A historic building with arched windows and intricate carvings.

Search Winery Hotels in Val d'Orcia

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Val d'Orcia Winery Hotels

Our top choices for Val d'Orcia hotels with winery

A historic town with a prominent church, a square with a pool, and a well-lit street.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (17 reviews)
"The room and view were wonderful, the breakfast was delicious, and the staff members were incredibly helpful!"
United States
Tracy
The price is £108
includes taxes & fees
16 Dec - 17 Dec
Relais Cloister Pienza
A balcony with two metal chairs and a small round table, overlooking a green landscape with hills and trees.

2. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (401 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is £112
includes taxes & fees
8 Dec - 9 Dec
Hotel Corsignano
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

3. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (172 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is £117
includes taxes & fees
16 Nov - 17 Nov
Hotel San Gregorio
A four-poster bed with a bench, stone flooring, and a stone wall.

4. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (169 reviews)
"This is our new favorite place to stay near Montalcino. It is beautiful beyond words, and the rooms are fantastic, spacious, comfortable, and just perfect. We will be back!"
United States
Silvana
The price is £198
includes taxes & fees
19 Nov - 20 Nov
Capanna Suites
A rectangular pool with clear water, surrounded by a stone wall and a grassy area. There are lounge chairs and a small table near the pool.

5. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (242 reviews)
"Great staying!!!"
United States
Edward
The price is £140
includes taxes & fees
17 Nov - 18 Nov
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A villa with a swimming pool, terraced garden, and a view of distant mountains.

6. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (85 reviews)
"The natural surroundings and views around the agriturismo were beautiful, making our stay truly enjoyable. The tours and dinner options provided are excellent as well — I highly recommend taking part in them."
Japan
RYO
The price is £101
includes taxes & fees
18 Nov - 19 Nov
Agriturismo Il Macchione
A rectangular swimming pool with a stone border, surrounded by a brick deck and a metal fence.

7. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (343 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is £83
includes taxes & fees
16 Nov - 17 Nov
Le Ragnaie
A stone building with a pool overlooking a mountainous landscape.

8. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (385 reviews)
"Great breakfast and amazing property. Staff oa there to please at every moment."
United States
Sean
The price is £493
includes taxes & fees
9 Dec - 10 Dec
Castello di Velona Resort Thermal SPA & Winery
A woman in a white dress standing on a stone terrace with a view of a mountain and a tall tree.

9. Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (70 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
The price is £105
includes taxes & fees
20 Nov - 21 Nov
Rossellino
A stone house with a pool and outdoor seating.

10. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
9.8 out of 10, Exceptional, (85 reviews)
"Beautiful property and five star service. We loved everything about our stay!"
United States
Suelina
The price is £337
includes taxes & fees
16 Nov - 17 Nov
Mastrojanni Relais - Small Luxury Hotels of the World
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.
View all properties

Top Val d'Orcia Hotel Reviews

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

10/10 Excellent
"Excelente everything"
Marcio 2-night trip
Posted 20 hours ago
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Explore a world of travel with Expedia