A historic square with a prominent tower and statues.

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Check availability on Pienza Winery Hotels

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Pienza hotels with winery

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
Brazil
Camilla
£113
includes taxes & fees
1 Oct - 2 Oct
Relais Cloister Pienza

2. Hotel Corsignano

Hotel Corsignano
Pienza
United States
shane
£178
includes taxes & fees
13 Sept - 14 Sept
Hotel Corsignano

3. Rossellino

Rossellino
Pienza
United States
Mandeep
£108
includes taxes & fees
15 Sept - 16 Sept
Rossellino

4. Hotel San Gregorio

Hotel San Gregorio
Pienza
United States
Nancy
£169
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio

5. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
Canada
Annie
£185
includes taxes & fees
8 Oct - 9 Oct
Tenuta Santo Pietro

6. PienzaLettings Suites

PienzaLettings Suites
Pienza
United States
Pearlyn
£93
includes taxes & fees
8 Sept - 9 Sept
PienzaLettings Suites

7. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
Brazil
Lucas
£93
includes taxes & fees
6 Oct - 7 Oct
TuscanyLettings Studio&Room

8. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
United States
Marie
£177
includes taxes & fees
8 Sept - 9 Sept
Hotel Rutiliano Centro Benessere

9. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
United States
Nancy
£102
includes taxes & fees
6 Oct - 7 Oct
Casa Gioia - Casa Olivieri

10. Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo
Pienza
United Kingdom
Mayukh
£197
includes taxes & fees
9 Sept - 10 Sept
Sant'Anna in Camprena Agriturismo
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Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"
Debora 1-night trip
Posted 4 days ago
Hotel Corsignano
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
Annie 2-night trip
Posted 12 days ago
Tenuta Santo Pietro
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 3 weeks ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 3 months ago
Hotel San Gregorio

