Contrada Castello Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Contrada Castello

Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
The price is S$162 per night from 30 Sept to 1 Oct
S$162
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (248 reviews)
"Nice location. Staff was nice. The only issue is the room with no AC or plugs. When reviewing the property it appeared the property lists AC. You would assume the whole hotel has AC. Once I selected the room I should have looked closely at the AC availability. Rough night to sleep. Other than that ..."

Reviewed on 26 Jul, 2025

Hotel Panoramic
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$578 per night from 18 Sept to 19 Sept
S$578
18 Sept - 19 Sept
includes taxes & fees
9.8/10 Exceptional! (235 reviews)
"Great hotel but room 114 is too close to the bar area and as such very noisy if there are loud guests in there. I’d suggest a room away from the bar if you want a good nights sleep but everything else is fantastic"

Reviewed on 16 Sept, 2025

Monastero di Cortona Hotel & Spa
Hotel Ilgo

Hotel Ilgo

3 out of 5
Via Di Duccio Agostino 1, Perugia, PG
7.6/10 Good! (252 reviews)
"Easy walk to the historic old town"

Reviewed on 21 Oct, 2024

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Hotel Ilgo
See all 5,087 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.

Things to do

Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

S$78
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

S$149
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

S$134
per adult
Montepulciano: Winery Tour, Tasting, and Vineyard Picnic
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.