Title: TOP Hotels with Connecting Rooms in Val d'Orcia for 2026 | Expedia.co.uk [Val d'Orcia Travel Guide](https://expedia.co.uk/Val-DOrcia.dx6047918)[Hotels in Val d'Orcia](https://expedia.co.uk/Val-DOrcia-Hotels.d6047918.Travel-Guide-Hotels)[Holiday Rentals in Val d'Orcia](https://expedia.co.uk/Val-DOrcia-Holiday-Rentals.d6047918.Travel-Guide-HolidayRentals)[Flights to Val d'Orcia](https://expedia.co.uk/Cheap-Flights-To-Val-DOrcia.d6047918.Travel-Guide-Flights)[Val d'Orcia Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Val-DOrcia.d6047918.Car-Hire-Guide)[Val d'Orcia Holidays](https://expedia.co.uk/Val-DOrcia.d6047918.Holidays-City-Breaks) ![Scenic Tuscany landscape panorama with rolling hills and harvest fields in golden morning light, Val d'Orcia, Italy.](https://images.trvl-media.com/place/6047918/77cb6ee7-1415-4b8a-a03c-1f20e4ced8af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Val d'Orcia - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Val d'Orcia Hotels with Connecting Rooms Tonight [13 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047918&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Dec - 15 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047918&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047918&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047918&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Val d'Orcia hotels with connecting rooms ![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | Frette Italian sheets, premium bedding, Select Comfort beds, minibar](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/767a162a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/e4c153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/b41e8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capanna Suites [](https://www.expedia.co.uk/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) Montalcino 9.8/10 Exceptional (131) "Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Megan [](https://www.expedia.co.uk/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/e4e326c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3907ca23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/fe865a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/26ce8581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Spedalone [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) Pienza 9.4/10 Exceptional (42) "Amazing food, amazing views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/5f1c53d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/56195c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Terrace (UNESCO view) | Living area | 50-inch LCD TV with digital channels, TV](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/9be56e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Velona Resort Thermal SPA & Winery [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) Montalcino 9.0/10 Wonderful (340) "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose £448 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/21000000/20290000/20288600/20288522/56b57976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20290000/20288600/20288522/66ebf1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/21000000/20290000/20288600/20288522/9c43aade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pietreta. Apartment, 2 Bedrooms, 2 Bathrooms, Valley View (Quercia House) | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/21000000/20290000/20288600/20288522/967400fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Pietreta [](https://www.expedia.co.uk/Radicofani-Hotels-Agriturismo-Podere-Pietreta.h20288522.Hotel-Information) Radicofani 8.8/10 Excellent (15) "This is a beautiful property tucked up in the Radicofoni area in Tuscany. The room is lovely. The views of the valley wonderful. Great place to relax. The bed is a bit saggy but I slept well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly £69 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Radicofani-Hotels-Agriturismo-Podere-Pietreta.h20288522.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/56ef693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/09b5670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, 1 King Bed, Non Smoking, Hill View | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/2535fffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/73b63c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Val d'Orcia [](https://www.expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information) Pienza 10/10 Exceptional (53) "Fantastic stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittanie [](https://www.expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna) | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castiglion del Bosco, A Rosewood Hotel [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) Montalcino 10/10 Exceptional (69) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Talib £1,005 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/288defdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 3 bedrooms Meleto - Roxana 1 | Front of property](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/a7c48c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Espresso maker, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/9afd14fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/1663783a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cordella in Montalcino Wine Resort [](https://www.expedia.co.uk/Montalcino-Hotels-Cordella-In-Montalcino-Wine-Resort.h24909485.Hotel-Information) Montalcino 8.4/10 Very good (21) "One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Edgardo £42 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Montalcino-Hotels-Cordella-In-Montalcino-Wine-Resort.h24909485.Hotel-Information) ![Superior Apartment, 1 Bedroom, Ground Floor | 1 bedroom, minibar, individually decorated, desk](https://images.trvl-media.com/lodging/26000000/25080000/25071700/25071670/b578c3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room | 1 bedroom, minibar, individually decorated, desk](https://images.trvl-media.com/lodging/26000000/25080000/25071700/25071670/d15112d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25080000/25071700/25071670/a1c458bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25080000/25071700/25071670/11a02265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La casella [](https://www.expedia.co.uk/Montalcino-Hotels-Agriturismo-La-Casella.h25071670.Hotel-Information) Montalcino 9.0/10 Wonderful (30) "It is a piece of heaven amazing location and views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariel [](https://www.expedia.co.uk/Montalcino-Hotels-Agriturismo-La-Casella.h25071670.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/95cc2a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/a2d4428e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Sant'Ambrogio Resort [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) Trequanda 9.8/10 Exceptional (97) "It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Carlos £88 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.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) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.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) ### La Certosa di Pontignano [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) Castelnuovo Berardenga 9.6/10 Exceptional (502) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie £86 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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.co.uk/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28®ionId=6047918&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Top Val d'Orcia Hotel Reviews ![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Wonderful stay " [](https://expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![ Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/fbe5451e_y.jpg) ### Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection 10/10 Excellent "THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!" [](https://expedia.co.uk/San-Quirico-DOrcia-Hotels-Hotel-Palazzo-Del-Capitano-Wellness-Relais-Historic-Luxury-Capitano-Collection.h1111483.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [3 Star Hotels in Pienza ](https://www.expedia.co.uk/3Star-Pienza-Hotels.s30-0-d6023645.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Pienza ](https://www.expedia.co.uk/4Star-Pienza-Hotels.s40-0-d6023645.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Bagni San Filippo ](https://www.expedia.co.uk/5Star-Bagni-San-Filippo-Hotels.s50-0-d6285851.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Castiglioncello del Trinoro ](https://www.expedia.co.uk/5Star-Castiglioncello-Del-Trinoro-Hotels.s50-0-d3000028419.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Pienza ](https://www.expedia.co.uk/5Star-Pienza-Hotels.s50-0-d6023645.Travel-Guide-Filter-Hotels) - [Bagni San Filippo Hotels ](https://www.expedia.co.uk/Bagni-San-Filippo-Hotels.d6285851.Travel-Guide-Hotels) - 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