Contrada Castello Vacation Packages

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Top Holiday Package Deals in Contrada Castello

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

SeePort Hotel

4 out of 5
Price was CA $1,875, price is now CA $1,677 per person
CA $1,677
per person
Aug 26 - Aug 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Ancona (AOI)
9.4/10 Exceptional! (465 reviews)
The room was fine, although there were some loud people upstairs slamming doors all night. The hotel is very beautiful with a wonderful view. However, the food was terrible and the service was also awful for dinner. Breakfast was a different story with lots of choices and wonderful food.

Reviewed on May 25, 2026

Natural Village Resort

Natural Village Resort

4 out of 5
Price was CA $2,427, price is now CA $1,825 per person
CA $1,825
per person
Aug 26 - Aug 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Ancona (AOI)
8.4/10 Very good! (118 reviews)
The 2 bedroom cabin worked perfectly for us. It was very clean bed was adequate and we all had two pillows and a fresh set of towels. Check out the Seaside restaurant a true delight and the staff was amazing there and everyone we encountered was great. Pro tip, stay in cabins closer to railroad you’ll avoid the noise within the resort. Train was not that noisy.

Reviewed on Jun 17, 2026

Fortino Napoleonico

Fortino Napoleonico

4 out of 5
Price was CA $2,872, price is now CA $2,447 per person
CA $2,447
per person
Aug 26 - Aug 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Ancona (AOI)
9.4/10 Exceptional! (122 reviews)
Nice place on the beach

Reviewed on Jun 22, 2026

Hotel Internazionale

Hotel Internazionale

3 out of 5
Price was CA $2,369, price is now CA $2,055 per person
CA $2,055
per person
Aug 26 - Aug 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Ancona (AOI)
8.8/10 Excellent! (82 reviews)
Very nice hotel - busy week and the restaurant was completely full each night. Food pretty good and service find but you can feel its top of peak season.

Reviewed on Aug 21, 2025

Hotel Emilia

Hotel Emilia

4 out of 5
Price was CA $2,510, price is now CA $2,180 per person
CA $2,180
per person
Aug 26 - Aug 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Ancona (AOI)
9.2/10 Wonderful! (188 reviews)
A wonderful place to stay and enjoy the Conero Riviera. Very convenient parking and offers a shuttle to Portonovo beaches. The views from the property are unmatched. A nice breakfast is provided and the hotel also offers a restaurant to enjoy.

Reviewed on Jul 13, 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 $765 per night from Aug 11 to Aug 12
CA $765
CA $851 total
Aug 11 - Aug 12
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 $967 per night from Jul 31 to Aug 1
CA $967
CA $1,077 total
Jul 31 - Aug 1
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 $458 per night from Aug 14 to Aug 15
CA $458
CA $516 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 $1,677. 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.
See properties

Things to do

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

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

CA $161
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

CA $160
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
Cooking Class in a historical villa in Siena Provence

Cooking Class in a historical Palace in Siena Provence

CA $190
per adult
Cooking Class in a historical Palace in Siena Provence
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.