A historic square with a prominent tower and statues.

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Check availability on Pienza Winery Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Pienza hotels with winery

1. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
Precise Tale Poggio Alla Sala

2. Hotel Corsignano

Hotel Corsignano
Pienza
Canada
Tatiana
£112
includes taxes & fees
12 Nov - 13 Nov
Hotel Corsignano

3. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United Kingdom
Abdel
£581
includes taxes & fees
25 Nov - 26 Nov
ADLER Thermae

4. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
£473
includes taxes & fees
15 Nov - 16 Nov
Castello di Velona Resort Thermal SPA & Winery

5. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
South Korea
YOUNG BAE
£129
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione

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

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
United States
Alessio
£105
includes taxes & fees
2 Nov - 3 Nov
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

7. Albergo San Biagio

Albergo San Biagio
Montepulciano
United States
Jessica
£46
includes taxes & fees
24 Nov - 25 Nov
Albergo San Biagio

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

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
San Quirico d'Orcia
United States
Edward
£166
includes taxes & fees
26 Oct - 27 Oct
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

9. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
£567
includes taxes & fees
26 Oct - 27 Oct
Villa di Piazzano - Small Luxury Hotel of the World

10. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
San Quirico d'Orcia
United States
Etai
£164
includes taxes & fees
25 Nov - 26 Nov
Wellness Center Casanova Hotel e SPA
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Top Pienza Hotel Reviews

Hotel Corsignano

Hotel Corsignano

8/10 Good
"Room was clean and staff was courteous and attentive"
Jim 1-night trip
Posted 14 hours ago
Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Beautiful property with wonderful staff and food. Highly recommend."
Anthony 3-night trip
Posted 15 hours ago
Hotel San Gregorio
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."
Charles 6-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."
Doralba 2-night trip
Posted 6 days ago
Hotel Villa Ricci

