A historic square with a prominent tower and statues.

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Our top choices for Pienza hotels with winery

1. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (386 reviews)
"Nice staff great location wonderful breakfast"
United States
shane
$145 nightly
The price is $166
Nov 4 - Nov 5
Total with taxes and fees
Hotel Corsignano

2. 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, (238 reviews)
"Great staying!!!"
United States
Edward
$215 nightly
The price is $242
Oct 6 - Oct 7
Total with taxes and fees
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

3. A440 in Tuscany

A440 in Tuscany
Pienza
9.4 out of 10, Exceptional, (68 reviews)
"such a lovely hotel"
United States
Katharine
A440 in Tuscany

4. ADLER Thermae

ADLER Thermae
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (84 reviews)
"Good dining."
United Kingdom
Abdel
$839 nightly
The price is $929
Oct 6 - Oct 7
Total with taxes and fees
ADLER Thermae

5. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (76 reviews)
"very kind and friendly staff. well managed facilities. I had a great stay and strongly recommand to be stay there."
South Korea
YOUNG BAE
$141 nightly
The price is $160
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo Il Macchione

6. Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (235 reviews)
"Excellent stay!"
United States
Rodolfo
$55 nightly
The price is $65
Nov 2 - Nov 3
Total with taxes and fees
Albergo San Biagio

7. Rossellino

Rossellino
Pienza
8.8 out of 10, Excellent, (69 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
$116 nightly
The price is $132
Nov 1 - Nov 2
Total with taxes and fees
Rossellino

8. LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (74 reviews)
"We had a very relaxing week-end there, enjoying the pool and the stunning views of Montepulciano and Monte Amiata. The restaurant is a stand out! We dined under the trees and loved the menu which is interesting, both traditional and creative…well executed and presented. The staff was attentive and professional. All for a very fair price! Would gladly go back! PS: awesome friendly cats around the property…for cat lovers!"
Italy
Clement
$229 nightly
The price is $256
Oct 10 - Oct 11
Total with taxes and fees
LaChiusa Tuscany

9. Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.4 out of 10, Exceptional, (53 reviews)
"Beautiful place! Nice food! Wonderful staff!"
United States
Armsthon
$230 nightly
The price is $260
Nov 1 - Nov 2
Total with taxes and fees
Hotel Osteria Dell Orcia

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

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.4 out of 10, Exceptional, (182 reviews)
"Beautiful and sparkling clean property. Excellent location in walking distance from lovely shops and restaurants. Wonderful staff and the best breakfast of all the properties we have visited!"
United States
Alessio
$124 nightly
The price is $141
Nov 2 - Nov 3
Total with taxes and fees
Boutique Villa Liberty - Depandance Hotel - Borgo 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.

Top Pienza Hotel Reviews

Frequently asked questions

Which Pienza hotels are near the best wineries?
The best hotels near wineries in Pienza are Tenuta Santo Pietro and Agriturismo Il Macchione.

The 5-star Tenuta Santo Pietro, with an outstanding score of 9.6, features its own onsite winery, offering private tours for guests to explore the winemaking process. You'll enjoy beautiful vineyard views, complimentary breakfast, and a lovely pool area for relaxation after a day of tasting. Plus, the hotel provides a 24-hour airport shuttle for your convenience.

Another excellent choice is Agriturismo Il Macchione, also rated 9.6 by our travellers. This charming agriturismo has its own onsite winery and is surrounded by stunning landscapes. Guests rave about the beautiful gardens and the complimentary breakfast, making it a superb spot to unwind before heading out to explore nearby wineries.
How much does a winery hotel in Pienza cost?
Enjoy staying in a winery hotel in Pienza, with plenty of hotels from $87 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?
The winery hotel in Pienza that offers wine tastings is A440 in Tuscany.

This charming property boasts a fantastic on-site tasting room, allowing guests to savor local wines without having to venture far. With a high review rating of 9.6, travellers rave about the lovely pool and the helpful staff, making it a superb spot to unwind after a day of exploring the scenic vineyards of the region.
Which are the top Pienza winery hotels for couples?
The top winery hotels in Pienza for couples include Hotel Corsignano, A440 in Tuscany, and Podere Spedalone.

