Monsigliolo Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Your Monsigliolo Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Monsigliolo holiday package. Find a place to stay in Contrada Castello, which is great for dining, views and culture. Fill your itinerary with visits to Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica, some of the top attractions you shouldn't miss during a trip to Monsigliolo. Whoever you're going away with and whatever you want to spend, your ultimate Monsigliolo holiday is just clicks away with Expedia.

Monsigliolo Holiday

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

Our pick of the best Monsigliolo 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 AU$818 per night from 26 Aug to 27 Aug
AU$818
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (103 reviews)
"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the ..."

Reviewed on 19 Jul. 2025

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
Fully refundableReserve now, pay when you stay
The price is AU$1,043 per night from 16 Aug to 17 Aug
AU$1,043
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (215 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on 9 Jul. 2025

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
The price is AU$222 per night from 27 Aug to 28 Aug
AU$222
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (24 reviews)
"Great place"

Reviewed on 19 Jul. 2025

Nuovo Etruria Resort
See all 5,324 properties in Monsigliolo
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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Monsigliolo

Farneta Abbey

Find out about the history of Farneta when you take a trip to Farneta Abbey. While you're here, you can savour the wineries.

Farneta Abbey

What to do in Monsigliolo

Cortona

Cortona Private Guided Tour

AU$467
per traveller
Cortona Private Guided Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

AU$174
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

AU$93
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
See all activities in Monsigliolo

Frequently asked questions

How much does a Monsigliolo holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Monsigliolo costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Monsigliolo?
January, February and March are great times to look for cheap Monsigliolo holiday packages. Opting to travel in quieter periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Monsigliolo?
The ideal duration of your Monsigliolo holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Monsigliolo package deals?
Use Expedia's handy filters to help you find some of the best Monsigliolo package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Monsigliolo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Monsigliolo holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Monsigliolo holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Monsigliolo?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Monsigliolo adventure.
How to plan a trip to Monsigliolo?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Monsigliolo.
  2. Budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Monsigliolo.
  3. Determine how many days away: Start by listing all the attractions and activities you'd like to experience in Monsigliolo. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Monsigliolo holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.