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Our top choices for Montemassi hotels

Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Agricoccinella - Pool&Restaurant
Piombino
The price is CA $119
CA $131 total
includes taxes & fees
Mar 28 - Mar 29
Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
The price is CA $156
CA $172 total
includes taxes & fees
Feb 27 - Feb 28
Agriturismo Le Giuncaine

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
The price is CA $156
CA $176 total
includes taxes & fees
Mar 26 - Mar 27
Bio Agriturismo Corte degli Ulivi

Tenuta di Poggio Cavallo

Tenuta di Poggio Cavallo
3.0 star property
Grosseto
9.0 out of 10, Wonderful, (31 reviews)
"We loved our stay! The staff was so helpful and welcoming. The property is beautiful. Recommend with little kids. Thank you!"
Canada
Natalia
Tenuta di Poggio Cavallo

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
The price is CA $123
CA $139 total
includes taxes & fees
Mar 2 - Mar 3
Historic Farmhouse Casa del Chiodo

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
The price is CA $875
CA $963 total
includes taxes & fees
Mar 1 - Mar 2
Hotiday Massa Marittima

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 $143
CA $162 total
includes taxes & fees
Mar 1 - Mar 2
Agriturismo I Casamenti

Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (227 reviews)
"Beautiful place to stay in Grosetto."
United States
emilio
The price is CA $125
CA $137 total
includes taxes & fees
Mar 1 - Mar 2
Grand Hotel Bastiani

Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Grosseto
9.4 out of 10, Exceptional, (3 reviews)
"Schöne Zimmer, super Essen, nette Gastgeber"
Germany
Helmut
The price is CA $118
CA $130 total
includes taxes & fees
Mar 12 - Mar 13
Agriturismo Giù al Pozzo

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
The price is CA $1,259
CA $1,401 total
includes taxes & fees
Mar 27 - Mar 28
Castello Banfi - Il Borgo - Relais et Chateaux

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 $240
CA $273 total
includes taxes & fees
Mar 22 - Mar 23
Relais Le Macine di Stigliano

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
The price is CA $1,795
CA $1,991 total
includes taxes & fees
Mar 21 - Mar 22
Castiglion del Bosco, A Rosewood Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (239 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is CA $113
CA $124 total
includes taxes & fees
Mar 16 - Mar 17
Mercure Petriolo Siena Terme Spa Hotel

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 $81
CA $93 total
includes taxes & fees
Mar 13 - Mar 14
B&B da Nada Locanda Toscana

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (40 reviews)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino

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
The price is CA $149
CA $163 total
includes taxes & fees
Mar 27 - Mar 28
Tenuta il Sassone - Wine & Food

Granduca

Granduca
4.0 star property
Grosseto
8.0 out of 10, Very good, (103 reviews)
"Clean room, great parking and friendly staff"
Canada
Georges
The price is CA $116
CA $128 total
includes taxes & fees
Feb 27 - Feb 28
Granduca

Castello Di Vicarello

Castello Di Vicarello
Cinigiano
9.6 out of 10, Exceptional, (25 reviews)
"AMAZING PROPERTY!"
United States
Vanessa
Castello Di Vicarello

Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (30 reviews)
"We are very happy with everything in this hotel, nice room, comfortable bed, and very good breakfast."
Sweden
Tor
Fattoria Pian di Rocca

B&B WarmUp Grosseto

B&B WarmUp Grosseto
Grosseto
9.6 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay in the B&B and liked the little breakfast box delivered to our door in the morning. Property was clean and fresh and private parking was very handy. Overall great value for money."
United Kingdom
Stephen
B&B WarmUp Grosseto
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 $93 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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