Entire apartment

Hotel San Gregorio

Property class: 3

Choose dates to view prices

Take advantage of a coffee shop/cafe, a garden and dry cleaning/laundry services at Hotel San Gregorio. Active travellers can enjoy cycling at this residence. The on-site local cuisine restaurant, La Piazzetta, offers breakfast, lunch, dinner and light fare. Free in-room WiFi is available to all guests, along with a fireplace in reception and a bar.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
The current price is £124
includes taxes & fees
8 Nov - 9 Nov

Room options

View all photos for Panoramic Suite, City View (2 pax)

A hotel room with a bed, a desk, a chair, a lamp, and a view of buildings through the window.

Panoramic Suite, City View (2 pax)

  • City view
  • 538 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Classic Double or Twin Room, 1 Bedroom

A hotel room with a bed, bedside tables, a chair, a small table with a cup and a plate, and a wardrobe.

Classic Double or Twin Room, 1 Bedroom

  • 323 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Classic Suite (2 pax)

A hotel room with a bed, a desk, a chair, a lamp, and a mirror.

Classic Suite (2 pax)

  • 538 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Family Suite (3 pax)

A hotel room with a bed, a desk, a chair, a lamp, and a mirror.

Family Suite (3 pax)

  • 538 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed

View all photos for Family Suite (4 pax)

A hotel room with a bed, a desk, a chair, and curtains.

Family Suite (4 pax)

  • 538 sq ft
  • 1 bedroom
  • Sleeps 5
  • 1 Queen Bed

View all photos for Superior Double or Twin Room, 1 Bedroom

A modern hotel room with a large bed, bedside tables, a built-in vanity with a mirror, and a wooden floor.

Superior Double or Twin Room, 1 Bedroom

  • 323 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
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About the area

Located in Pienza, Hotel San Gregorio is in the city centre. Notable landmarks in the area include Monte Oliveto Maggiore Abbey and Abbazia di San Galgano. Art Studio di Adelina Quadri and Horti Leonini are also worth visiting. Relax and indulge in the area's hot springs, or seek out an adventure with hiking/biking trails and horse riding nearby. Visit our Pienza travel guide
View more Residences in Pienza
Map
Via Della Madonnina 4, Pienza, SI, 53026

What's nearby

  • Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.
    Historic Centre of Pienza
    3 min walk - 0.2 miles
  • A historic church with a bell tower, arched windows, and a central dome.
    Pienza Cathedral
    5 min walk - 0.3 miles
  • Palazzo Piccolomini
    3 min walk - 0.2 miles
  • Piazza Pio II
    5 min walk - 0.3 miles
  • Palazzo Vescovile
    5 min walk - 0.3 miles

Getting around

  • Sinalunga Rigomagno Station
    30 min drive
  • Rome (FCO-Fiumicino - Leonardo da Vinci Intl.)
    159 min drive

Restaurants

  • Bar Il Casello
    5 min walk
  • Trattoria La Chiocciola
    5 min walk
  • Caffe Dante
    11 min drive
  • Idyllium
    4 min walk
  • Podere Il Casale
    16 min drive

About this property

Hotel San Gregorio

  • Residence in the city centre
  • At Hotel San Gregorio, you can look forward to a coffee shop/cafe, a garden and dry cleaning/laundry services. Active travellers can enjoy cycling at this residence. The on-site local cuisine restaurant, La Piazzetta, offers breakfast, lunch, dinner and light fare. Free in-room WiFi is available to all guests, along with a fireplace in reception and a bar.
  • Other perks include:
    • A seasonal outdoor pool, along with sunloungers and pool umbrellas
    • Bike hire, self-parking (surcharge) and a round-trip airport shuttle (surcharge)
    • An electric car charging station, express check-out and babysitting (surcharge)
    • Bike tour information, a front desk safe and luggage storage
  • Room features
  • All guest rooms at Hotel San Gregorio include comforts, such as premium bedding and pillow menus, in addition to perks, such as laptop-friendly workspaces and air conditioning.
  • Extra conveniences in all rooms include:
    • Bidets and free toiletries
    • 43-inch Smart TVs with satellite channels
    • Cots/infant beds, electric kettles and heating

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9.4 out of 10, Exceptional, 393 reviews
The price is £112
includes taxes & fees
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Frequently asked questions

Does Hotel San Gregorio have a pool?

Yes, this property has a seasonal outdoor pool. Pool access is from 8:00 AM to 8:00 PM.

How much does it cost to stay at Hotel San Gregorio?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Hotel San Gregorio on 8 Nov 2026 start from £124, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Hotel San Gregorio pet-friendly?

