Contrada Castello Holidays from NZ$2,895
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Top Holiday Package Deals in Contrada Castello
Price found within the past 48 hours. Click for updated prices.
TH Assisi - Hotel Cenacolo
NZ$2,895
per person
16 Sept - 18 Sept
found 5 hours ago
Return direct flight included
Auckland (AKL) to Ancona (AOI)
9.2/10 Wonderful! (681 reviews)
Clean room, staff were good and the breakfast/evening meal were good. WiFi was terrible sometimes it worked ok other times it was poor. Rooms have no soundproofing, can hear every step/conversation from other guests walking past your room and banging about through the walls
Reviewed on 8 Aug 2026
Our pick of the best Contrada Castello Hotel Deals
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
NZ$795
18 Aug - 19 Aug
includes taxes & fees
9.6/10 Exceptional! (158 reviews)
"The place it’s an Amazing. Very clean. Is more beautiful than the pictures."
Reviewed on 2 Aug 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
NZ$1,208
21 Aug - 22 Aug
includes taxes & fees
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
NZ$558
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (304 reviews)
"Everything was absolutely perfect and we would happily go back."
Reviewed on 6 Aug 2026
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 NZ$2,895. 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.
Palazzo della Corgna
9.0/10 (12 reviews)
You can study the exhibits at Palazzo della Corgna, a museum with a story of its own, during your holiday in Castiglione del Lago. Stroll along the area's lakeside or simply enjoy its wineries.
Activities
Enjoy a meal with wine tasting in the vineyard of Podere Casanova
NZ$195
per adult
Montepulciano: Winery Tour, Tasting, and Vineyard Picnic
NZ$175
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.