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

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

1. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Sandra

AED 386 total

includes taxes & fees

28 Oct - 29 Oct

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

2. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Fortress of Montestaffoli

J MANUEL

AED 636 total

includes taxes & fees

11 Nov - 12 Nov

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

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Tessa

AED 419 total

includes taxes & fees

3 Nov - 4 Nov

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

4. I Coppi

0.6 km from Fortress of Montestaffoli

Yury

AED 681 total

includes taxes & fees

27 Nov - 28 Nov

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

5. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Farzad

AED 563 total

includes taxes & fees

2 Nov - 3 Nov

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

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 488 total

includes taxes & fees

15 Nov - 16 Nov

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

7. Casa Vacanze Le Case

2.6 km from Fortress of Montestaffoli

Andrew

AED 372 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.

8. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

CINTHIA ELAINE DE

AED 430 total

includes taxes & fees

28 Oct - 29 Oct

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

9. B&B Ponte a Nappo

1.2 km from Fortress of Montestaffoli

Madison

AED 569 total

includes taxes & fees

3 Nov - 4 Nov

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

10. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Karen A

AED 384 total

includes taxes & fees

10 Nov - 11 Nov

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

11. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 719 total

includes taxes & fees

28 Oct - 29 Oct

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

12. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Meeta

AED 431 total

includes taxes & fees

27 Nov - 28 Nov

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

13. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Caroline

AED 539 total

includes taxes & fees

29 Oct - 30 Oct

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

14. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angel

AED 492 total

includes taxes & fees

2 Nov - 3 Nov

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

15. La Casa di Ines

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Chrystal

AED 311 total

includes taxes & fees

28 Oct - 29 Oct

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

16. Hotel Da Graziano

0.7 km from Fortress of Montestaffoli

KARYL

AED 391 total

includes taxes & fees

2 Nov - 3 Nov

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

17. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Louis

AED 434 total

includes taxes & fees

3 Nov - 4 Nov

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

18. Cappuccina Country Resort

1.7 km from Fortress of Montestaffoli

tony

AED 913 total

includes taxes & fees

1 Nov - 2 Nov

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

19. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Douglas

AED 344 total

includes taxes & fees

20 Nov - 21 Nov

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

20. Donna Nobile

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Treena

AED 341 total

includes taxes & fees

1 Nov - 2 Nov

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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."

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 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.

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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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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. La Cisterna

11. Hotel Bel Soggiorno

12. Hotel L' Antico Pozzo San Gimignano

13. B&B Palazzo Tortoli

14. Palazzo al Torrione 2

15. La Casa di Ines

16. Hotel Da Graziano

17. Palazzo al Torrione

18. Cappuccina Country Resort

19. Residenza d'Epoca Palazzo Buonaccorsi

20. Donna Nobile

Top Fortress of Montestaffoli Hotel Reviews

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

Other attractions near Fortress of Montestaffoli

Piazza delle Erbe

Frequently asked questions

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