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Our top choices for Montemassi hotels

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
3.0 star property
Roccastrada
9.6 out of 10, Exceptional, (8 reviews)
"Great place , welcoming owner and staff . Town is a little gem "
United States
Alice
The price is CA $119
CA $134 total
includes taxes & fees
May 3 - May 4
Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
The price is CA $157
CA $178 total
includes taxes & fees
May 13 - May 14
Agriturismo Le Giuncaine

B&B Litoranea 80

B&B Litoranea 80
Follonica
The price is CA $96
CA $111 total
includes taxes & fees
May 12 - May 13
B&B Litoranea 80

Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Agricoccinella - Pool&Restaurant
Piombino
The price is CA $130
CA $144 total
includes taxes & fees
Apr 14 - Apr 15
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
The price is CA $412
CA $461 total
includes taxes & fees
Apr 19 - Apr 20
Riva del Sole Resort & SPA

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
The price is CA $57
CA $74 total
includes taxes & fees
Apr 14 - Apr 15
Hotiday Massa Marittima

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is CA $172
CA $189 total
includes taxes & fees
Apr 17 - Apr 18
Le Vie del Mare Camere

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
The price is CA $96
CA $112 total
includes taxes & fees
Apr 19 - Apr 20
Agriturismo Giù al Pozzo

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
The price is CA $176
CA $198 total
includes taxes & fees
Apr 23 - Apr 24
Bio Agriturismo Corte degli Ulivi

L'Andana

L'Andana
5.0 star property
Castiglione della Pescaia
9.4 out of 10, Exceptional, (86 reviews)
"This is such a beautiful place in every way and we always love it here. Everything is very special and it is wonderful to spend time in this tranquil setting. "
United Kingdom
Pauline
The price is CA $566
CA $639 total
includes taxes & fees
Apr 28 - Apr 29
L'Andana

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
The price is CA $77
CA $96 total
includes taxes & fees
May 4 - May 5
Hotel Girifalco - Nature & Relax

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
The price is CA $137
CA $156 total
includes taxes & fees
Apr 13 - Apr 14
Agriturismo I Casamenti

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16 reviews)
"Ras"
France
jean
The price is CA $85
CA $97 total
includes taxes & fees
Apr 13 - Apr 14
B&B da Nada Locanda Toscana

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
The price is CA $123
CA $139 total
includes taxes & fees
Apr 24 - Apr 25
Historic Farmhouse Casa del Chiodo

Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
The price is CA $130
CA $149 total
includes taxes & fees
Apr 16 - Apr 17
Fattoria Pian di Rocca

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
The price is CA $271
CA $298 total
includes taxes & fees
Apr 19 - Apr 20
Locanda Fontelupa

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
The price is CA $171
CA $193 total
includes taxes & fees
Apr 27 - Apr 28
Tenuta di Poggio Cavallo

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
The price is CA $130
CA $143 total
includes taxes & fees
May 11 - May 12
Mercure Petriolo Siena Terme Spa Hotel

Tenuta Santa Trice

Tenuta Santa Trice
Piombino
8.6 out of 10, Excellent, (8 reviews)
"Es waren herrliche Tage im Tenuta Santa Trice! Das Haus ist liebevoll restauriert, das Team engagiert und liebevoll. Das Anwesen mit dem Pool ist ein wahrer Traum. In der Umgebung gibt es viel zu entdecken von Strand bis zu mittelalterlichen Dörfchen. Tolle Restaurants gibt es wenige Autominuten entfernt. "
Germany
Wiebke
The price is CA $114
CA $125 total
includes taxes & fees
Apr 14 - Apr 15
Tenuta Santa Trice

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
The price is CA $292
CA $329 total
includes taxes & fees
Apr 19 - Apr 20
Relais Le Macine di Stigliano
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 Montemassi?
The best area to stay in Montemassi is directly within the historic hilltop village itself.

This ancient village is perched atop a hill, offering stunning panoramic views of the Tuscan countryside, including vineyards and olive groves. The main area consists of narrow, cobbled streets winding around the Montemassi Castle ruins, with a few local eateries and small shops scattered throughout. It's a truly authentic Tuscan experience, far removed from bustling tourist centres.

Couples seeking a tranquil and romantic escape will find Montemassi perfect. The quiet evenings, breathtaking sunsets from the castle walls, and the opportunity to enjoy local wine and cuisine create an unforgettable setting. It's an ideal base for leisurely strolls and unwinding in a picturesque environment.

For those who appreciate a relaxed pace and a genuine connection with local life, Montemassi offers an unparalleled experience.
When is the best time to go to Montemassi?
The best time to visit Montemassi is during the spring (April to June) and autumn (September to October) months.

These periods offer pleasant weather, ideal for exploring the Tuscan countryside. You'll find comfortable temperatures for outdoor activities like hiking or cycling through the olive groves and vineyards without the intense heat of summer. The landscapes are particularly beautiful, with blooming wildflowers in spring and the rich colours of the harvest season in autumn.

For couples seeking a romantic and relaxed getaway, spring is particularly lovely. The gentle warmth and fewer crowds allow for peaceful strolls through Montemassi's historic streets and leisurely meals at local trattorias, savouring the fresh, seasonal produce.

Travellers interested in wine tasting and culinary experiences will find autumn to be an excellent choice. This is harvest season, so many local wineries and farms offer tours and tastings of new wines and olive oils.
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?
Members always get our best prices. Find our best Montemassi hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $96 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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