Contrada Castello Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Contrada Castello Holiday

Lose yourself in the beauty of this residential neighbourhood with a Contrada Castello holiday package. From its dining and views to its culture, there's something for every type of traveller. Need ideas about what to see during your trip to Contrada Castello? Rocca del Leone and Palazzo della Corgna are just a couple of nearby attractions to add to your to-do list. Don't just dream it — take action! Lock in your ideal Contrada Castello holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
  • Front of property – evening/night
    Aug 6 - Aug 12

    TH Assisi - Hotel Cenacolo + Flight

    Assisi
    6 nights
    4.0 star property
    9.2/10 - Wonderful (667 reviews)
    Return • London (STN) - Ancona (AOI)
    STN - AOI • Direct AOI - STN • Direct
    £432
    £316
    per traveller
    found 17 hours ago
    TH Assisi - Hotel Cenacolo
  • Bar (on property)
    Jul 12 - Jul 17

    Posta Donini 1579 UNA Esperienze + Flight

    Perugia
    5 nights
    5.0 star property
    9.2/10 - Wonderful (255 reviews)
    Return • London (STN) - Rome (CIA)
    STN - CIA • Direct CIA - STN • Direct
    Save 100% on your flight
    £536
    £354
    per traveller
    found 12 hours ago
    Posta Donini 1579 UNA Esperienze
  • Deluxe Double Room, Hot Tub | Room amenity
    Aug 6 - Aug 12

    Locanda della Posta - Etruria Collection + Flight

    Old Town Perugia
    6 nights
    4.0 star property
    9.6/10 - Exceptional (199 reviews)
    "Perfect location,friendly staff,great room,comfy bed, choice pillows,bright clean bathroom,breakfast delicious. Absolutely delighted with this hotel, would definitely recommend we couldn’t fault it. We will return to Perugia and this hotel."
    Reviewed May 24, 2026
    Return • London (STN) - Ancona (AOI)
    STN - AOI • Direct AOI - STN • Direct
    Save 100% on your flight
    £702
    £484
    per traveller
    found 17 hours ago
    Locanda della Posta - Etruria Collection
  • Sauna, Turkish bath/hammam, aromatherapy, Thai massages
    Aug 6 - Aug 12

    Borgo Mandoleto + Flight

    Perugia
    6 nights
    3.0 star property
    9.0/10 - Wonderful (33 reviews)
    Return • London (STN) - Ancona (AOI)
    STN - AOI • Direct AOI - STN • Direct
    Save 100% on your flight
    £498
    £365
    per traveller
    found 17 hours ago
    Borgo Mandoleto
  • View from property
    Aug 1 - Aug 7

    International Hotel & Suite + Flight

    San Benedetto del Tronto
    6 nights
    4.0 star property
    8.6/10 - Excellent (246 reviews)
    "."
    Reviewed September 22, 2025
    Return • London (LGW) - Rome (FCO)
    LGW - FCO • Direct FCO - LGW • Direct
    £707
    £534
    per traveller
    found 18 hours ago
    International Hotel & Suite

Top hotels in Contrada Castello

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 £583 per night from 19 Jun to 20 Jun
£583
19 Jun - 20 Jun
includes taxes & fees
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."

Reviewed on 14 May 2026

Villa di Piazzano - Small Luxury Hotel of the World
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 £484 per night from 30 Jun to 1 Jul
£484
30 Jun - 1 Jul
includes taxes & fees
9.6/10 Exceptional! (141 reviews)
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."

Reviewed on 23 May 2026

Precise Tale Poggio Alla Sala
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 £350 per night from 28 Jun to 29 Jun
£350
28 Jun - 29 Jun
includes taxes & fees
10/10 Exceptional! (283 reviews)
"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"

Reviewed on 31 May 2026

Monastero di Cortona Hotel & Spa
See all 4,943 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Contrada Castello travel package cost?
Our Contrada Castello packages, which begin from just , are an awesome way to save. Select your preferred hotels, flights and more to create your perfect itinerary.
If I'm not able to travel, can I cancel my Contrada Castello travel package?
We totally get that sometimes life doesn't go according to plan. If you've booked a Contrada Castello travel package and need to amend or cancel it, we're here to help. We suggest looking up our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel and rebook at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Contrada Castello?
Just think of all the fabulous things you could do in Contrada Castello with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Contrada Castello travel package. You have plenty of choice when you book with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 properties across the globe. Whether you're heading off with the family or travelling with someone special, organising a getaway to Contrada Castello is better with a package.
Does Expedia offer Book Now, Pay Later Contrada Castello holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply pick the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that suit all budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip over multiple transactions.
  • Low deposit holidays: When you come across an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Contrada Castello?
If you plan to visit Rocca del Leone, save yourself the hassle of commuting and find someplace to stay nearby. It's one of the best attractions in the area.
What are the top hotels in Contrada Castello?
Get your trip off to a good start by reserving a room at Hotel Duca della Corgna. It's one of most sought-after hotels in Contrada Castello. Another option is Hotel Aganoor.
How far in advance should I book my Contrada Castello holiday?
It depends on the air carrier, but you can generally look up international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travellers occasionally nab a cheaper seat only weeks before the date of departure.
What does an Expedia Contrada Castello travel package include?
It comes down to what you want. If you're travelling alone, you might decide to bundle flights and hotels. Taking the whole crew to Contrada Castello? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Contrada Castello travel package?
So many places to wander around, so many things to see and do. With a package, you can check more of them off your list. Bundle your flights, hotels and rental cars and get set to save.
Can I choose my airline with a Contrada Castello Expedia travel package?
You can, and with more than 550 airlines to select from globally, you have loads of choice. Look through the available options and find out which airline best suits your needs and budget.

Popular places to visit

Fortress of the Lion in Castiglione del Lago, Umbria, Italy

Rocca del Leone

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.

Rocca del Leone

Things to do

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

£86
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

£99
per adult
Cooking Class in a historical Palace in Siena Provence
Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

£77
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. Flight-inclusive packages are ATOL protected.