Title: Roccastrada Vacation Packages 2026 from $1,504 | Expedia.com [Roccastrada Travel Guide](https://expedia.com/Roccastrada.dx601758)[Hotels in Roccastrada](https://expedia.com/Roccastrada-Hotels.d601758.Travel-Guide-Hotels)[Vacation Rentals in Roccastrada](https://expedia.com/Roccastrada-Vacation-Rentals.d601758.Travel-Guide-VacationRentals)[Flights to Roccastrada](https://expedia.com/Cheap-Flights-To-Roccastrada.d601758.Travel-Guide-Flights)[Car Rentals in Roccastrada](https://expedia.com/Car-Rentals-In-Roccastrada.d601758.Car-Rental-Guide) ![](https://images.trvl-media.com/place/601758/b177ea3b-d73b-423c-ada5-9c658c881e58.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roccastrada Vacations from $1,504 ## Book a Hotel + Flight or Car together to unlock savings ## 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](https://www.expedia.com/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.Vacation-Attraction), [I Canaloni del Torrente Farma](https://www.expedia.com/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction) and [Castello del Belagaio](https://www.expedia.com/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction). 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](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence $1,504 per person May 20 - May 24 found 15 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,008 reviews) Great breakfast, respectful staff and lovely bedrooms but the bathroom was not in the best conditions by my picky standards but good enough for price and convenience Reviewed on Mar 31, 2026 ![Hotel Alessandra](https://images.trvl-media.com/lodging/2000000/1790000/1780300/1780229/4549f56f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alessandra Historic Centre of Florence $4,817 per person Jun 9 - Jun 15 found 17 hours ago Roundtrip flight included Orlando (MCO) to Florence (FLR) 9.2/10 Wonderful! (853 reviews) Staying here was a wonderful experience! Hotel Alessandra was within walking distance of everything we wanted to see in Florence, including one street away from the Ponte Vecchio. The room was always very clean and the staff was extremely welcoming and kind. We loved our stay here and would absolutely stay here on our next trip to Florence! Reviewed on Mar 30, 2026 ![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Berchielli Historic Centre of Florence $5,448 per person Jun 9 - Jun 15 found 17 hours ago Roundtrip flight included Orlando (MCO) to Florence (FLR) 9.4/10 Exceptional! (1,001 reviews) Very good Breakfast with many food options. Great service ! Reviewed on Jan 21, 2026 ![The FRAME Hotel](https://images.trvl-media.com/lodging/31000000/30310000/30304300/30304275/95ada636_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The FRAME Hotel Historic Centre of Florence $5,593 per person Jun 2 - Jun 8 found 16 hours ago Roundtrip flight included Orlando (MCO) to Florence (FLR) 9.6/10 Exceptional! (623 reviews) Staff was so nice! Room was clean and well maintained. Location is great would definitely come back Reviewed on Mar 18, 2026 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence $1,553 per person May 20 - May 24 found 15 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,002 reviews) Great location, but on a noisy alley. Reviewed on Mar 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Roccastrada [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-01/2026-05-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GRS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Roccastrada #### 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. [](https://expedia.com/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction) #### 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. [](https://expedia.com/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction) ### What to do in Roccastrada ![La Maliosa Farm Experience & Wine Tasting](https://mediaim.expedia.com/localexpert/44638298/2d7ee171-839d-48ec-b768-c660cead2473.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### La Maliosa Farm Experience & Wine Tasting $52 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/la-maliosa-farm-experience-wine-tasting.a44638298.activity-details) ![Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal](https://mediaim.expedia.com/localexpert/4583429/ad92facb-ad0d-4536-ad82-cdef95712056.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal $127 per adult [](https://expedia.com/things-to-do/porto-santo-stefano-giglio-giannutri-mini-cruise-and-meal.a4583429.activity-details) ![In the Footstep of the Etruscans: Hike & Wine Tasting](https://mediaim.expedia.com/localexpert/47811075/9b29f97e-8b7f-40d8-9519-dd33720676e7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### In the Footstep of the Etruscans: Hike & Wine Tasting $197 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/in-the-footstep-of-the-etruscans-hike-wine-tasting.a47811075.activity-details) [See all activities in Roccastrada](https://expedia.com/things-to-do/search?rid=601758) ## Roccastrada Hotel Deals ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Chiusarelli Viale Curtatone 15 Siena SI Fully refundableReserve now, pay when you stay $117 nightly $134 total Apr 8 - Apr 9 Total with taxes and fees 8.8/10 Excellent! (1,000 reviews) The hotel was just outside of the town, so the location was good. It was a beautiful property. The breakfast was good. Just be prepared to walk stairs. No lifts. But overall, good. Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F8%2F2026&endDate=4%2F9%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true®ionId=601758) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palazzo Ravizza Pian dei Mantellini 34 Siena SI $155 nightly $177 total Apr 2 - Apr 3 Total with taxes and fees 9.4/10 Exceptional! (769 reviews) Everything here was excellent. Would highly recommend. Reviewed on Mar 26, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=1760168&PinnedHotelID=1760168&HadPinnedHotel=true®ionId=601758) ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Scacciapensieri Boutique Hotel Strada di Scacciapensieri 10 Siena SI Fully refundableReserve now, pay when you stay $150 nightly $171 total Apr 3 - Apr 4 Total with taxes and fees 9.2/10 Wonderful! (424 reviews) This hotel is a total scam. They state that no outside food or drinks are allowed on the premises. One night, staff saw us bringing a pizza back to our room but said nothing at the time. The next morning, they suddenly demanded a €50 fine. We tried to reason with them, but they insisted on charging ... Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=2693499&PinnedHotelID=2693499&HadPinnedHotel=true®ionId=601758) [See all 4,981 properties in Roccastrada](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F2%2F2026&endDate=4%2F3%2F2026®ionId=601758) 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](https://www.expedia.com/Rocca-Di-Frassinello-Gavorrano.d553248621562140742.Vacation-Attraction), [Podere Ristella Vineyards and Winery](https://www.expedia.com/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.Vacation-Attraction) and [Castello del Belagaio](https://www.expedia.com/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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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. > 2. 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. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) 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. > 4. 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. > 5. 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. > 6. 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](https://www.expedia.com/Things-To-Do-In-Roccastrada.d601758.Travel-Guide-Activities) and reserve your tickets early to save time (and maybe some spending money too!). ### Does Expedia offer Book Now, Pay Later Roccastrada vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Sassofortino Hotels ](https://www.expedia.com/Sassofortino-Hotels.d6285662.Travel-Guide-Hotels) - [Roccatederighi Hotels ](https://www.expedia.com/Roccatederighi-Hotels.d6049327.Travel-Guide-Hotels) - [B&B in Roccatederighi ](https://www.expedia.com/Roccatederighi-Bed-And-Breakfast.d6049327-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with Restaurants in Roccatederighi ](https://www.expedia.com/Roccatederighi-Hotels-Hotels-With-Restaurants.0-0-d6049327-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Villas in Montemassi ](https://www.expedia.com/Montemassi-Villas.d6361379-aaVillas.Travel-Guide-Accommodation) - 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[Campagnatico Hotels ](https://www.expedia.com/Campagnatico-Hotels.d6046357.Travel-Guide-Hotels) - [Apartments in Campagnatico ](https://www.expedia.com/Campagnatico-Apartments.d6046357-aaApartments.Travel-Guide-Accommodation) - [Flights to Tatti ](https://www.expedia.com/Cheap-Flights-To-Tatti.d6361459.Travel-Guide-Flights) - [Flights to Lama ](https://www.expedia.com/Cheap-Flights-To-Lama.d6285690.Travel-Guide-Flights) - [Flights to Pari ](https://www.expedia.com/Cheap-Flights-To-Pari.d6342151.Travel-Guide-Flights) - [Flights to Monticiano ](https://www.expedia.com/Cheap-Flights-To-Monticiano.d603299.Travel-Guide-Flights) - [Visit Sassofortino ](https://www.expedia.com/Sassofortino.dx6285662) - [Visit Torniella ](https://www.expedia.com/Torniella.dx6285663) - [Visit Roccatederighi ](https://www.expedia.com/Roccatederighi.dx6049327) - [Castello del Belagaio ](https://www.expedia.com/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction) - [I Canaloni del Torrente Farma ](https://www.expedia.com/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction) - 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[Visit Campagnatico ](https://www.expedia.com/Campagnatico.dx6046357) - [Poggi del Sasso Vacations ](https://www.expedia.com/Poggi-Del-Sasso.d6056445.Destination-Travel-Guides) - [Car rentals near Roccatederighi ](https://www.expedia.com/Car-Rentals-In-Roccatederighi.d6049327.Car-Rental-Guide) - [Car rentals near Civitella Paganico ](https://www.expedia.com/Car-Rentals-In-Civitella-Paganico.d6059330.Car-Rental-Guide) - [Car rentals near Tatti ](https://www.expedia.com/Car-Rentals-In-Tatti.d6361459.Car-Rental-Guide) - [Car rentals near Lama ](https://www.expedia.com/Car-Rentals-In-Lama.d6285690.Car-Rental-Guide) - [Car rentals near Paganico ](https://www.expedia.com/Car-Rentals-In-Paganico.d6047023.Car-Rental-Guide) - [Car rentals near Terme Petriolo ](https://www.expedia.com/Car-Rentals-In-Terme-Petriolo.d6274488.Car-Rental-Guide) - [Car rentals near Pari ](https://www.expedia.com/Car-Rentals-In-Pari.d6342151.Car-Rental-Guide) - [Car rentals near Santo ](https://www.expedia.com/Car-Rentals-In-Santo.d6285691.Car-Rental-Guide) - [Car rentals near Abbazia di San Galgano ](https://www.expedia.com/Car-Rentals-In-Abbazia-Di-San-Galgano.d6077910.Car-Rental-Guide) - [Car rentals near Montepescali ](https://www.expedia.com/Car-Rentals-In-Montepescali.d6361368.Car-Rental-Guide) - [Car rentals near Monte Antico ](https://www.expedia.com/Car-Rentals-In-Monte-Antico.d6285659.Car-Rental-Guide) - [Civitella Paganico Vacation Rentals ](https://www.expedia.com/Civitella-Paganico-Vacation-Rentals.d6059330.Travel-Guide-VacationRentals) - [Things to do in Campagnatico ](https://www.expedia.com/Things-To-Do-In-Campagnatico.d6046357.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.