Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From167US$ /night
Check-in
27Feb2026Select date
Check-out
28Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Via Della Madonnina 4, Pienza, Italy
-
Steps from the Historic Centre
Perfect
9.0
9.2
/10
4.8
/5

Location

Hotel San Gregorio is located just a few steps from the historic center of Pienza, offering proximity to remarkable attractions in the Val d'Orcia region. Surrounded by rolling hills and scenic landscapes, this location serves as an excellent base for exploring UNESCO World Heritage sites. Visitors can easily access Montalcino, Montepulciano, and the famous thermal baths of Bagno Vignoni.

Dining

Ristorante La Piazzetta, the on-site restaurant, serves authentic Tuscan cuisine, featuring local dishes like Pici with Tuscan ragout and Florentine steak. It offers a diverse wine list, showcasing DOC and DOCG wines from the region, enhancing every meal experience. Guests can enjoy dining in an intimate setting, whether indoors or at outdoor tables overlooking the picturesque piazzetta.

Rooms

With 19 classic-style rooms and suites, Hotel San Gregorio provides spacious accommodations that include luxury amenities like whirlpool baths and stunning views over the historic center. Family suites measuring 50 m² can accommodate additional beds, catering to families and groups. Each sleeping arrangement reflects a warm and nostalgic charm, making for a restful retreat after daily explorations.

Activities

Hotel San Gregorio offers various activities including e-bike rentals, allowing guests to explore the stunning landscapes of Val d'Orcia at their own pace. The hotel collaborates with local guides to provide mountain bike excursions and photography tours of this scenic area. Those interested in yoga can also arrange sessions to enhance their mental and physical well-being amidst the tranquil Tuscan countryside.

Pet-Friendly

The hotel extends a warm welcome to pets, enabling guests to travel with their furry companions without worry. This pet-friendly policy allows for a more convenient and enjoyable experience for visitors who prefer not to leave their pets behind. Those traveling with dogs can relax knowing they are welcomed in the hotel.

Highlights

Location: Just a few steps from the historic centre of Pienza

Dining: Ristorante La Piazzetta serves authentic Tuscan cuisine

Rooms: 19 classic-style rooms and suites

Activities: E-bike rentals and photography tours

Pet-Friendly: Welcomes small pets with open arms

Must-do experiences

  • Visit the Pienza Cathedral for stunning Renaissance architecture.
  • Taste the famous Pecorino cheese at local shops like La Taverna.
  • Stroll through the Val d'Orcia for breathtaking Tuscan views.
  • Explore the unique Palazzo Piccolomini gardens for peace and beauty.
  • Don't miss the Pienza Market on Wednesdays for local delicacies.
View all

Select your room type

Hotel San Gregorio offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Double or Twin Room
2 persons
325 sq. feet 
1 King-size bed
Shower
Heating
Suite City View
2 persons
540 sq. feet 
1 King-size bed
Shower
Heating
Suite
2 persons
540 sq. feet 
1 King-size bed
Shower
Heating
Superior Double or Twin Room
2 persons
325 sq. feet 
1 King-size bed
Shower
Heating
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Hotel San Gregorio offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.0/10Review score

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • Safe deposit box
  • VIP check-in/ -out
  • Express check-in/ -out
  • Concierge desk
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Luggage storage
  • Lift
  • Coffee shop
  • Fireplace
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers
  • Key card access

Sports & Fitness

  • Hiking
  • Horseback riding
  • Cycling

Guest Parking

  • Electric kettle

Services

  • Paid airport shuttle
  • Pet amenities available
  • Room service
  • Housekeeping
  • Car hire
  • Laundry
  • Dry cleaning
  • Tours/Ticket assistance
  • Welcome drink
  • Happy hour

Dining

  • In-room breakfast
  • Restaurant
  • Bar/ Lounge area
  • Packed lunches
  • Special diet menus

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Cots
  • Babysitting/Child services
  • Children's menu

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Seasonal outdoor pool
  • Beach umbrellas
  • Sun loungers
  • Garden area
  • Leisure/ TV room
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Mini-bar
  • Sitting area
  • Garden furniture
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Free toiletries
  • Sink

