Title: TOP Hotels with Connecting Rooms in Brunello di Montalcino Wine Area for 2025 | Expedia.co.uk [Brunello di Montalcino Wine Area Travel Guide](https://expedia.co.uk/Brunello-Di-Montalcino-Wine-Area.dx6342620)[Hotels in Brunello di Montalcino Wine Area](https://expedia.co.uk/Brunello-Di-Montalcino-Wine-Area-Hotels.d6342620.Travel-Guide-Hotels)[Holiday Rentals in Brunello di Montalcino Wine Area](https://expedia.co.uk/Brunello-Di-Montalcino-Wine-Area-Holiday-Rentals.d6342620.Travel-Guide-HolidayRentals)[Flights to Brunello di Montalcino Wine Area](https://expedia.co.uk/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)[Brunello di Montalcino Wine Area Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Hire-Guide)[Brunello di Montalcino Wine Area Holidays](https://expedia.co.uk/Brunello-Di-Montalcino-Wine-Area.d6342620.Holidays-City-Breaks) ![Montalcino featuring a sunset and heritage architecture](https://images.trvl-media.com/place/6025631/a4fff669-7ab2-4916-b5e4-83b0ec3a76bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Brunello di Montalcino Wine Area - ![](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 Brunello di Montalcino Wine Area Hotels with Connecting Rooms Tonight [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6342620&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6342620&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6342620&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6342620&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Brunello di Montalcino Wine Area 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) ![Suite 1 Bedroom | Private kitchen | Espresso maker, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/28b23c5a.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) ### Capanna Suites Montalcino 9.8/10 Exceptional (126) "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) ![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) ![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) ![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) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/00d01fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Velona Resort Thermal SPA & Winery Montalcino 9.0/10 Wonderful (336) "Absolutely stunning property and an exceptional staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Deluxe Apartment | Private kitchen | Espresso maker, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/f6795683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/a5ddeea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | View from room](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/3fa82b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room | 1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/a3df7aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Porta Castellana Montalcino 10/10 Exceptional (39) "We absolutely LOVED our stay! The entire property is so lovely and charming. Our room was beautiful and clean, the bed was comfortable, the breakfast was delicious and the proprietor was a joy to work with. I highly recommend staying there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane [](https://www.expedia.co.uk/Montalcino-Hotels-BB-Porta-Castellana.h25012501.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) ![Superior Double Room | In-room dining](https://images.trvl-media.com/lodging/26000000/25080000/25071700/25071670/f7a81789.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 Montalcino 9.0/10 Wonderful (30) "The property is situated with a 15 minute walk up to Montalcino. It's steep but doable. The views from the property are outstanding. Marcella is incredibly friendly and helpful. We only stayed two nights, so did not use the kitchen that much, but it is very well stocked with pots, pans and everything else you would need if staying longer. The grill in the oven did trip the power, but I am sure Marcella will get that fixed immediately. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ralph [](https://www.expedia.co.uk/Montalcino-Hotels-Agriturismo-La-Casella.h25071670.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) ![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) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.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) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (67) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) IOSEFIN £1,027 includes taxes & fees 16 Nov - 17 Nov [](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) ![Breakfast meal](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/1663783a.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) ### Cordella in Montalcino Wine Resort Montalcino 8.8/10 Excellent (19) "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 £41 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Montalcino-Hotels-Cordella-In-Montalcino-Wine-Resort.h24909485.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) ![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.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) ![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 Trequanda 9.8/10 Exceptional (94) "I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £131 includes taxes & fees 7 Nov - 8 Nov [](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) ![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room | Premium bedding, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.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) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (496) "The hotel is beautiful. We had a wonderful stay. The staff was friendly and efficient. We will definitely be back. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria £65 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/02562aa6.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) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (569) "Very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary lou £261 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Couples treatment room(s), sauna, hot tub, hot springs/mineral springs](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/35c12d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/ea184d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/cb82732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fonteverde Lifestyle & Thermal Retreat San Casciano dei Bagni 9.4/10 Exceptional (184) "Incredible stay at this property! The staff is so warm, welcoming, and helpful. The spa facilities and treatments are amazing. The breakfast and dinner at the restaurant was excellent. We had such a relaxing and wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah £281 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.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=2025-11-20&endDate=2025-11-21®ionId=6342620&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Top Brunello di Montalcino Wine Area Hotel Reviews ![Fonteverde Lifestyle & Thermal Retreat](//images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year." [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![Rosewood Castiglion del Bosco](//images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal." 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[Montalcino Holidays](https://www.expedia.co.uk/Montalcino.d6025631.Holidays-City-Breaks) - [Visit Montalcino](https://www.expedia.co.uk/Montalcino.dx6025631) - [Visit Montenero](https://www.expedia.co.uk/Montenero.dx6285656) - [Visit Murlo](https://www.expedia.co.uk/Murlo.dx6046740) - [Museum of Brunello](https://www.expedia.co.uk/Museum-Of-Brunello-Montalcino.d553248621533000897.Attraction) - [Palazzo Chigi](https://www.expedia.co.uk/Palazzo-Chigi-San-Quirico-dOrcia.d553248621532500170.Attraction) - [Visit Pari](https://www.expedia.co.uk/Pari.dx6342151) - [Visit Poggio alle Mura](https://www.expedia.co.uk/Poggio-Alle-Mura.dx6285693) - [Visit Rocca d'Orcia](https://www.expedia.co.uk/Rocca-DOrcia.dx553248622847119226) - [San Quirico d'Orcia Holidays](https://www.expedia.co.uk/San-Quirico-DOrcia.d602606.Holidays-City-Breaks) - [Visit San Quirico d'Orcia](https://www.expedia.co.uk/San-Quirico-DOrcia.dx602606) - [Visit Sant'Angelo In Colle](https://www.expedia.co.uk/SantAngelo-In-Colle.dx6361516) - [Santo Holidays](https://www.expedia.co.uk/Santo.d6285691.Holidays-City-Breaks) - [Tenuta Greppo Franco Biondi Santi](https://www.expedia.co.uk/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Attraction) - [Visit Torrenieri](https://www.expedia.co.uk/Torrenieri.dx3000025996) - [Visit Vergelle](https://www.expedia.co.uk/Vergelle.dx3000395568) - [Car hire Buonconvento](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Buonconvento.d6123437.Car-Hire-Guide) - [Car hire Montalcino](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Montalcino.d6025631.Car-Hire-Guide) - [Car hire Murlo](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Murlo.d6046740.Car-Hire-Guide) - [Car hire Pari](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pari.d6342151.Car-Hire-Guide) - [Car hire San Quirico d'Orcia](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-San-Quirico-DOrcia.d602606.Car-Hire-Guide) - [Europcar Rental Cars in Montalcino](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Montalcino.d6025631-c14.Car-Rental-Guide-Suppliers) - 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