Yes, this residence allows pets (limit 2 total). There's a fee of EUR 10 per pet, per day. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.

How much is parking at Hotel San Gregorio?

Self-parking is available for EUR 20 per day.

What time is check-in at Hotel San Gregorio?

Check-in start time: 3:00 PM; check-in end time: 11:00 PM. After-hours check-in is not available.

What time is check-out at Hotel San Gregorio?

Checkout is at 11 AM. Late checkout is available for a fee (subject to availability).

Does Hotel San Gregorio provide a shuttle to the airport?

Yes, there's an airport shuttle that runs on request. A fee of EUR 400 per vehicle applies.

Where is Hotel San Gregorio located?

Located in the heart of Pienza, this residence is 16.4 mi (26.5 km) from Monte Oliveto Maggiore Abbey.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Hotel San Gregorio Reviews

9.4

Exceptional

9.4

Cleanliness

9.4

Location

9.2

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 120 out of 167 reviews
Rating 8 - Good. 33 out of 167 reviews
Rating 6 - Okay. 13 out of 167 reviews
Rating 4 - Poor. 0 out of 167 reviews
Rating 2 - Terrible. 1 out of 167 reviews

Reviews

Verified review

10/10 Excellent

Great location. Clean and quiet with good breakfast
Stayed 1 night in Oct 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive.
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
A wonderful hotel - great location, friendly staff, comfortable rooms.
Stayed 1 night in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, listing accuracy
Our stay here was great. Within walking distance to restaurants and the town. Pool water was cold, but we did enjoy it for a little bit. Had some issues worh no hot water, but it was resolved quickly.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, room comfort, communication
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, room comfort, communication

The best hotel in the City

Ideal location in Tuscany
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, communication
Clean and spacious Room. Breakfast is Very delicious. Atmosphere is very warm.
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, room comfort, communication

Wonderful boutique hotel with pool and good AC

This was ou first stay but will not be our last. Wonderful reception and service throughout including breakfast and dinner. The pool is a great dip after a day in Pienza. Covered parking was a good bonus and near laundry and small coop market. AC in family suite was excellent.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, room comfort, communication

Strongly recommended

We are so happy to be guests at San Gregorio. Very nice and comfortable hotel, offers much more than expected. The best thing was the art that the hotel is full of, every corner carefully planned. Walking to your room gives you the feeling of being in a museum A real gem in the middle of Pienza/Toscany.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, room comfort, communication

Super

Nice location in Pienza. Beautiful hotel, spacious hotel room. Clean and quiet. Super friendly staff. Basement parking lot. Nice outdoor pool. Reasonable price. Great stay overall.
Stayed 4 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, property conditions & facilities, communication
We enjoyed our stay here. They turn the air conditioning off in the rooms after the end of September so although it was quite hot in our rooms, we didn’t have the option of turning the air on. We asked for fans and they brought us two which was helpful. The breakfast wasn’t the greatest but the overall cleanliness of the hotel and how it looks is really beautiful. It’s also very central to everything and walking distance to the little town if you want to explore.
Stayed 2 nights in Oct 2023
Verified review

6/10 Okay

Liked: Cleanliness, communication
The hotel is in an excellent location being only a short walk from the city walls. The parking is close by and secure. The staff were very welcoming and friendly and the breakfast was superb The room however did not live up to expectation. It was a classic double, was very austere with no paintings on the bare walls and generally very tired. Needs a complete refit. Sad because otherwise a good stay
Stayed 1 night in Sep 2023
Verified review

6/10 Okay

Disliked: Communication
The hotel was nice. The woman at the front desk who spoke English was very unfriendly. Seemed very annoyed if we asked questions. We opted to parking in their garage and the woman was pointing right while telling my husband to drive left. She was getting angry that he didn’t know if he should go right or left. Perhaps she needs a refresher course in English in the difference between left and right. Dining and cleaning staff were very nice. Overall the front desk staff was not friendly, except for the lady with white hair.
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Beautiful property with wonderful staff and food. Highly recommend.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Nice hotel - clean, good breakfast, perfect location. Would stay again!
Stayed 2 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Get
Stayed 1 night in Oct 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
All good
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Such friendly staff, loved Pienza and the property was such a good location!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Property conditions & facilities
Excellent hotel
Stayed 2 nights in Sep 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in
Slightly old fashioned but charming property in a great position in lovely Pienza. Room was dated but clean and extremely spacious. Breakfast selection didn’t vary at all in the 4 days we were there and eggs were always cold.
Stayed 4 nights in Jun 2026