𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Sassofortino from RM281 (2026) - Fully Refundable Options

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Our top choices for Sassofortino hotels

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

A balcony with two wooden chairs overlooking a vineyard and distant mountains.

A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.

A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

1. Valdonica Winery & Vineyard Residence

Roccastrada

"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only...

Audrey

RM647

RM726 total

includes taxes & fees

30 Sept - 1 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.

A large stone house with a swimming pool, surrounded by lush greenery and hills.

A spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.

2. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

RM352

RM401 total

includes taxes & fees

25 Oct - 26 Oct

A group of people dining at a table with a view of a valley and mountains.

A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

A long table set for a formal outdoor event, surrounded by a vineyard.

3. Valdonica Winery - Chill in Nature Lodge

Roccastrada

RM768

RM854 total

includes taxes & fees

4 Oct - 5 Oct

A historic stone building with multiple windows and a courtyard.

A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.

A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.

An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

4. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Alice

RM480

RM538 total

includes taxes & fees

30 Sept - 1 Oct

An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

A stone building with a wooden door, green shutters, and two potted plants.

A view through a window of a mountainous landscape with autumn foliage and a house in the distance.

A dining table set with wine glasses and a vase with flowers, a fireplace with a fire, and a stone wall.

5. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

RM414

RM465 total

includes taxes & fees

5 Oct - 6 Oct

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

6. Country House il Ciliegio

Roccastrada

Maaike

RM373

RM419 total

includes taxes & fees

28 Oct - 29 Oct

A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.

A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

A table set outdoors with a view of rolling hills and a tall tree in the background.

7. VIN Hotel - La Meridiana

Montieri

Anastasia

RM592

RM652 total

includes taxes & fees

3 Oct - 4 Oct

A pool with a modern water feature and a stone structure.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

A buffet table with various desserts and a long dining area with tables and chairs.

8. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

RM348

RM383 total

includes taxes & fees

30 Sept - 1 Oct

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

9. Borgo Santo Pietro

Chiusdino

Rachel

RM4,642

RM5,153 total

includes taxes & fees

29 Oct - 30 Oct

A swimming pool with clear blue water, a person standing on the edge, and another person swimming. There are lounge chairs and an umbrella in the background.

A stone staircase leading up to a structure, surrounded by lush greenery and trees.

A room with a desk, chair, and a large window with curtains.

A hotel room with a fireplace, a desk with a chair, a bed with a blue and white bedspread, and a view of the outdoors through large windows.

10. Tenuta il Sassone - Wine & Food

Gavorrano

Christine

RM520

RM604 total

includes taxes & fees

6 Oct - 7 Oct

A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

A fruit basket with apples, pears, bananas, and cherries.

11. Le Vie del Mare Camere

Ribolla

RM507

RM558 total

includes taxes & fees

1 Oct - 2 Oct

A stone house with a swimming pool, red shutters, and a covered patio.

A stone building with a staircase leading to a terrace, flags, and a view of a parking area and hills.

A hotel room with a bed, towels, a painting, and a vase with flowers.

A stone building with a red shuttered window, a colorful mosaic, and a staircase leading to a hilltop view.

12. NonnaNara

Grosseto

"Grosse maison perdue dans la campagne qui a été une superbe découverte. Nous avions un magnifique appartement qui donnait sur une belle piscine magnifiquement entretenue. Le personnel est très avenant avec un remerciement spécial pour Fatima qui nous a accueillis en français est s'est occupé de nous toute la soirée. Elle nous a concocté un excellent repas le soir avec des produits du terroir. Un grand merci pour elle qui était encore présente tôt au petit déjeuner. Excellente expérience à...

Marie

RM532

RM585 total

includes taxes & fees

23 Oct - 24 Oct

A swimming pool with a view of a hilltop castle.

An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.

A courtyard with a stone column, potted plants, and a view of a hilltop castle.

A wine cellar with wooden barrels, a wine rack, and a table set for dining.

13. Agriturismo Podere Ristella - Wine&Food

Roccastrada

"Non lasciarsi ingannare dalle foto, la struttura è fatiscente. L'alloggio non è adatto a bambini in quanto ha delle scale ripide" dove sono caduti senza passamano, e tutto nell'incuria, doccia bagni finestre cucina caldaia, sicuramente c'è molto verde ma non si può girare a piedi, è silenzioso, si paga tutto pure la carbonella per i barbecue, sembra più architettato per finire di costruire la struttura coi soldi dei malcapitati, infatti nessuno chiede se serve qualcosa ma si apprestano solo la...

eugenio

RM338

RM474 total

includes taxes & fees

6 Oct - 7 Oct

A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

A bedroom with a large bed, a view of the countryside, and a stone wall.

