Sassofortino Vacations from $896

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Sassofortino Vacation

Experience the unique personality of Sassofortino with a customized Sassofortino vacation package. From its medieval heritage to its spectacular views, you'll never have a boring moment in this city. A trip to Sassofortino is a terrific opportunity to sightsee. Be sure to stop by renowned attractions like Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma and Church of San Nicola. Whatever your travel plans or budget, putting together the ultimate tailored Sassofortino vacation is simple with Expedia.

The Latest Sassofortino vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 14 - Oct 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,001 reviews)
Very well connected. Room size Good for Family of 4. AC was not very efficient in room, Kind of slow. Rest ok Even breakfast included which is good for wallet

Reviewed on Jul 25, 2025

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Save 100% on your flight
per person
Oct 4 - Oct 11
found 21 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (211 reviews)
AMAZING! Gorgeous! I would recommend to everyone!

Reviewed on Jul 29, 2025

Hotel Number Nine

Hotel Number Nine

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Incredible hotel with attention to every detail

Reviewed on Jul 18, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 19 - Sep 25
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The property is very centrally located—just a short walk from the Duomo and the central train station, with easy access to the tram as well. I was pleasantly surprised by how convenient the location was. The staff were friendly, and the included breakfast was a nice way to start the day with a quick bite. The only suggestion I’d make is to provide a thicker blanket for added comfort.

Reviewed on Jul 29, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 19 - Sep 25
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Good location. Decor modern. Spacious rooms.

Reviewed on Jul 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Sassofortino
View all trips

Discover the most popular places to visit in Sassofortino

I Canaloni del Torrente Farma

Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.

I Canaloni del Torrente Farma

Castello del Belagaio

You can find out about the history of Roccastrada with a trip to Castello del Belagaio. Discover the area's countryside and wineries.

Castello del Belagaio

What to do in Sassofortino

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

$41
per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
See all activities in Sassofortino

Sassofortino Hotel Deals

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Via Dogana, 1, Roccastrada, GR
Fully refundableReserve now, pay when you stay
"pretty setting"

Reviewed on Nov 5, 2024

Get rates
Valdonica Winery & Vineyard Residence
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67, Follonica, GR
$157 nightly
The price is $178 total per night from Aug 3 to Aug 4
$178 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (240 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 May 28, 2025

Hotel La Pineta
L'Andana

L'Andana

5 out of 5
Tenuta La Badiola, Castiglione della Pescaia, GR
9.4/10 Exceptional! (77 reviews)
"What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go."

Reviewed on Jul 5, 2025

Get rates
L'Andana
See all 2,200 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.

Find the Best Sassofortino Vacation Packages

Sassofortino Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
750
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Podere Ristella Vineyards and Winery, Castello del Belagaio and Sassoforte Castle

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sassofortino vacation package cost?
You can grab a vacation package to this top destination from $896 on Expedia. But how much your vacation to Sassofortino costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Sassofortino?
If you're looking to book a cheap Sassofortino vacation package, consider planning a trip in October, November and December. You're likely to find better prices on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Sassofortino?
Typically, a handful of days is enough to tick off the major sights during your Sassofortino vacation. But if you prefer to have time to chill out or take day tours, think about extending your itinerary.
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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations 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 vacation 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.
Does Expedia offer Book Now, Pay Later Sassofortino vacation packages?
Jet off on your dream getaway to Sassofortino with our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.