Villastrada Holidays

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Top hotels in Villastrada

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 €345 per night from 28 Aug to 29 Aug
€345
28 Aug - 29 Aug
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 €612 per night from 31 Aug to 1 Sept
€612
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 4,608 properties in Villastrada
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 Villastrada

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

€114
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

€52
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

€99
per adult
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
See all activities in Villastrada

Frequently asked questions

How much does a Villastrada holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Villastrada costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Villastrada?
January, February and March are the best times to look for cheap Villastrada holiday packages. Travelling in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Villastrada?
The ideal length for your Villastrada holiday depends on what you'd like to do and see. Usually, a few days to a week will give you time to visit all the top attractions and discover some hidden spots along the way.
How to find the best Villastrada package deals?
Use Expedia's handy filters to find some of the best Villastrada package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Villastrada package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Villastrada holiday as a package?
You can enjoy significant savings on your Villastrada break by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Villastrada?
If you have your Villastrada holiday dates locked in, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Villastrada?

  1. Choose when to travel: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to visit Villastrada.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Villastrada.
  3. Decide how long to go for: Now that you're up to speed on Villastrada, you can work out the right length of your holiday. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Villastrada holiday package.

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