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Independent in Pienza

Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
$207 nightly
The price is $235 total per night
$235 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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
$144 nightly
The price is $165 total per night
$165 total
Jan 5 - Jan 6, 2026
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

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26 Pienza SI
0.02 mi from city center
When you a stay at Hotel Relais II Chiostro di Pienza in Pienza, you'll be in the historical district, just steps from Chiesa di San Francesco and Palazzo Piccolomini.
Pool
Breakfast included

Agriturismo Il Macchione
S.P. 71 Per S. Anna in Camprena Pienza SI
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

Podere Spedalone
Strada per Cosona SP71 Pienza SI
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

Sant'Anna in Camprena Agriturismo
Loc. Sant'Anna in Camprena Pienza SI
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
Spa

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$297 nightly
The price is $337 total per night
$337 total
Dec 14 - Dec 15
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

Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$146 nightly
The price is $166 total per night
$166 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.2 mi from city center
Located in Montepulciano, Relais Villa Grazianella - UNA Esperienze is in a rural location, within a 15-minute drive of Val di Chiana and Terme di Montepulciano Spa.
Pool
Parking included

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,401 nightly
The price is $1,553 total per night
$1,553 total
Dec 12 - Dec 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.99 mi from city center
With a stay at Castiglion del Bosco, A Rosewood Hotel in Montalcino, you'll be 7.8 mi (12.5 km) from Fortress of Montalcino and 11.7 mi (18.8 km) from Monte Oliveto Maggiore Abbey.
Pool
Spa

Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1 San Casciano dei Bagni SI
$334 nightly
The price is $372 total per night
$372 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.87 mi from city center
With a stay at Fonteverde Lifestyle & Thermal Retreat in San Casciano dei Bagni, you'll be 0.1 mi (0.1 km) from Fonteverde Terme and 8.8 mi (14.1 km) from Monte Rufeno Nature Reserve.
Pool
Breakfast included

Grand Hotel Admiral Palace
Via Umbria 2 Chianciano Terme SI
$103 nightly
The price is $118 total per night
$118 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.16 mi from city center
With a stay at Grand Hotel Admiral Palace in Chianciano Terme, you'll be within a 15-minute walk of Chianciano Art Museum and Piscine Termali Theia.
Pool
Hot Tub

Hotel Certosa Di Maggiano
Strada di Certosa, 82/86 Siena SI
$182 nightly
The price is $204 total per night
$204 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.11 mi from city center
When you stay at Hotel Certosa Di Maggiano in Siena, you'll be next to a golf course, within a 5-minute drive of Porta Romana and San Spirito.
Pool
Breakfast included
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.
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Pienza hotels essential information
Accommodation | 6,051 hotels |
|---|---|
Lowest Price | $118 |
Highest Price | $1,553 |
Popular hotels | Hotel San Gregorio, Hotel Corsignano, Hotel Relais II Chiostro di Pienza, Agriturismo Il Macchione, Podere Spedalone, Sant'Anna in Camprena Agriturismo, Monastero di Cortona Hotel & Spa, Relais Villa Grazianella - UNA Esperienze, Rosewood Castiglion del Bosco, Fonteverde Lifestyle & Thermal Retreat, Grand Hotel Admiral Palace, Hotel Certosa Di Maggiano |
Most Recent Pienza Hotel Reviews

Hotel Corsignano
5 out of 5
Posted 7 days ago
CheapTickets 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
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