Title: Explore Pienza Vacation Book from $812 | Expedia.com [Pienza Travel Guide](https://expedia.com/Pienza.dx6023645)[Hotels in Pienza](https://expedia.com/Pienza-Hotels.d6023645.Travel-Guide-Hotels)[Vacation Rentals in Pienza](https://expedia.com/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals)[Flights to Pienza](https://expedia.com/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights)[Things to do in Pienza](https://expedia.com/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)[Car Rentals in Pienza](https://expedia.com/Car-Rentals-In-Pienza.d6023645.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pienza Vacations from $812 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Pienza Vacation Get ready to experience Pienza in your own style with a custom Pienza vacation package! Uncovering the charms of this captivating city is made simpler with a base in a neighborhood such as Macciano, which is great for walking, among other things. If sightseeing is on the to-do list during your trip to Pienza, visit big attractions like [Pienza Cathedral](https://www.expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction), [Palazzo Piccolomini](https://www.expedia.com/Palazzo-Piccolomini-Pienza.d6105120.Vacation-Attraction) and [Chapel of our Lady of Vitaleta](https://www.expedia.com/Chapel-Of-Our-Lady-Of-Vitaleta-San-Quirico-dOrcia.d553248623503682429.Vacation-Attraction). Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Pienza now. ## The Latest Pienza vacation packages Price found within the past 48 hours. Click for updated prices. ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence Save 100% on your flight $812 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,002 reviews) 9 day stay. The property hit my must-haves! Central location, clean, affordable, and safe. 5/5 in all these areas! There is nothing they can do about dirty streets but the filth did not cross the threshold. T2 tram from the airport is 2 blocks away. The central market is 2 blocks in the other direction. Key card swipe after dark. 24 hour desk service. Breakfast on the 5th floor with views. Very courteous staff. The only complaint is breakfast tables are cleared very quickly while I went for a americano refill. Will definitely return here. Reviewed on Jan 3, 2026 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence Save 100% on your flight $867 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.8/10 Good! (1,000 reviews) This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance. Reviewed on Jan 15, 2026 ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/10f2f159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence Save 100% on your flight $978 per person Apr 16 - Apr 21 found 1 day ago Roundtrip flight included Boston (BOS) to Florence (FLR) 8.6/10 Excellent! (476 reviews) The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants. Reviewed on Dec 13, 2025 ![Cappuccina Country Resort](https://images.trvl-media.com/lodging/2000000/1350000/1343600/1343502/648002ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cappuccina Country Resort Save 100% on your flight $987 per person Apr 26 - Apr 30 found 2 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Florence (FLR) 8.6/10 Excellent! (91 reviews) Great stay. Very good experience. Reviewed on Oct 20, 2025 ![Hotel Duomo Firenze](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541603/fdd7cf48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Duomo Firenze Historic Centre of Florence Save 100% on your flight $1,368 per person Apr 16 - Apr 21 found 1 day ago Roundtrip flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (1,002 reviews) All good experience! Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Pienza [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SAY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Pienza ![Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements](https://images.trvl-media.com/place/6105122/c1401c7d-833e-46b8-b745-83c1e9ce5dd9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pienza Cathedral 5/5(131 reviews) Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II. [](https://expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction) #### Piazza Pio II After visiting Piazza Pio II, make a plan to see the other sights and activities in Pienza. While you're here, you can savor the wineries. [](https://expedia.com/Piazza-Pio-II-Pienza.d553248621533000907.Vacation-Attraction) #### Palazzo Piccolomini 5/5(80 reviews) You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your trip to Pienza. While you're here, you can savor the wineries. [](https://expedia.com/Palazzo-Piccolomini-Pienza.d6105120.Vacation-Attraction) ### What to do in Pienza ![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch $83 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) ![Montalcino: Guided Winery Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/44628122/e1c18867-816c-4ff5-aaae-8b2f08187f9c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montalcino: Guided Winery Tour and Wine Tasting $52 per adult [](https://expedia.com/things-to-do/montalcino-guided-winery-tour-and-wine-tasting.a44628122.activity-details) ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting in the Tuscan Countryside $29 per adult [](https://expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) [See all activities in Pienza](https://expedia.com/things-to-do/search?rid=6023645) ## Pienza Hotel Deals ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Relais II Chiostro di Pienza Corso Rossellino 26 Pienza SI 8.6/10 Excellent! (616 reviews) A little tired, extremely clean, with an amazing staff Reviewed on Jan 1, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true®ionId=6023645) [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true®ionId=6023645) ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel San Gregorio Via Della Madonnina 4 Pienza SI Fully refundableReserve now, pay when you stay $147 nightly $169 total Mar 3 - Mar 4 Total with taxes and fees 9.2/10 Wonderful! (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! Reviewed on Oct 25, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F3%2F2026&endDate=3%2F4%2F2026&selected=2692135&PinnedHotelID=2692135&HadPinnedHotel=true®ionId=6023645) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Corsignano Via Della Madonnina 11 Pienza SI $120 nightly $140 total Mar 1 - Mar 2 Total with taxes and fees 9.4/10 Exceptional! (328 reviews) 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 Reviewed on Nov 28, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=2525690&PinnedHotelID=2525690&HadPinnedHotel=true®ionId=6023645) [See all 5,870 properties in Pienza](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026®ionId=6023645) 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. ## Find the Best Pienza Vacation Packages ### Things to do in and around Pienza Pienza, nestled in Tuscany, is perfect for outdoor and romantic getaways, offering a range of activities for visitors. Enjoy rejuvenating spa treatments, unwind at a private country club, or embark on delightful wine tours. The picturesque picnic areas provide a lovely setting for relaxation, while the charm of the town invites exploration. Don't miss the opportunity to experience the unique culture and scenic beauty of Pienza during your visit. **Shopping** For unique souvenirs, visit [RI Crea RE](https://www.expedia.com/RI-Crea-RE-Pienza.d553248621562145314.Vacation-Attraction) in Pienza for local crafts. If you're up for a drive, [Valdichiana Outlet Village](https://www.expedia.com/Valdichiana-Outlet-Village-Foiano-della-Chiana.d6153160.Vacation-Attraction), located 12 miles away, offers a variety of brands and family-friendly entertainment. [Pinzi Pinzuti](https://www.expedia.com/Pinzi-Pinzuti-Abbadia-San-Salvatore.d553248621532500061.Vacation-Attraction), 14 miles away, is another charming spot for gifts. **Recreation** Experience luxury at the [Chapel of our Lady of Vitaleta](https://www.expedia.com/Chapel-Of-Our-Lady-Of-Vitaleta-San-Quirico-dOrcia.d553248623503682429.Vacation-Attraction), a serene country club just 2 miles from Pienza. Unwind at [Terme di Chianciano](https://www.expedia.com/Terme-Di-Chianciano-Chianciano-Terme.d553248621555471461.Vacation-Attraction), a soothing spa 7 miles away, or indulge in rejuvenating treatments at [San Giovanni Terme Rapolano](https://www.expedia.com/San-Giovanni-Terme-Rapolano-Rapolano-Terme.d553248621532500193.Vacation-Attraction), located 15 miles from Pienza. **Adventure** The [Macinaie Ski Lift](https://www.expedia.com/Macinaie-Ski-Lift-Castel-del-Piano.d6287301.Vacation-Attraction), located 13 miles from Pienza, offers thrilling skiing experiences amidst stunning alpine scenery. For adrenaline-pumping karting, visit the [Siena Circuit](https://www.expedia.com/Siena-Circuit-Castelnuovo-Berardenga.d553248621532500702.Vacation-Attraction), 19 miles away. Alternatively, the [Saltalbero Adventure Park](https://www.expedia.com/Saltalbero-Adventure-Park-Rapolano-Terme.d6318575.Vacation-Attraction), 15 miles from Pienza, features exciting zip lines and rope courses for an outdoor adventure. **Nightlife** Pienza's nightlife offers a charming blend of cozy wine bars and local taverns. Visit Bar di Pienza for a delightful aperitivo and enjoy the warm atmosphere. For a more lively scene, head to La Bottega di Pienza, where you can savor local wines and mingle with friendly locals. