Cortona Old Town Vacation Packages for 2025
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Cortona Old Town Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
Price was $1,392, price is now $937 per person
$937
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Aurum Uffizi
Historic Centre of Florence
Price was $1,543, price is now $995 per person
$995
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Ponte Vecchio are located nearby.
Hotel Duomo Firenze
Historic Centre of Florence
Price was $1,917, price is now $1,286 per person
$1,286
per person
Nov 8 - Nov 14
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 3-star family-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Uffizi Gallery are located nearby.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was $1,830, price is now $1,289 per person
$1,289
per person
Nov 8 - Nov 14
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 4-star spa hotel in Florence. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Eurostars Florence Boutique
Historic Centre of Florence
Price was $1,338, price is now $952 per person
$952
per person
Nov 8 - Nov 14
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 4-star boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Uffizi Gallery and Cathedral of Santa Maria del Fiore are located nearby.
LHP River Club
Santa Croce
Price was $1,226, price is now $942 per person
$942
per person
Nov 8 - Nov 14
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this 5-star luxury hotel in Florence. Enjoy free WiFi, valet parking (surcharge), and daily housekeeping. Popular attractions Uffizi Gallery and Cathedral of Santa Maria del Fiore are located nearby.
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Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
0.28 km from Cortona Old Town
Stay at this 5-star 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
Via Guelfa 15, Cortona, AR
0.29 km from Cortona Old Town
Stay at this 4-star business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff ...
Hotel Villa Marsili
Viale Cesare Battisti 13, Cortona, AR
0.21 km from Cortona Old Town
Stay at this 4-star 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 San Luca
Piazza Garibaldi 1, Cortona, AR
0.08 km from Cortona Old Town
Stay at this 4-star hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Giuseppe Garibaldi Memorial and Piazza della ...
Hotel Italia
Via Ghibellina 5/7, Cortona, AR
0.39 km from Cortona Old Town
Stay at this 3-star hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ...
Villa Santa Margherita
Viale Cesare Battisti 17, Cortona, AR
0.2 km from Cortona Old Town
Book a stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Giuseppe Garibaldi Memorial ...
Hotel Panoramic
Via di Villa Bianca, 8, Montepulciano, SI
27.21 km from Cortona Old Town
Stay at this 3-star family-friendly hotel in Montepulciano. Enjoy an outdoor pool, a rooftop terrace, and room service. Popular attractions Terme di Montepulciano ...
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
4.87 km from Cortona Old Town
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
A Point Arezzo Park Hotel
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
24.78 km from Cortona Old Town
Stay at this 4-star spa hotel in Arezzo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arezzo Equestrian Centre and Memorial of the ...
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 ...
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
24.42 km from Cortona Old Town
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
B&B Hotel Arezzo
Via Einstein, 4, Arezzo, AR
24.48 km from Cortona Old Town
Stay at this 3-star business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions UCI Cinemas Arezzo and Porta ...
Hotel Minerva
Via Fiorentina, 4, Arezzo, AR
24.02 km from Cortona Old Town
Stay at this 4-star business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
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View all propertiesLowest 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.