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.
Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
London (LON) to Pisa (PSA)
8/10 Very Good! (86 reviews)
This property is in the centre of Manarola. A lovely, well-looked-after place. If you want to experience waking up in this amazing part of the world, we recommend this location.

Reviewed on 26 Apr 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
16 Sept - 23 Sept
found 12 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
1 Oct - 5 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Perfect stay for family

Reviewed on 9 Aug 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
10 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
10/10 Exceptional! (1 review)
Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
18 Oct - 22 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (43 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on 12 Jun 2025

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

A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
Fully refundableReserve now, pay when you stay
7.6/10 Good! (141 reviews)
"It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner ..."

Reviewed on 24 Sep 2024

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A Point Arezzo Park Hotel
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 £266 per night from 20 Aug to 21 Aug
£266
20 Aug - 21 Aug
includes taxes & fees
9.8/10 Exceptional! (227 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug 2025

Monastero di Cortona Hotel & Spa
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is £98 per night from 1 Sept to 2 Sept
£98
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (29 reviews)
"Highly recommend it!"

Reviewed on 28 Jul 2025

Nuovo Etruria Resort
See all 4,834 properties in Portole
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
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Popular places to visit

Villa Bramasole

You can learn about the history of Cortona with a stop at Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Palazzo Comunale

Palazzo Comunale is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theatre.

Palazzo Comunale

San Domenico Church

You can learn about the history of Cortona with a stop at San Domenico Church. Experience the area's museums and musical theatre.

San Domenico Church

What to do in Portole

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

£232
per adult
Amazing four courses cooking class in Tuscany
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

£100
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

£45
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
See all activities in Portole

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.