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

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Our top choices for Fortress of Montestaffoli hotels

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 gravel driveway leading to a stone building with a garden and tall trees.

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

1. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Fortress of Montestaffoli

J MANUEL

AED 563

AED 640 total

includes taxes & fees

9 Nov - 10 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 table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

A man and a woman in a restaurant with a stone wall and a wooden table.

2. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Farzad

AED 492

AED 566 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A view from a window overlooking a rural landscape with rolling hills and vineyards.

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

3. 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 427

AED 491 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

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

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

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

4. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

CINTHIA ELAINE DE

AED 366

AED 427 total

includes taxes & fees

1 Nov - 2 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 pool area with a stone building, two umbrellas, and a statue.

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

5. B&B Ponte a Nappo

1.2 km from Fortress of Montestaffoli

Madison

AED 521

AED 594 total

includes taxes & fees

27 Oct - 28 Oct

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

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

A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.

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

6. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 622

AED 709 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

7. il Casale del Cotone

2.3 km from Fortress of Montestaffoli

Mary

AED 667

AED 754 total

includes taxes & fees

2 Nov - 3 Nov

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.

8. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Kathy Ann

AED 335

AED 393 total

includes taxes & fees

12 Nov - 13 Nov

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

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

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

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

9. Hotel Le Colline

1.4 km from Fortress of Montestaffoli

Federico

AED 315

AED 371 total

includes taxes & fees

25 Oct - 26 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 breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

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

10. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Michael

AED 371

AED 432 total

includes taxes & fees

11 Nov - 12 Nov

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

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.

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

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

11. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angel

AED 337

AED 494 total

includes taxes & fees

7 Nov - 8 Nov

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

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.

A brick building with arched windows and a balcony.

12. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Harold

AED 473

AED 540 total

includes taxes & fees

20 Oct - 21 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 view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

13. La Collegiata

1.5 km from Fortress of Montestaffoli

Farzad

AED 585

AED 672 total

includes taxes & fees

30 Oct - 31 Oct

A dining table with a view of a pool and landscaped garden.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

A table set for breakfast with a scenic view of hills and trees.

14. Relais Santa Chiara Hotel by Double Hospitality

0.8 km from Fortress of Montestaffoli

Ronaldo

AED 334

AED 397 total

includes taxes & fees

21 Oct - 22 Oct

A dining area with a chandelier, a chef in a white jacket, and a red tablecloth.

A kitchen with a marble countertop, wooden beams, a chandelier, and a stove.

A wooden double door with a plaque, a metal decorative arch, and a mailbox on the right.

15. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Louis

AED 399

AED 459 total

includes taxes & fees

7 Nov - 8 Nov

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

An aerial view of a resort with a swimming pool, tennis courts, and vineyard fields.

A bar area with a glass display case containing various food items and a selection of bottles and glasses on shelves above.

A stone pathway leading to a building with a pergola.

16. Camping Boschetto Di Piemma

1.9 km from Fortress of Montestaffoli

Anonymous traveler

AED 176

AED 206 total

includes taxes & fees

28 Oct - 29 Oct

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

17. Cappuccina Country Resort

1.7 km from Fortress of Montestaffoli

tony

AED 715

AED 815 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor courtyard with stone walls, arched doorways, and potted plants.

A rustic interior with a brick staircase, a wooden door, and a stone wall.

A view of a traditional brick building with arched doorways and wooden shutters.

A courtyard with a hanging planter, potted plants, and a brick wall.

18. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Michael

AED 315

AED 367 total

includes taxes & fees

18 Oct - 19 Oct

A building with a wooden door, windows with shutters, and flower boxes.

A kitchen with green cabinets, a wooden dining table, and a hanging light fixture.

A bedroom with two beds, a wardrobe, and a stone wall arch.

A view from a window overlooking a forested area with a clear sky.

19. Donna Nobile

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Treena

AED 281

AED 329 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with a rustic charm, featuring a large terracotta pot and a tree in the foreground.

A stone building with a garden featuring rose bushes and a decorative metal planter.

A bedroom with a wooden ceiling, a bed with a beige bedspread, a chair, and a window with curtains.

A dining area with a wooden table, chairs, a vase of flowers, and a framed picture on the wall.

20. Agriturismo Il Castagnolino

3.1 km from Fortress of Montestaffoli

Marjo

AED 505

AED 577 total

includes taxes & fees

29 Oct - 30 Oct

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Top Fortress of Montestaffoli Hotel Reviews

Hotel Bel Soggiorno

10/10 Excellent

"Beautiful hotel. Spacious room. Comfortable. Large shower. Breakfast provided. Helpful and friendly staff. Close to entrance to town parking making it easy to transport your bags to the hotel. Top favorite stay on our recent trip to Italy. Would recommend. Also gorgeous view from room and from the dining room."

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"If you want to experience San Gimignano at its best, you need to stay inside the walls. We thoroughly enjoyed staying in a historic house. The owner and her staff were so kind and helpful. They had great suggestions for restaurants, etc., and shared the history of the house. We hope to return and stay there again!"

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

La Cisterna

10/10 Excellent

"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"

Panoramic apartment Il Borgo Antico in the city centre

10/10 Excellent

"This place is a rare hidden treasure in the historic town. Right next to the cathedral, you cannot find a better location. The host is very friendly and helpful. We throughly enjoyed our stay and recommend others with hesitation."

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"

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.."

Tusci Loft San Gimignano - Un Piccolo Gioiello nel Città

10/10 Excellent

"We had an absolutely lovely time. Other reviewers mentioned the hill. “Rocca” means the fortress at the top of the hill town. It is up there! But it was charming and comfortable. Just do be prepared for to walk uphill home from everything."

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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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Poggibonsi Vacations

Find hotels near Fortress of Montestaffoli, San Gimignano from AED 206

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Our top choices for Fortress of Montestaffoli hotels

1. Tenuta Sovestro - Agriturismo e Winery

2. Hotel Sovestro

3. Agriturismo Il Casolare di Bucciano

4. Hotel Leon Bianco

5. B&B Ponte a Nappo

6. Hotel Bel Soggiorno

7. il Casale del Cotone

8. La Cisterna

9. Hotel Le Colline

10. Hotel L' Antico Pozzo San Gimignano

11. Palazzo al Torrione 2

12. B&B Palazzo Tortoli

13. La Collegiata

14. Relais Santa Chiara Hotel by Double Hospitality

15. Palazzo al Torrione

16. Camping Boschetto Di Piemma

17. Cappuccina Country Resort

18. Residenza d'Epoca Palazzo Buonaccorsi

19. Donna Nobile

20. Agriturismo Il Castagnolino

Top Fortress of Montestaffoli Hotel Reviews

Hotel Bel Soggiorno

Residenza d'Epoca Palazzo Buonaccorsi

Tenuta Sovestro - Agriturismo e Winery

Hotel Leon Bianco

La Cisterna

Panoramic apartment Il Borgo Antico in the city centre

Locanda Il Pino

Relais Santa Chiara Hotel by Double Hospitality

Tusci Loft San Gimignano - Un Piccolo Gioiello nel Città

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

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