The Best Hotels Closest to Fortress of Montestaffoli in San Gimignano for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Fortress of Montestaffoli hotels

An outdoor café with tables and chairs, a whiteboard, and a door with a sign.

A restaurant with stone walls, framed artwork, and tables set for dining.

A warmly lit street with a building featuring arched doorways and a sign above the entrance.

1. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Thomas

AED 327

AED 381 total

includes taxes & fees

17 Oct - 18 Oct

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.

A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.

2. Tenuta Guardastelle

1.6 km from Fortress of Montestaffoli

Sarah

AED 852

AED 958 total

includes taxes & fees

10 Oct - 11 Oct

A bedroom with a bed, bedside table, lamp, and a desk with a chair.

A small, modern room with a desk, chair, and a framed picture of lemons on the wall.

A walk-in closet with hanging space and shelves, featuring a mirror and a blue object on the upper shelf.

A modern walk-in closet with mirrored doors, built-in shelves, and a central mirror.

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Tessa

AED 487

AED 556 total

includes taxes & fees

6 Oct - 7 Oct

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A rustic stone building with a wooden ceiling and a view of a vineyard.

A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

4. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Fortress of Montestaffoli

J MANUEL

AED 601

AED 682 total

includes taxes & fees

1 Nov - 2 Nov

A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

A compact kitchen with a dining area, featuring a microwave, sink, and a small refrigerator.

A living room with a sofa, coffee table, and framed pictures on the wall.

A living room with a sofa, a coffee table, and a television.

5. Palazzo Mari

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Stan

AED 262

AED 309 total

includes taxes & fees

29 Oct - 30 Oct

A swimming pool with lounge chairs and a view of a hill with buildings.

A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

A stone building with a terrace, outdoor seating, and a view of rolling hills.

6. Agriturismo Il Casolare di Bucciano

2.1 km from Fortress of Montestaffoli

"The views and quality of this agriturismo is simply outstanding. Peaceful and surreal, the view of San Gimigano are amazing. We had a wonderful time. Breakfast options could have been more varied for vegetarians and the staff member who greeted us on arrival could have been a little more welcoming! All other members of staff were outstanding. Did their best to accommodate us, including cooking special egg free dishes! Gratzie!"

Satnam

AED 428

AED 491 total

includes taxes & fees

1 Nov - 2 Nov

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

7. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Bob

AED 510

AED 585 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a wooden door, a stone wall, and a wooden balcony.

An outdoor dining area with tables set for two, overlooking a pool and garden.

A traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.

A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.

8. Casanova di Pescille

2 km from Fortress of Montestaffoli

Alexander Cartaya

AED 652

AED 738 total

includes taxes & fees

19 Oct - 20 Oct

A four-poster bed with a canopy, two bedside tables, and a nightstand.

A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

9. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

CINTHIA ELAINE DE

AED 375

AED 437 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.

A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".

A modern room with a large window, a bed, a desk, and a wardrobe.

A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.

10. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 651

AED 741 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A pool area with lounge chairs and a view of the countryside.

A stone building with a rustic garden, a hanging light fixture, and a gravel path.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

11. il Casale del Cotone

2.3 km from Fortress of Montestaffoli

Mary

AED 637

AED 721 total

includes taxes & fees

31 Oct - 1 Nov

A view from a window overlooking a pool, greenery, and a distant building.

A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.

A buffet table with various dishes and a bulletin board with photos and notes.

A pool area with a stone building, two umbrellas, and a statue.

12. B&B Ponte a Nappo

1.2 km from Fortress of Montestaffoli

Madison

AED 522

AED 595 total

includes taxes & fees

20 Oct - 21 Oct

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A table set for dining with a view of a vineyard.

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

A lobby with a reception desk, a staircase, and seating areas.

13. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Cynthia

AED 365

AED 426 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

14. Hotel Le Colline

1.4 km from Fortress of Montestaffoli

Federico

AED 355

AED 416 total

includes taxes & fees

13 Oct - 14 Oct

A historic street with a hotel entrance featuring an arched doorway and potted plants.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.

An outdoor dining area with stone walls, potted plants, and a table set for two.

15. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Michael

AED 372

AED 434 total

includes taxes & fees

4 Nov - 5 Nov

A view from a window overlooking a rural landscape with fields and a distant mountain range.

A traditional room with a large bed, a wooden desk, and a stone wall.

A cozy room with a stone fireplace, a round table with chairs, and a colorful striped sofa.

A kitchen with a large island, a dining area with a table and chairs, and a view through arched windows.

16. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Harold

AED 478

AED 547 total

includes taxes & fees

20 Oct - 21 Oct

An open wooden door leading to an outdoor patio with a table and chairs.

A yellow building with multiple windows and doors, featuring a sign with directional information.

A kitchen with a sink, stove, and cabinets, a dining area with a bench and chairs, and a chandelier.

A man in a suit standing next to a chair in a room with a chandelier, a potted plant, and a painting on the wall.

17. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angela

AED 388

AED 551 total

includes taxes & fees

8 Oct - 9 Oct

A woman seated on a striped sofa with a cushion, under a canopy with string lights, surrounded by greenery and a brick wall.

A modern living room with red chairs, a coffee table, and a staircase with a unique design.

A fountain surrounded by a stone wall, with trees and shrubs in the background.

A buffet table with a pie, cereal, and fruits.

18. Hotel Da Graziano

0.7 km from Fortress of Montestaffoli

KARYL

AED 298

AED 353 total

includes taxes & fees

18 Oct - 19 Oct

A table set for dining with a view of a hilltop town.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

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

A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

19. La Collegiata

1.5 km from Fortress of Montestaffoli

Johanne Kristine

AED 434

AED 506 total

includes taxes & fees

30 Oct - 31 Oct

A stone building with a swimming pool, outdoor seating, and trees.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

A restaurant with a brick floor, white furniture, and a chalkboard menu.

A bedroom with a bed, a lamp, a chandelier, and curtains.

20. Il Castagnolo Country B&B

2.8 km from Fortress of Montestaffoli

Allan

AED 428

AED 492 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Top Fortress of Montestaffoli Hotel Reviews

Hotel Sovestro

10/10 Excellent

"We were looking for a Tuscan experience and this hotel more than met our expectations. They had an excellent restaurant on site for breakfast and dinner. The pool was large and nice to use after a day of visiting. Hotel is close to San Gimignano which is a must see town, We used the hotel shuttle to get to the town since it was an uphill walk and walked back. The sights were quite spectacular. We had a wine tasting of their vineyards wines which was also very nice. Can not say enough about how much we enjoyed our stay."

Locanda Il Pino

8/10 Good

"The room was clean and had a private bathroom. The water from the shower took a while to heat up and occasionally got cool while showering. But the bed was comfortable. The location was perfect and was private and peaceful. It was in the centre but not too close to the main square. The staff were very helpful and friendly. Thanks"

Hotel Leon Bianco

10/10 Excellent

"It was a joy to come back to San Gimignano and stay at Leon Bianco. I once stayed here as a child with my father on a trip and it was so nice to return again. Thank you to the family who keeps this hotel nice over the years, it is a historic building, right in Piazza Cisterna in the center of all. At night the town is beautiful. Short walk to the wall to see the view of Toscana countryside. Good breakfast and helpful staff to keep the luggage. Ciao Gimignano!"

La Cisterna

8/10 Good

"It was an okay stay for one night. Clean and a comfortable bed."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."

Hotel L' Antico Pozzo San Gimignano

10/10 Excellent

"Very good location, clean rooms and bathrooms."

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"It was a unique experience staying in an old medieval building with a beautiful view of the towers of San Gimignano. The bathroom was a little small, but the room itself was quite spacious. I do wish the bedding had been a little cleaner. The host welcomed us warmly, and the town was absolutely beautiful. It is definitely a place I would love to visit again."

Hotel Bel Soggiorno

10/10 Excellent

"Nice ppl"

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"Excellent, I would recommend and would return."

Other attractions near Fortress of Montestaffoli

A historic stone building with tall towers and a bell tower.

Piazza delle Erbe

9.4/10 (21 reviews)

You can find out about the history of San Gimignano with a trip to Piazza delle Erbe. Discover the area's beautiful countryside and wineries.

