Monsigliolo Holidays from £388
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Your Monsigliolo Holiday
Book a Monsigliolo holiday package and get ready to experience the best of this lively city. Consider staying in the neighbourhood of Contrada Castello, which is great for dining, views and culture. Fill your itinerary with tours of Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona, some of the top attractions you just have to see during your trip to Monsigliolo. Don't delay your visit to this city any longer. The ultimate Monsigliolo holiday is a couple of clicks away with Expedia.
Top Monsigliolo Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Historic Centre of Florence
£412
per person
24 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The room was exceptionally clean, including the floor (white napkin test).
The staff was super friendly, and the check-in.check out quick.
The breakfast is simple, yet with there was a good choice of all you can eat items: toast with a choice of cold ham, mozzarella cheese, tomato slices, salame, ect, mini-pancakes. They also offer freshly-baked croissant fillable with assorted jam, creams etc, cakes, etc. Plus, fresh squeezed orange juice, and other juices, and all type of coffees.
The hotel was well located (close to the Uffizi Galley) and the Arno river (Ponte Vecchio).
Reviewed on 10 Aug 2026
Monsigliolo Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | Cathedral of Cortona, Signorelli Theatre and Palazzo Comunale |
Top hotels in Monsigliolo
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£431
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
£526
28 Aug - 29 Aug
includes taxes & fees
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
£243
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (305 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.
What to do in Monsigliolo
Tasting Tour in One of The Most Beautiful Cellars in the World
£28
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
£30
per adult
100% of travellers recommend
Frequently asked questions
How much does a Monsigliolo travel package cost?
Our Monsigliolo packages, which start from just £388, are an awesome way to save loads of cash. Choose your favourite hotels, flights and rental car to create a custom-built itinerary.
If I'm not able to travel, can I cancel my Monsigliolo travel package?
Certainly, and we're here to help. You may be able to cancel and rebook your Monsigliolo travel package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Monsigliolo?
Combine your bookings with Expedia to save big bucks on your next big adventure. With more than 550 airlines and 1,000,000 hotel options across the globe, your Monsigliolo travel package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or two interesting activities and tours? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Monsigliolo is closer than you thought!
Does Expedia offer Book Now, Pay Later Monsigliolo holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.
Where should I stay in Monsigliolo?
Close to the action. Many visitors like to book hotels within easy reach of top sights, such as Cathedral of Cortona, Piazza della Repubblica and Museum of the Etruscan Academy.
What are the top hotels in Monsigliolo?
If it's your first time in Monsigliolo, make a reservation at Hotel Italia or Relais Villa Petrischio. Both will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Monsigliolo holiday?
Smart travellers often book early. You can usually browse through international fares on Expedia up to a year before your flight. If you're booking last minute, fear not. Cheap prices sometimes appear in the last weeks before departure dates.
What does an Expedia Monsigliolo travel package include?
Flights, rental cars and hotels — we have them well covered. With Expedia, you can shape your Monsigliolo package just the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Monsigliolo travel package?
A travel package can be customized for your budget and is a fantastic way to stretch your hard-earned dollars. What you include is completely up to you. Hotels, rental cars and flights — decide on a combination that works with your plans.
Can I choose my airline with a Monsigliolo Expedia travel package?
Yes, you're in charge. We offer more than 550 partner airlines across the globe, so you can design your Monsigliolo getaway according to your budget and style.
* 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.
