Roccastrada Holidays

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Top hotels in Roccastrada

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is S$222 per night from 31 Jul to 1 Aug
S$222
31 Jul - 1 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on 9 Jul, 2026

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 21 Jul to 22 Jul
S$242
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (824 reviews)
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Reviewed on 9 Jul, 2026

Palazzo Ravizza
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 17 Jul to 18 Jul
S$164
17 Jul - 18 Jul
includes taxes & fees
8.4/10 Very good! (543 reviews)
"Nice clean hotel. Breakfast ok. Good parking"

Reviewed on 6 Jul, 2026

Hotel Executive
See all 5,125 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.

Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.
See properties

What to do in Roccastrada

Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

S$162
per adult
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal
Wine, Stories and Traditions: Authentic Chianti Experience

Wine, Stories and Traditions: Authentic Chianti Experience

S$53
per adult
Wine, Stories and Traditions: Authentic Chianti Experience
Welcome to Casale del Bosco

Welcome to Casale del Bosco

S$52
per adult
Welcome to Casale del Bosco
See all activities in Roccastrada

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.

Explore a world of travel with Expedia

* 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.