Cortona Old Town Vacation Packages for 2026

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Top Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
0.28 km from Cortona Old Town
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
0.29 km from Cortona Old Town
Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Hotel San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
0.08 km from Cortona Old Town
Stay at this hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Giuseppe Garibaldi Memorial and Piazza della Repubblica ...
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
0.21 km from Cortona Old Town
Book a stay at this family-friendly hotel in Cortona. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff and the property ...
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
0.39 km from Cortona Old Town
Stay at this hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ...
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
4.87 km from Cortona Old Town
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
24.44 km from Cortona Old Town
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
24.91 km from Cortona Old Town
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Colonna del Marzocco and Palazzo ...
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

4 out of 5
Via Raccordo Autostradale, 1/a Arezzo AR
24.44 km from Cortona Old Town
Book a stay at this spa hotel in Arezzo. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Arezzo Equestrian Centre and Area Naturale ...
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2 Montepulciano SI
27.22 km from Cortona Old Town
Book a stay at this spa hotel in Montepulciano. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions San Biagio and Torre del Pulcinella ...
Palazzo Brandano

Palazzo Brandano

Via Valgelata 18 Trequanda SI
28.51 km from Cortona Old Town
Stay at this hotel in Trequanda. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions RI Crea RE and Enoteca Di Ghino are located nearby.
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
24.78 km from Cortona Old Town
Book a stay at this spa hotel in Arezzo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arezzo Equestrian Centre and Memorial of the ...
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
22.81 km from Cortona Old Town
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Piazza Guido Monaco ...
Hotel Villa Ricci

Hotel Villa Ricci

3 out of 5
Viale Giuseppe di Vittorio 51 Chianciano Terme SI
28.08 km from Cortona Old Town
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Terme Sant'Elena and Chianciano Art ...
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
2.36 km from Cortona Old Town
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

British Airways
Sun, Jul 26 - Tue, Aug 4
BOS
Logan Intl.
PEG
Perugia San Francesco d'Assisi – Umbria Intl. Airport
$984 Roundtrip, found 15 hours ago
$984
Roundtrip
found 15 hours ago
Select British Airways flight, departing Sun, Jul 26 from Logan Intl. to Perugia San Francesco d'Assisi – Umbria Intl. Airport, returning Tue, Aug 4, priced at $984 found 15 hours ago
British Airways
Sun, Jul 26 - Tue, Aug 4
BOS
Logan Intl.
PEG
Perugia San Francesco d'Assisi – Umbria Intl. Airport
$990 Roundtrip, found 15 hours ago
$990
Roundtrip
found 15 hours ago
Select British Airways flight, departing Sun, Jul 26 from Logan Intl. to Perugia San Francesco d'Assisi – Umbria Intl. Airport, returning Tue, Aug 4, priced at $990 found 15 hours ago
Iberia
Sun, Jul 26 - Tue, Aug 4
BOS
Logan Intl.
PEG
Perugia San Francesco d'Assisi – Umbria Intl. Airport
$1,063 Roundtrip, found 15 hours ago
$1,063
Roundtrip
found 15 hours ago
Select Iberia flight, departing Sun, Jul 26 from Logan Intl. to Perugia San Francesco d'Assisi – Umbria Intl. Airport, returning Tue, Aug 4, priced at $1,063 found 15 hours ago
Iberia
Sun, Jul 26 - Tue, Aug 4
BOS
Logan Intl.
PEG
Perugia San Francesco d'Assisi – Umbria Intl. Airport
$1,074 Roundtrip, found 15 hours ago
$1,074
Roundtrip
found 15 hours ago
Select Iberia flight, departing Sun, Jul 26 from Logan Intl. to Perugia San Francesco d'Assisi – Umbria Intl. Airport, returning Tue, Aug 4, priced at $1,074 found 15 hours ago