Top 10 Hotels in Montemassi from $68 - Competitive Prices

Our top choices for Montemassi hotels

Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

$91 nightly

Mar 9 - Mar 10

Total with taxes and fees

Seasonal outdoor pool, pool umbrellas, sun loungers

Antico Casale L'Impostino

Civitella Paganico

Tresa

$136 nightly

Mar 8 - Mar 9

Total with taxes and fees

Country House il Ciliegio

Roccastrada

Maaike

$74 nightly

Mar 16 - Mar 17

Total with taxes and fees

Locanda nel Cassero

Civitella Paganico

Edoardo

$95 nightly

Feb 20 - Feb 21

Total with taxes and fees

Valdonica Winery & Vineyard Residence

Roccastrada

ed

$177 nightly

Feb 26 - Feb 27

Total with taxes and fees

B&B Monte Di Bù

Campagnatico

Mark

$85 nightly

Feb 15 - Feb 16

Total with taxes and fees

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

$83 nightly

Mar 2 - Mar 3

Total with taxes and fees

Casale San Galgano

Chiusdino

Jose Manuel

$87 nightly

Mar 15 - Mar 16

Total with taxes and fees

B&B da Nada Locanda Toscana

Roccastrada

jean

$59 nightly

Mar 6 - Mar 7

Total with taxes and fees

Agriturismo San Galgano

Chiusdino

"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....

Siwoo

$86 nightly

Mar 13 - Mar 14

Total with taxes and fees

Pian dei Mucini Resort

Massa Marittima

Moshe

Fattoria Pian di Rocca

Castiglione della Pescaia

Tor

Relais Le Macine di Stigliano

Sovicille

Susan

$181 nightly

Mar 8 - Mar 9

Total with taxes and fees

Agriturismo La Rombaia

Castiglione della Pescaia

Julia

Agriturismo il vecchio imposto

Massa Marittima

Louisa

$97 nightly

Mar 16 - Mar 17

Total with taxes and fees

Agriturismo Terre di Castiglione

Castiglione della Pescaia

Sleep

Follonica

Steven

HOTEL HRS

Follonica

"I just needed a place to sleep so I could spend my days at the beach. This was a very affordable hotel for me travelling alone and I found the staff very accommodating and friendly. The outside of the building in the back didn’t look the neatest and the pool did not have water in it as something had broken and it was not fixed when I stayed there. It also was far away from the town so I had to walk five minutes to take a fifteen minute bus ride to the beach and back every day, which was fine for...

Sandi

$1,165 nightly

Feb 20 - Feb 21

Total with taxes and fees

Beach nearby, white sand, snorkeling, windsurfing

I Cinque Pini

Follonica

mario

Apartment, 1 Bedroom, Hill View | View from room

Agriturismo I Casamenti

Scansano

emilio

$105 nightly

Feb 20 - Feb 21

Total with taxes and fees

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Top Montemassi Hotel Reviews

Grand Hotel Bastiani

10/10 Excellent

"We had a wonderful stay at the Grand Hotel Bastiani in Grosseto. The hotel is beautifully maintained and perfectly located in the historic center, making it ideal for exploring the city on foot. From the moment we arrived, the staff was welcoming, professional, and always ready to help with recommendations or any needs we had. The room was very clean, comfortable, and elegant, offering a peaceful atmosphere after a day of sightseeing. Breakfast was excellent, with fresh and high-quality options, and the overall ambiance of the hotel felt both classic and warm. This hotel truly enhanced our experience in Grosseto. We would absolutely stay here again and highly recommend it to anyone looking for comfort, great service, and a prime location."

Hotel Nuova Grosseto

10/10 Excellent

"Convenient location next to train station (which in Europe can be a plus and minus), Less than 15 minute walk to anything worth seeing in Grosetto. Very friendly staff helped with early check in. Room is quite plain and could use some updating, but was clean. Bed a bit uneven. Good wifi and tv options. "

"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

10/10 Excellent

"The homeowners, Leo went above and beyond to make us feel at home. We arrived later than we were originally planning. Leo was very gracious and welcomed us there when we arrived. He walked us through the home to show us our an accommodations and made himself available throughout or stay. A folder was provided with recommendations for what was around the area to visit. The kitchen was fully stocked and all the essentials for cooking a meal were provided. The home was clean and we felt very at home for our entire stay. We would definitely stay here again and highly recommend it for a layed back get away. "

Castello Banfi - Il Borgo - Relais et Chateaux

10/10 Excellent

"Everything about this property is exquisite. Spacious room w/ Tuscan countryside views, unbelievable soft linens, amazing breakfast. The service is also what you would expect from a 5 star property. One of the best places we have stayed in the world. We will always come back when considering coming to Italy! Gracie Mille!"

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

10/10 Excellent

"Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!"

More cheap stays in Montemassi

Agriturismo Bio Fattoria Casetta

VIA DEI PIANETTI 6 Gavorrano GR

$1,231 nightly

$1,355 total

Mar 6 - Mar 7

Total with taxes and fees

10/10 Exceptional! (2 reviews)

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 $68 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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Our top choices for Montemassi hotels

Historic Farmhouse Casa del Chiodo

Antico Casale L'Impostino

Country House il Ciliegio

Locanda nel Cassero

Valdonica Winery & Vineyard Residence

B&B Monte Di Bù

Mercure Petriolo Siena Terme Spa Hotel

Casale San Galgano

B&B da Nada Locanda Toscana

Agriturismo San Galgano

Pian dei Mucini Resort

Fattoria Pian di Rocca

Relais Le Macine di Stigliano

Agriturismo La Rombaia

Agriturismo il vecchio imposto

Agriturismo Terre di Castiglione

Sleep

HOTEL HRS

I Cinque Pini

Agriturismo I Casamenti

The Annual Vacation Sale

Top Montemassi Hotel Reviews

Grand Hotel Bastiani

More cheap stays in Montemassi

Agriturismo Bio Fattoria Casetta

Frequently asked questions

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