Title: TOP Boutique Hotels in Chianti Region for 2025 | Expedia.co.uk [Chianti Region Travel Guide](https://expedia.co.uk/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Holiday Rentals in Chianti Region](https://expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[Flights to Chianti Region](https://expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chianti-Region.d603148.Car-Hire-Guide)[Chianti Region Holidays](https://expedia.co.uk/Chianti-Region.d603148.Holidays-City-Breaks) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Boutique Hotels in Chianti Region - ![](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 Chianti Region Boutique Hotels Tonight [21 Nov - 22 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-11-21&endDate=2025-11-22&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [22 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-11-22&endDate=2025-11-23&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-11-21&endDate=2025-11-23&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-11-28&endDate=2025-11-30&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Boutique Hotels ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/16465e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/1db6e2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/7291d20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Petriolo Siena Terme Spa Hotel Civitella Paganico 8.8/10 Excellent (235) "We had a great time. I would recommend this hotel when in Tuscany. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike £97 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.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 (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) ![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) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (68) "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 £1,088 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/4fe0a1f0.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 £235 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/f0f5b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/32a1cfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/850497c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/f5213917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lupaia Torrita di Siena 10/10 Exceptional (72) "One of the most special stays - from the service to the property - it was perfection! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madeline £575 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Torrita-Di-Siena-Hotels-Lupaia.h1923032.Hotel-Information) ![Villa (Thesan) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/d115d568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Castello di Casole) | Frette Italian sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/81b4a106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/9b3b941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Casole, A Belmond Hotel, Tuscany Casole d'Elsa 9.6/10 Exceptional (79) "Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £828 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/60000/54200/54105/2a00cb08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/54200/54105/b02f6b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/1000000/60000/54200/54105/265dc094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/54200/54105/270a7649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Pendini Historic Centre of Florence 9.6/10 Exceptional (1005) "Perfect location, great breakfasts, hospitable staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Derreck £125 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Florence-Hotels-Hotel-Pendini.h54105.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/849fb031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/84ad3fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/aa91965a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/668a4e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Baglioni Historic Centre of Florence 9.0/10 Wonderful (1003) "Fantastic stay!! A wonderful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan £135 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Florence-Hotels-Grand-Hotel-Baglioni.h6371.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/910000/904300/904294/00eb5246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/904300/904294/4b98a126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/904300/904294/73161e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/904300/904294/2574d784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grotta Giusti Thermal Spa Resort Tuscany, Autograph Collection Monsummano Terme 8.8/10 Excellent (176) "Beautiful place!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lilia £178 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Monsummano-Terme-Hotels-Grotta-Giusti-Thermal-Spa-Resort-Tuscany.h904294.Hotel-Information) ![City view from property](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/811bce9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/f49db8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/ddef8b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo, 3 Bedrooms, City View, Annex Building | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/b55f82dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Santa Maria Novella Historic Centre of Florence 9.6/10 Exceptional (1004) "Excellent hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward £142 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Florence-Hotels-Hotel-Santa-Maria-Novella.h920451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/9c1dd8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/aec9cff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite, River View | View from room](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/74e11d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, River View | View from room](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/20017c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Lungarno - Lungarno Collection Historic Centre of Florence 9.6/10 Exceptional (594) "Excellent location! Truly a 5 star hotel ! Great service, breakfast, and service . Bedrooms were clean! Bathrooms were excellent!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Pam £386 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Florence-Hotels-Hotel-Lungarno-Lungarno-Collection.h14583.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=2025-12-05&endDate=2025-12-06®ionId=603148&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_BF_PROMO_603148) ## Top Chianti Region Hotel Reviews ![Hotel Certaldo](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg) ### Hotel Certaldo 10/10 Excellent "Beautiful garden in the back" [](https://expedia.co.uk/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Radda in Chianti](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Castellina in Chianti](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Adults-Only-Resorts.0-0-d55534-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Castellina in Chianti](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Beach-Hotels.0-0-d55534-tBeachHotels.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Castellina in Chianti](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Hotel-With-Restaurant.0-0-d55534-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - 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