Name: Hotel San Gregorio
Price range: $205 total
Rating: 9.2

The Latest Val d'Orcia vacation packages

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

Eurostars Florence Boutique

Historic Centre of Florence

$544

per person

Jan 15 - Jan 20

found 6 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

8.6/10 Excellent! (476 reviews)

Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

Villa Cora

Oltrarno

Save 100% on your flight

$2,082

per person

Feb 15 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.8/10 Exceptional! (467 reviews)

Nice property and staff.

Reviewed on Nov 13, 2025

Aurum Uffizi

Historic Centre of Florence

$962

per person

Feb 15 - Feb 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Aurum Firenze

Historic Centre of Florence

$930

per person

Feb 15 - Feb 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

Close to train station and everything you need.

Reviewed on Nov 21, 2025

Podere Cavalbianco

Save 100% on your flight

$2,230

per person

Jan 10 - Jan 14

found 18 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

10/10 Exceptional! (4 reviews)

Loveled the location, staff and property. We spent the week there with our baby and the grandparents. The staff was super welcoming, they prepared us a great diner, breakfast and reserved us a cooking class to learn how to make real pasta. It was a peaceful, very cozy and far from tourists. It gave us an authentic Toscany feel. We will come back in the future!

Reviewed on Feb 23, 2025

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

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.

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.

These Amazing hot springs in bangi san filippo go on for ages, with pools all the way to the top. It's like having a Jacuzzi at the top of a waterfall

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.

Val d'Orcia Hotel Deals

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

Fully refundableReserve now, pay when you stay

$1,319 nightly

$1,463 total

Dec 22 - Dec 23

Total with taxes and fees

10/10 Exceptional! (69 reviews)

Wonderful stay

Reviewed on Nov 25, 2025

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

$491 nightly

$552 total

Nov 30 - Dec 1

Total with taxes and fees

8.8/10 Excellent! (337 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

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Fully refundableReserve now, pay when you stay

$180 nightly

$205 total

Dec 5 - Dec 6

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 617 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.