Title: Book The Best Hotels in Bossi for 2025 from CA $70 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Bossi](https://expedia.ca/Bossi-Vacation-Rentals.d553248622858799636.Travel-Guide-VacationRentals)[Bossi Car Rentals](https://expedia.ca/Car-Rentals-In-Bossi.d553248622858799636.Car-Rental-Guide)[Bossi Vacation Packages](https://expedia.ca/Bossi.d553248622858799636.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Bossi from CA $70 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Bossi Spa [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&travelerType=family_friendly) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&lodging=APART_HOTEL) Farm [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&lodging=AGRITOURISM) Pool [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&lodging=COTTAGE) Villa [](https://www.expedia.ca/Hotel-Search?destination=Bossi%2C+Castelnuovo+Berardenga%2C+Tuscany%2C+Italy®ionId=553248622858799636&latLong=43.372245%2C11.450595&adults=2&startDate=2025-12-04&d1=2025-12-04&endDate=2025-12-06&d2=2025-12-06&lodging=VILLA) ## Check prices for these dates Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=553248622858799636&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248622858799636&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248622858799636&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248622858799636&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 5,514 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/13000000/12070000/12063100/12063027/663cd1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/13000000/12070000/12063100/12063027/37b3c724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12070000/12063100/12063027/b01f515e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12070000/12063100/12063027/0bc1ae2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Bossi Castelnuovo Berardenga 7.8/10 Good (8) "The location is great if you get to the hotel in a car. " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) CESAR JAVIER CA $133 CA $265 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Casa-Tolomei-Bossi-Di-Sopra.h12063027.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/4222355a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Studio Suite | View from room](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/07f20b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/ac1776a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo di Cortefreda Relais Barberino Tavarnelle 9.4/10 Exceptional (474) "The views were spectacular and the grounds were so peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $115 CA $137 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Heritage)](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/48bd2186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero Barberino Tavarnelle 9.6/10 Exceptional (132) "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $1,163 CA $1,292 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (500) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $121 CA $139 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe Spa Access](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/51b0c695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c2b7c7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/8e3bea51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San Lorenzo & SPA Colle di Val d'Elsa 9.4/10 Exceptional (431) "Beautiful hotel and spa. Excellent amenities and modern luxuries. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/35b80314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/aaf1d984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sabolini Colle di Val d'Elsa 9.2/10 Wonderful (188) "Beautiful location and hotel Staff were excellent - thank you" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Amit CA $119 CA $136 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/1f7b2cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/a9ac13a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/5232dc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Toscana Ambassador Poggibonsi 8.0/10 Very good (310) "Wonderful breakfast. Good location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Karen CA $90 CA $99 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/6fac9458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | View from room](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/25ba70e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/7f02b790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Ravizza Siena Historical Center 9.4/10 Exceptional (741) "We enjoyed our stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LAURIA CA $130 CA $148 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Sauna, hot tub, steam room, Turkish bath, body treatments](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/cb76be6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 8 per person)](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/f7dd604e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/afd0837d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, Turkish bath, body treatments](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/0b1ab525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Gentiluomo Hotel & SPA Arezzo 8.6/10 Excellent (146) "Great hotel and awesome spa. The staff was super helpful. They helped with booking our taxis and tolerated our attempts at Italian. The room was clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Il-Gentiluomo.h8198248.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (196) "Clean room, courteous staff, and good winery" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sangchun CA $211 CA $238 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/c3468831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/199d05e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/35677412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/9aa04ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Le Capanne Arezzo 9.4/10 Exceptional (53) "The hotel was well maintained! Beautiful flowers. The restaurant was wonderful and the staff were very nice and helpful. I highly recommend this hotel. You will need a car or taxis to get around. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHRIS CA $141 CA $165 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Le-Capanne.h1636874.Hotel-Information) ![Lunch, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/43ce1dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/fa1286fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/7805157f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo San Luigi Monteriggioni 9.2/10 Wonderful (400) "super pleasant stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) James CA $172 CA $197 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/20b35a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/15b9befd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Bedroom, Accessible, Hot Tub](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/4092261e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/aefa14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Point Arezzo Park Hotel Arezzo 7.6/10 Good (150) "The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Zena CA $114 CA $136 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/c41c708d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/26f6de84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/687bd3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Ristorante Alcide Poggibonsi 8.0/10 Very good (478) "I highly recommended " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) George CA $63 CA $70 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3ab5a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f6dc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f93869a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/c22c91c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dievole Wine Resort Castelnuovo Berardenga 9.6/10 Exceptional (178) "The property was breath taking. Staff was amazing and accommodating. Wonderful experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gimbert [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/0d03d55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/04d22f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/f7dd744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa del Sole Siena Siena City Centre 9.8/10 Exceptional (621) "Beautiful small hotel with an exceptional staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $194 CA $218 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/239d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/02562aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (573) "Great hotel / room, city center, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nebojsa CA $383 CA $431 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/923a718a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/07096135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/4e3bc7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Chiusarelli Siena City Centre 8.8/10 Excellent (1000) "Lovely staff and great location with a quiet, comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $107 CA $123 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/1b4933fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bellavista | Living area](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/0461fb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lapina Suite | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/06ea4b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/7a8f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Club House Castelnuovo Berardenga 10/10 Exceptional (6) "Unbelievable stay. All amenities are included. The staff is very welcoming. Having traveled extensively, this luxury resort is among the most impressive run hotels. The grounds, food, and staff all A+" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $501 CA $567 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-The-Club-House.h89237342.Hotel-Information) ![Couples treatment rooms, Turkish bath, body treatments, body wraps](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/9db7bc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/f854e266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e1b34acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castel Monastero - The Leading Hotels of the World Castelnuovo Berardenga 8.8/10 Excellent (144) "Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $787 CA $881 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-04&endDate=2025-12-05®ionId=553248622858799636&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBossi-Hotels.d553248622858799636.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBossi-Hotels.d553248622858799636.Travel-Guide-Hotels) ## More cheap stays in Bossi ![Piccolo Hotel Etruria](https://images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Piccolo Hotel Etruria Via delle Donzelle, 3 Siena SI CA $111 CA $127 total Nov 21 - Nov 22 includes taxes & fees 7.8/10 Good! (386 reviews) [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information) ![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cannon d'Oro Via Montanini 28 Siena SI [Get rates](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true®ionId=553248622858799636) 7.8/10 Good! (243 reviews) [](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information) ![Porta Pispini Residence](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/463354ae_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Porta Pispini Residence Via Baldassarre Peruzzi 33 Siena SI [Get rates](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true®ionId=553248622858799636) 9.4/10 Exceptional! (21 reviews) [](https://expedia.ca/Siena-Hotels-Porta-Pispini-Residence.h38384931.Hotel-Information) ![Hotel Albergo Italia](https://images.trvl-media.com/lodging/23000000/22740000/22736200/22736103/7b6f90b7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Albergo Italia Via Trento, 36 Poggibonsi SI [Get rates](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=553248622858799636) 8.2/10 Very Good! (46 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information) ![Albergo Centrale](https://images.trvl-media.com/lodging/53000000/52710000/52705700/52705677/350a0544_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Albergo Centrale Via Cecco Angiolieri 26 Siena SI CA $113 CA $129 total Dec 15 - Dec 16 includes taxes & fees 8.8/10 Excellent! (86 reviews) [](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.Hotel-Information) ![Torre del Fuggisole](https://images.trvl-media.com/lodging/95000000/94900000/94897100/94897051/6b84e393_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Torre del Fuggisole Via di Fieravecchia 7 Siena SI [Get rates](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=94897051&PinnedHotelID=94897051&HadPinnedHotel=true®ionId=553248622858799636) 9.8/10 Exceptional! (39 reviews) [](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information) ## Recent reviews of Bossi hotels ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 5/5 Excellent "It was a totally delightful experience. Our needs were taken care of, the Breakfast delicious and the meals at their restaurant superb. It was a perfect place to rest, relax and see Siena. " A verified traveller stayed at La Certosa di Pontignano Posted 8 days ago [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg) ### Hotel Certosa Di Maggiano 5/5 Excellent "This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!" A verified traveller stayed at Hotel Certosa Di Maggiano Posted 12 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 5/5 Excellent "La ubicación es genial, el personal es muy amable y la habitación está impecable." A verified traveller from doral stayed at Hotel Athena Posted 12 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Borgo Scopeto Wine & Country Relais](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423_y.jpg) ### Borgo Scopeto Wine & Country Relais 5/5 Excellent "The Sommelier was outstanding, super knowledgeable and personable. He made the tasting and dinning experience unforgettable! " A verified traveller stayed at Borgo Scopeto Wine & Country Relais Posted 12 days ago [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 5/5 Excellent "Highly recommended. The hotel was a block from the escalator flight that comes up from the train station, so no taxi required to transfer. Hotel staff was terrific and the room nicely appointed. I was about a 20-minute walk to the Duomo, almost all of it through the historic medieval city so a beautiful journey." A verified traveller stayed at Hotel Italia Posted 13 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 5/5 Excellent "Great hotel / room, city center, friendly staff. " A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione Posted 2 weeks ago [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 5/5 Excellent "The absolute perfect option if you’re looking for an agriturismo but aren’t going to have access to a car. We had a large family group of six that took up two rooms and one of the apartments. The train station is about a ten to fifteen minute walk, with a bit of an incline, but it’s manageable with luggage. There is a Coop at the bottom of the hill about a four minute walk. We went grocery shopping multiple times and cooked most of our meals in the apartment kitchen. Siena city center is about a 40 minute walk, but the 24-hour set of escalators at the mall across the street from the station make it very simple. Despite being so close to everything, the property is set back enough that the noise doesn’t really make its way up. The pool and the apartment terraces boast wonderful views of Siena’s walls and major buildings. I made a mistake booking, and the staff were incredibly helpful in fixing my mistake and keeping the trip together. Cannot recommend this place enough, it’s an absolute hidden gem." A verified traveller stayed at Borgo Grondaie Posted 2 weeks ago [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 5/5 Excellent "Very welcoming and attentive staff. Breakfast was amazing. I didn’t expect the gorgeous views!" A verified traveller stayed at Palazzo Ravizza Posted 2 weeks ago [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![NH Siena](https://images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg) ### NH Siena 5/5 Excellent "Ac in room. Fresh breakfast. Bus routes directly outside the hotel. Good amenities around." A verified traveller stayed at NH Siena Posted 3 weeks ago [](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Bossi hotel for you. ### How can I save on a Bossi hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Bossi hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Bossi hotel? > Prices for hotels in Bossi often vary, but you can find a great deal from CA $70 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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