A cozy living room with a fireplace, wooden beams, stone walls, and a leather sofa.

A wooden interior with a table set for a meal, featuring a tray with plates, glasses, and a bottle.

14. Conti di San Bonifacio Wine Resort

Gavorrano

Hannah

RM2,500

RM2,769 total

includes taxes & fees

15 Oct - 16 Oct

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

A stone building with a wooden deck and white lounge chairs.

15. Podere Brizio

Montalcino

Aseem

RM904

RM1,031 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio with wooden tables and chairs, large windows offering a view of a mountainous landscape.

A dining area with a long table set for breakfast, featuring various food items and a clock on the wall.

A coastal beach with clear turquoise waters, a sandy shoreline, and a forested area with parked cars.

A marina with numerous boats docked, a central building, and a clear view of the sea.

16. Agriturismo Giù al Pozzo

Gavorrano

Micaiah

RM349

RM402 total

includes taxes & fees

4 Oct - 5 Oct

A rectangular swimming pool with a clear blue water, surrounded by a well-maintained lawn and several lounge chairs.

A covered outdoor seating area with stone pillars, a table, and chairs.

A rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.

A historic building with a stone facade, surrounded by a well-maintained garden with yellow flowers and tall trees.

17. Antico Casale L'Impostino

Civitella Paganico

Maria

RM541

RM595 total

includes taxes & fees

19 Oct - 20 Oct

A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.

A bedroom with a four-poster bed, a balcony with a view, and a bedside table with a lamp.

A swimming pool with a curved edge, surrounded by lush greenery and a clear sky.

A bedroom with a canopy bed, a desk, and a view of greenery outside.

18. Hotel Girifalco - Nature & Relax

Massa Marittima

Lucy

RM215

RM283 total

includes taxes & fees

12 Oct - 13 Oct

A long table set for a meal outdoors with white tablecloths, woven placemats, and potted plants.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

An outdoor patio with wooden tables and chairs, stone walls, and potted plants.

A building with a stone facade and multiple windows.

19. Agriturismo San Galgano

Chiusdino

"I loved every moment at the Agriturismo San Galgano. Beautifully restored for modern times, interior decoration appointed with excellent taste. Lovely pond and pool on the property. It is very convenient to have the restaurant on the property. The location is magical right next to the famous Abbey of San Galgano. Looking forward to returning in the near future. Have wonderful memories of my stay."

Irene

RM349

RM398 total

includes taxes & fees

30 Sept - 1 Oct

An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

Two people sitting on grass under a tree, reading a book, with a stone building in the background.

A cozy kitchen with wooden cabinets, a stove, and a dining area with a table and chairs.

A couple sitting by a pool under a pergola with a view of a house and hills in the background.

20. Podere Cascatelle & Agriletizia

Massa Marittima

Ciarán

RM226

RM281 total

includes taxes & fees

30 Sept - 1 Oct

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Top Sassofortino Hotel Reviews

Le Ragnaie

10/10 Excellent

"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"

Villa Le Prata - Residenza del Vescovo

10/10 Excellent

"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"

Grand Hotel Bastiani

10/10 Excellent

"Great location inside the city walls to explore Grosetto. Lots of great restaurants."

Hotel La Pineta

8/10 Good

"Excellent breakfast and dinner at same restaurant with beautiful patio. Nice lunch cafe in front also for aperitif. Close to street though. Very friendly staff. Rooms are a bit cold with no decor. Rooms close to stairs and elevator are noisy. We had room 112. Heard everything from the hallways which was annoying at night. Room had a very strong disinfectant odor. Overall highly recommend the hotel."

