Contrada Castello Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Contrada Castello

Price found within the past 48 hours. Click for updated prices.
Hotel Paradiso

Hotel Paradiso

3 out of 5
Price was CA $1,303, price is now CA $1,185 per person
CA $1,185
per person
Sep 7 - Sep 13
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Ancona (AOI)
8.4/10 Very good! (62 reviews)

Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Price was CA $1,808, price is now CA $1,591 per person
CA $1,591
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Ancona (AOI)
9.2/10 Wonderful! (648 reviews)
A one night stay to see Sting at the Umbria Jazz festival - so Perugia very busy! Great location at the bottom of main straight. Great views. Staff super helpful re car parking etc. and all sorts of advice. Our room had just been refitted - so immaculate. Will stay again Thankyou.

Reviewed on Jul 9, 2026

Contrada Castello Hotel Deals

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 CA $963 per night from Jul 27 to Jul 28
CA $963
CA $1,069 total
Jul 27 - Jul 28
includes taxes & fees
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 CA $970 per night from Aug 3 to Aug 4
CA $970
CA $1,080 total
Aug 3 - Aug 4
includes taxes & fees
9.8/10 Exceptional! (240 reviews)
"10/10"

Reviewed on Jul 7, 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 CA $459 per night from Aug 14 to Aug 15
CA $459
CA $518 total
Aug 14 - Aug 15
includes taxes & fees
10/10 Exceptional! (295 reviews)
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."

Reviewed on Jul 14, 2026

Monastero di Cortona Hotel & Spa
See all 5,025 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 vacation package cost?
From as little as CA $1,185. 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 vacation package makes it simple to organize 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 vacation?
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 vacation is only a couple of clicks away.
Can I choose my airline with a Contrada Castello Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation 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 vacation package?
Don't worry if you're rethinking your Contrada Castello vacation 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 when you stop by Rocca del Leone. Stroll along the area's lakeside or simply enjoy its wineries.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.