Montemassi Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Montemassi

Hotel La Pineta
Hotel La Pineta
3 out of 5
Via Delle Collacchie, 67, Follonica, GR
8.8/10 Excellent! (234 reviews)
"Booked this hotel as part of a trip and everything was well organised at the hotel when we arrived. Lifts to all floors and clean tidy and well equipped room. Extra charge of 10 euros per night which was not excessive however there was plenty of on street parking available. Breakfast was very good ..."

Reviewed on 28 May, 2025

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Hotel La Pineta
The Sense Experience Resort
The Sense Experience Resort
5 out of 5
Viale Italia 315, Follonica, GR
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (169 reviews)
"It was migical."

Reviewed on 21 Jun, 2025

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The Sense Experience Resort
Borgo Santo Pietro
Borgo Santo Pietro
5 out of 5
Loc. Palazzetto, Chiusdino, SI
The price is S$1,476 per night from 24 Jun to 25 Jun
S$1,476
24 Jun - 25 Jun
includes taxes & fees
9.6/10 Exceptional! (49 reviews)
"Every thing , it was like being in a heaven 😍"

Reviewed on 14 Jun, 2025

Borgo Santo Pietro
See all 2,108 properties in Montemassi
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.

Frequently asked questions

How much does a Montemassi holiday package cost?
You'll find cheap prices on Expedia for your Montemassi getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Montemassi costs.
What are the cheapest months to go to Montemassi?
Plan your trip for the shoulder or low season and you're likely to get cheap Montemassi holiday packages. Bear in mind that school holiday periods and local festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Montemassi?
Generally, a handful of days is enough to visit the major sights during your Montemassi holiday. But if you prefer to have more time to chill out or take day tours, consider extending your trip.
How to find the best Montemassi package deals?
Finding a cheap Montemassi package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customise your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Montemassi package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montemassi holiday as a package?
You can enjoy significant savings on your next Montemassi retreat by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Montemassi?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Montemassi adventure.
How to plan a trip to Montemassi?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to holiday in Montemassi.
  2. Budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Montemassi.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Montemassi. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Montemassi holiday package.

What to do in Montemassi

Fly Brunello - Heli Wine Tour

Fly Brunello - Heli Wine Tour

S$12,729
per traveller
Fly Brunello - Heli Wine Tour
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

S$51
per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
Welcome to Casale del Bosco

Welcome to Casale del Bosco

S$51
per adult
Welcome to Casale del Bosco
See all activities in Montemassi

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.