Top 10 hotels in Pienza, Italy

August 24, 2022 Darwin Bolte

Pienza, a town in Tuscany, is the "touchstone of Renaissance urbanism." In 1996, UNESCO declared the town a World Heritage Site and in 2004 the entire valley, the Val d'Orcia, was included on the list of Unesco’s World Cultural Landscapes. Pienza was the birthplace of Aeneas Silvius Piccolomini, who would become Pope Pius II. After he became Pope, Piccolomini had the entire village rebuilt as an ideal Renaissance town that would serve as a retreat from Rome.
Restaurants in Pienza

1. Hotel San Gregorio

Via della Madonnina 4, 53026, Pienza Italy
Excellent
69%
Good
25%
Satisfactory
5%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 1007 reviews

Hotel San Gregorio

The San Gregorio Hotel, has been carefully renovated to highlight the architectural style of the historic building and its outdoor space. At the same time, its redesigned interior provides maximum comfort within a formidable scenery, that of the Val d’Orcia in Tuscany. The Hotel, surrounded by a garden, offers both classic style spacious and suites. Two different arrangements that offer attention to detail and that are tailored to our guests’ requirements. Explore the culinary delights of the local cuisine at the Restaurant La Piazzetta and delve into the wonders that populate the landscape. This part of Tuscany is a must for anybody seeking an exciting holiday!

Perfect For Pienza

Reviewed By Pattyjo98

We landed in Rome the day before we drove to Pienza, and this little hotel is just perfect for a stay to walk into the old city. Parking was easily accessible and our suite with the city view was spotless. The ONLY complaint I have is the shower in that room is in the large tub without doors, so it was difficult to not get water on the floor. The restaurant was great for the one dinner we ate there, and the breakfast was wonderful!

2. Tenuta Santo Pietro

Podere Santo Pietro 29, 53026, Pienza Italy 011 39 333 992 9601
Excellent
77%
Good
15%
Satisfactory
4%
Poor
3%
Terrible
2%
Overall Ratings

4.5 based on 316 reviews

Tenuta Santo Pietro

A perfect tuscan experience Nestled in the heart of the rolling Tuscan countryside, Tenuta Santo Pietro is a family owned tranquil oasis comprising a twelve bedroom inn that dates back to the 13th century, a two bedroom stand alone cottage, a swimming pool with a magnificent view of Pienza, an award winning farm-to-table restaurant, and a 72 acre working farm including vineyards and olive groves. A stay at Santo Pietro is one of the best ways to enjoy all that Tuscany has to offer. Spend your day wine tasting, exploring medieval hilltop towns, relaxing in ancient thermal baths or biking along the famous Strada del Vino Nobile. There’s truly something for everyone to enjoy, and you will want to come back again and again.

A great place to visit and explore Tuscany

Reviewed By haragazi

Amazing place in the middle of Tuscany with warm and very polite service. The room was clean and cute, the food in the restaurant as well as the wine from their production, delicious. We enjoyed every moment and we want to go again for sure! Giuseppe, the owner was very willing to give more information about the area. Thank you for your hospitality!

3. Il Chiostro di Pienza

Corso Il Rossellino 26, 53026, Pienza Italy
Excellent
32%
Good
37%
Satisfactory
18%
Poor
8%
Terrible
4%
Overall Ratings

4 based on 817 reviews

Il Chiostro di Pienza

Finding an ideal family-friendly hotel in Pienza does not have to be difficult. Welcome to Il Chiostro di Pienza, a nice option for travelers like you. The rooms offer a flat screen TV and a minibar, and getting online is possible, as free wifi is available, allowing you to rest and refresh with ease. Il Chiostro di Pienza features a 24 hour front desk, a concierge, and room service. In addition, as a valued Il Chiostro di Pienza guest, you can enjoy a pool and free breakfast that are available on-site. Nearby landmarks such as Pozzo dei Cani (0.1 mi) and Corso il Rossellino (0.1 mi) make Il Chiostro di Pienza a great place to stay when visiting Pienza. While in Pienza be sure to experience local tapas favorites at Sette di Vino. Plus, during your trip, don't forget to check out a government building, such as Palazzo Comunale di Pienza. Il Chiostro di Pienza puts the best of Pienza at your fingertips, making your stay both relaxing and enjoyable.

