Roccastrada Vacations from $937
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Your Roccastrada Vacation
When you choose a Roccastrada vacation package, it's all about letting go and enjoying your getaway to the fullest. Discover the sights and sounds of this exciting city knowing that all the travel planning has been organized before you go. If taking in sights is part of the program during your trip to Roccastrada, stop by top attractions like Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma and Castello del Belagaio. Expedia will help you escape your daily routine. Tailor your vacation to Roccastrada to suit your travel style, whatever that may be.
The Latest Roccastrada vacation packages
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
$937
per person
Nov 8 - Nov 14
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The room was clean, staff reasonably friendly, breakfast breads were stale, air conditioning worked well. Conveniently located for train station
Reviewed on Sep 2, 2026
Aurum Uffizi
Historic Centre of Florence
$1,194
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
My daughter and I stayed here. The staff were very good and helpful. The room was always cleaned perfectly. Everything was very kind and professional.
Reviewed on Sep 5, 2026
Eden Rock Resort
$1,479
per person
Oct 9 - Oct 12
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
Hotel Santa Maria Novella
Historic Centre of Florence
$1,337
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,041 reviews)
Wonderful hotel in the perfect location close to the highlights of Florence and then some. They have an amazing breakfast that is served by the sweetest professional staff in a memorable setting. We couldn’t have asked for anything more. The hotel is beautiful and so clean!
Reviewed on Sep 6, 2026
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I Canaloni del Torrente Farma
8.0/10 (1 review)
Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.
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.
Castello del Belagaio
9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a trip to Castello del Belagaio. Discover the area's countryside and wineries.
Sassoforte Castle
9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.
Church of San Nicola
8.0/10 (1 review)
After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area, or simply enjoy its wineries.
Castello di Torniella
After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.
What to do in Roccastrada
La Maliosa Summer Farm Experience & Wine Tasting
$53
per adult
100% of travellers recommend
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal
$128
per adult
Roccastrada Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$277 nightly
$310 total
Sep 8 - Sep 9
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$765 nightly
$853 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (369 reviews)
"Restaurant very expensive and overpriced. Quality of food way overpriced."
Reviewed on Sep 4, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$634 nightly
$708 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (625 reviews)
"Great location, beautiful rooms, wonderful staff!"
Reviewed on Aug 28, 2026
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.
Find the Best Roccastrada Vacation Packages
Roccastrada Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 2,300 |
Max Temp Winter | 55ºF |
Max Temp Summer | 80ºF |
Top Sights | Rocca di Frassinello, Podere Ristella Vineyards and Winery and Castello del Belagaio |
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Frequently asked questions
How much does a Roccastrada vacation package cost?
You can snap up a vacation package to this top destination from $937 on Expedia. However, how much your vacation 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?
October, November and December are the best times to look for cheap Roccastrada vacation packages. Opting to travel in less busy months means you can typically find better prices on accommodations and flights.
How many days is enough for Roccastrada?
With a well-planned schedule, you can easily tick off the top Roccastrada sights in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Roccastrada vacation 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 vacation package well in advance.
Is it cheaper to book a Roccastrada vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can customize 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 vacation package to Roccastrada?
If you're planning a spur-of-the-moment Roccastrada vacation, 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?
- Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Roccastrada.
- Budget wisely: In addition to the cost of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Roccastrada.
- Use our trip planning tool to explore Roccastrada: Research every part of your trip to Roccastrada with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
- Work out your trip length: Think about how much time you'd like to spend exploring Roccastrada. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Roccastrada vacation package.
- Book any day trips or activities: Now to the fun part — organizing everything you want to see and do. Browse some of the best things to do in Roccastrada and reserve your tickets early to save time (and maybe some spending money too!).
Does Expedia offer Book Now, Pay Later Roccastrada vacation packages?
Secure your ideal getaway to Roccastrada with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up cheap deals while they last.
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- Visit Sticciano Scalo
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.