Name: Hotel San Gregorio
Price range: $170 total
Rating: 9.2

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The Latest Val d'Orcia vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$914

per person

Mar 11 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.8/10 Excellent! (939 reviews)

Very quiet, huge room. Very comfortable bed. In a perfect location, staff is very friendly.

Reviewed on Jan 13, 2026

Eurostars Florence Boutique

Historic Centre of Florence

$1,031

per person

Mar 23 - Mar 28

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (476 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$1,224

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (495 reviews)

The spa was wonderful though the jacuzzi could be hotter I think! The only complaint was that the bed wasn’t very comfortable (it was pretty hard) and the pillows were rather flat.

Reviewed on Jan 2, 2026

Allegroitalia San Gallo Firenze

San Lorenzo

$990

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

8.8/10 Excellent! (1,000 reviews)

Wonderful, well-presented hotel in a great location with an excellent and generous breakfast. Immaculate, spacious rooms, great proximity to city centre and tram stop just outside.

Reviewed on Dec 16, 2025

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

Save 100% on your flight

$1,418

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (120 reviews)

Phenomenal location!

Reviewed on Oct 18, 2025

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Discover the most popular places to visit in Val d'Orcia

Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements

Pienza Cathedral

5/5(131 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Baths of San Filippo

5/5(4 reviews)

You can take time to visit Baths of San Filippo during your travels to Bagni San Filippo. Visit the area's spas, or simply enjoy its wineries.

What to do in Val d'Orcia

Montalcino: Guided Winery Tour and Wine Tasting

$52

per adult

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$29

per adult

Winery tour & wine tasting in Montalcino

$47

per adult

See all activities in Val d'Orcia

Val d'Orcia Hotel Deals

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

8.6/10 Excellent! (616 reviews)

A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

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Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

8.8/10 Excellent! (339 reviews)

The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

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Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

$148 nightly

$170 total

Mar 3 - Mar 4

Total with taxes and fees

9.2/10 Wonderful! (134 reviews)

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!

Reviewed on Oct 25, 2025

See all 631 properties in Val d'Orcia

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.