The Real Deal

Reviewed By Pioneer23355333556

Pienza is a magical Tuscan hilltop town, and I’ll Chiostro is a jewel of an accommodation. This former monastery is in a beautiful setting, with a staff that was eager to place. The valley views from our room and the outside area were stunning to say the least. The pool looked lovely, even though we were too busy to use it. Pienza is definitely worth visiting, and there are a selection of small osterias and restaurants to choose from. EAT THE PECORINO CHEESE made here. We had a courtyard picnic one evening with a bottle of Brunello and bread and cheese.

4. Piccolo Hotel La Valle Pienza

Interno 3 Via di Circonvallazione 7, 53026, Pienza Italy
Excellent
57%
Good
35%
Satisfactory
7%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 372 reviews

Piccolo Hotel La Valle Pienza

Looking for a place to stay in Pienza? Then look no further than Piccolo Hotel La Valle Pienza, a family-friendly hotel that brings the best of Pienza to your doorstep. As your “home away from home,” the hotel rooms offer a flat screen TV, a refrigerator, and a minibar, and getting online is easy, with free wifi available. Guests have access to newspaper while staying at Piccolo Hotel La Valle Pienza. In addition, Piccolo Hotel La Valle Pienza offers free breakfast, which will help make your Pienza trip additionally gratifying. And, as an added convenience, there is free parking available to guests. Close to some of Pienza's most popular landmarks, such as Church of San Francesco (0.1 mi) and Corso il Rossellino (0.1 mi), Piccolo Hotel La Valle Pienza is a great destination for tourists. While you’re here, be sure to check out some of the Italian restaurants, including Sette di Vino, Trattoria Latte di Luna, and La Terrazza del Chiostro, all of which are a short distance from Piccolo Hotel La Valle Pienza. If you’re looking for something to do, Podere Il Casale (0.8 mi), Palazzo Piccolomini (0.2 mi), and Pieve di Corsignano (0.5 mi) are a nice way to spend some time, and they are all within walking distance of Piccolo Hotel La Valle Pienza. We’re sure you’ll enjoy your stay at Piccolo Hotel La Valle Pienza as you experience everything Pienza has to offer.

Wow a great place to take in views of Tuscany landscape.

Reviewed By CATHERINE85

I had a room with balcony on 2nd floor, great view, room clean & comfortable. The bathroom spacious with additional window. The breakfast was great- cereals, yogurt,juices, pastries & eggs to order. The coffee & alcoholic drinks were awesome. The hotel staff very helpful!! Location within walking distance of town & grocery stores.

5. Camere il Giglio

Via del Giglio 6, 53026, Pienza Italy
Excellent
48%
Good
37%
Satisfactory
10%
Poor
1%
Terrible
4%
Overall Ratings

4 based on 191 reviews

Camere il Giglio

Il Giglio offers its guests spacious and luminous rooms, each wiht its own bathroom, provided with every comfort. The warm, friendly service of the Staff enhances any visit to Pienza, a Tuscan treasure, rich in art, culture and nature. The rooms, carefully restored and decoraded, reveal characteristic of the Tuscan style: terra cotta tyle, period decor, and wood-beamed ceilings; yet are furnished with TV, independent heating units, and refrigerators. There are also two apartment for 4 persons whit complete kitchen. Il Giglio is situated In the historical center of Pienza in a residence dating back to the Renaissance, just steps away from Piazza Pio II and Palazzo Piccolomini, which you may admire from some rooms.

“Just what you need“

Reviewed By AndreaAiroldi

Exactly what I need, great place, perfect location, clean and right in the heart of Pienza a such well designed town on a human scale. A big plus was the top floor where I spent 5 days with an gorgeous view of Val d’Orcia. “Il Giglio” has a very romantic SPA with Jacuzzi, Sauna and Turkish bath and all this is underground, in cave where I believe used to be a cantine for wines.... really to experience with a bottle of prosecco and strawberries! Thanks again Roberta you are a such wonderful host!!!

