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

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Val d'Orcia hotels with winery

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13 reviews)
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
United States
Karen
The price is £103
includes taxes & fees
16 Nov - 17 Nov
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, (396 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is £112
includes taxes & fees
23 Nov - 24 Nov
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, (168 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is £118
includes taxes & fees
29 Nov - 30 Nov
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.

4. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (83 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 £118
includes taxes & fees
19 Nov - 20 Nov
Agriturismo Il Macchione
A clear pool with a stone wall and a wooden bridge.

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, (240 reviews)
"Great staying!!!"
United States
Edward
The price is £151
includes taxes & fees
4 Nov - 5 Nov
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A stone building with a pool overlooking a mountainous landscape.

6. 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, (380 reviews)
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
United States
Melanie
The price is £413
includes taxes & fees
30 Nov - 1 Dec
Castello di Velona Resort Thermal SPA & Winery
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

7. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is £86
includes taxes & fees
10 Nov - 11 Nov
Le Ragnaie
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

8. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
9.8 out of 10, Exceptional, (83 reviews)
"Beautiful property and five star service. We loved everything about our stay!"
United States
Suelina
The price is £355
includes taxes & fees
31 Oct - 1 Nov
Mastrojanni Relais - Small Luxury Hotels of the World
A poolside area with lounge chairs, a table with drinks, and a view of hills.

9. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (167 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 £223
includes taxes & fees
2 Nov - 3 Nov
Capanna Suites
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

10. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
The price is £88
includes taxes & fees
3 Nov - 4 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"One of the cleanest hotels I’ve ever seen. Very old but beautifully maintained. The bed was a little too hard. It was a lovely property and good value."
Rebecca 1-night trip
Posted 17 hours ago
Hotel Corsignano

Explore a world of travel with Expedia