Hotels in Sassofortino

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Where to stay in Sassofortino?

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

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

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

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

1. La Melosa Resort & Spa - Adults Only

Roccastrada

$85

$97 total

includes taxes & fees

Oct 26 - Oct 27

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

A covered courtyard with stone columns, a brick floor, and a grassy area.

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

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

2. Hotel Girifalco - Nature & Relax

Massa Marittima

$54

$70 total

includes taxes & fees

Oct 30 - Oct 31

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

A swimming pool with a view of a valley and mountains.

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

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

3. Valdonica Winery & Vineyard Residence

Roccastrada

$147

$165 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant with outdoor seating, a bar area, and a view of the landscape.

A narrow hallway with a brick archway, a window, and framed pictures on the walls.

A stone building with a wooden door and a circular window.

4. B&B da Nada Locanda Toscana

Roccastrada

$81

$91 total

includes taxes & fees

Nov 3 - Nov 4

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 panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

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

5. Valdonica Winery - Chill in Nature Lodge

Roccastrada

$177

$197 total

includes taxes & fees

Nov 8 - Nov 9

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.

6. Antico Casale L'Impostino

Civitella Paganico

$131

$144 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

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

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

7. Tenuta il Sassone - Wine & Food

Gavorrano

$101

$119 total

includes taxes & fees

Oct 31 - Nov 1

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

A gazebo with a stone wall and a lamp post in a park setting.

A room with a wooden ceiling, a bed with a headboard, a chair, a table, and a window with curtains.

A corridor with stone walls and wooden benches.

8. Historic Farmhouse Casa del Chiodo

Roccastrada

$106

$119 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

9. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

$84

$95 total

includes taxes & fees

Oct 25 - Oct 26

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

A large estate with multiple buildings, expansive fields, and a winding road connecting them.

A building with a stone facade and multiple windows.

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

10. Agriturismo San Galgano

Chiusdino

$87

$99 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A bedroom with a large bed, a wooden headboard, a nightstand, and a window with a view of the outdoors.

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

11. Agriturismo Giù al Pozzo

Gavorrano

$75

$82 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.

An outdoor dining setup with a stone building in the background, a table with plates, cutlery, and a bottle of red drink.

A stone building with a red door, surrounded by gravel and potted plants.

A rustic interior with exposed wooden beams, a stone fireplace, a cozy seating area, and a large window with curtains.

12. Tenuta Casteani

Gavorrano

$116

$133 total

includes taxes & fees

Oct 31 - Nov 1

A covered patio area with stone walls, wooden beams, and outdoor furniture.

A large, historic building complex with multiple structures, surrounded by lush green fields and trees, under a partly cloudy sky.

A pathway leading to a stone building with multiple windows and a covered area on the left.

A long banquet table with chairs, a chandelier, and draped fabric on a stone wall.

13. Casale San Galgano

Chiusdino

$85

$97 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.

14. Le Vie del Mare Camere

Ribolla

$122

$135 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

15. Country House il Ciliegio

Roccastrada

$87

$98 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor seating area with a wooden bench, potted plants, and a table with a purple chair.

A kitchen with white cabinets, a checkered backsplash, a dining table with a quilted tablecloth, and a green upholstered chair.

A swimming pool with a clear blue water, surrounded by white lounge chairs and a wooden deck.

A courtyard with a gravel ground, potted plants, and a stone building with a tiled roof.

16. Il Belvedere Country Houses

Massa Marittima

$73

$81 total

includes taxes & fees

Oct 25 - Oct 26

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A window with white curtains, a view of buildings, and greenery.

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

17. Relais Le Macine di Stigliano

Sovicille

$160

$181 total

includes taxes & fees

Nov 1 - Nov 2

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

A poolside area with a wooden deck, lounge chairs, and a stone building with arched windows.

A wooden interior with a reception desk, potted plants, and a tray with toiletries.

18. Conti di San Bonifacio Wine Resort

Gavorrano

$545

$600 total

includes taxes & fees

Nov 7 - Nov 8

A swimming pool with a waterfall feature, large windows, and a lounge chair.

A covered patio with a table and chairs, a small garden, and a building in the background.

