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Top Pienza hotels

Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo

Loc. Sant'Anna in Camprena Pienza SI
A rooftop terrace, free self parking, and concierge services are featured at this farm stay. Guests will appreciate free perks like continental breakfast and ...
We had a memorable stay at Sant'Anna Agriturismo. This is a truly unique property. We got to all access to the monastery including the Church, the lemon garden, the large dining halls. It is a very special place. Our hosts were very welcoming, they did everything to help us settle in. I would highly ...

Reviewed on Jun 27, 2025

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Opens in a new windowSant'Anna in Camprena Agriturismo
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
$1,375 nightly
The price is $1,524 total per night from Dec 17 to Dec 18
$1,524 total
Dec 17 - Dec 18
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
Wonderful stay

Reviewed on Nov 25, 2025

Opens in a new windowRosewood Castiglion del Bosco
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$297 nightly
The price is $337 total per night from Dec 14 to Dec 15
$337 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll ...
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on Nov 23, 2025

Opens in a new windowMonastero di Cortona Hotel & Spa
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
An attached winery and an outdoor pool are featured at this hotel. Families will appreciate the playground, onsite laundry facilities, and babysitting. There's ...
The owners and staff are hospitable .and accommodating very warm people

Reviewed on May 28, 2025

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Opens in a new windowAgriturismo Il Macchione
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $166 total per night from Dec 21 to Dec 22
$166 total
Dec 21 - Dec 22
Total with taxes and fees
An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi ...
Great room and service

Reviewed on Nov 11, 2025

Opens in a new windowRelais Villa Grazianella - UNA Esperienze
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$138 nightly
The price is $159 total per night from Jan 5 to Jan 6
$159 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...
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

Opens in a new windowHotel Corsignano
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71 Pienza SI
A restaurant and a seasonal outdoor pool are featured at this farm stay. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and ...
Wow is an understatement. This was the most spectacular part of our entire Italy trip. From the moment we arrived we felt very welcomed. The sprawling property is spectacular to roam around. Lots of space to go for a run. Easy to get to Montepulciano and Pienza. Nice to meet so many other travelers. ...

Reviewed on Oct 16, 2025

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Opens in a new windowPodere Spedalone
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $236 total per night from Jan 5 to Jan 6
$236 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This residence features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
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

Opens in a new windowHotel San Gregorio
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in ...
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 29, 2025

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Opens in a new windowHotel Relais II Chiostro di Pienza
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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.

Pienza Hotel & Travel Guide

If you're seeking nice hotel establishments in the area around Pienza, it's good to know that there are many different options on offer. With the assistance of our comprehensive booking pages, you can research 77 accommodation choices within a 6-mile (10-kilometer) radius of the heart of Pienza.

Pienza's downtown area is a morning stroll from Travelocity-listed rooms like Hotel Corsignano and Piccolo Hotel La Valle.

The Palazzo Piccolomini and the Cathedral of Pienza are well-liked Pienza attractions and many travelers choose to book accommodation in the surrounding area. The Hotel Relais II Chiostro di Pienza and the Antica Locanda are two of the hotels that are in the vicinity of the Palazzo Piccolomini. The Albergo Rutiliano and the B&B Il Rossellino City View are close to the Cathedral of Pienza.

More economical places to stay in and around the Pienza region are Albergo Rutiliano, Agriturismo Torre Vecchia and B&B Il Rossellino City View.

It's worth checking out the Castello di Velona SPA Resort & Winery along with the Adler Thermae Spa & Wellness Resort. The Castello di Velona SPA Resort & Winery is located just 10 miles (16 kilometers) away from the main part of Pienza. The Adler Thermae Spa & Wellness Resort, is situated only 4 miles (7 kilometers) away. Other possible hotels and apartment options are the Fonteverde and the Villa Armena.

Once you have spent some time in Pienza, why not explore a bit further afield? The Tuscany region is home to plenty of attractions. Discover Tuscany's ruins and also photograph the area's rural landscapes, beaches and coastal plains. Common activities in this particular region of Italy include snowboarding, skiing and snow shoeing.

40 miles (61 kilometers) from Pienza, you can find Val d'Elsa, which is where you'll find Archeological and Collegiate Church Museum and Torre Rognosa. The Tenuta Di Mensanello and Torraccia di Chiusi are just some of the convenient accommodation options in Val d'Elsa. 6 miles (10 kilometers) southwest of Pienza, you'll reach Val d'Orcia, home to the Hotel Osteria Dell Orcia and Locanda del Loggiato. While visiting Val d'Orcia, be sure to visit the Collegiate Church of San Quirico and Palazzo Chigi.

Peretola Airport is a convenient arrival point for air travel, and is found 55 miles (91 kilometers) outside the heart of Pienza. Conveniently located hotels are The St. Regis Florence and The Westin Excelsior, Florence.

Frequently asked questions

What are the top kid-friendly hotels in Pienza?
From thoughtful amenities to bigger rooms, kid-friendly hotels are equipped with features that can help turn a great family vacation into an incredible one. These Pienza properties make vacationing with children a breeze: Hotel Relais II Chiostro di Pienza will help make your getaway the most memorable one yet. It offers plenty of nice little touches, such as a swimming pool and complimentary breakfast. Also consider Il Giardino Segreto. It comes with complimentary breakfast, pet-friendly facilities and lots of opportunities to hang out together.
Where can I find cheap hotels in Pienza?
At Travelocity you'll find really nice hotels in Pienza at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pienza rather than in Pienza. We may find you even better rates, too.
How do I find the best Pienza hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Pienza then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pienza?
The cheapest hotel in Pienza is $159. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pienza?
There are 6,051 hotels in Pienza on Travelocity.
What are the best hotels in Pienza?
Pienza has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pienza for you!
When is the best time to visit Pienza?
If you want the joy of a fun-filled trip in peak season, visit Pienza during February, May and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as March, November and December.
When is the cheapest time to stay in Pienza?
Based on historic data is usually the cheapest month to visit Pienza. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pienza?
There are multiple hotels in Pienza that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pienza. We have plenty of kid-friendly hotels in Pienza to choose from on Travelocity!
Why book a hotel in Pienza through Travelocity?
Because we have the top hotels in Pienza! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pienza on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Pienza hotel reviews by fellow wanderers

Hotel Corsignano

Hotel Corsignano

5 out of 5
Posted 7 days ago
Travelocity Verified Review
"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"
A verified traveler stayed at Hotel Corsignano
Hotel Corsignano

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