Portole Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Portole

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 S$688 per night from 3 Aug to 4 Aug
S$688
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (99 reviews)
"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."

Reviewed on 7 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 S$835 per night from 21 Jul to 22 Jul
S$835
21 Jul - 22 Jul
includes taxes & fees
9.6/10 Exceptional! (212 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
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 24 Jul to 25 Jul
S$179
24 Jul - 25 Jul
includes taxes & fees
9.2/10 Wonderful! (19 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on 14 Jun, 2025

Nuovo Etruria Resort
See all 4,844 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.

Popular places to visit

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

What to do in Portole

For your personal experiences in Tuscany

For your personal experiences in Tuscany

S$373
per adult
For your personal experiences in Tuscany
Cortona: Pasta and Pizza Cooking Class

Cortona: Pasta and Pizza Cooking Class

S$164
per adult
100% of travellers recommend
Cortona: Pasta and Pizza Cooking Class
Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Pasta or Pizza cooking class in Cortona, vegetarian and vegan

S$179
per adult
Pasta or Pizza cooking class in Cortona, vegetarian and vegan
See all activities in Portole

Frequently asked questions

How much does a Portole holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Portole costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Portole?
If you'd like to book a cheap Portole holiday package, consider travelling in January, February and March. You'll usually find lower rates on flights and accommodation during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for Portole?
Usually, a handful of days is enough to check out the major attractions during your Portole holiday. However, if you want to have time to rest or take day trips, think about extending your trip.
How to find the best Portole package deals?
Begin your search for a Portole package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Portole package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Portole escape off to a flying start.
Is it cheaper to book a Portole holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels separately. Better still, you can customise your Portole getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Portole?
If you have your Portole holiday dates finalized, book early to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Portole?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Portole.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Portole.
  3. Work out your trip length: Think about how long you want to spend discovering Portole. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the right Portole holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.