Book Cheap Hotels in Pienza

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Most frequently booked Pienza hotels

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
0.03 km from city centre
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Stay at this hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa di San Francesco and Palazzo Piccolomini are located nearby.
Pool
Breakfast included
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Free cancellation
Reserve now, pay when you stay
0.21 km from city centre
The price is CA $257 per night
CA $257
CA $292 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di Ghino are located nearby.
Pool
Pet-friendly
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
0.3 km from city centre
The price is CA $219 per night
CA $219
CA $251 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Pienza. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions RI Crea RE and Enoteca Di Ghino are located nearby.
Hot tub
Pet-friendly
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
2.28 km from city centre
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Book a stay at this family-friendly hotel in Pienza. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Pieve di Corsignano and RI Crea RE are located nearby.
Pool
Breakfast included
Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo

Loc. Sant'Anna in Camprena Pienza SI
6.21 km from city centre
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Stay at this farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso Station are located nearby.
Breakfast included
Spa
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71 Pienza SI
6.3 km from city centre
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Stay at this farm stay in Pienza. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso Station are located nearby.
Pool
Breakfast included
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

4 out of 5
Via Umbria 2 Chianciano Terme SI
Free cancellation
Reserve now, pay when you stay
11.53 km from city centre
The price is CA $157 per night
CA $157
CA $179 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza Italia and Terme di Chianciano are located nearby.
Pool
Hot tub
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Free cancellation
Reserve now, pay when you stay
14.81 km from city centre
The price is CA $363 per night
CA $363
CA $406 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our reviews. Popular attractions Val di Chiana and Archaeological Civic Museum are located nearby.
Pool
Parking included
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
33.47 km from city centre
The price is CA $415 per night
CA $415
CA $463 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.
Pool
Hot tub
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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.

Top family friendly Pienza hotel deals

Hotel Arca di Pienza

Hotel Arca di Pienza

Via San Gregorio 19 Pienza SI
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Top hotels in Pienza for Extended Stay

La Coroncina Lodging

La Coroncina Lodging

Strada Cassia Sud 62 Siena SI
The price is CA $141 per night from Jan 7 to Jan 8
CA $141
CA $162 total
Jan 7 - Jan 8, 2026
includes taxes & fees
10/10 Exceptional! (42 reviews)
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 hotels essential information

Accommodation
5,873 hotels
Lowest Price
CA $134
Highest Price
CA $463
Popular hotels
Hotel Relais II Chiostro di Pienza, Hotel San Gregorio, Hotel Corsignano, Agriturismo Il Macchione, Sant'Anna in Camprena Agriturismo, Podere Spedalone, Grand Hotel Admiral Palace, Relais Villa Grazianella - UNA Esperienze, Monastero di Cortona Hotel & Spa

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 CA $134 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 5,873 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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Posted 11 days ago
Travelocity Verified Review
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
A verified traveller stayed at Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa

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