Frequently asked questions

Which Pienza hotels are near the best wineries?
In Pienza, you'll find excellent winery hotels such as Tenuta Santo Pietro and Agriturismo Il Macchione, both offering on-site wine experiences.The 4-star Tenuta Santo Pietro, rated 9.6 by our travellers, is a fantastic choice with its own on-site winery and private tours. You'll wake up to beautiful vineyard views and can enjoy a complimentary buffet breakfast. It's also equipped with free WiFi and free self-parking.Another superb option is the 3-star Agriturismo Il Macchione, which also boasts an impressive 9.6 rating from our guests. This hotel features an on-site winery, allowing you to immerse yourself in the winemaking process.
How much does a winery hotel in Pienza cost?
Enjoy staying in a winery hotel in Pienza, with plenty of hotels from £66 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Which area of Pienza, Tuscany, Italy is best to stay in for vineyards and wineries?
For an unforgettable vineyard and winery experience in Pienza, the Val d'Orcia countryside, particularly towards Montepulciano or Montalcino, is the prime location. This area offers the most direct access to Tuscany's renowned wine regions, allowing you to immerse yourselves in breathtaking landscapes of rolling vineyards and ancient olive groves. Choosing an agriturismo or vineyard estate here provides an authentic rural stay, placing you right at the heart of the wine-making tradition.For those keen on exploring the prestigious Vino Nobile wineries, staying towards Montepulciano is highly recommended. This area boasts a high density of exceptional vineyards, making it incredibly convenient for a day of tastings and cellar tours. You'll find yourselves surrounded by opportunities to sample some of Italy's finest wines, with expert guidance readily available.If your palate yearns for the exquisite Brunello di Montalcino, then a stay towards Montalcino is essential. This region is world-renowned for its Brunello production, offering an unparalleled opportunity to delve deep into the nuances of this celebrated wine.
Which are the top Pienza winery hotels for couples?
The top Pienza winery hotels for couples include Hotel Corsignano, Your piece of Heaven: Pure Relax in a charming & historical Villa, Podere Spedalone, and Sant'Anna in Camprena Agriturismo.The 4-star Hotel Corsignano, rated 9.4 by our travellers, offers private winery tours, making it a great option for couples looking for exclusive wine experiences. It also provides free parking and free WiFi, and guests consistently praise its excellent breakfast and friendly staff.For a truly relaxing and charming stay, consider Your piece of Heaven: Pure Relax in a charming & historical Villa. This hotel, with a superb rating of 9.8, offers amenities like a balcony or patio, superb for enjoying the Tuscan scenery, and is conveniently located for nearby winery tours.Podere Spedalone, rated 9.4, is another excellent choice, particularly for those who enjoy the outdoors. It offers private winery tours, a complimentary buffet breakfast, and is set amidst beautiful mountains, with mountain biking available nearby. Guests consistently rave about the excellent service, food, rooms, and staff.Finally, Sant'Anna in Camprena Agriturismo boasts a superb 10.0 rating from our travellers. This hotel features its own vineyard and offers both private and public winery tours.
What are some great winery hotels in Pienza, Tuscany, Italy with wine cellars?
When looking for great winery hotels in Pienza, Tuscany, Italy with wine cellars, you've got some lovely options including Casa Newton, Tenuta Santo Pietro, and Hotel Relais Il Chiostro di Pienza.Casa Newton, located right in Pienza, is a design-forward hotel with an on-site winery called Fabbrica, which is highlighted as a standout organic producer. This means you can enjoy excellent wine without even leaving the property.Just outside Pienza, Tenuta Santo Pietro is repeatedly mentioned as a top wine-oriented stay. It's close to Fabbrica Pienza and offers private winery tours, great for an immersive vineyard experience.Another excellent choice near Pienza is Agriturismo Il Macchione, which boasts an on-site winery and has received strong guest reviews, promising a delightful stay amongst the vines.For a slightly different vibe, A440 in Tuscany, also near Pienza, features a winery tasting room and even offers champagne service, adding a touch of sparkle to your trip.
What winery activities should we do in Pienza, Tuscany, Italy?
In Pienza, the most authentic winery experiences revolve around guided vineyard and cellar tours, often culminating in delightful wine tastings and exquisite food pairings. Imagine savouring local pecorino cheese, rich olive oil, and an array of cured meats alongside exceptional Tuscan wines. For those seeking a more comprehensive experience, combined wine-and-lunch options are readily available, or you could embark on day tours that link Pienza with other renowned wine towns like Montepulciano and Montalcino.For couples looking for a truly romantic and immersive experience, a private winery visit in the surrounding Val d'Orcia and Montepulciano area offers an intimate glimpse into the winemaking process. These exclusive tours often include detailed cellar explorations and multiple wine samples, allowing you to discover the nuances of Tuscan vintages together. Consider a vineyard walk combined with a cellar tour and wine and oil tasting for a well-rounded sensory journey.If you're keen to immerse yourselves in the unique flavours of Pienza, a small winery tasting in Val d'Orcia, perfectly paired with local pecorino, is a must. Options like the Tenuta Santo Pietro tasting, featuring three wines and an explanation of Tuscan winemaking, with an optional pecorino addition, offer a fantastic introduction.
Are there hotels in Pienza near winery tours?
Yes, there are several excellent hotels in Pienza that offer proximity to winery tours, including Hotel Corsignano, Tenuta Santo Pietro, Your piece of Heaven: Pure Relax in a charming & historical Villa, Podere Spedalone, and Sant'Anna in Camprena Agriturismo.The 4-star Hotel Corsignano, rated 9.4 by our travellers, offers private winery tours and even lets your pets stay free, making it a great option if you're travelling with furry friends. It also provides free extended duration parking for your convenience.For a truly immersive experience, Tenuta Santo Pietro (rated 9.6) features an on-site winery and vineyard, offering private tours and complimentary breakfast. It's a wonderful choice if you want to wake up surrounded by vines and enjoy wine tasting just steps away.If you're looking for a relaxing stay with nearby winery tours, "Your piece of Heaven: Pure Relax in a charming & historical Villa" (rated 9.8) is a fantastic option. It boasts amenities like a patio, balcony, and terrace, great for enjoying the Tuscan scenery.Podere Spedalone, with a rating of 9.4, also provides private winery tours and a complimentary buffet breakfast. Guests consistently praise its excellent service, food, rooms, and staff.Finally, Sant'Anna in Camprena Agriturismo, which has a great 10.0 rating, is situated on a vineyard and offers both private and public winery tours, along with free continental breakfast.
Does Pienza, Tuscany, Italy host any wine festivals or events?
While Pienza itself doesn't host a major standalone wine festival, the town offers several delightful wine-related events that perfectly complement its renowned Pecorino cheese. You'll find "Degustazione Cacio & Vino" and "Cheese & Wine Tasting" listed for early September at the historic Palazzo Borgia, providing a refined experience of local flavours. These events are ideal for those who appreciate the pairing of fine wines with artisanal cheese, offering a taste of Tuscan culinary excellence.For those seeking a dedicated wine festival experience, the nearby Val d'Orcia region shines with the Orcia Wine Festival in San Quirico d'Orcia. This larger event is a fantastic option for connoisseurs eager to explore a wider selection of regional wines and immerse themselves in the local viticulture. It's a short, scenic drive from Pienza, making it easily accessible for a day trip.
Can I cancel my winery hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right winery hotel in Pienza for you.
How can I save on a winery hotel in Pienza with Expedia?
Find Pienza hotel deals by joining One Key™, Expedia's free travel rewards programme. As a member, you can unlock instant savings with Member Prices and member perks when you're logged in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a winery hotel in Pienza as a package deal?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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