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Cheap Pienza Hotels
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
$204 nightly
The price is $232 total per night
$232 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
$133 nightly
The price is $153 total per night
$153 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
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
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
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$257 nightly
The price is $292 total per night
$292 total
Dec 21 - Dec 22
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
$147 nightly
The price is $166 total per night
$166 total
Dec 13 - Dec 14
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
Grand Hotel Admiral Palace
Via Umbria 2 Chianciano Terme SI
$79 nightly
The price is $92 total per night
$92 total
Dec 15 - Dec 16
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
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,209 nightly
The price is $1,342 total per night
$1,342 total
Jan 4 - Jan 5, 2026
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
$336 nightly
The price is $374 total per night
$374 total
Dec 18 - Dec 19
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
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 | 6,034 hotels |
|---|---|
Lowest Price | $92 |
Highest Price | $1,342 |
Popular hotels | Hotel San Gregorio, Hotel Corsignano, Hotel Relais II Chiostro di Pienza, Agriturismo Il Macchione, Sant'Anna in Camprena Agriturismo, Podere Spedalone, Monastero di Cortona Hotel & Spa, Relais Villa Grazianella - UNA Esperienze, Grand Hotel Admiral Palace, Rosewood Castiglion del Bosco, Fonteverde Lifestyle & Thermal Retreat, Castello di Velona Resort Thermal SPA & Winery |
Most Recent Pienza Hotel Reviews
Relais Villa Grazianella - UNA Esperienze
5 out of 5
Posted 6 days ago
CheapTickets Verified Review
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
A verified traveler stayed at Relais Villa Grazianella - UNA Esperienze
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