Title: Roccastrada Vacation Packages 2026 from $1,274 | 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 $1,274 ## 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 $1,274 per person May 31 - Jun 5 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,008 reviews) Only Shampoo, no body wash. Oragen juice dispenser spits water. Way too many noise and fights on the street. Reviewed on Mar 21, 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 Save 100% on your flight $1,582 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 7.6/10 Good! (1,002 reviews) Great location, but on a noisy alley. Reviewed on Mar 20, 2026 ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence $1,663 per person May 17 - May 22 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 8.6/10 Excellent! (483 reviews) The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants. Reviewed on Dec 13, 2025 ![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Moon Boutique Hotel & Spa Historic Centre of Florence Save 100% on your flight $2,128 per person Jun 15 - Jun 20 found 1 day ago Roundtrip flight included Boston (BOS) to Florence (FLR) 9.6/10 Exceptional! (512 reviews) Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay Reviewed on Mar 17, 2026 ![Il Rivalta - Place of Charme](https://images.trvl-media.com/lodging/46000000/45800000/45790300/45790281/9555d572_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Il Rivalta - Place of Charme Historic Centre of Florence Save 100% on your flight $1,860 per person May 7 - May 13 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (475 reviews) The hotel was in the perfect location, walkable to everything. Staff was friendly, breakfast was great! Our room was spacious and super clean. Quiet! We had dinner in the hotel restaurant the first night, so good! Walkable to the train station, Duomo and bell tower attractions. Lots of shops and good restaurants! Check-in was easy, our room wasn’t ready they took care of our luggage and we just explored Florence. Thank you for a nice stay! 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/2026-04-23/2026-04-30/?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 $53 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/la-maliosa-farm-experience-wine-tasting.a44638298.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 $259 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 $135 total Mar 26 - Mar 27 Total with taxes and fees 8.8/10 Excellent! (1,005 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=3%2F26%2F2026&endDate=3%2F27%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 Fully refundableReserve now, pay when you stay $117 nightly $135 total Mar 25 - Mar 26 Total with taxes and fees 9.4/10 Exceptional! (763 reviews) This is a gem and well worth the stay!!! So so amazing Reviewed on Mar 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=1760168&PinnedHotelID=1760168&HadPinnedHotel=true®ionId=601758) ![Hotel Executive](https://images.trvl-media.com/lodging/1000000/10000/3600/3559/cbe470ec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Executive Via Nazareno Orlandi 32 Siena SI Fully refundableReserve now, pay when you stay 8.4/10 Very Good! (528 reviews) The staff were super great .Took care of all our needs .Suggested the best winery tour .And the food was terrific . Reviewed on Nov 2, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=3559&PinnedHotelID=3559&HadPinnedHotel=true®ionId=601758) [](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=3559&PinnedHotelID=3559&HadPinnedHotel=true®ionId=601758) [See all 4,977 properties in Roccastrada](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F24%2F2026&endDate=3%2F25%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.