Title: Province of Siena Winery Hotels, Tuscany: Province of Siena Hotel Guide | Expedia.co.uk [Province of Siena Travel Guide](https://expedia.co.uk/Province-Of-Siena.dx6047850)[Province of Siena Hotels](https://expedia.co.uk/Destinations-In-Province-Of-Siena.d6047850.Hotel-Destinations)[Holiday Rentals in Province of Siena](https://expedia.co.uk/Destinations-In-Province-Of-Siena.d6047850.Holiday-Rental-Destinations)[Province of Siena Flights](https://expedia.co.uk/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations)[Province of Siena Car Hire](https://expedia.co.uk/Destinations-In-Province-Of-Siena.d6047850.Car-Hire-Destinations)[Province of Siena Holidays](https://expedia.co.uk/Province-Of-Siena.d6047850.Holidays-City-Breaks) ![Siena which includes landscape views and a city](https://images.trvl-media.com/place/9821/884960f6-e87c-438b-a2f2-88d51116ab26.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9821/884960f6-e87c-438b-a2f2-88d51116ab26.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Province of Siena Accommodation: Most Popular Cities to Stay ![Montepulciano which includes landscape views, a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157917-Montepulciano.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Montepulciano [](https://expedia.co.uk/Montepulciano-Hotels-Winery-Hotels.0-0-d601351-tWineryHotels.Travel-Guide-Filter-Hotels) ![San Gimignano showing shopping and street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157883-San-Gimignano.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### San Gimignano [](https://expedia.co.uk/San-Gimignano-Hotels-Winery-Hotels.0-0-d11091-tWineryHotels.Travel-Guide-Filter-Hotels) ![Montalcino featuring a sunset and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157252-Tuscany.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Montalcino [](https://expedia.co.uk/Montalcino-Hotels-Winery-Hotels.0-0-d6025631-tWineryHotels.Travel-Guide-Filter-Hotels) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Siena [](https://expedia.co.uk/Siena-Hotels-Winery-Hotels.0-0-d9821-tWineryHotels.Travel-Guide-Filter-Hotels) ![Pienza featuring heritage architecture, a small town or village and a monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Pienza [](https://expedia.co.uk/Pienza-Hotels-Winery-Hotels.0-0-d6023645-tWineryHotels.Travel-Guide-Filter-Hotels) ## Check availability on Province of Siena Winery Hotels Tonight [13 Jan - 14 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6047850&startDate=2026-01-13&endDate=2026-01-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Jan - 15 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6047850&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6047850&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6047850&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Province of Siena hotels with winery ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double or Twin Room | Blackout curtains, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f80b6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9932f5d5.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) ### Castello di Fonterutoli Wine Resort [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (201 reviews) "Amazing experience all around! Stayed for 2 nights!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Matthew [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/cbf46611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/89fdd299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Vescine [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) Radda in Chianti 9.4/10 Exceptional (244 reviews) "This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherie [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/77df39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/505c05f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/9500aee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/1f4e227d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Santo Pietro [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) Pienza 9.6/10 Exceptional (119 reviews) "Great countryside stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Josh [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ![Junior Suite | View from room](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/cda9c123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/09b92259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/91a951f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/9b5cebd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo - Relais et Chateaux [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) Montalcino 10/10 Exceptional (126 reviews) "The setting, scenery and hotel were 5 star plus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/3733c3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 12 per person)](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/b28f1d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/6c794031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Grazianella - UNA Esperienze [](https://www.expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) Montepulciano 9.8/10 Exceptional (279 reviews) "Very beautiful hotel & friendly staff" ![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg) Winona Mia [](https://www.expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/bc613474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/w2048h1317x0y48-09a38abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/58e19d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/5e2100dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda le Piazze [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) Castellina in Chianti 9.8/10 Exceptional (183 reviews) "Absolutely gorgeous property!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) ![Sauna, hot tub, steam room, Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/4f1f3296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/f6f6c579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/4e351342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/43f57108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Campomaggio [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (164 reviews) "Amazing place, amazing people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nitzan [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/8a2f5167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 14 per person)](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/6af7a35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/824d18c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/05fd2436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fattoria San Donato [](https://www.expedia.co.uk/San-Gimignano-Hotels-Fattoria-San-Donato.h2526551.Hotel-Information) San Gimignano 9.4/10 Exceptional (59 reviews) "The people were so welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HERBERT [](https://www.expedia.co.uk/San-Gimignano-Hotels-Fattoria-San-Donato.h2526551.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, City View | View from room](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/fd249de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/304a196c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/68f1fcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Leon Bianco [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) San Gimignano City Centre 9.4/10 Exceptional (574 reviews) "Great breakfast, clean room, great staff, and great value overall" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brandon [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/2faaea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/306f00b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/2542c119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Non Smoking, Park View | Hypo-allergenic bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/02cf7c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Casolare Le Terre Rosse [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.Hotel-Information) San Gimignano 9.2/10 Wonderful (450 reviews) "Just a lovely place all over" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salome [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.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=2026-01-27&endDate=2026-01-28®ionId=6047850&adults=2&location_highlights_explore=winery&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Province-Of-Siena-Winery-Hotels.0-0-d6047850-tWineryHotels.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Province-Of-Siena-Winery-Hotels.0-0-d6047850-tWineryHotels.Hotel-Filter-Destinations) ## Top Province of Siena Hotel Reviews ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "It’s very beautiful " [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Great location, clean and large. " [](https://expedia.co.uk/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.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 10/10 Excellent "Good, prompt service. Attractive and clean room and public spaces. Super central." [](https://expedia.co.uk/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 10/10 Excellent "Amazing place, super clean, great staff, beautiful and cozy." [](https://expedia.co.uk/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine." [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!" [](https://expedia.co.uk/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Nice clean room. Close to train/bus station. Very good breakfast " [](https://expedia.co.uk/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "The best in Siena." [](https://expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "Amazing rooms and service!!" [](https://expedia.co.uk/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Siena ](https://www.expedia.co.uk/3Star-Siena-Hotels.s30-0-d9821.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Siena ](https://www.expedia.co.uk/4Star-Siena-Hotels.s40-0-d9821.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Siena ](https://www.expedia.co.uk/5Star-Siena-Hotels.s50-0-d9821.Travel-Guide-Filter-Hotels) - [Hotels near Accademia Musicale Chigiana ](https://www.expedia.co.uk/Accademia-Musicale-Chigiana-Hotels.0-l6287305-0.Travel-Guide-Filter-Hotels) - [Agostoli Hotels ](https://www.expedia.co.uk/Agostoli-Hotels.d553248635975863234.Travel-Guide-Hotels) - [Area Produttiva Isola D'arbia Hotels ](https://www.expedia.co.uk/Area-Produttiva-Isola-Darbia-Hotels.d553248635975867217.Travel-Guide-Hotels) - [Hotels near Banca Monte dei Paschi di Siena ](https://www.expedia.co.uk/Banca-Monte-Dei-Paschi-Di-Siena-Hotels.0-l553248621532500700-0.Travel-Guide-Filter-Hotels) - 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