Roccastrada Holidays

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

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is S$225 per night from 6 Jul to 7 Jul
S$225
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent with a wonderful service. Good location, easy walk to the center. Terrace restaurant was wonderful with an incredible view!! Rooms with an outstanding a/c!!! Highly recommended!"

Reviewed on 9 Jun, 2025

Hotel Athena
Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (982 reviews)
"The hotel is very welcoming with an excellent location and walking distance to all. - The staff are professional, friendly and helpful - The bed is very comfortable and clean, the bathroom is clean and neat - it’s very traditional and durable built - the breakfast buffet is fresh and delicious Overall ..."

Reviewed on 2 Jun, 2025

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Hotel Italia
Hotel Executive
Hotel Executive
4 out of 5
Via Nazareno Orlandi 32, Siena, SI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (477 reviews)
"Really comfortable hotel , only stayed one night . A great nights sleep . All the staff without exception were friendly, helpful and could not do enough for us. Breakfast selection was in abundance but unfortunately the quality of the food was not great . Maybe less selection with better quality ..."

Reviewed on 2 Oct, 2024

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Hotel Executive
See all 4,833 properties in Roccastrada
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.

Frequently asked questions

How much does a Roccastrada holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Roccastrada costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Roccastrada?
To pick up cheap Roccastrada holiday packages, organise your trip outside of peak periods such as public holidays. You’ll generally find better availability and lower prices for hotels and flights.
How many days is enough for Roccastrada?
With a well-organised travel plan, you can easily tick off the main Roccastrada attractions in a handful of days. But if you’d like to venture off the beaten track or go on day trips, think about booking your Roccastrada holiday for longer.
How to find the best Roccastrada package deals?
Use Expedia’s handy filters to find some fabulous Roccastrada package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your trip for midweek, or look for Roccastrada package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your holiday package well in advance.
Is it cheaper to book a Roccastrada holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights separately. Better still, you can customise your Roccastrada trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Roccastrada?
If you’re planning a spur-of-the-moment Roccastrada holiday, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Roccastrada?

  1. Choose your travel dates: What you plan to do in Roccastrada and your favourite season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Roccastrada.
  3. Determine how many days away: Start by making a list of all the attractions you want to experience in Roccastrada. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to choose a Roccastrada holiday package that brings all your bookings together.

What to do in Roccastrada

Fly Brunello - Heli Wine Tour

Fly Brunello - Heli Wine Tour

S$12,639
per traveller
Fly Brunello - Heli Wine Tour
Welcome to Casale del Bosco

Welcome to Casale del Bosco

S$51
per adult
Welcome to Casale del Bosco
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

S$51
per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
See all activities in Roccastrada

* 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.