Sassofortino Holidays from £400

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Your Sassofortino Holiday

Experience the unique personality of Sassofortino with a customised Sassofortino holiday 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 holiday is simple with Expedia.

Top Sassofortino Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Save 100% on your flight
Price was £671, price is now £400 per person
£400
per person
17 Jun - 21 Jun
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
8.6/10 Excellent! (96 reviews)
Great stay. Very good experience.

Reviewed on 20 Oct 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £767, price is now £431 per person
£431
per person
18 Jul - 21 Jul
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (486 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on 13 Dec 2025

Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Save 100% on your flight
Price was £1,106, price is now £625 per person
£625
per person
26 Jul - 31 Jul
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (128 reviews)
Amazing property with good facilities. Easy access to the beach and local restaurants. Simming pool is excellent and the staff very friendly. You can have a nice and peaceful stay there

Reviewed on 8 Sept 2024

Hotel Paris

Hotel Paris

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £866, price is now £499 per person
£499
per person
25 Jul - 1 Aug
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
8.8/10 Excellent! (1,007 reviews)
The beds are very comfortable! Location is great and the staff was excellent!

Reviewed on 11 May 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £803, price is now £485 per person
£485
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The room was kept clean. The staff extremely nice and attentive. Breakfast was good and the dinning area very clean. It was walking distance from Academia gallery.

Reviewed on 8 May 2026

Sassofortino Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
750
Max Temp Winter
13ºC
Max Temp Summer
27ºC
Top Sights
Podere Ristella Vineyards and Winery, Castello del Belagaio and Sassoforte Castle

Top hotels in Sassofortino

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 £1,814 per night from 7 Jun to 8 Jun
£1,814
7 Jun - 8 Jun
includes taxes & fees
10/10 Exceptional! (76 reviews)
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you

Reviewed on 8 Apr 2026

Castiglion del Bosco, A Rosewood Hotel
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67 Follonica GR
The price is £63 per night from 17 May to 18 May
£63
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (299 reviews)
Excellent hotel .breakfast was fantastic Very nice staff and helpful. Right in front of the ocean :across the street. Restos close by 👍

Reviewed on 24 Apr 2026

Hotel La Pineta
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
Fully refundableReserve now, pay when you stay
The price is £82 per night from 20 May to 21 May
£82
20 May - 21 May
includes taxes & fees
Grand Hotel Bastiani
See all 1,916 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.
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Family Friendly Holidays

Popular places to visit

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.

Podere Ristella Vineyards and Winery

What to do in Sassofortino

La Maliosa Farm Experience & Wine Tasting

La Maliosa Farm Experience & Wine Tasting

£39
per adult
100% of travellers recommend
La Maliosa Farm Experience & Wine Tasting
Welcome to Casale del Bosco

Welcome to Casale del Bosco

£30
per adult
Welcome to Casale del Bosco
See all activities in Sassofortino

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.