Piana Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Piana

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (584 reviews)
"Great experience"

Reviewed on 13 Aug, 2025

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Hotel Relais II Chiostro di Pienza
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 S$526 per night from 7 Sept to 8 Sept
S$526
7 Sept - 8 Sept
includes taxes & fees
9.8/10 Exceptional! (230 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug, 2025

Monastero di Cortona Hotel & Spa
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$919 per night from 31 Aug to 1 Sept
S$919
31 Aug - 1 Sept
includes taxes & fees
9.8/10 Exceptional! (220 reviews)
"Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. ..."

Reviewed on 20 Aug, 2025

Villa di Piazzano - Small Luxury Hotel of the World
See all 5,172 properties in Piana
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 Piana

Wine Tasting & Tour Premium

Wine Tasting & Tour Premium

S$69
per adult
Wine Tasting & Tour Premium
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

S$133
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

S$78
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
See all activities in Piana

Frequently asked questions

How much does a Piana holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Piana costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Piana?
Plan your getaway for the shoulder or low season and you're likely to get cheap Piana holiday packages. Bear in mind that school holiday periods and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Piana?
With a well-planned itinerary, you can easily hit the main Piana attractions in a few days. But if you want to discover hidden spots or take day trips, consider booking your Piana holiday for longer.
How to find the best Piana package deals?
Start your search for a Piana package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Piana package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Piana adventure off to a flying start.
Is it cheaper to book a Piana holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights individually. Better still, you can customise your Piana getaway to fit your exact needs. Pick 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 Piana?
If you're planning a spur-of-the-moment Piana trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Piana?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to holiday in Piana.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodation will likely be the largest expense during your trip to Piana.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Piana. 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 hotels, car rental, flights and more into a tailored Piana holiday package.

* 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.