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

Double or Twin Room | Minibar, blackout drapes, iron/ironing board (on request), WiFi (free)

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

1. Tenuta Guardastelle

1.6 km from Fortress of Montestaffoli

Sarah

AED 872

AED 980 total

includes taxes & fees

27 Sep - 28 Sep

2. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Thomas

AED 295

AED 345 total

includes taxes & fees

5 Oct - 6 Oct

Family Quadruple Room, Non Smoking, City View | Laptop workspace, WiFi (free)

Comfort Triple Room, City View | Laptop workspace, WiFi (free)

Classic Room, City View | Laptop workspace, WiFi (free)

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Tessa

AED 423

AED 487 total

includes taxes & fees

26 Oct - 27 Oct

Junior Suite | Living area | 22-inch TV with digital channels

4. 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 447

AED 512 total

includes taxes & fees

26 Oct - 27 Oct

2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

5. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Manuel

AED 566

AED 648 total

includes taxes & fees

25 Oct - 26 Oct

Camera doppia terrazzo vista collina | Minibar, WiFi (free), bed sheets

Camera doppia terrazzo vista collina | View from room

6. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 715

AED 812 total

includes taxes & fees

11 Oct - 12 Oct

Comfort Double or Twin Room | Down comforters, in-room safe, desk, laptop workspace

7. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

john

AED 352

AED 412 total

includes taxes & fees

25 Oct - 26 Oct

Superior Room | Minibar, in-room safe, desk, iron/ironing board (on request)

Daily cooked-to-order breakfast for a fee

8. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Michael

AED 467

AED 539 total

includes taxes & fees

18 Oct - 19 Oct

Seasonal outdoor pool, a rooftop pool, pool umbrellas, sun loungers

Family Studio, 1 Bedroom, Kitchenette, Ground Floor | Building design

9. il Casale del Cotone

2.3 km from Fortress of Montestaffoli

Mary

AED 950

AED 1,066 total

includes taxes & fees

10 Oct - 11 Oct

10. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angela

AED 392

AED 557 total

includes taxes & fees

29 Sep - 30 Sep

11. Hotel Pescille by Double Hospitality

2.5 km from Fortress of Montestaffoli

Tania

AED 401

AED 466 total

includes taxes & fees

6 Oct - 7 Oct

Seasonal outdoor pool, open 7:30 AM to 8:00 PM, pool umbrellas

Premium bedding, minibar, desk, laptop workspace

12. Hotel Le Colline

1.4 km from Fortress of Montestaffoli

Federico

AED 359

AED 420 total

includes taxes & fees

25 Oct - 26 Oct

13. Hotel Da Graziano

0.7 km from Fortress of Montestaffoli

KARYL

AED 301

AED 357 total

includes taxes & fees

16 Oct - 17 Oct

Tower Suite | Premium bedding, down comforters, minibar, in-room safe

Seasonal outdoor pool, open 9 AM to 7 PM, pool umbrellas, sun loungers

14. La Collegiata

1.5 km from Fortress of Montestaffoli

Derek

AED 702

AED 802 total

includes taxes & fees

25 Oct - 26 Oct

15. Il Castagnolo Country B&B

2.8 km from Fortress of Montestaffoli

Allan

AED 420

AED 483 total

includes taxes & fees

15 Oct - 16 Oct

16. La Casa di Ines

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Chrystal

AED 178

AED 217 total

includes taxes & fees

23 Oct - 24 Oct

17. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Louis

AED 504

AED 576 total

includes taxes & fees

4 Oct - 5 Oct

18. Camping Boschetto Di Piemma

1.9 km from Fortress of Montestaffoli

Anonymous traveler

AED 182

AED 213 total

includes taxes & fees

19 Oct - 20 Oct

Minibar, in-room safe, desk, WiFi (free)

19. Cappuccina Country Resort

1.7 km from Fortress of Montestaffoli

tony

AED 767

AED 873 total

includes taxes & fees

12 Oct - 13 Oct

Coffee/tea maker, full-size fridge, microwave, stovetop

Comfort Triple Room | Down comforters, Select Comfort beds, in-room safe, desk

20. Donna Nobile

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Treena

AED 315

AED 368 total

includes taxes & fees

4 Oct - 5 Oct

View all properties

Top Fortress of Montestaffoli Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Was great, the people friendly and easy acces to Saint Gemiririano, parking perfect, good breakfast"

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"

La Cisterna

8/10 Good

"Hotel and room are good for one or two nice day. Balcony room had a nice view.. My only negative and caution is regarding the on-site restaurant. Although, in it by itself, it could be considered a decent restaurant, but considering all the really excellent restaurants around it’s quite subpar for this town. With a group of 11 persons that have been traveling in Italy for a week the l general consensus was that the restaurant was OK, but nothing memorable or exceptional. And that situations could be normally fine, but the problem is that eating the Cisterna restaurant results in missing out on an excellent meal at one of a dozen restaurants within five minute walk. In summary, a stay at the hotel is nice but I would avoid the restaurant unless you just need to fill your stomach quickly"

Locanda Il Pino

10/10 Excellent

"Walkable to the main plaza and bus stops, the property has its own restaurant. Breakfast was awesome. We enjoyed our stay and will definitely stay there again when we go back to San Gimigagno."

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

10/10 Excellent

"The property is a 12 th century palace near the center of town and close to the city gate. It has been gradually renovated since the late 20th century with many aspects left intact from earlier days. The owner is very proud of her family's home, and she welcomes you into the shared living room and courtyard. We had the top floor w 4 bedrooms and bathrooms dated to an earlier elegant period. There were many steps to carry your luggage ( no elevators), but it was very exciting to stay in such an ancient palace. The staff was very accommodating. They helped arrange taxis to go to our truffle hunt that was recommended. Laundry means sending it out for a hefty price. There are no air conditioners, but there are fans and wide windows with working shutters overlooking the quaint streets, some with views of the countryside in the distance. With some imagination, It felt as if you were transported to an earlier time. The rooms were clean, beds were comfortable. There was an option for breakfast. We enjoyed our stay here"

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

10/10 Excellent

"Everything was as shown in the listing. The bathroom was small but functional. Sadly there was no AC in the room, but in fairness it was not in the listing."

Hotel L' Antico Pozzo San Gimignano

8/10 Good

"The room was very neat and clean. The staff was friendly."

Hotel Le Colline

10/10 Excellent

"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."

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 stone church with two prominent towers, surrounded by ancient ruins and a dense forest.

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. Torre Grossa, Casa e Torre Campatelli, and Podesta's Palace 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 213

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. Tenuta Guardastelle

2. Locanda Il Pino

3. Duccio Nacci Rooms - guest house

4. Agriturismo Il Casolare di Bucciano

5. Hotel Sovestro

6. Hotel Bel Soggiorno

7. La Cisterna

8. Hotel L' Antico Pozzo San Gimignano

9. il Casale del Cotone

10. Palazzo al Torrione 2

11. Hotel Pescille by Double Hospitality

12. Hotel Le Colline

13. Hotel Da Graziano

14. La Collegiata

15. Il Castagnolo Country B&B

16. La Casa di Ines

17. Palazzo al Torrione

18. Camping Boschetto Di Piemma

19. Cappuccina Country Resort

20. Donna Nobile

Top Fortress of Montestaffoli Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Residenza d'Epoca Palazzo Buonaccorsi

Hotel Bel Soggiorno

La Cisterna

Locanda Il Pino

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

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

Hotel L' Antico Pozzo San Gimignano

Hotel Le Colline

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