Self-catering

  • Electric kettle

Media

  • Flat-screen TV
  • AM/FM alarm clock
Show more

Dining Onsite

Hotel San Gregorio invites guests to indulge in a rich tapestry of flavors at La Piazzetta. Nestled in the enchanting Tuscan countryside, this restaurant offers an authentic Italian dining experience that marries tradition with innovation, creating a harmonious blend of regional specialties.
Hotel San Gregorio Pienza Restaurant photo
Hotel San Gregorio Pienza Restaurant photo
Hotel San Gregorio Pienza Restaurant photo

La Piazzetta

Italian fine dining with a focus on vegetarian offerings
Ambiance
Traditional and romantic setting, surrounded by the lush landscapes of Tuscany
Key Offerings
Signature dishes crafted from regional specialties, including a curated wine selection from Nobile di Montepulciano, allowing guests to enjoy local flavors with each bite.
Reservation
Recommended
Open for lunch and dinner

Hotel San Gregorio Location

Via Della Madonnina 4, Pienza, Italy
Map view
Via Della Madonnina 4, Pienza, Italy
Nearby
Square
Piazza Pio II
800 ft
Piazza Pio II
Palazzo Piccolomini
800 ft
near Montepulciano
Historic Centre of the City of Pienza
1000 ft
Church
Pienza Cathedral
900 ft
Piazza Pio II Between the Palace and Corso Rossellino
Pozzo dei Cani
800 ft
Church
Church of San Francesco
700 ft
Via Elisa 5
Artemisia Art Gallery
500 ft
Museum
Palazzo Borgia Museo Diocesano
800 ft
Corso il Rossellino
Corso il Rossellino
900 ft
Church
Pieve di Corsignano
1500 ft
Piazza Pio II
Palazzo Comunale di Pienza
800 ft
Via Case Nuove
Case Nuove
1200 ft
Borgo Medioevale di Monticchiello
200 ft
Church
Corsignano
1900 ft
Church
Chiesa della Misericordia
800 ft
Piazza San Carlo
Museo Archeologico e della Citta di Pienza
1300 ft
Localita Castelluccio
Grancia di Castelluccio
200 ft
Strada provinciale 18
Acqua Puzzola
200 ft
Roccia Sottostante La Chiesa di S. Caterina
Romitorio di Pienza
200 ft
Angolo Tra la Piazza Pio II e il Corso Rossellino
Palazzo Ammannati
200 ft
Library
Biblioteca Comunale "Ernesto Balducci"
1300 ft
Restaurants
Sette di Vino
1000 ft
Piazza di Spagna 1
Pummaro
700 ft
Piazza Martiri della Liberta' 2/3
La pecora nera Bottega gastronomica
500 ft
Via del Leone 11
Pio Burger
700 ft
Via della Buca
Il Rossellino Bar Gelateria
700 ft
Corso Il Rossellino 22
La Combriccola di Pienza
900 ft
Via Dell'Acero 2
Fredo Il Gelato Artigianale
1100 ft
Via Dogali 1
Explore Pienza
Local Experiences
Top Attractions
Activities
Dining
Entertainment
Piazza Pio II
Piazza Pio II
3 minutes walking
The main square of Pienza, featuring Renaissance architecture and vibrant local markets throughout the week.
Palazzo Piccolomini
Palazzo Piccolomini
3 minutes walking
A stunning palace showcasing impressive gardens and historic art, offering guided tours for deeper exploration.
Historic Centre of the City of Pienza
Historic Centre of the City of Pienza
4 minutes walking
UNESCO World Heritage site famous for its ideal Renaissance town planning and charming narrow streets.
Pienza Cathedral
Pienza Cathedral
4 minutes walking
An architectural marvel known for its beautiful interior frescoes and magnificent views from the surrounding areas.
Guided Wine Tours
5 minutes drive
Visit local wineries for tastings and tours. Perfect for wine lovers and small groups with booking required.
Hiking in Val d'Orcia
35 minutes walking
Engaging hiking routes through stunning landscapes ideal for thrill-seekers and nature enthusiasts.
Yoga Classes
10 minutes drive
Relaxing classes available at nearby studios focusing on wellness and restoration, suit all experience levels.
La pecora nera Bottega gastronomica
La pecora nera Bottega gastronomica
2 minutes walking
A quaint shop offering authentic local dishes and gourmet products, popular for its cheese and wine selections.
Sette di Vino
Sette di Vino
4 minutes walking
Charming eatery featuring classic Tuscan cuisine. Reservations recommended, especially for outdoor seating.
Il Rossellino Bar Gelateria
Il Rossellino Bar Gelateria
3 minutes walking
Casual spot for delicious gelato and light bites, perfect for families and snack breaks during the day.
Via Podere Il Casale
Via Podere Il Casale
30 minutes walking
Local venue featuring seasonal events, ideal for cultural immersion with live music and food festivals.
Pio Burger
Pio Burger
3 minutes walking
A family-friendly burger joint known for its casual vibe and inventive burger toppings, great for informal dining.
Getting around
City Centre
Pienza3 min  ·  700 ft
Airports
Perugia San Francesco d'Assisi - Umbria International Airport (PEG)146 min  ·  60.2 mi
Peretola Airport (FLR)203 min  ·  84.0 mi
Bus
Bus stop11 min  ·  4.4 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Property information and rules
Check-in
from 15:00-23:00
Check-out
from 08:00-11:00
Guest Parking
Private parking is possible on site (reservation might be needed) at EUR 20 per day.
Internet
Wireless internet is available in for free.
Breakfast
The hotel San Gregorio provides visitors with a free full breakfast. 
Pets
Pets are allowed on request.
Languages
Italian
Number of rooms:
25

