9.2 / 10 Guest Rating

Hotel San Gregorio

Name: Hotel San Gregorio
Address: Via Della Madonnina 4, Pienza, it
Rating: 9.2

Via Della Madonnina 4, Pienza, it

from US$217 / night

About the Property

Luxurious Former Theatre Hotel in Pienza

Historical Charm and Modern Comfort

Experience the allure of Hotel San Gregorio, located just steps away from Pienza's historic center and the stunning Val d'Orcia Natural Park. Indulge in the convenience of free WiFi, covered parking, and spacious rooms.

Exquisite Dining and Relaxation

Unwind in the expansive private courtyard and lush garden of San Gregorio. Delight your taste buds with authentic Tuscan cuisine at La Piazzetta restaurant and savor daily breakfast offerings.

Elegant Accommodations with Modern Amenities

Each room and suite is adorned with classic wood furnishings and equipped with a 32-inch satellite LED TV, air conditioning, and a minibar. Immerse yourself in comfort and style during your stay at our charming hotel.

Book your stay at Hotel San Gregorio now and elevate your Pienza experience!

Facilities & Amenities

Guest education on local ecosystems and culture

Electric bicycle charging station

Parking

Non-smoking rooms

Air conditioning

Swimming pool

Restaurant

Room service

Family rooms

Pets allowed

Important Information

Check-in & Out

Check-in

Check-out11:00 AM

Property Notes

When traveling with pets, please note that an extra charge of EUR 10 per night applies.Swimming pool: Closed from Sun, Nov 1, 2026 until Fri, Apr 30, 2027 A deposit may be required at the property.

Check Room Availability

Check-in

Check-out

Guests

1 night · 2 adults

Available Rooms

6 rates found

1/4

Double or Twin Room

Room with attached bathroom with air conditioning and satellite LED TV. Free Wi-Fi is available. Please specify bed preference when booking.

30 sqm

Sleeps 2

1 Queen bed (151-180 cm wide)

2 Twin bed (90-130 cm wide)

Amenities

Coffee/tea makerMinibarShowerSafety deposit boxTVTelephone

Room Option

Board / Meal

Price for 1 night

Classic Double or Twin Room 1 Bedroom

Non-refundable

Breakfast Included

20% OFF$270.65

$216.52

Includes taxes & fees

1/4

Suite

Suites are composed of a bedroom, a living room with sofa and satellite LED TV, and a private bathroom with spa bath. Free Wi-Fi is available.

50 sqm

Sleeps 2

1 Queen bed (151-180 cm wide)

Amenities

Coffee/tea makerMinibarShowerSafety deposit boxTVTelephone

Room Option

Board / Meal

Price for 1 night

Classic Suite (2 pax)

Non-refundable

Breakfast Included

20% OFF$286.15

$228.92

Includes taxes & fees

1/4

Suite with City View

This suite features a sofa, a LED TV with satellite channels and seating area. The bathroom comes with a spa bath.

50 sqm

Sleeps 2

1 Queen bed (151-180 cm wide)

Amenities

Coffee/tea makerMinibarShowerSafety deposit boxTVTelephone

Room Option

Board / Meal

Price for 1 night

Panoramic Suite City View (2 pax)

Non-refundable

Breakfast Included

20% OFF$402.13

$321.7

Includes taxes & fees

1/4

Superior Double or Twin Room

Featuring free toiletries, this twin/double room includes a private bathroom with a walk-in shower, a bidet and a hairdryer. The spacious air-conditioned twin/double room features a flat-screen TV with cable channels, soundproof walls, a mini-bar, a tea and coffee maker as well as a quiet street view.

30 sqm

Sleeps 2

1 Queen bed (151-180 cm wide)

2 Twin bed (90-130 cm wide)

Amenities

Coffee/tea makerMinibarShowerSafety deposit boxTVTelephone

Room Option

Board / Meal

Price for 1 night

Superior Double or Twin Room 1 Bedroom

Non-refundable

Breakfast Included

20% OFF$420.26

$336.21

Includes taxes & fees

1/5

Family Suite (3 pax)

1 Queen Bed538 sq feet Layout - Bedroom and living roomInternet - Free WiFi Entertainment - 43-inch Smart TV with satellite channelsFood & Drink - Espresso maker, minibar (fees may apply), electric kettle, and room service (limited hours)Sleep - Premium bedding, a pillow menu, blackout drapes/curtains, and bed sheets Bathroom - Private bathroom, jetted bathtub Practical - Safe, laptop workspace, and iron/ironing board (on request); cribs (surcharge) available on requestComfort - Air conditioning, daily housekeeping, and heatingAccessibility - Toilet grab bar height (inches): 28Eco-friendly - Eco-friendly toiletries, eco-friendly cleaning supplies, energy-saving switches, and LED light bulbsNon-Smoking, pet friendly

50 m2

Sleeps 4

1 Queen Bed (150-160 cm wide)

Amenities

Coffee/tea makerMinibarSafety deposit boxAir conditioningDeskPrivate bathroom

Room Option

Board / Meal

Price for 1 night

Family Suite (3 pax)

Non-refundable

Breakfast Included

20% OFF$436.36

$349.09

Includes taxes & fees

1/5

Family Suite (4 pax)

