Sassofortino Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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Top hotels in Sassofortino

Hotel La Pineta
Hotel La Pineta
3 out of 5
Via Delle Collacchie, 67, Follonica, GR
8.8/10 Excellent! (235 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
Borgo Santo Pietro
Borgo Santo Pietro
5 out of 5
Loc. Palazzetto, Chiusdino, SI
The price is S$1,453 per night from 2 Jul to 3 Jul
S$1,453
2 Jul - 3 Jul
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
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is S$3,506 per night from 17 Jul to 18 Jul
S$3,506
17 Jul - 18 Jul
includes taxes & fees
10/10 Exceptional! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."

Reviewed on 21 Jun, 2025

Rosewood Castiglion del Bosco
See all 2,182 properties in Sassofortino
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 Sassofortino holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Sassofortino costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Sassofortino?
To pick up cheap Sassofortino holiday packages, plan your trip outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Sassofortino?
Generally, a handful of days is enough to see the top attractions during your Sassofortino holiday. However, if you'd like to have more time to chill out or take day trips, consider extending your trip.
How to find the best Sassofortino package deals?
Bagging a cheap Sassofortino package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sassofortino package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Sassofortino holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation and flights individually. Better still, you can tailor your Sassofortino escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Sassofortino?
If you're planning a spur-of-the-moment Sassofortino trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Sassofortino?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the available activities will also help you decide when to holiday in Sassofortino.
  2. Set your budget: Consider expenses like flights, meals and transportation when working out how much to put aside for your trip to Sassofortino. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Decide your trip length: Consider how much time you want to spend discovering Sassofortino. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Sassofortino holiday package.

What to do in Sassofortino

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 Sassofortino

* 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.