Deals on vacations and trips to Roccastrada

Save when you book Roccastrada package deals

Choose two or more items and save on your trip:

Roccastrada flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $2,175, price is now $1,504 per person
$1,504
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,609, price is now $1,620 per person
$1,620
per person
May 11 - May 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a bar/lounge, free WiFi in public areas, and express check-out. Luggage storage, concierge services, and a virtual front desk are also on offer.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,294, price is now $1,553 per person
$1,553
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.
The Hoxton Florence

The Hoxton Florence

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,626, price is now $1,813 per person
$1,813
per person
May 3 - May 9
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, dry cleaning, and luggage storage are also offered.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $3,210, price is now $2,260 per person
$2,260
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Top Roccastrada hotels deals

Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $133 total per night
$133 total
Apr 8 - Apr 9
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free buffet breakfast is served.
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
$150 nightly
The price is $171 total per night
$171 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Pet friendly
Free WiFi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

4 out of 5
Strada di Scacciapensieri 10 Siena SI
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $173 total per night
$173 total
Apr 3 - Apr 4
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate babysitting, along with tennis lessons. Enjoy the a rooftop terrace and free perks like full breakfast and WiFi in public areas.
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $89 total per night
$89 total
Apr 8 - Apr 9
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a garden, and a snack bar/deli are also offered.
Four Points by Sheraton Siena

Four Points by Sheraton Siena

4 out of 5
Via Antonio Lombardi 41 Siena SI
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $150 total per night
$150 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $108 total per night
$108 total
Apr 12 - Apr 13
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a library, and dry cleaning are also on offer.
Don't see what you're looking for?
See all available properties in Roccastrada
View all properties
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.

Popular places to visit

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.

Podere Ristella Vineyards and Winery

I Canaloni del Torrente Farma

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.

I Canaloni del Torrente Farma

Castello del Belagaio

You can find out about the history of Roccastrada with a trip to Castello del Belagaio. Discover the area's countryside and wineries.

Castello del Belagaio

Frequently asked questions

How much are vacation packages to Roccastrada?
With vacation packages being sold from just $1,504, you won't need to max out the credit card to travel to Roccastrada. Travelocity is here to help. Bundle flights, hotels and tours into a package and score some fantastic discounts. The more you book, the greater the savings.
How long should my Roccastrada vacation be?
On average, people stay 4 nights in Roccastrada. Although, that might not be sufficient time for you. If your aim is to see some of the region's hidden treasures, why not add another night or two to your itinerary?
Where can I get the best vacation package deals for Roccastrada?
There are amazing Roccastrada package deals to snap up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Keep this in mind the next time you're ready to tick another destination off your travel bucket list.
Why should I book my Roccastrada vacation bundle with Travelocity?
You'll not only enjoy big savings, but you'll also have access to our 24/7 customer support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover lesser-known sights and make unforgettable memories — we'll take care of the important details.
Will I save money on my Roccastrada car rental if I bundle it with hotels and flights?
Sure can — bundle your flight, hotel and car into a Roccastrada vacation package and you can save plenty. With so much to see in and around Roccastrada, having your own wheels will come in handy. Once you've settled into the driver's seat, hit the wide open road and cruise toward St. Peters Basilica, an unmissable attraction about 100 mi from Roccastrada.
What is the best time of year to go to Roccastrada?
If you really want to wander wisely, is a great time to do it. That's when hotel rates tumble. By way of comparison, prices skyrocket around . May, June and July are the most popular times to head to Roccastrada, so expect snaking queues for tourist attractions. Rather travel outside high season? You'll find thinner crowds during October, November and December.
Which airport is best for Roccastrada?
One of the most convenient options is Peretola Airport (FLR), which you'll find 55 mi north of the hustle and bustle of downtown Roccastrada. You can also land at Galileo Galilei Airport (PSA), 60 mi away from central Roccastrada).
What is there to do in Roccastrada?
There is a certain magic as you stroll through the streets of Roccastrada. I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery are just two renowned sights that entice visitors to this wonderful city, so put them on your to-do list.
Where should I stay when visiting Roccastrada?
Many people choose to spend their nights at the Valdonica Winery And Vineyard Residence. It's a terrific base for your Roccastrada vacation.

Photos of local treasures

Browse Roccastrada vacation photos for more inspiration

Castle of Montemassi, Tuscany, Italy
Restored old stone house in Montemassi in the province of Grosseto. Tuscany. Italy
Montemassi a fortified village in the province of Grosseto. Tuscany. Italy
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn, Shutterstock ID 224935198, Purchase Order: -