Sassofortino Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Sassofortino Holiday

Our pick of the best Sassofortino Hotel Deals

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is NZ$4,441 per night from 28 July to 29 July
NZ$4,441
28 July - 29 July
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67 Follonica GR
9/10 Wonderful! (311 reviews)
"Great hotel, excellent breakfast. Good location. The only problem was the Wi-Fi. didn't work and they don't have enough parking for the hotel."

Reviewed on 29 June 2026

Get rates
Hotel La Pineta
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto Chiusdino SI
The price is NZ$3,273 per night from 8 Aug to 9 Aug
NZ$3,273
8 Aug - 9 Aug
includes taxes & fees
9.6/10 Exceptional! (60 reviews)
"Love the room and all the staff! The estate tour was wonderful. Definitely should buy more Seed to Skin products."

Reviewed on 22 June 2026

Borgo Santo Pietro
See all 2,024 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.

What to do in Sassofortino

La Maliosa Farm Experience & Wine Tasting

La Maliosa Summer Farm Experience & Wine Tasting

NZ$90
per adult
100% of travellers recommend
La Maliosa Summer Farm Experience & Wine Tasting
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

NZ$221
per adult
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal
Welcome to Casale del Bosco

Welcome to Casale del Bosco

NZ$70
per adult
Welcome to Casale del Bosco
See all activities in Sassofortino

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.