Title: Visit Montemassi: Best of Montemassi Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Montemassi](https://expedia.ca/Montemassi-Hotels.d6361379.Travel-Guide-Hotels)[Vacation Rentals in Montemassi](https://expedia.ca/Montemassi-Vacation-Rentals.d6361379.Travel-Guide-VacationRentals)[Things to do in Montemassi](https://expedia.ca/Things-To-Do-In-Montemassi.d6361379.Travel-Guide-Activities)[Montemassi Car Rentals](https://expedia.ca/Car-Rentals-In-Montemassi.d6361379.Car-Rental-Guide)[Montemassi Vacation Packages](https://expedia.ca/Montemassi.d6361379.Destination-Travel-Guides) # Montemassi ## Travel Guide ## Visit Montemassi Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_6361379) - Montemassi Hotel Deals - Vacation Rentals in Montemassi ![Borgo Santo Pietro](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/32bc8809_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Borgo Santo Pietro Loc. Palazzetto Chiusdino SI Book a stay at this luxury hotel in Chiusdino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Galgano and Eremo di Montesiepi ... [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=4644735&PinnedHotelID=4644735&HadPinnedHotel=true®ionId=6361379) [](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=4644735&PinnedHotelID=4644735&HadPinnedHotel=true®ionId=6361379) ![Grand Hotel Bastiani](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Hotel Bastiani Piazza Gioberti 64 Grosseto GR CA $125 CA $137 total Mar 3 - Mar 4 includes taxes & fees Book a stay at this luxury hotel in Grosseto. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the property condition in our reviews. ... 8.6/10 Excellent! (227 reviews) The room was spotless, the bed was comfortable and really liked the old school fittings in the bathroom. During our stay the staff were happy, friendly and very helpful. Reviewed on Feb 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=1277581&PinnedHotelID=1277581&HadPinnedHotel=true®ionId=6361379) ![Hotel Airone](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/c64e3088_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Airone Via Senese, 35 Grosseto GR CA $167 CA $184 total Feb 28 - Mar 1 includes taxes & fees Book a stay at this spa hotel in Grosseto. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Bastione Fortezza and Piazza del Popolo ... 8.4/10 Very Good! (110 reviews) Clean rooms, friendly staff Reviewed on Oct 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=22481472&PinnedHotelID=22481472&HadPinnedHotel=true®ionId=6361379) [See all 2,077 properties in Montemassi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=6361379) 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. ![Gitavillage Le Marze](https://images.trvl-media.com/lodging/33000000/32720000/32719700/32719660/e91c41db_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gitavillage Le Marze Strada Provinciale n.158 km 30,200 Grosseto GR Book a stay at this beach campground in Grosseto. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Cantina Sociale i Vini di Maremma ... 8.8/10 Excellent! (51 reviews) I had a wonderful experience staying at this rental apartment. It was clean, comfortable, and had everything I needed. The location was perfect—close to shops, restaurants, and public transportation, but still quiet and relaxing. The host was very friendly and helpful, and check-in was easy. The ... Reviewed on Jul 24, 2025 [](https://expedia.ca/Grosseto-Hotels-Le-Marze-Camping-Village.h32719660.Hotel-Information) ![agriturismo la roggiola](https://images.trvl-media.com/lodging/35000000/34990000/34986000/34985935/f2da5b2f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### agriturismo la roggiola Monticiano Tuscany Stay at this cottage in Monticiano. Enjoy a garden, in-room fireplaces, and air conditioning. Popular attractions Abbazia di San Galgano and I Canaloni del Torrente ... [](https://expedia.ca/Monticiano-Hotels-Agriturismo-La-Roggiola.h34985935.Hotel-Information) ![Farmhouse in the greenery of the Tuscany countryside with private pool and view](https://images.trvl-media.com/lodging/68000000/67660000/67658000/67657998/18a84e4c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse in the greenery of the Tuscany countryside with private pool and view Murlo Provincia di Siena Stay at this vacation home in Murlo. Enjoy free WiFi, private pools, and a garden. Popular attractions Castello di Montepescini and Castiglion del Bosco Winery ... 9.6/10 Exceptional! (53 reviews) The property is remote and peaceful with a lovely garden. We enjoyed the fireplace… very cozy in the fall. As noted by other guests, the road is primitive but we did not have any problems with access. A short commute to Montalcino for wine tasting. Reviewed on Oct 2, 2025 [](https://expedia.ca/Murlo-Hotels-Vrbo-Property.h67657998.Hotel-Information) [See all properties in Montemassi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6361379&sort=VACATION_RENTAL) 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. ## Check Montemassi hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=2026-02-27&endDate=2026-02-28)[Feb 27 - Feb 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=2026-02-28&endDate=2026-03-01)[Feb 28 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361379&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ### Popular places to visit #### 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.ca/I-Canaloni-Del-Torrente-Farma-Roccastrada.d553248634041940720.Vacation-Attraction) #### 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. [](https://expedia.ca/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.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.ca/Castello-Del-Belagaio-Roccastrada.d553248622636430376.Vacation-Attraction) #### Castello di Torniella After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella. [](https://expedia.ca/Castello-Di-Torniella-Roccastrada.d982579348374679552.Vacation-Attraction) #### Church of San Nicola 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. [](https://expedia.ca/Church-Of-San-Nicola-Roccastrada.d553248621532497684.Vacation-Attraction) #### Sassoforte Castle 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. [](https://expedia.ca/Sassoforte-Castle-Roccastrada.d685924565073498112.Vacation-Attraction) ### Things to do ![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 CA $73 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/la-maliosa-farm-experience-wine-tasting.a44638298.activity-details) ![From Fiumicino Airport: 1-Way Bus Transfer to Paganico](https://mediaim.expedia.com/localexpert/48206464/247937e6-d734-4208-917c-ad2494f7279f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Fiumicino Airport: 1-Way Bus Transfer to Paganico CA $14 per adult [](https://expedia.ca/things-to-do/from-fiumicino-airport-1-way-bus-transfer-to-paganico.a48206464.activity-details) ![Welcome to Casale del Bosco](https://mediaim.expedia.com/localexpert/49075566/38f4ac08-b80d-4ccf-bb46-3f53fdc0db59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Welcome to Casale del Bosco CA $56 per adult [](https://expedia.ca/things-to-do/welcome-to-casale-del-bosco.a49075566.activity-details) [See all activities in Montemassi](https://expedia.ca/Things-To-Do-In-Montemassi.d6361379.Travel-Guide-Activities) ## Cities near Montemassi ![Castle of Montemassi, Tuscany, Italy](https://images.trvl-media.com/place/601758/b177ea3b-d73b-423c-ada5-9c658c881e58.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Roccastrada - Cities near Montemassi - Places of interest [Roccastrada](https://expedia.ca/Roccastrada.dx601758) - [Acquavillage Follonica ](https://expedia.ca/Acquavillage-Follonica-Follonica.d553248621532497806.Vacation-Attraction) - [The Massa Marittima Mining Museum ](https://expedia.ca/The-Massa-Marittima-Mining-Museum-Massa-Marittima.d553248621533000228.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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