Deals on vacations and trips to Roccastrada

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Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,587, price is now $1,015 per person
$1,015
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Hotel La Gemma

Hotel La Gemma

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,744, price is now $2,136 per person
$2,136
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This smoke-free hotel features a full-service spa and 2 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet parking and luggage storage are also offered on site.
Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Price was $1,809, price is now $1,417 per person
$1,417
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a rooftop terrace and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
FH55 Hotel Calzaiuoli

FH55 Hotel Calzaiuoli

4 out of 5
Historic Centre of Florence
Price was $1,709, price is now $1,407 per person
$1,407
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a coffee shop, concierge services, and valet parking. WiFi in public areas is free. Express check-in, dry cleaning, and luggage storage are also on offer.
Loggiato dei Serviti

Loggiato dei Serviti

3 out of 5
Historic Centre of Florence
Price was $1,459, price is now $1,205 per person
$1,205
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
A coffee shop, free WiFi in public areas, and luggage storage are available at this hotel. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

Top Roccastrada hotels deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $94 total per night
$94 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Free self parking, a terrace, and a snack bar/deli are also offered.
Pet friendly
Parking included
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $119 total per night
$119 total
Jan 6 - Jan 7, 2026
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
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a seasonal outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Pet friendly
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Free Cancellation
Reserve now, pay when you stay
$270 nightly
The price is $304 total per night
$304 total
Jan 29 - Jan 30, 2026
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Pet friendly
Free WiFi
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86 Siena SI
Free Cancellation
Reserve now, pay when you stay
$563 nightly
The price is $623 total per night
$623 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the outdoor tennis court and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $106 total per night
$106 total
Jan 14 - Jan 15, 2026
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.
Breakfast included
Pet friendly
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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 $1,015, 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

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