Reviews and Ratings

Feedback about Hotel San Gregorio from previous guests about their experience.
Review score
Based on 277 verified reviews
9.1/10
Perfect
96%
Recommend
Breakfast
8.9/10
Cleanliness
9.2/10
Comfort
9.3/10
Facilities
9.0/10
Free Wi-Fi
9.0/10
Location
9.8/10
Paid Wi-Fi
8.3/10
Staff
9.4/10
Value for money
8.4/10
Guest reviews
based on 991 reviews
4.5/5
based on 700 reviews
9.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Hotel San Gregorio
What is the check-in and check-out policy at Hotel San Gregorio?
Check-in time is 15:00 and check-out time is 11:00.
Is parking available at Hotel San Gregorio?
Private parking is available on-site for a fee of 20 EUR per day, with prior reservation required.
How far is Hotel San Gregorio from the historic center of Pienza?
The hotel is located just 50 meters from the historic center of Pienza.
What dining options are available at Hotel San Gregorio?
The on-site restaurant, La Piazzetta, serves authentic Tuscan cuisine and offers a varied menu for breakfast, lunch, and dinner.
What amenities are included in the rooms at Hotel San Gregorio?
Rooms include air conditioning, a flat-screen TV, a minibar, coffee/tea making facilities, and a private bathroom with a hairdryer.
What recreational facilities does Hotel San Gregorio offer?
Guests can enjoy a seasonal outdoor swimming pool, as well as activities such as cycling and walking tours.
What popular attractions are near Hotel San Gregorio?
Nearby attractions include the medieval village of Monticchiello (5 km) and the vineyards of Montepulciano (10 km).
Is free Wi-Fi available at Hotel San Gregorio?
Yes, free Wi-Fi is available throughout the hotel.
What breakfast options are offered at Hotel San Gregorio?
Guests can enjoy a buffet breakfast featuring local pastries, cold cuts, cheeses, and hot dishes.
Does Hotel San Gregorio offer airport shuttle services?
Paid airport shuttle services are available for transfer to and from the hotel.

Next best alternative

Consider them for your next trip.
Check-in
27Feb2026Select date
Check-out
28Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Need more options?
Check Top hotels near Hotel San Gregorio
Hotel Corsignano Pienza Beds photo
Mobile-only price

Hotel Corsignano Pienza

9.1
Perfect784 reviews
101m from property
USD 159USD 143
per night
Beccofino Hotel Pienza Room photo
Mobile-only price

Beccofino Hotel Pienza

8.6
Great489 reviews
136m from property
USD 109USD 98
per night
Il Giglio B&B Pienza Exterior photo
Mobile-only price

Il Giglio B&B Pienza

8.6
Great616 reviews
139m from property
USD 133USD 119
per night