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Top Pienza hotels

Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk

Loc. Spedaletto Poggio Tobruk Pienza SI
$137 nightly
The price is $156 total per night from May 27 to May 28
$156 total
May 27 - May 28
Total with taxes and fees
This farm stay doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
"The property is an amazing place, from the grounds to the inside of each room. The insides were wonderful and spacious, with a full kitchen. You had the option of having breakfast. The staff was friendly and helpful. This is a hidden gym located outside the Pienza area."

Reviewed on Sep 26, 2025

Opens in a new windowAgriturismo Poggio Tobruk
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Via Marino Cappelli, 6 Pienza SI
This affittacamere doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage ...
"We were looking to be close to Pienza, instead we discovered a treasure in Montechiello! We cannot say enough about how serene and beautiful this stay was!"

Reviewed on May 16, 2026

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Opens in a new windowAffitacamere Maria Gabriella
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29 Pienza SI
$249 nightly
The price is $278 total per night from Jun 12 to Jun 13
$278 total
Jun 12 - Jun 13
Total with taxes and fees
An attached winery and a restaurant are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free ...
"Beautiful villa! Everything was so cozy and inviting. The staff was very attentive and friendly- they went out of their way to accommodate us for breakfast since we were exhausted and slept in. Food was incredible, chef made and always served with a smile and light conversation. 100% would recommend ..."

Reviewed on May 21, 2026

Opens in a new windowTenuta Santo Pietro
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 ...
"Amazing beautiful place!our stay here was a def highlight of our trip! The owners are delightful and take great care of the property!"

Reviewed on May 22, 2026

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Opens in a new windowAgriturismo Il Macchione
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$161 nightly
The price is $184 total per night from Jun 21 to Jun 22
$184 total
Jun 21 - Jun 22
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, ...
"Very clean room, very helpful and courteous staff. Good central location for touring Pienza and neighbouring villages. Had a rental car and was no problem to find a place to park for a few days."

Reviewed on May 18, 2026

Opens in a new windowHotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$196 nightly
The price is $222 total per night from Jun 7 to Jun 8
$222 total
Jun 7 - Jun 8
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 ...
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"

Reviewed on May 5, 2026

Opens in a new windowHotel San Gregorio
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71 Pienza SI
$205 nightly
The price is $230 total per night from Jun 18 to Jun 19
$230 total
Jun 18 - Jun 19
Total with taxes and fees
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 ...
"I had a wonderful stay at this beautiful farmhouse in Tuscany. Everything about the property was excellent—from the peaceful atmosphere to the delicious food. I spent three nights here and truly enjoyed every moment. The setting is incredibly relaxing, surrounded by nature and animals, making it ..."

Reviewed on Apr 30, 2026

Opens in a new windowPodere Spedalone
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 full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups."

Reviewed on Apr 5, 2026

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Opens in a new windowHotel Relais II Chiostro di Pienza
A440 in Tuscany

A440 in Tuscany

Podere Favolello Località Porciano Pienza SI
This farm stay features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public ...
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Opens in a new windowA440 in Tuscany
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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 $156. 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 5,940 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

Agriturismo Il Macchione

Agriturismo Il Macchione

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Amazing beautiful place!our stay here was a def highlight of our trip! The owners are delightful and take great care of the property!"
A verified traveler stayed at Agriturismo Il Macchione
Agriturismo Il Macchione

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