Title: Book the Best Pienza WINERY Hotels in 2026 | Expedia.ca [Pienza Travel Guide](https://expedia.ca/Pienza.dx6023645)[Hotels in Pienza](https://expedia.ca/Pienza-Hotels.d6023645.Travel-Guide-Hotels)[Vacation Rentals in Pienza](https://expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals)[Flights to Pienza](https://expedia.ca/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights)[Things to do in Pienza](https://expedia.ca/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)[Pienza Car Rentals](https://expedia.ca/Car-Rentals-In-Pienza.d6023645.Car-Rental-Guide)[Pienza Vacation Packages](https://expedia.ca/Pienza.d6023645.Destination-Travel-Guides) ![Pienza showing a monument, a square or plaza and heritage architecture](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pienza Winery Hotels Tonight [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pienza hotels with winery ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) Pienza 9.4/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mark CA $202 CA $232 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/4cc1ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/be94ce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Il Macchione [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) Pienza 9.6/10 Exceptional (57 reviews) "The owners and staff are hospitable .and accommodating very warm people " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) aileen CA $230 CA $260 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/50f526cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/6be9980d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/7c006ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Corsignano [](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) Pienza 9.4/10 Exceptional (331 reviews) "Enjoyed the hotel. Great location, quality breakfast and rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $148 CA $173 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Turkish bath, body treatments, aromatherapy, body wraps, body scrubs](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/f1d9e007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/f69d0e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/fc49cce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/700440eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Rutiliano Centro Benessere [](https://www.expedia.ca/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) Pienza 8.6/10 Excellent (7 reviews) "Its a little hotel with a great host!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie [](https://www.expedia.ca/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) ![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/4f1f04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Silvio al secondo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/884c0781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/0f43b292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Enea al primo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/04ed7e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PienzaLettings Suites [](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information) Pienza 10/10 Exceptional (1 review) "Fantastic room in the city center, close to everything in Pienza" ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Tom CA $108 CA $125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information) ![Monolocale Exclusive, vista città, secondo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/f7106947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Monolocale Exclusive, vista città, secondo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/6be6d8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/cc713796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Monolocale Exclusive, vista città, secondo piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/4381c139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TuscanyLettings Studio&Room [](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information) Pienza 10/10 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](https://a.travel-assets.com/egds/marks/flags/jp.svg) keita CA $131 CA $150 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1589x0y0-ab9335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/5ded1ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casa Olivieri, vista città, 1 piano senza ascensore](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/61781dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/d953c731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Gioia - Casa Olivieri [](https://www.expedia.ca/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information) Pienza CA $126 CA $146 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/98d42f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/e9f6817b_edited_69b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/a91ffed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Suite 2 Floor](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/b0773ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rossellino [](https://www.expedia.ca/Pienza-Hotels-Rossellino.h5065554.Hotel-Information) Pienza 8.6/10 Excellent (57 reviews) "Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debbie CA $178 CA $203 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Pienza-Hotels-Rossellino.h5065554.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/4deddac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/5b3b8dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/f62fd5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/72023cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi [](https://www.expedia.ca/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information) Pienza CA $121 CA $169 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103770000/103767200/103767196/07a1d713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103770000/103767200/103767196/24acb438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103770000/103767200/103767196/fd1e7782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103770000/103767200/103767196/c5a4ae4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite Gioconda - Podere Casa Rossa in Pienza [](https://www.expedia.ca/Pienza-Hotels-Vrbo-Property.h103767196.Hotel-Information) Pienza 10/10 Exceptional (4 reviews) "Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug H. CA $260 CA $347 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Pienza-Hotels-Vrbo-Property.h103767196.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14®ionId=6023645&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Pienza Hotel Reviews ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "Muy amable " [](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "A little tired, extremely clean, with an amazing staff" [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect" [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Wonderful stay " [](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg) ### Hotel Santa Caterina 10/10 Excellent "Amazing staff, great food and an even better view from the garden. " [](https://expedia.ca/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg) ### Hotel San Gregorio 10/10 Excellent "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!" [](https://expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ## Frequently asked questions ### Which Pienza hotels are near the best wineries? > 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? ### Which winery hotels in Pienza offer wine tastings? > 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 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? > 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? > 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? > One standout option is the 4-star [Hotel Corsignano](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information), 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](https://www.expedia.ca/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information), 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](https://www.expedia.ca/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information), 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? > 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? > 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? ### Is it cheaper to book flights and a winery hotel in Pienza as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Montepulciano ](https://www.expedia.ca/4Star-Montepulciano-Hotels.s40-0-d601351.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Val d'Orcia ](https://www.expedia.ca/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [Farmstay in Bagno Vignoni ](https://www.expedia.ca/Bagno-Vignoni-Agritourism.d6142908-aaAgritourism.Travel-Guide-Accommodation) - 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