The 4-star Hotel Corsignano, rated 9.4 by our travellers, offers a cozy atmosphere with amenities like free WiFi and complimentary breakfast. Couples can enjoy private tours of nearby wineries while taking in the stunning views of the Val d'Orcia region, making it a great romantic getaway.

For a more secluded experience, A440 in Tuscany is a charming option with a review rating of 9.6. This hotel features an on-site tasting room, along with free breakfast and lovely accommodations, ideal for couples looking to enjoy the local wines together.

Another fantastic choice is Podere Spedalone, which also boasts a rating of 9.4. This hotel offers private winery tours and excellent dining options for couples.
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 vineyards and wineries. This UNESCO World Heritage site is renowned for its stunning landscapes and exceptional wines, particularly the famed Vino Nobile di Montepulciano. Staying in Pienza puts you just a stone's throw away from some of the region's best vineyards, where you can savor exquisite tastings and learn about the winemaking process.

For couples seeking a romantic escape, the countryside surrounding Pienza offers idyllic settings. Consider booking a charming agriturismo, where you can enjoy vineyard views right from your window. The peaceful ambiance is superb for leisurely strolls through picturesque vineyards or intimate dinners featuring local delicacies paired with superb wines.

Families will appreciate the central location of Pienza, which provides easy access to family-friendly activities. Explore the rolling hills and engage in fun outdoor activities like biking or horseback riding. The town itself is also rich in history, with its stunning architecture and the renowned Pecorino cheese shops offering a delightful experience for all ages.
What are some great winery hotels in Pienza with wine cellars?
Some great winery hotels in Pienza, Tuscany, Italy, 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. Set in the picturesque Tuscan countryside, it boasts a working farm with vineyards and olive groves. Guests can indulge in wine tastings and tours of the estate's wine cellar, along with enjoying an award-winning farm-to-table restaurant. The hotel offers personalized Tuscan experiences, including cooking classes and tastings of their own wine, olive oil, and truffle oil.

Casa Newton, another excellent choice, is a historic villa offering 9 rooms and suites, plus 2 panoramic garden suites in former farm buildings. It's closely connected to Fabbrica Pienza, a winery dedicated to producing local wines, and provides daily wine and olive oil tastings. Guests can savor gourmet dining with locally sourced foods, making it a refined winery hotel experience with direct access to wine cellar tastings.
What winery activities should we do in Pienza?
Pienza, Tuscany, is a hidden gem for wine enthusiasts, located in the heart of the Val d'Orcia. This picturesque town not only enchants visitors with its Renaissance architecture but also serves as a gateway to some of Italy's finest vineyards. The surrounding countryside is dotted with renowned wineries, where you can immerse yourself in the art of winemaking and indulge in tastings of exquisite wines, particularly the celebrated Vino Nobile di Montepulciano.

For couples seeking a romantic experience, consider booking a private wine tour. Many local wineries offer personalized tastings paired with gourmet meals featuring regional delicacies. Enjoying a sunset overlooking the rolling hills while sipping a glass of wine creates unforgettable memories.

Families will also find plenty to love in Pienza. Many vineyards are family-friendly, offering guided tours that engage visitors of all ages. Kids can often explore the vineyards, learning about the grape-growing process while parents savor the complex flavors of the wines. Look for activities that include picnics in the vineyards, where everyone can enjoy the stunning scenery together.

Don't miss the opportunity to take a cooking class that incorporates local wines. Many classes are hosted at wineries, allowing you to pair your culinary creations with the great wine, enhancing both your cooking skills and your appreciation for Tuscan flavors.

In Pienza, the blend of wine culture, breathtaking landscapes, and authentic Tuscan experiences promises a delightful adventure for every traveller.
Is it cheaper to book a Pienza winery hotel with flights 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 vacation 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.

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