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Name: Monastero di Cortona Hotel & Spa
Price range: $446 total

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Cheap Pienza Hotels

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

$197 nightly

$224 total

Oct 10 - Oct 11

Total with taxes and fees

0.13 mi from city center

When you stay at Hotel San Gregorio in Pienza, you'll be in the historical district and 16.4 mi (26.5 km) from Monte Oliveto Maggiore Abbey.

Pool

Pet friendly

Hotel Corsignano

Via Della Madonnina 11 Pienza SI

$197 nightly

$223 total

Sep 13 - Sep 14

Total with taxes and fees

0.19 mi from city center

Located in Pienza, Hotel Corsignano is in a regional park, a 4-minute walk from Pienza Cathedral and 6 minutes by foot from Piazza Pio II.

Hot Tub

Pet friendly

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI

$191 nightly

$214 total

Oct 9 - Oct 10

Total with taxes and fees

1.41 mi from city center

Located in Pienza, Agriturismo Il Macchione is in a rural location, within a 5-minute drive of Palazzo Piccolomini and Pienza Cathedral.

Pool

Breakfast included

Sant'Anna in Camprena Agriturismo

Loc. Sant'Anna in Camprena Pienza SI

$237 nightly

$266 total

Sep 14 - Sep 15

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

3.86 mi from city center

With a stay at Sant'Anna in Camprena Agriturismo in Pienza, you'll be in a regional park, just a 1-minute walk from Monastery of Sant'Anna in Camprena and 12 minutes by foot from Val di Chiana.

Breakfast included

Parking included

Agriturismo Poggio Tobruk

Loc. Spedaletto Poggio Tobruk Pienza SI

$145 nightly

$165 total

Sep 15 - Sep 16

Total with taxes and fees

2.42 mi from city center

With a stay at Agriturismo Poggio Tobruk in Pienza, you'll be 4.6 mi (7.4 km) from Piazza Pio II and 4.6 mi (7.5 km) from Pienza Cathedral.

Parking included

Free WiFi

Tenuta Santo Pietro

Localita Santo Pietro 29 Pienza SI

$266 nightly

$297 total

Oct 3 - Oct 4

Total with taxes and fees

2.65 mi from city center

Located in Pienza, Tenuta Santo Pietro is a 1-minute drive from Val di Chiana and 6 minutes from Enoteca Di Ghino.

Pool

Breakfast included

Podere Spedalone

Strada per Cosona SP71 Pienza SI

$185 nightly

$208 total

Oct 8 - Oct 9

Total with taxes and fees

3.91 mi from city center

Located in Pienza, Podere Spedalone is in the mountains, within a 15-minute drive of Monastery of Sant'Anna in Camprena and Palazzo Piccolomini.

Pool

Breakfast included

Relais Val d'Orcia

S.P. 53 Km. 17,6 - Podere Tribbioli Pienza SI

9.37 mi from city center

With a stay at Relais Val d'Orcia in Pienza, you'll be 10.4 mi (16.7 km) from Piscine Termali Theia and 12.2 mi (19.7 km) from Pieve di Corsignano.

Pool

Breakfast included

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

$764 nightly

$853 total

Sep 27 - Sep 28

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

9.56 mi from city center

Located in Montalcino, Castello di Velona Resort Thermal SPA & Winery is in a national park, within a 15-minute drive of Abbazia di Sant'Antimo and Fortress of Montalcino.

Pool

Hot Tub

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$706 nightly

$786 total

Sep 30 - Oct 1

Total with taxes and fees

21.72 mi from city center

When you stay at Villa di Piazzano - Small Luxury Hotel of the World in Cortona, you'll be in the historical district and 7.6 mi (12.2 km) from Lake Trasimeno.

Pool

Parking included

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI

$520 nightly

$579 total

Sep 30 - Oct 1

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

9.97 mi from city center

Located in Montepulciano, Precise Tale Poggio Alla Sala is in a rural location, a 1-minute drive from Val di Chiana and 7 minutes from Terme Sant'Elena.

Pool

Breakfast included

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

$397 nightly

$446 total

Oct 7 - Oct 8

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

20.79 mi from city center

A stay at Monastero di Cortona Hotel & Spa places you in the heart of Cortona, within a 5-minute walk of Signorelli Theatre and Museum of the Etruscan Academy.

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.

Pienza hotels essential information

Accommodation	6,021 hotels
Lowest Price	$165
Highest Price	$853
Popular hotels	Hotel San Gregorio, Hotel Corsignano, Agriturismo Il Macchione, Sant'Anna in Camprena Agriturismo, Agriturismo Poggio Tobruk, Tenuta Santo Pietro, Podere Spedalone, Relais Val d'Orcia, Castello di Velona Resort Thermal SPA & Winery, Villa di Piazzano - Small Luxury Hotel of the World, Precise Tale Poggio Alla Sala, Monastero di Cortona Hotel & Spa

Most Recent Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

5 out of 5

Posted 20 hours ago

CheapTickets Verified Review

"Excelent"

A verified traveler stayed at Monastero di Cortona Hotel & Spa

Castello di Velona Resort Thermal SPA & Winery

4 out of 5

Posted 2 days ago

CheapTickets Verified Review

"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, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

A verified traveler stayed at Castello di Velona Resort Thermal SPA & Winery

Precise Tale Poggio Alla Sala

5 out of 5

Posted 6 days ago

CheapTickets Verified Review

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

A verified traveler stayed at Precise Tale Poggio Alla Sala