Contrada Castello Holidays

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Your Contrada Castello Holiday

Lose yourself in the beauty of this residential neighbourhood with a Contrada Castello holiday package. From its dining and views to its culture, there's something here for everyone. Dedicate some time to sightseeing during your trip to Contrada Castello. Don't miss top nearby attractions such as Palazzo della Corgna and Rocca del Leone. Don't just dream it — turn it into a reality! Reserve your perfect Contrada Castello holiday with Expedia and enjoy travelling your way.

Our pick of the best Contrada Castello Hotel Deals

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
The price is AU$1,069 per night from 10 May to 11 May
AU$1,069
10 May - 11 May
includes taxes & fees
9.8/10 Exceptional! (231 reviews)
Absolutely stunning property!!!! Gorgeous Tuscan landscape that’s even better in person. Every staff member was attentive and kind and went out of the way to give impeccable service. Delicious buffet breakfast. Can’t wait to come back.

Reviewed on 22 Apr 2026

Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is AU$622 per night from 6 May to 7 May
AU$622
6 May - 7 May
includes taxes & fees
9.4/10 Exceptional! (128 reviews)
Absolutely an amazing stay. Very charming and well kept. Essentially a resort with a palatial feel. Loved walking the grounds and relaxing. Excellent restaurant, breakfast was included. The setting is quiet and beautiful. Will book again.

Reviewed on 13 Apr 2026

Precise Tale Poggio Alla Sala
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is AU$537 per night from 3 May to 4 May
AU$537
3 May - 4 May
includes taxes & fees
10/10 Exceptional! (266 reviews)
Staff was phenomenal!! Great team every accomplished

Reviewed on 20 Apr 2026

Monastero di Cortona Hotel & Spa
See all 4,911 properties in Contrada Castello
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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Frequently asked questions

How much does a Contrada Castello holiday package cost?
From as little as . Yes, you read that right. Our Contrada Castello packages are a simple way to make your budget go further. Bundle your flights, hotels and rental car and discover this lively destination.
How do I get a cheap travel package to Contrada Castello?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you a nice amount too. A Contrada Castello holiday package makes it simple to organise the perfect trip. With more than 550 airlines all over the world to select from, finding flights that suit your busy schedule won't be a hassle. In addition to that, we have over 1 000 000 hotels globally to select from. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
Where should I stay in Contrada Castello?
A trip to Contrada Castello isn't complete without paying a visit to Rocca del Leone. Why not stay close to this interesting tourist attraction?
What are the top hotels in Contrada Castello?
Get your trip off to an excellent start by locking in a room at B&B Antica Gabella. It's one of most popular properties in Contrada Castello. Another top option is Hotel Boutique Castiglione del Lago.
How far in advance should I book my Contrada Castello holiday?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you can't book early, don't fret. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia Contrada Castello travel package include?
It all depends on what type of getaway you're planning. Contrada Castello travel deals can include car rentals, hotels and flights. You can mix and match to find the travel package that suits you. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Contrada Castello travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Contrada Castello Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Contrada Castello holiday package?
Don't worry if you're rethinking your Contrada Castello holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Activities

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

AU$163
per adult
Enjoy a meal with wine tasting in the vineyard of Podere Casanova
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

AU$163
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
a spring cooking class

Organic cooking class with a sommelier in an Olive and wine farm

AU$197
per adult
Organic cooking class with a sommelier in an Olive and wine farm
See all activities in Castiglione del Lago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.