6. Agriturismo La Collina

Podere Fornace 46 Loc. Ponticelli, 53026, Pienza Italy
Excellent
46%
Good
28%
Satisfactory
13%
Poor
6%
Terrible
6%
Overall Ratings

4 based on 142 reviews

Agriturismo La Collina

800 metres from Pienza sorrounded by a very beautiful and large italian style garden; in the heart of Orcia Valley; relax and wellness area at guest's disposal; typical Tuscan restaurant; wine producer.

EXTREMELY DISAPPOINTED!

Reviewed By Cachia

Our four night stay at Agriturismo La Collina was a huge disappointment. The property is run-down and the service is non-existent . Breakfast was extremely poor and of the cheapest quality. The so-called superior rooms were of a very low standard. Our towels were NEVER changed for the whole five days we were there!! This has never happened to us in all our long years of traveling. The owner was very indifferent to our complaints. DISGUSTING.

7. La Citta Ideale Suites

Piazza San Carlo 4, 53026, Pienza Italy
Excellent
85%
Good
12%
Satisfactory
1%
Poor
2%
Terrible
0%
Overall Ratings

5 based on 128 reviews

La Citta Ideale Suites

Pienza... Beautiful town situated between the hills of Val d 'Orcia. Pienza is an excellent example of Pope Pius II 's ideals of Reinassance architecture. Pope Pius II wanted to create a splendid city in memory of his papacy. He commissioned the most famous architects and artists to work together on this project, which would so implicity express the philosophy of Italian Renaissance. In 2004 an ancient building in the historic centre has been transformed in 3 wonderful Suites, one for each floor, called " Ideal City ". A tribute to Pienza's ambition to be a perfect city for living. Every Suite is decorated with a special attention and care. Every Suite of 40mq is elegantly furnished and equipped for absolute comfort, with a pretty sofa bed and can host until 4 people: TV, frigobar, air conditionig, free wi-fi, coffe-machine and a cattle. Every Suite has is own bathroom with a shower and hair dryer. Daily housekeeping.

A lovely room and location but very disappointing service

Reviewed By Fearless32255

We spent 3 days in a tastefully decorated suite located in a very central part of beautiful Pienza. Unfortunately for 2 nights our air conditioning was broken which, in 36deg heat, and with loud intermittent grinding and clicking noises, meant no sleep and scores of bites from having to leave our windows open. Having failed to address the issue, the contact - Carla - made several excuses including that the weather was particularly warm (precisely why we'd chosen accommodation with air con) and that the air con machine itself was 'too small for the suite'. The manner in which the issue failed to be dealt with was wholly unsatisfactory. After much negotiation Carla removed €60 from our bill as she 'couldn't offer anything more'. I asked to speak with someone who was responsible for the property and was advised that I couldn't do so but that she would let them know what had happened and come back to me. This was on 9th August and, having emailed to ask when I will be contacted, I have had no response. Pienza was beautiful. La Città Ideale Suites were lovely on day 1 but intolerable following this due to the temperature, but the treatment we received by their manager was appalling and will inevitably impact on business.

8. L'Olmo

Podere in Pienza, 53026 Monticchiello, Pienza Italy
Excellent
94%
Good
3%
Satisfactory
3%
Poor
0%
Terrible
1%
Overall Ratings

