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

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

1. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Sandra

AED 334

AED 388 total

includes taxes & fees

25 Oct - 26 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 gravel driveway leading to a stone building with a garden and tall trees.

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

2. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Fortress of Montestaffoli

J MANUEL

AED 562

AED 639 total

includes taxes & fees

10 Nov - 11 Nov

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

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

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.

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Tessa

AED 438

AED 502 total

includes taxes & fees

24 Oct - 25 Oct

A vineyard landscape with a wooden fence and red foliage in the foreground.

A compact living space with a kitchenette, a dining area with a table and chairs, a sofa, and a lamp.

A table with a bottle of wine, two glasses of red wine, a plate of bruschetta, and outdoor umbrellas.

A hallway with a stone wall, a white baseboard, and a tiled floor.

4. I Coppi

0.6 km from Fortress of Montestaffoli

Yury

AED 604

AED 685 total

includes taxes & fees

21 Nov - 22 Nov

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

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.

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

5. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Farzad

AED 491

AED 565 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.

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

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

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 427

AED 490 total

includes taxes & fees

1 Nov - 2 Nov

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

A pool area with stone flooring, lounge chairs, and umbrellas.

A bedroom with a bed, two bedside tables, a picture on the wall, and a wooden door.

A kitchen with a stone wall, a wooden cabinet, a television, and a framed picture on the wall.

7. Casa Vacanze Le Case

2.6 km from Fortress of Montestaffoli

Andrew

AED 338

AED 392 total

includes taxes & fees

2 Nov - 3 Nov

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

A gym with treadmills, weight machines, and free weights.

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

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

8. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

CINTHIA ELAINE DE

AED 370

AED 431 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

9. B&B Ponte a Nappo

1.2 km from Fortress of Montestaffoli

Madison

AED 514

AED 586 total

includes taxes & fees

23 Oct - 24 Oct

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

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

10. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 642

AED 731 total

includes taxes & fees

30 Oct - 31 Oct

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

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

A historic square with stone buildings, a central fountain, and a tower.

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

11. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Kathy Ann

AED 327

AED 385 total

includes taxes & fees

3 Nov - 4 Nov

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.

12. il Casale del Cotone

2.3 km from Fortress of Montestaffoli

"This was a Tuscan country villa with a magnificent hilltop view of all the surrounding wine and olive groves. The estate gardens, sitting area and small chapel was designed for relaxing maybe drink some wine and enjoy this villa that's part of haven. Alejandro made guest a special delicious dinner i will never forget. I highly recommend this villa if you want to experience the true Tuscan country Villa,"

Isaac

AED 727

AED 820 total

includes taxes & fees

1 Nov - 2 Nov

A narrow street with historic buildings on either side, featuring arched doorways and traditional brick facades.

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

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

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

13. 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

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

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

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

A brick building with arched windows and a balcony.

14. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Caroline

AED 459

AED 525 total

includes taxes & fees

23 Oct - 24 Oct

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

A dining area with wooden tables, chairs, a chandelier, and a kitchen in the background.

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.

15. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angel

AED 336

AED 494 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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

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

16. Hotel Da Graziano

0.7 km from Fortress of Montestaffoli

KARYL

AED 309

AED 364 total

includes taxes & fees

25 Oct - 26 Oct

A narrow street lined with stone buildings, outdoor seating, and a few people walking.

A yellow building with a wooden double door, potted plants, and a signboard with directional information.

A historic town with prominent medieval towers and a central building with arched windows.

A modern living room with a beige sofa, a desk with a vase of flowers, and a closed door.

17. La Casa di Ines

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Chrystal

AED 257

AED 303 total

includes taxes & fees

29 Oct - 30 Oct

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

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

A bedroom with a bed, bedside tables, a dresser, a window with curtains, a ceiling with exposed beams, and a wall with framed pictures.

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

A buffet table with various food items and a sign reading 'TORRELUCENT'.

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.

19. Cappuccina Country Resort

1.7 km from Fortress of Montestaffoli

tony

AED 802

AED 911 total

includes taxes & fees

1 Nov - 2 Nov

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 pool with a view of a vineyard and hills.

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

20. 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

23 Oct - 24 Oct

View all properties

Top Fortress of Montestaffoli Hotel Reviews

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

10/10 Excellent

"SP1 takes you directly to the Lower City Gate, then wraps left, then immediately right at the 'Y' CONTINUING UP THE LEFT HILLSIDR. ( Don't stop at the first gate. And don't loop 'all the way around to the left' and 'BACK DOWN' SP1; Rather, continue 'up' the main road, the SP1, up the hill along the left side of town. Thereon, you'll pass the first of 'two' bus stops 'on your left', then further up the hillside (near the top), you"ll pass a gas station on your left, followed by 'a 2nd' Bus Stop AND 15 Minute Parking area 'on your left' (This is at 'the top' of the hill directly across from the San Matteo Gate (on your right). NOTE: If parking is available 'on your left' backing up to the hillside at the Bus Stop, PARK HERE to unload and deliver your luggage to the Palace just 1 short block inside the gate on your right (Note: 15 minutes is just enough time to unload, walk your luggage up through the gate, past a restaurant with outdoor seating on your right, past the 1st side-street, past a glass-faced store on your right, to the next door on your right within the 2nd block going up the hill (Look for a dsrk brown wood french door). If there is 'no' 15 minute parking available, and you have a companion, Drop the companion with the luggage off at the SAN MATEO GATE, have them wait there for you, then contine down hill and around to the left for free parking along rightside of the road. There is more parking further down the hill on the right."

Locanda Il Pino

10/10 Excellent

"We would definitely stay here again."

B&B Palazzo Tortoli

10/10 Excellent

"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"

Hotel Bel Soggiorno

10/10 Excellent

"Our stay here was very lovely and we’d certainly return. The welcome and staff were all so happy and kind. Breakfast was great, views spectacular too. Location in San Gimignano favorable. We had a room with a terrace which was very nice with beautiful views. All amenities were great."

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!"

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!"

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."

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.

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 303

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 Sovestro - Agriturismo e Winery

3. Duccio Nacci Rooms - guest house

4. I Coppi

5. Hotel Sovestro

6. Agriturismo Il Casolare di Bucciano

7. Casa Vacanze Le Case

8. Hotel Leon Bianco

9. B&B Ponte a Nappo

10. Hotel Bel Soggiorno

11. La Cisterna

12. il Casale del Cotone

13. Hotel L' Antico Pozzo San Gimignano

14. B&B Palazzo Tortoli

15. Palazzo al Torrione 2

16. Hotel Da Graziano

17. La Casa di Ines

18. Palazzo al Torrione

19. Cappuccina Country Resort

20. Residenza d'Epoca Palazzo Buonaccorsi

Top Fortress of Montestaffoli Hotel Reviews

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

Locanda Il Pino

B&B Palazzo Tortoli

Relais Santa Chiara Hotel by Double Hospitality

Hotel Bel Soggiorno

Residenza d'Epoca Palazzo Buonaccorsi

Hotel Leon Bianco

Panoramic apartment Il Borgo Antico in the city centre

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

Explore a world of travel with Expedia