
Cortona Old Town Vacations from $818
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Your Cortona Old Town Vacation
Reserving a Cortona Old Town vacation package is a good way to become acquainted with this unique neighborhood. From its well-known places to its lesser-known gems, there's a lot to delve into. Eager to sightsee during your trip to Cortona Old Town? Be sure to check out nearby attractions like Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica. Expedia can help you turn your ideal Cortona Old Town vacation into reality, no matter your budget or travel plans.
The Latest Cortona Old Town Vacation Packages

The Moon Boutique Hotel & Spa
Reviewed on Nov 17, 2025


Aurum Firenze
Reviewed on Nov 7, 2025


Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only
Reviewed on May 12, 2025
Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.
Reviewed on Nov 4, 2025

Hotel San Michele
Very friendly and helpful staff. Nice rooms
Reviewed on Sep 7, 2025

Hotel Italia
The personnel were warm and accommodating. The breakfast was amazing! The views were wonderful!
Reviewed on Nov 14, 2025
Discover the most popular places to visit in Cortona Old Town

Piazza della Repubblica
Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.
Cortona Cathedral
Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater.
Fortress of Girifalco
You can find out about the history of Cortona when you stop by Fortress of Girifalco. You can enjoy the wineries while in the area.
Things to do

Montepulciano: Wine Tour and tasting

Amazing four courses cooking class in Tuscany



















