Search Winery Hotels in Pienza

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Winery Hotels

Next weekend
In two weeks

Our top choices for Pienza hotels with winery

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (119 reviews)
"Great countryside stay"
Canada
Josh
The price is £175
includes taxes & fees
7 Apr - 8 Apr
Tenuta Santo Pietro

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Pienza
The price is £83
includes taxes & fees
8 Mar - 9 Mar
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is £74
includes taxes & fees
12 Mar - 13 Mar
Casa Gioia - Casa Olivieri

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1 review)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is £77
includes taxes & fees
8 Mar - 9 Mar
TuscanyLettings Studio&Room

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (60 reviews)
"Beautiful grounds , close to town, charming room…:: we would definitely go back for a longer stay"
Canada
Patrician
The price is £117
includes taxes & fees
15 Mar - 16 Mar
Agriturismo Il Macchione

Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (57 reviews)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is £109
includes taxes & fees
21 Mar - 22 Mar
Rossellino

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7 reviews)
"Its a little hotel with a great host!! "
United States
Valerie
Hotel Rutiliano Centro Benessere

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (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!"
Canada
Mark
The price is £141
includes taxes & fees
11 Mar - 12 Mar
Hotel San Gregorio

La Bandita Townhouse

La Bandita Townhouse
Pienza
9.2 out of 10, Wonderful, (7 reviews)
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is £393
includes taxes & fees
21 Mar - 22 Mar
La Bandita Townhouse
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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

Top Pienza Hotel Reviews

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 £74 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.
How can I save on a winery hotel in Pienza with Expedia?
Members always get our best prices. Find our best Pienza hotel deals by joining One Key™, Expedia's free travel rewards programme. As a member, you can unlock instant savings and member perks when you're logged in to your account. 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. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, 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.
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 hotel winery hotel in Pienza for you.

Explore a world of travel with Expedia