Frequently asked questions

Which Pienza hotels are near the best wineries?
The best hotels near Pienza's finest wineries include Tenuta Santo Pietro and Agriturismo Il Macchione.The 5-star Tenuta Santo Pietro boasts an impressive review rating of 9.6 and features its own winery on-site, offering private tours for guests. You'll enjoy stunning vineyard views from the property, along with a lovely pool area for relaxation. Plus, the hotel provides complimentary breakfast and 24-hour airport shuttle services, making your stay as convenient as it is enjoyable.Also rated 9.6, Agriturismo Il Macchione is another excellent choice, set in a picturesque location with its own winery. Guests rave about the beautiful breakfast and gorgeous gardens, creating a tranquil atmosphere great for unwinding after a day of wine tasting.
How much does a winery hotel in Pienza cost?
Enjoy staying in a winery hotel in Pienza, with plenty of hotels from £93 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 winery hotels in Pienza offer wine tastings?
In Pienza, the top winery hotel offering wine tastings is A440 in Tuscany.This charming hotel boasts an on-site tasting room where you can sample local wines, making it a delightful choice for wine enthusiasts. Rated 9.6 by our travellers, A440 in Tuscany also provides complimentary breakfast, so you can start your day with a hearty meal before heading out to explore the beautiful vineyards in the area.
Which are the top Pienza winery hotels for couples?
The top winery hotels for couples near Pienza include Sant'Anna in Camprena Agriturismo, A440 in Tuscany, and Hotel Corsignano.The stunning 5-star Sant'Anna in Camprena Agriturismo boasts a great review score of 10.0, making it an exceptional choice for a romantic getaway. Surrounded by beautiful vineyards, it offers private tours and public winery tours that let you explore the local wine culture together. Plus, you can enjoy complimentary breakfasts to start your day right.Another fantastic option is the 4-star A440 in Tuscany, rated 9.6 by our travellers. This hotel features an on-site tasting room and includes a lovely complimentary breakfast, ensuring a delightful start to your wine-tasting adventures. Guests appreciate the helpful staff and lovely pool area for a relaxing afternoon.For a charming and affordable stay, Hotel Corsignano is a 4-star hotel with a rating of 9.4. It's known for its friendly staff and great breakfast, making it a welcoming base for couples looking to explore the nearby vineyards. Plus, it offers easy access to private tours and has ample parking for those driving through the picturesque Tuscan countryside.
Which area of Pienza is best to stay in for vineyards and wineries?
The enchanting town of Pienza, located in the heart of Tuscany, is a fantastic choice for travellers eager to explore the region's renowned vineyards and wineries. Its picturesque landscapes, characterised by rolling hills and lush vineyards, create a stunning backdrop for wine enthusiasts. The town's central location allows easy access to several acclaimed wineries, including the famous Vino Nobile di Montepulciano, just a short drive away, where visitors can enjoy tastings and tours to learn about the winemaking process.For couples seeking a romantic escape, staying in the countryside surrounding Pienza is particularly enticing. Here, charming agriturismos offer a great experience, combining comfortable accommodations with the opportunity to enjoy local wines and exquisite Tuscan cuisine. Imagine sipping a glass of robust red wine while overlooking the sun setting over the vineyards—truly a picture-superb moment.Families can also find plenty to enjoy in the area. The scenic paths around Pienza provide a wonderful setting for leisurely hikes or bike rides, allowing parents and children alike to appreciate the natural beauty of the Tuscan landscape. Many wineries also offer family-friendly tours, making it an educational and fun experience for all ages.
What are some great winery hotels in Pienza with wine cellars?
Some great winery hotels in Pienza, Tuscany, with wine cellars include Tenuta Santo Pietro and Casa Newton.Tenuta Santo Pietro is a charming family-owned estate featuring a 12-bedroom inn that dates back to the 13th century. Nestled in the beautiful Tuscan countryside, it boasts a working farm with vineyards and olive groves. Guests can indulge in wine tastings and tours of their wine cellar, as well as enjoy an award-winning farm-to-table restaurant that serves wine, olive oil, and truffle oil produced right on-site. Cooking classes and personalized Tuscan experiences make this a memorable getaway.Casa Newton, located near Pienza, is a historic villa that offers 9 rooms and suites, along with 2 panoramic garden suites in former farm buildings. It's directly connected to Fabbrica Pienza, a purpose-built winery where guests can enjoy daily wine and olive oil tastings. The property also provides gourmet dining with locally sourced foods, ensuring a refined winery hotel experience with direct access to wine cellar tastings.
Are there hotels in Pienza near winery tours?
Yes, there are several fantastic hotels in Pienza that are close to winery tours, great for a relaxing getaway in the heart of Tuscany's wine country.One standout option is the 4-star Hotel Corsignano, which boasts a superb review rating of 9.4. This hotel offers private winery tours, making it easy for guests to explore the local wine scene. You'll also appreciate the great breakfast and the friendly, helpful staff who are dedicated to ensuring a pleasant stay.Another excellent choice is Tenuta Santo Pietro, rated 9.6 by our travellers. This beautiful estate features its own onsite winery, along with private tours. Guests can enjoy a complimentary buffet breakfast, and the helpful staff are always on hand to assist. Plus, the property offers an airport shuttle for convenient travel arrangements.For a great experience, consider the House with Private Pool with Beautiful View Val d'Orcia, which has an impressive rating of 9.8. While not a traditional hotel, this charming accommodation is ideal for those seeking privacy and stunning vineyard views. It's also conveniently located near winery tours.Podere Spedalone, another lovely option, has a rating of 9.4. It offers private winery tours and is surrounded by beautiful mountain scenery. Guests rave about the excellent service and delicious food, making it a delightful choice for wine lovers.Lastly, Sant'Anna in Camprena Agriturismo is a top-rated gem with a great score of 10.0. This agriturismo not only provides private winery tours but also offers public tours nearby.
What winery activities should we do in Pienza?
Pienza, located in the heart of Tuscany, is a dream destination for wine enthusiasts and those looking to immerse themselves in the region's exquisite flavours. Renowned for its stunning landscapes and rich agricultural heritage, this charming town serves as a gateway to some of Italy's finest wineries.Start your adventure with a visit to a local vineyard, such as the acclaimed Avignonesi Winery, where you can enjoy guided tours and tastings of their exceptional Vino Nobile di Montepulciano. The picturesque surroundings enhance the experience, allowing you to savour each sip while soaking in the breathtaking views of the rolling hills.For couples seeking a romantic outing, consider booking a sunset wine and dine experience at one of the nearby estates like Cantina Fattoria della Talosa. Imagine enjoying delicious local cuisine paired with exquisite wines, all while watching the sun dip below the horizon, painting the sky with vibrant hues.Families can explore the fascinating world of wine production with interactive tours at smaller, family-run wineries. These experiences often include fun activities like grape stomping in season, making it not only educational but also memorable for children and adults alike.Don't miss the chance to indulge in a picnic amidst the vineyards, where you can sample local cheeses and cured meats paired with a bottle of Chianti. This is a superb way to unwind and relish the stunning Tuscan scenery.
Does Pienza host any wine festivals or events?
Pienza, located in the heart of Tuscany, is renowned for its stunning landscapes and exquisite wines, making it a delightful destination for wine enthusiasts. This charming town often hosts events that celebrate its rich vinicultural heritage, such as the annual "Festa del Vino," typically held in September. Here, visitors can indulge in tastings of the region's famous Brunello and Vino Nobile, paired with local delicacies, all while enjoying the vibrant setting of music and art.For couples seeking a romantic escape, the "Festa del Vino" provides an idyllic backdrop for leisurely strolls through the historic streets of Pienza. Surrounded by rolling hills and picturesque vineyards, you can savour intimate moments over a glass of the finest local wine, creating lasting memories amid the breathtaking Tuscan scenery.Families will also find Pienza's wine events accessible and engaging. While wine tasting is primarily for adults, many events include family-friendly activities such as guided vineyard tours and cooking demonstrations that engage all ages. This ensures everyone can appreciate Tuscany's culinary delights, making it a fun and educational experience for young ones and parents alike.Whether you're a seasoned connoisseur or simply looking to explore the flavours of Tuscany, Pienza's wine festivals promise an enriching experience.
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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