A living room with a grey sofa, a coffee table, and a potted plant with red flowers. There are shelves with various bottles and jars, and a wall-mounted display with three decorative plates.

A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

19. Montebelli Agriturismo & Country Hotel

Gavorrano

$81

$89 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a view of a hilltop castle.

A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

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.

20. Agriturismo Podere Ristella - Wine&Food

Roccastrada

View all properties

Go beyond your typical stay in Sassofortino

Check out reviews of Sassofortino hotels guests love

Valdonica Winery & Vineyard Residence

Roccastrada

10/10 Exceptional

Josh

Historic Farmhouse Casa del Chiodo

Roccastrada

10/10 Exceptional

Ian

La Melosa Resort & Spa - Adults Only

Roccastrada

10/10 Exceptional

raul

Hotel Girifalco - Nature & Relax

Massa Marittima

10/10 Exceptional

Juan

Tenuta il Sassone - Wine & Food

Gavorrano

10/10 Exceptional

Kathy

B&B da Nada Locanda Toscana

Roccastrada

10/10 Exceptional

We stayed here for three nights and had an incredible experience. The room was clean, offered a beautiful view, and had reliable Wi-Fi. The location is perfect for exploring, only an hour's drive to Montalcino and incredibly close to several fantastic wineries. The restaurant itself is absolutely fantastic: The panoramic views are amazing, the food is to die for (home cooking style), and the wine selection is excellent. Laura, her husband, and their son, Leonardo, are wonderful, welcoming...

Alexandre

Casale San Galgano

Chiusdino

10/10 Exceptional

Jose Manuel

Relais Le Macine di Stigliano

Sovicille

10/10 Exceptional

Tim

Antico Casale L'Impostino

Civitella Paganico

10/10 Exceptional

Mason

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

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

A bathroom with a bathtub, a chandelier, and a view of the outdoors.

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

Borgo Santo Pietro

Chiusdino

10/10 Exceptional

My husband and I have been fortunate to stay in many of the best hotels, both large and small, in the world. Borgo Santo Pietro has now seized the "top spot", surpassing our former favorite on the Amalfi coast. No detail has been missed. The rooms are exquisite, the service impeccable, the grounds beautiful and the food is world class. We enjoyed our five course tasting menu so much one evening that we requested the alternative tasting menu the following evening. While incredibly inventive, the...

A.K.Y.

Agriturismo Giù al Pozzo

Gavorrano

10/10 Exceptional

Micaiah

Conti di San Bonifacio Wine Resort

Gavorrano

10/10 Exceptional

Paul

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

A stone building with a pool, lounge chairs, and a garden with flowers.

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

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

Podere Brizio

Montalcino

10/10 Exceptional

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

A bedroom with a bed, a chair, a table, and a stone wall.

An outdoor patio with stone walls, a pergola, and a table set for dining.

An underground wine cellar with wooden tables, wine bottles, and a piano.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

Dimora delle Muse

Montalcino

10/10 Exceptional

Anonymous traveler

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

10/10 Exceptional

Anonymous traveler

An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

mauricio

Tenuta Casteani

Gavorrano

10/10 Exceptional

Hermes Affonso

A poolside area with two lounge chairs and a woven ottoman.

A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.

A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.

A stone building with a tiled roof, surrounded by greenery and a stone wall.

Il Burellino Wine & Resort

Montalcino

10/10 Exceptional

Tami

Frequently Asked Questions

What accommodations do travelers like in Sassofortino?

Guests like Borgo Santo Pietro and Antico Casale L'Impostino.

Where can I find free parking with my stay in Sassofortino?

Park your car for free at these properties: Lavanda Room With Bath and Panorama Room 2 Pers With Breakfast In Tuscany.

Can I book refundable hotels in Sassofortino?

If you need the flexibility to change your plans to Sassofortino, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Sassofortino if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, review our selection of 10 vacation homes.

What will the weather in Sassofortino be like during my trip?

August and July are typically the warmest months in Sassofortino when the average temp is 74°F. January and February are the coldest months when the average temperature is 48°F. November and October are the months with the most rain.

Why should I book my Sassofortino hotel through Hotels.com?

There are lots of reasons to book your Sassofortino trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.