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Top Pienza hotels

Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo

Loc. Sant'Anna in Camprena Pienza SI
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $266 total per night from Sep 14 to Sep 15
$266 total
Sep 14 - Sep 15
Total with taxes and fees
A rooftop terrace, free self parking, and concierge services are featured at this farm stay. Guests will appreciate free perks like continental breakfast and ...
"Wonderful place to visit!"

Reviewed on Aug 6, 2026

Opens in a new windowSant'Anna in Camprena Agriturismo
Relais Val d'Orcia

Relais Val d'Orcia

S.P. 53 Km. 17,6 - Podere Tribbioli Pienza SI
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"Fantastic stay"

Reviewed on Oct 23, 2025

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Opens in a new windowRelais Val d'Orcia
Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk

Loc. Spedaletto Poggio Tobruk Pienza SI
$141 nightly
The price is $160 total per night from Sep 15 to Sep 16
$160 total
Sep 15 - Sep 16
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 room was spacious and clean, the views as soon as you exit your room are unbeatable! Beautiful view of the rolling hills! The hosts were so helpful in restaurant / travel recommendations and even made a wine tasting booking for us Would highly recommend and will definitely be coming back!"

Reviewed on Aug 31, 2026

Opens in a new windowAgriturismo Poggio Tobruk
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
$191 nightly
The price is $214 total per night from Oct 9 to Oct 10
$214 total
Oct 9 - Oct 10
Total with taxes and fees
An attached winery and an outdoor pool are featured at this hotel. Families will appreciate the playground, onsite laundry facilities, and babysitting. There's ...
"During our 2.5 week trip to Tuscany, we stayed 4 nights. True hospitality. Vera served our breakfast daily and wanted to help in any way possible."

Reviewed on Sep 4, 2026

Opens in a new windowAgriturismo Il Macchione
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29 Pienza SI
$234 nightly
The price is $262 total per night from Oct 8 to Oct 9
$262 total
Oct 8 - Oct 9
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 ...
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."

Reviewed on Aug 26, 2026

Opens in a new windowTenuta Santo Pietro
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$169 nightly
The price is $193 total per night from Sep 13 to Sep 14
$193 total
Sep 13 - Sep 14
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, ...
"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"

Reviewed on Sep 3, 2026

Opens in a new windowHotel Corsignano
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$764 nightly
The price is $853 total per night from Sep 27 to Sep 28
$853 total
Sep 27 - Sep 28
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express ...
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, ..."

Reviewed on Sep 9, 2026

Opens in a new windowCastello di Velona Resort Thermal SPA & Winery
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$197 nightly
The price is $224 total per night from Oct 10 to Oct 11
$224 total
Oct 10 - Oct 11
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 ...
Opens in a new windowHotel San Gregorio
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71 Pienza SI
$185 nightly
The price is $208 total per night from Oct 8 to Oct 9
$208 total
Oct 8 - Oct 9
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 ...
Opens in a new windowPodere Spedalone
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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 $160. 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 6,021 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 18 hours ago
Travelocity Verified Review
"Excelent"
A verified traveler stayed at Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa

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