Castello Di Vicarello

10/10 Excellent

"AMAZING hotel, I cannot stress enough how insanely perfect our whole experience and stay was. Truly something magical and something you have to experience for yourself to understand."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

L'Andana

10/10 Excellent

"Excellent place"

Podere Brizio

10/10 Excellent

"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"

Hotel Girifalco - Nature & Relax

10/10 Excellent

"Charming hotel. Excellent breakfast. I would recommend it"

More cheap stays in Sassofortino

Agriturismo Bio Fattoria Casetta

VIA DEI PIANETTI 6 Gavorrano GR

RM373

RM429 total

6 Oct - 7 Oct

includes taxes & fees

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

Get rates

8.6/10 Excellent! (11 reviews)

Guadalupe Tuscany Resort

Strada Provinciale Del Bozzone Grosseto GR

Get rates

9.8/10 Exceptional! (28 reviews)

Bio Tenuta di Paganico - I Roggeti

Via Della Stazione, 10 Civitella Paganico GR

Get rates

8/10 Very good! (1 review)

Podere Valmarina

Via Aurelia Nord 10 Grosseto GR

Get rates

9.2/10 Wonderful! (5 reviews)

Rinidia Bio

loc. Colombaie snc, San Rocco a Pilli Sovicille SI

Get rates

10/10 Exceptional! (5 reviews)

Frequently asked questions

What's the best place for a stay in Sassofortino?

Castiglion del Bosco, A Rosewood Hotel, located 16.2 mi (26 km) from the heart of Sassofortino, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Grand Hotel Bastiani and Borgo Santo Pietro. See all available top hotels, or vacation rentals in Sassofortino.

If I need to cancel my hotel reservation in Sassofortino, will I receive a refund?

Yes, the majority of hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sassofortino.

What's the best dog-friendly accommodation option in Sassofortino?

Valdonica Winery - Chill in Nature Lodge is a top B&B for people travelling with their pets, and offers a winery and a restaurant for its human guests. Other good choices to stay with your pet include Valdonica Winery & Vineyard Residence and Agriturismo Campo al Crognolo. See more pet-friendly hotel accommodations in Sassofortino.

What are some accommodation options with pools in Sassofortino?

Valdonica Winery & Vineyard Residence: Features a full-service spa, a seasonal outdoor pool and daily. Rosewood Castiglion del Bosco and Borgo Santo Pietro are two additional hotels with an on-site pool. View all hotels with pools in Sassofortino.

What is the best spa hotel in Sassofortino?

Valdonica Winery & Vineyard Residence is a top spa hotel featuring a bar and a restaurant. Enjoy a massage at the on-site spa. See all spa hotels in Sassofortino.

What's it like to stay in Sassofortino?

Travellers to Sassofortino will find plenty to explore and enjoy. In Sassofortino, there are 4 hotels and other accommodation options to choose from. Find out more about Sassofortino.

What should I do while I'm visiting Sassofortino?

Places to visit in the wider area include Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma and Abbazia di San Galgano. You'll also find Rocca di Frassinello Winery and Terme Petriolo in the area. Take a look at what more there is to see and do in Expedia's Sassofortino guide.

What's the seasonal weather like in Sassofortino?

The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 9°C. Average annual precipitation for Sassofortino is 788 mm.

Sassofortino hotels from RM281

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sassofortino

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sassofortino hotels

1. Valdonica Winery & Vineyard Residence

2. La Melosa Resort & Spa - Adults Only

3. Valdonica Winery - Chill in Nature Lodge

4. Agriturismo Tenuta di Montemassi La Fattoria

5. Historic Farmhouse Casa del Chiodo

6. Country House il Ciliegio

7. VIN Hotel - La Meridiana

8. Mercure Petriolo Siena Terme Spa Hotel

9. Borgo Santo Pietro

10. Tenuta il Sassone - Wine & Food

11. Le Vie del Mare Camere

12. NonnaNara

13. Agriturismo Podere Ristella - Wine&Food

14. Conti di San Bonifacio Wine Resort

15. Podere Brizio

16. Agriturismo Giù al Pozzo

17. Antico Casale L'Impostino

18. Hotel Girifalco - Nature & Relax

19. Agriturismo San Galgano

20. Podere Cascatelle & Agriletizia

Top Sassofortino Hotel Reviews

Le Ragnaie

Villa Le Prata - Residenza del Vescovo

Grand Hotel Bastiani

Hotel La Pineta

Castello Di Vicarello

Castiglion del Bosco, A Rosewood Hotel

L'Andana

Podere Brizio

Hotel Girifalco - Nature & Relax

More cheap stays in Sassofortino

Agriturismo Bio Fattoria Casetta

Hotel Massa Vecchia

Guadalupe Tuscany Resort

Bio Tenuta di Paganico - I Roggeti

Podere Valmarina

Rinidia Bio

Frequently asked questions

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