Contrada Castello Holidays

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Top hotels in Contrada Castello

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 S$842 per night from 21 Aug to 22 Aug
S$842
21 Aug - 22 Aug
includes taxes & fees
9.6/10 Exceptional! (155 reviews)
"Magical location, pools, staff, property."

Reviewed on 19 Jul, 2026

Precise Tale Poggio Alla Sala
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 S$944 per night from 27 Aug to 28 Aug
S$944
27 Aug - 28 Aug
includes taxes & fees
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on 15 Jul, 2026

Villa di Piazzano - Small Luxury Hotel of the World
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 S$469 per night from 19 Aug to 20 Aug
S$469
19 Aug - 20 Aug
includes taxes & fees
10/10 Exceptional! (298 reviews)
"Beautiful oasis in a beautiful town"

Reviewed on 25 Jul, 2026

Monastero di Cortona Hotel & Spa
See all 5,042 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.

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.

Stay near popular Contrada Castello attractions

Rocca del Leone

9.4/10 (10 reviews)
You can learn about the history of Castiglione del Lago with a stop at Rocca del Leone. Stroll along the area's lakeside or simply enjoy its wineries.
See properties

Things to do

Cooking Class in a historical villa in Siena Provence

Cooking Class in a historical Palace in Siena Provence

S$173
per adult
Cooking Class in a historical Palace in Siena Provence
Enjoy a meal with wine tasting in the vineyard of Podere Casanova

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

S$146
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

S$146
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.