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Cheap Pienza Hotels
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
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
$174 nightly
The price is $198 total per night
$198 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
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$148 nightly
The price is $167 total per night
$167 total
Dec 22 - Dec 23
Total with taxes and fees
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
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$273 nightly
The price is $305 total per night
$305 total
Jan 4 - Jan 5, 2026
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
Grand Hotel Admiral Palace
Via Umbria 2 Chianciano Terme SI
$87 nightly
The price is $100 total per night
$100 total
Dec 16 - Dec 17
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
Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1 San Casciano dei Bagni SI
$338 nightly
The price is $377 total per night
$377 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
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
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,213 nightly
The price is $1,346 total per night
$1,346 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
Hotel Certosa Di Maggiano
Strada di Certosa, 82/86 Siena SI
$208 nightly
The price is $233 total per night
$233 total
Dec 22 - Dec 23
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 | 6,056 hotels |
|---|---|
Lowest Price | $100 |
Highest Price | $1,346 |
Popular hotels | Hotel San Gregorio, Hotel Corsignano, Hotel Relais II Chiostro di Pienza, Agriturismo Il Macchione, Sant'Anna in Camprena Agriturismo, Podere Spedalone, Relais Villa Grazianella - UNA Esperienze, Monastero di Cortona Hotel & Spa, Grand Hotel Admiral Palace, Fonteverde Lifestyle & Thermal Retreat, Rosewood Castiglion del Bosco, Hotel Certosa Di Maggiano |
Most Recent Pienza Hotel Reviews
Relais Villa Grazianella - UNA Esperienze
5 out of 5
Posted 8 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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