Portole Holidays from £292
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Your Portole Holiday
Lock in a Portole holiday package and get set to experience the best of this lively city. Think about staying in the neighbourhood of Contrada Castello, which is great for dining, views and culture. Make your trip to Portole even more enjoyable by including some sightseeing. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are among the popular attractions worth exploring. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Portole holiday plans into motion!
Top Portole Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Historic Centre of Florence
£318
per person
30 Oct - 4 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,009 reviews)
Clean, good location, free breakfast was good. Room was basic with no storage. Shower was small, dark and had no curtain or door, WiFi rarely worked.
Reviewed on 21 Sept 2026
EXE Toscana
Mugnano
£448
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Manchester (MAN) to Florence (FLR)
8.4/10 Very good! (853 reviews)
The hotel is located very near the autostrade and outside the walled city. Access is easy and direct. Staff were multi lingual and friendly. English was not a problem. Parking is free. Breakfast is served as a buffet and you do need to notify if you intend to partake. It is 13euros. There is a good variety, but it is the same every day. There is an espresso/coffee machine. Nothing available to order.
Amenities. There aren’t any (like fitness room or pool). There are meeting rooms up from the lobby. The restaurant isn’t open beyond breakfast and they only offer the buffet. The bar is only open weekdays in the evening. There is a supermarket next door and a McDonald’s around the corner, both easy walking distance. A bit further are a couple of sit-down restaurants and a very good pizzeria. There are more pizzerias here than Starbucks in Seattle! We would stay there again. The lack of amenities isn’t important to us.
Reviewed on 2 Aug 2026
Portole Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Sant Egidio Airport (PEG) |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | Cathedral of Cortona, Signorelli Theatre and Palazzo Comunale |
Top hotels in Portole
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£530
27 Oct - 28 Oct
includes taxes & fees
9.8/10 Exceptional! (251 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Reviewed on 20 Sept 2026
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£449
7 Oct - 8 Oct
includes taxes & fees
9.6/10 Exceptional! (173 reviews)
"Great location, nice vineyards right out the door, lots of great restaurants nearby."
Reviewed on 25 Sept 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundable
£99
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (131 reviews)
"ALFREDO IS THE BEST!!!!"
Reviewed on 24 Sept 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 Portole
Montepulciano: Winery Tour and Tasting
£30
per adult
100% of travellers recommend
Oil museum and oil mill in Tuscany: tour and tasting
£17
per adult
Frequently asked questions
How much does a Portole travel package cost?
We make it easy to travel the world, with Portole travel packages starting from as little as £292. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Portole travel package?
You sure can, and we'll help you every step of the way. You may be able to cancel or change your Portole travel package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your circumstances suddenly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Portole?
Booking a Portole travel package with Expedia is a smart way to save. We have access to more than 550 partner airlines and 1,000,000 hotel options globally. With such a fantastic range to select from, you'll have no issues creating your ideal trip.
Does Expedia offer Book Now, Pay Later Portole holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip a little easier on the wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Consider these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
- Low deposit holidays: When you stumble on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.
Where should I stay in Portole?
A trip to Portole isn't complete without checking out Fortress of Girifalco, Villa Bramasole and Santa Margherita Basilica. Spend your nights near these attractions and make sightseeing simple.
What are the top hotels in Portole?
Make a reservation at Hotel Italia. It's one of this neighbourhood's most sought-after properties. Another well-known option in Portole is Relais Villa Petrischio.
How far in advance should I book my Portole holiday?
Search Expedia to compare airfares as soon as you've got your travel dates. You can normally purchase a ticket up to a year before departure. If you can't see your preferred carrier, or you're booking late, don't stress. Cheap fares to Portole sometimes appear a few weeks before departure.
What does an Expedia Portole travel package include?
It depends on what type of escape you have in mind. Portole travel deals can include hotels, flights and car rentals. You can mix and match to create the package that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Portole travel package?
Whether it's relaxation or adventure you're seeking, a Portole travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Portole Expedia travel package?
Yes, and with over 550 airlines to pick from worldwide, you have plenty of choice. Take a look at the available options and find out which airline fits your budget and needs.
* 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.