5 based on 110 reviews

L'Olmo

L'Olmo is a small hotel de Charme in the heart of Val d'Orcia. An ancient farmhouse from XVII century, placed on the top of a gentle hill overlooking one of the most beautiful Tuscany valley. L'Olmo has been renovated in its interior and exterior designs, furniture, wall colours, hydro systems, air-conditioning and strong Wi-Fi. Surrounded by a green garden rich of plants as roses, geraniums, olive and cypress trees, L'Olmo offers a heated pool (12x8mt) equipped with all necessary to sunbathe all day long enjoying the stunning view of the hills all around and little paradisespots where to sit for a light lunch or a snack by the pool. Hidden beside the pool you will find a romantic Pergola, where the shadow will recover you after a sunny day; tables and chairs arethere for breakfast or candle light dinners. A cosy courtyard with sofas and armchairs accompany you to the interior of the house. The Billiard room is the main common area of the whole house. A stoned fireplace surrounded by velvet sofas, a furnished library with books and antiques then the billiard room, with chessboard and the grand Cannon Carambola table. By the sofa area, you will find also a projector where to enjoy a good movie or sports events. Still on the ground floor is the dining room for breakfast in the morning and dinners at night. The dining room respects the country style of the house: light colours for tables and chairs fabrics, white linen for the tables. Three Suites are on the ground floor, each with private garden with roses and climber grapevine Pergola, sunbathe bed chairs and tables for room-served breakfasts. The other four Suites are on the first floor: two can be connected and become a large apartment with two bedrooms, two bathrooms and a common living room with sofa bed and fire-place. The grandestroomof the house is "Suite Olmo"composed by a double bedroom with bathroom, common living room with fireplace and a smaller bedroom with single bed and private bathroom. The most scenery room of the house is for sure the "Library Suite"; it was the original Granary room for the old farmhouse and offers a 180° view on the countryside with a spectacular bricked wall which illuminates the high ceiling room (4 mt). Each roomis equipped with satellite tvs, safes, air-conditioning/heating; beds are covered by romantic canopies, wear cotton satin linens and have comfortable mattress (most of them are Simmons, except two special sized) Bathrooms have bathtubs and grand shower stull with powerful shower heads. Equipped with professional hairdryer, courtesy service with an Argan line of soaps and cremes, soft terry towel and bathrobes; from most of the bathrooms you can enjoy the marvellous view that L'Olmo offers form every side. The location is central with the most beautiful cities of Tuscany renaissance and is the ideal place to enjoy the nature, the peace and beauty of the Val d'Orcia and, last but not least, thanks to the special colours and lights of the landscape, it is perfect for photography lovers.

A wonderful anniversary weekend in the hart of Tuscany

Reviewed By Ocmbor1

My wife and I spent a wonderful weekend in l’Olmo for our wedding anniversary. L’Olmo is a beautifully renovated 7 suite boutique hotel in the middle of the countryside in Val d’Orcia. It has a view on the rolling hills and the most beautiful medieval cities of the region. The rooms are all very large suites and each decorated differently and brethtaking views on the surrounding. We experienced both the Granaio and the Pienza suites. Service is great, it mixes the feeling of being a host in a private house and the professional care of a luxury hotel. This last point is not surprising when you discover that the owners had been the former owners of one of the top 5*!hotels in Capri!!! We will definitely be back.

9. La Chiocarella

Vicolo della Chioccarella 9, 53026, Pienza Italy
Excellent
85%
Good
15%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 32 reviews

La Chiocarella

Memorable

Reviewed By shawndivya

Truly great location. Clean and comfy place. Dinner and olive oil tasting recommendations were spot on. Outdoor patio is a gem to enjoy nice bottle of wine or breakfast (which was delicious). We will definitely be back.

10. Residenza d’Epoca La Rosa

Via della Rosa 1, 53026, Pienza Italy
Excellent
94%
Good
6%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 17 reviews

Residenza d’Epoca La Rosa

Residenza d’Epoca La Rosa... holiday apartments in the heart of Pienza in Tuscany. Our two apartment are newly refurbished with open plan kitchen large bedroom and toilets. Equipped of air condition, free wi-fi, smart TV.

Brilliant place

Reviewed By eltonjmenezes

We were on a holiday celebrating our mate's Bachelors. We were looking for something reasonable yet having a part luxurious and part comfy feel to it. Came across this fairly new place, being new, we just knew that we'd have the best experience so we chose it and it surpassed all our expectations. Amazing room, super comfortable and comfy. Just like we wanted it. Mr. Andrea is an amazing gentleman who goes out of his way to ensure you have the best at all times. Will definitely recommend this and shall visit again soon.

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