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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Historic Centre of Florence are located nearby.

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Historic Centre of Florence are located nearby.

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Florence (FLR)
Stay at this 4-star historic hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Historic Centre of Florence and Cathedral of Santa Maria del Fiore are located nearby.

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Historic Centre of Florence are located nearby.

Art Hotel Villa Agape

Art Hotel Villa Agape

4 out of 5
Oltrarno
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Florence (FLR)
Stay at this 4-star hotel in Florence. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

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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
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

Hotel San Michele

4 out of 5
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

Hotel Villa Marsili

4 out of 5
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

Hotel San Luca

4 out of 5
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 San Domenico ...
Hotel Italia

Hotel Italia

3 out of 5
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

Villa Santa Margherita

2 out of 5
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 San Domenico Church and ...
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
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. ...
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
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 ...
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 Church of St. Agnes and Colonna ...
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
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 Museo ...
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5, Via delle tre berte, Montepulciano, SI
23.13 km from Cortona Old Town
Book a stay at this business-friendly country house in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff ...
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Via Umbria 65, Montepulciano, SI
19.83 km from Cortona Old Town
Book a stay at this spa resort in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Tenuta Valdipiatta and Church of St. ...
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
27.22 km from Cortona Old Town
Stay at this 3-star spa hotel in Montepulciano. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions San Biagio and Torre del Pulcinella ...
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
Stay at this 3-star spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Terme Sant'Elena and Chianciano Art ...
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7, Arezzo, AR
22.81 km from Cortona Old Town
Stay at this 4-star business-friendly hotel in Arezzo. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the property condition ...
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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.