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Pienza Pienza, a charming town in Tuscany, is perfect for outdoor and romantic getaways. Explore the stunning piazza, visit the historic monastery, or relax in natural hot springs. This destination offers a rich cultural experience with attractions like the Pienza Cathedral and various outdoor activities. Whether you’re on a trip to Pienza for its scenic beauty or unique local experiences, you'll find plenty to enjoy in this picturesque town. - **[Pienza Cathedral: ](https://www.expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction)** Nestled in the heart of Pienza, this stunning cathedral showcases Renaissance architecture and offers a serene atmosphere. Explore its beautifully adorned interior and soak in the cultural vibes that make it a must-visit. - **[Piazza Grande: ](https://www.expedia.com/Piazza-Grande-Montepulciano.d553248621533000912.Vacation-Attraction)** Located 5 miles from Pienza, Piazza Grande is a bustling square that embodies the essence of local life. Surrounded by charming cafes and shops, it’s the perfect spot to experience the vibrant culture and city vibes of the region. - **[Terme di Montepulciano Spa: ](https://www.expedia.com/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction)** Just 6 miles away, this luxurious hot spring offers a tranquil retreat. Enjoy wellness and relaxation in beautiful outdoor settings, making it an ideal place to unwind and rejuvenate. ### Best time to go to Pienza The best time to visit Pienza can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pienza falls in July and August. August has slightly high visitor numbers and sunny weather. The coolest average temperature in Pienza falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 39.4°F (4.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 40.6°F (4.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 45.0°F (7.2°C) | Light Rain | Mostly Sunny | Average | Average | | April | 50.9°F (10.5°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 66.7°F (19.3°C) | Light Rain | Sunny | Average | Slightly High | | July | 73.0°F (22.8°C) | No Rain | Sunny | Average | Slightly High | | August | 73.0°F (22.8°C) | No Rain | Sunny | Slightly High | Slightly High | | September | 64.8°F (18.2°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 56.7°F (13.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### Tips to save on your trip to Pienza - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Pienza. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Pienza Essential Information | Language | Italian | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Population | 1,250 | | Max Temp Winter | 50ºF | | Max Temp Summer | 85ºF | | Top Sights | [Pienza Cathedral](https://www.expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction), [Terme di Montepulciano Spa](https://www.expedia.com/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction) and [Piscine Termali Theia](https://www.expedia.com/Piscine-Termali-Theia-Chianciano-Terme.d553248621555471462.Vacation-Attraction) | ## More 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Pick your travel dates: What you plan to do in Pienza and your favorite season will help you decide when to go. > 2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Pienza. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Pienza: Research every part of your trip to Pienza with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings. > 4. Determine how many days away: Start by making a list of all the sights and activities you'd like to experience in Pienza. Then, estimate how long you'll need for each, as well as any travel time. > 5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Pienza vacation package that brings all your bookings together. > 6. Book any day trips or activities: Here's the fun part — locking in everything you want to do and see. Check out some of the exciting [things to do in Pienza](https://www.expedia.com/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities) and reserve your tickets early to save time (and maybe some spending money too!). ### Does Expedia offer Book Now, Pay Later Pienza vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Piazza Pio II ](https://www.expedia.com/Piazza-Pio-II-Hotels.0-l553248621533000907-0.Travel-Guide-Filter-Hotels) - [Hotels near Pienza Cathedral ](https://www.expedia.com/Pienza-Cathedral-Hotels.0-l6105122-0.Travel-Guide-Filter-Hotels) - [Hotels near Palazzo Vescovile ](https://www.expedia.com/Palazzo-Vescovile-Hotels.0-l553248621533000905-0.Travel-Guide-Filter-Hotels) - [Hotels near RI Crea RE ](https://www.expedia.com/RI-Crea-RE-Hotels.0-l553248621562145314-0.Travel-Guide-Filter-Hotels) - [Hotels near Chapel of our Lady of Vitaleta ](https://www.expedia.com/Chapel-Of-Our-Lady-Of-Vitaleta-Hotels.0-l553248623503682429-0.Travel-Guide-Filter-Hotels) - 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[Things to do in San Quirico d'Orcia ](https://www.expedia.com/Things-To-Do-In-San-Quirico-DOrcia.d602606.Travel-Guide-Activities) - [Things to do in Bagno Vignoni ](https://www.expedia.com/Things-To-Do-In-Bagno-Vignoni.d6142908.Travel-Guide-Activities) - [Things to do in Montefollonico ](https://www.expedia.com/Things-To-Do-In-Montefollonico.d6285797.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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