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Cheap Pienza Hotels

Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$195 nightly
The price is $222 total per night
$222 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

Hotel Corsignano

4 out of 5
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

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Free Cancellation
Reserve now, pay when you stay
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

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

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

Podere Spedalone

1 out of 5
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

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
$148 nightly
The price is $167 total per night
$167 total
Dec 18 - Dec 19
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

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
$276 nightly
The price is $308 total per night
$308 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

Grand Hotel Admiral Palace

4 out of 5
Via Umbria 2 Chianciano Terme SI
$81 nightly
The price is $94 total per night
$94 total
Dec 22 - Dec 23
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

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1 San Casciano dei Bagni SI
$351 nightly
The price is $391 total per night
$391 total
Jan 6 - Jan 7, 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

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$1,375 nightly
The price is $1,524 total per night
$1,524 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

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86 Siena SI
$229 nightly
The price is $256 total per night
$256 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
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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.

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Pienza hotels essential information

Accommodation
5,866 hotels
Lowest Price
$94
Highest Price
$1,524
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

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"The best in Siena."
A verified traveler stayed at Hotel Certosa Di Maggiano
Hotel Certosa Di Maggiano