Find hotels in Montemassi from $73

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Montemassi hotels

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
$77 nightly
The price is $85
Feb 22 - Feb 23
Total with taxes and fees
Agriturismo Giù al Pozzo

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

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
$90 nightly
The price is $102
Feb 9 - Feb 10
Total with taxes and fees
Historic Farmhouse Casa del Chiodo

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
$130 nightly
The price is $144
Feb 14 - Feb 15
Total with taxes and fees
Antico Casale L'Impostino

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (238 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
$83 nightly
The price is $91
Feb 23 - Feb 24
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel

Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (225 reviews)
"Excellent hotel with a premium location"
United States
Pedro
$91 nightly
The price is $100
Feb 11 - Feb 12
Total with taxes and fees
Grand Hotel Bastiani

Agriturismo La Rombaia

Agriturismo La Rombaia
Castiglione della Pescaia
10.0 out of 10, Exceptional, (8 reviews)
"The property was lovely. The owners were amazing and went out of their way to assist with a lost bag issue. Even driving into Grosetto to help. A delightful stay!"
Canada
Julia
Agriturismo La Rombaia

Riva Toscana Golf Resort & SPA

Riva Toscana Golf Resort & SPA
4.0 star property
Follonica
9.2 out of 10, Wonderful, (20 reviews)
"We stayed out of the main building the golf condition wasn’t good reason why we didn’t play breakfast needs Coffee they offer expresso but not regular coffee , Bruno is great. Good location "
United States
Patricia
$100 nightly
The price is $110
Feb 27 - Feb 28
Total with taxes and fees
Riva Toscana Golf Resort & SPA

Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43 reviews)
"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....
Ireland
Siwoo
$96 nightly
The price is $109
Feb 13 - Feb 14
Total with taxes and fees
Agriturismo San Galgano

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
$116 nightly
The price is $128
Feb 9 - Feb 10
Total with taxes and fees
Agriturismo Le Giuncaine

Hotel Airone

Hotel Airone
4.0 star property
Grosseto
8.4 out of 10, Very Good, (110 reviews)
"Loved the hot tub area! "
United States
Robert
$116 nightly
The price is $128
Feb 20 - Feb 21
Total with taxes and fees
Hotel Airone

Granduca

Granduca
4.0 star property
Grosseto
8.0 out of 10, Very Good, (102 reviews)
"Clean room, great parking and friendly staff"
Canada
Georges
$85 nightly
The price is $94
Mar 1 - Mar 2
Total with taxes and fees
Granduca

Agriturismo Cotorniano

Agriturismo Cotorniano
Casole d'Elsa
$186 nightly
The price is $208
Mar 11 - Mar 12
Total with taxes and fees
Agriturismo Cotorniano

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
$104 nightly
The price is $118
Feb 20 - Feb 21
Total with taxes and fees
Agriturismo I Casamenti

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28 reviews)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence

Botrona B&B

Botrona B&B
Scarlino
9.6 out of 10, Exceptional, (24 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
Botrona B&B

B&B Litoranea 80

B&B Litoranea 80
Follonica
$96 nightly
The price is $106
Mar 10 - Mar 11
Total with taxes and fees
B&B Litoranea 80

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
$97 nightly
The price is $106
Mar 11 - Mar 12
Total with taxes and fees
Agriturismo il vecchio imposto

Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione
Castiglione della Pescaia
8.0 out of 10, Very Good, (1 review)
Agriturismo Terre di Castiglione

Locanda nel Cassero

Locanda nel Cassero
Civitella Paganico
9.4 out of 10, Exceptional, (6 reviews)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
$95 nightly
The price is $105
Feb 16 - Feb 17
Total with taxes and fees
Locanda nel Cassero
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montemassi Hotel Reviews

More cheap stays in Montemassi

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 $73 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.

Explore a world of travel with Expedia