel Girifalco - Nature & Relax

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (240 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
$87 nightly
The price is $96
Mar 26 - Mar 27
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
$44 nightly
The price is $57
Apr 6 - Apr 7
Total with taxes and fees
Hotiday Massa Marittima

Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (31 reviews)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca

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 $99
Apr 8 - Apr 9
Total with taxes and fees
Agriturismo Giù al Pozzo

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
$95 nightly
The price is $104
Mar 27 - Mar 28
Total with taxes and fees
Tenuta il Sassone - Wine & Food

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (73 reviews)
"Wonderful stay "
United States
Talib
$1,236 nightly
The price is $1,372
Mar 28 - Mar 29
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel

Hotel L'Approdo

Hotel L'Approdo
4.0 star property
Castiglione della Pescaia
8.2 out of 10, Very Good, (186 reviews)
"Very nice friendly staff and nicely located to beautiful beaches."
Canada
Antonio
Hotel L'Approdo

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15 reviews)
"Excellent hotel in a beautiful picturesque little town Hotel was very nice and comfortable, beautiful decor to the the smallest detail Views were beautiful, air was crisp Breakfast was delicious Free parking on site Would definitely stay here again "
United States
Susan
$168 nightly
The price is $191
Mar 27 - Mar 28
Total with taxes and fees
Relais Le Macine di Stigliano

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
$103 nightly
The price is $116
Apr 8 - Apr 9
Total with taxes and fees
Agriturismo I Casamenti

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (126 reviews)
"The setting, scenery and hotel were 5 star plus!"
United States
Diana
$906 nightly
The price is $1,008
Mar 30 - Mar 31
Total with taxes and fees
Castello Banfi - Il Borgo - Relais et Chateaux
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Top Montemassi Hotel Reviews

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Frequently asked questions

What is the best area to stay in Montemassi?
The best area to stay in Montemassi is directly within the village walls of Montemassi itself, or in the immediate countryside surrounding it.

Montemassi is a small, historic hilltop village dominated by its medieval castle ruins. The village consists of a few narrow, winding streets that lead up to the castle, offering elevated views of the surrounding Tuscan landscape. There are a handful of traditional eateries and local shops within the village.

For couples seeking a romantic and tranquil escape, staying within Montemassi offers an intimate experience. You'll enjoy quiet evenings with stunning views and the charm of historic architecture, superb for unwinding and savoring local cuisine.

Travelers looking for a more expansive retreat with easy access to the village will find the countryside just outside Montemassi ideal.
When is the best time to go to Montemassi?
The best times to visit Montemassi are during the spring (April to June) and autumn (September to October) months.

These shoulder seasons offer pleasant weather conditions, ideal for exploring the Tuscan countryside. You'll find comfortable temperatures for outdoor activities like vineyard tours or walks through olive groves. Additionally, these periods avoid the peak summer crowds, allowing for a more serene experience at Montemassi's historic sites and local trattorias.

Couples often find these times superb for a romantic getaway. The spring brings blooming wildflowers and lush green landscapes, while autumn offers the beauty of changing leaves and the excitement of the grape harvest season.
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 Montemassi.
How can I save on a Montemassi hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montemassi 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 Montemassi hotel?
Prices for hotels in Montemassi often vary, but you can find a great deal from $66 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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