1 Queen Bed538 sq feet Layout - Bedroom and living roomInternet - Free WiFi Entertainment - 43-inch Smart TV with satellite channelsFood & Drink - Espresso maker, minibar (fees may apply), electric kettle, and room service (limited hours)Sleep - Premium bedding, a pillow menu, blackout drapes/curtains, and bed sheets Bathroom - Private bathroom, jetted bathtub Practical - Safe, double sofa bed, and laptop workspace; cribs (surcharge) available on requestComfort - Air conditioning, daily housekeeping, and heatingAccessibility - Toilet grab bar height (inches): 28Eco-friendly - Eco-friendly toiletries, eco-friendly cleaning supplies, energy-saving switches, and LED light bulbsNon-Smoking, pet friendly

50 m2

Sleeps 5

1 Queen Bed (150-160 cm wide)

Amenities

Coffee/tea makerMinibarSafety deposit boxAir conditioningDeskPrivate bathroom

Room Option

Board / Meal

Price for 1 night

Family Suite (4 pax)

Non-refundable

Breakfast Included

20% OFF$470.59

$376.47

Includes taxes & fees

Guest Reviews

9.2

Exceptional450 verified reviews

AI Summary

Guests highly rate the friendly staff and frequently praise the clean and comfortable rooms.

Select topics to read reviews

Silvano

Verified booking

couple

Standard Room

Stayed in Apr 1, 2026

"Excellent"

Excellent

8.0

Quando vado in Val d'Orcia l'hotel San Gregorio è il mio riferimento per soggiornare. Struttura all'altezza. Ci ritornerò senz'altro.

Helpful?

Tomas

Verified booking

couple

Standard Room

Stayed in Mar 31, 2026

"Excellent"

Excellent

8.0

Helpful?

Giovanni

Verified booking

extended_group

Standard Room

Stayed in Mar 29, 2026

"Comodità, cortesia e posizione strategica per visitare Pienza e la splendida Val d’Orcia."

Exceptional

9.0

Accoglienza, cortesia del personale, camera, comodità parcheggio, posizione strategica.

L’unico motivo per cui ho dato 9 anziché 10, deriva dalla colazione, che ho trovato migliorabile. In compenso, grande attenzione e gentilezza da parte della signora presente in sala.

Helpful?

Kristian

Verified booking

couple

Standard Room

Stayed in Mar 28, 2026

"Great hotel, convenient location"

Exceptional

9.0

The staff was great, especially the lady in the breakfast room and both receptionists. Very attentive and knowledgeable. We stayed for 3 nights. The room was very large and comfortable, good size bathroom and comfortable bed.

The room was on the second floor but the lift only takes you to the first floor, so we have to carry your luggage up one flight of stairs, which is not ideal for such a prominent hotel in Pienza. The hotel has a private car park but it comes at a 20 euros per night on top of the room. We did find some free parking just nearby but these are very few and it might be difficult to find a spot in a more busy period of the year. Something to bear in mind when booking and budgeting your holiday

Helpful?

Pablo

Verified booking

extended_group

Standard Room

Stayed in Mar 26, 2026

"Excellent"

Excellent

8.0

La ubicación, la decoración de las zonas comunes tenía mucho encanto y el personal, sobre todo Mimosa, fue muy agradable.

No había ascensor directo a la planta donde se encontraba nuestra habitación

Helpful?

CRISTINA

Verified booking

couple

Standard Room

Stayed in Mar 25, 2026

"Very Good"

Very Good

7.0

La ubicación

El cuarto de baño. Era incómodo y no funcionaba bien la ducha

Helpful?

Maurizio

Verified booking

couple

Standard Room

Stayed in Mar 23, 2026

"E' stato più che soddisfacente soprattutto piacevole."

Exceptional

9.0

Ottima colazione abbondante con vasta scelta, vicinissima al centro storico, parcheggio coperto facile da raggiungere. Ci tornerei volentieri.

Avrei preferito la doccia, invece della vasca idromassaggio. Il resto tutto perfetto.

Helpful?

Guillermo

Verified booking

couple

Standard Room

Stayed in Mar 22, 2026

"Excelente alojamiento para Pienza"

Exceptional

10.0

Todo perfecto, recibimiento, personal amable, comodidades. Desayuno variado y excelente ubicación a las puertas del casco histórico de Pienza

Que cobren el estacionamiento aparte.

Helpful?

Geraldo

Verified booking

couple

Standard Room

Stayed in Mar 22, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Sara

Verified booking

couple

Standard Room

Stayed in Mar 22, 2026

"Exceptional"

Exceptional

10.0

Helpful?

6 7

9 10

Discover

Settings

Hotel San Gregorio

About the Property

Facilities & Amenities

Important Information

Check-in & Out

Property Notes

Check Room Availability

Available Rooms

Double or Twin Room

Amenities

Suite

Amenities

Suite with City View

Amenities

Superior Double or Twin Room

Amenities

Family Suite (3 pax)

Amenities

Family Suite (4 pax)

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Excellent"

"Excellent"

"Comodità, cortesia e posizione strategica per visitare Pienza e la splendida Val d’Orcia."

"Great hotel, convenient location"

"Excellent"

"Very Good"

"E' stato più che soddisfacente soprattutto piacevole."

"Excelente alojamiento para Pienza"

"Exceptional"

"Exceptional"