See properties

A historic town with medieval towers and terraced vineyards.

San Gimignano Communal Palace

9.4/10 (150 reviews)

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

See properties

Rocca of Montestaffoli

After visiting Rocca of Montestaffoli, make a plan to see the other sights and activities in San Gimignano. Discover the countryside in this walkable area.

See properties

Vernaccia di San Gimignano Wine Museum

9.2/10 (15 reviews)

You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

See properties

Ornithological Museum

You can study the exhibits at Ornithological Museum, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside and wineries.

See properties

Piazza Luigi Pecori

Learn about the local history of San Gimignano when you take a trip to Piazza Luigi Pecori. Discover the countryside in this walkable area.

See properties

Museum of Sacred Art

You can study the exhibits at Museum of Sacred Art, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside and wineries.

See properties

Podesta's Palace

9.6/10 (13 reviews)

You can find out about the history of San Gimignano with a visit to Podesta's Palace. Discover the area's beautiful countryside and wineries.

See properties

Frequently asked questions

What's the area like around Fortress of Montestaffoli?

Fortress of Montestaffoli is located in a historic area of San Gimignano known for its its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, check out the 158 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Fortress of Montestaffoli?

Adjacent to Fortress of Montestaffoli, Hotel Leon Bianco is one of the top choices for your stay based on our traveler data, and this hotel offers a fitness center and a bar. Other good choices within a short distance include La Cisterna and Hotel L' Antico Pozzo San Gimignano.

How many hotels can I expect to find close to Fortress of Montestaffoli?

Expedia has 158 hotels and other accommodations within a mile from Fortress of Montestaffoli.

If I need to cancel the hotel reservation for my stay near Fortress of Montestaffoli, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to review the best deals available near Fortress of Montestaffoli.

Where can I learn more about changing or cancelling my trip in the area near Fortress of Montestaffoli?

To access more information about rescheduling or cancelling your stay near Fortress of Montestaffoli, go to https://www.expedia.com/service/.

What can I see and do near Fortress of Montestaffoli?

Vernaccia di San Gimignano Wine Museum, San Gimignano Communal Palace, and Medieval Criminal and Torture Museum feature captivating exhibits. Casa e Torre Campatelli, Podesta's Palace, and Torre Grossa are notable landmarks to explore if you're in the area. Create some family memories at The SottoVico Garden and Ra-Ma snc.

Explore a world of travel with Expedia

Poggibonsi Vacations

Find hotels near Fortress of Montestaffoli, San Gimignano from AED 309

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Fortress of Montestaffoli hotels

1. Locanda Il Pino

2. Tenuta Guardastelle

3. Duccio Nacci Rooms - guest house

4. Tenuta Sovestro - Agriturismo e Winery

5. Palazzo Mari

6. Agriturismo Il Casolare di Bucciano

7. Hotel Sovestro

8. Casanova di Pescille

9. Hotel Leon Bianco

10. Hotel Bel Soggiorno

11. il Casale del Cotone

12. B&B Ponte a Nappo

13. La Cisterna

14. Hotel Le Colline

15. Hotel L' Antico Pozzo San Gimignano

16. B&B Palazzo Tortoli

17. Palazzo al Torrione 2

18. Hotel Da Graziano

19. La Collegiata

20. Il Castagnolo Country B&B

Top Fortress of Montestaffoli Hotel Reviews

Hotel Sovestro

Locanda Il Pino

Hotel Leon Bianco

La Cisterna

Relais Santa Chiara Hotel by Double Hospitality

Hotel L' Antico Pozzo San Gimignano

Residenza d'Epoca Palazzo Buonaccorsi

Hotel Bel Soggiorno

Tenuta Sovestro - Agriturismo e Winery

Other attractions near Fortress of Montestaffoli

Piazza delle Erbe

San Gimignano Communal Palace

Rocca of Montestaffoli

Vernaccia di San Gimignano Wine Museum

Ornithological Museum

Piazza Luigi Pecori

Museum of Sacred Art

Podesta's Palace

Frequently asked questions

Explore a world of travel with Expedia