Title: The 10 Best 5 Star Hotels in Gaiole in Chianti - 2025 Updated Prices | Expedia.co.uk [Gaiole in Chianti Travel Guide](https://expedia.co.uk/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Holiday Rentals in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Holiday-Rentals.d603149.Travel-Guide-HolidayRentals)[Flights to Gaiole in Chianti](https://expedia.co.uk/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.co.uk/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Gaiole-In-Chianti.d603149.Car-Hire-Guide)[Gaiole in Chianti Holidays](https://expedia.co.uk/Gaiole-In-Chianti.d603149.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/a2c6ad675bceb2a96f21b753e5375ee0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Dean # Compare and book 5 Star hotels in Gaiole in Chianti, Tuscany ![](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 Gaiole in Chianti 5 Star Hotels Tonight [12 Oct - 13 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Oct - 14 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gaiole in Chianti 5 Star Hotels ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/102e69cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (564) "Very nice hotel " £284 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/c9ee8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/133e09c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/e06aa6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Scopeto Wine & Country Relais Castelnuovo Berardenga 9.2/10 Wonderful (188) "This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint " £256 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/78369923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/9893307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/76c30180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Spaltenna- Small Luxury Hotels of the World Gaiole in Chianti 9.6/10 Exceptional (257) "This was the most authentic place I have ever seen really takes back but all the amenities by far the best place to stay in Tuscany IT Fantastic staff 5star" [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.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) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/9b3b941a.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/6000000/5060000/5059000/5058985/08b171fa.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) ### Castello di Casole, A Belmond Hotel, Tuscany Casole d'Elsa 9.6/10 Exceptional (75) "Overall stunning all the way Staff was very attentive Great time ! " £1,121 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/513e5451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Double Room | 1 bedroom, premium bedding, free minibar items, blackout curtains](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/3c8dbeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/dd719a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/97151d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pieve Aldina - Fontenille Collection Radda in Chianti 10/10 Exceptional (30) "Everything was exquisite!! From the service , the food, wine, olive oil, pool, bedding, room decor, outdoor seating spaces etc etc etc - perfection !!!! We enjoyed celebrating our 25th anniversary here so much and hope we are fortunate enough to come back. " [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information) ![2 restaurants, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/61bcbebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, free pool cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/739b27a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body scrubs, facials, manicures and pedicures, massages](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/f78cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/ca53ff62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo San Felice Resort Castelnuovo Berardenga 9.8/10 Exceptional (77) "One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. " £602 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Borgo-San-Felice.h528471.Hotel-Information) ![Couples treatment room(s), Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.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) ![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) ### 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" £422 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/2dbd5ebe.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 (129) "Beautiful place to stay and enjoy . " £654 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/4e848a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/e4c8730b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Terrace (double) | Hypo-allergenic bedding, minibar, in-room safe, individually furnished](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/8f6a8f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/3260acda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Le Fontanelle Castelnuovo Berardenga 9.8/10 Exceptional (94) "We had a perfect stay at this hotel! 100% recommend. " £330 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Le-Fontanelle.h1614881.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/7a08f6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/8d678584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/703b7751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/09bb57ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa La Massa Bagno a Ripoli 9.4/10 Exceptional (107) "The most beautiful and relaxing and best service " £424 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Bagno-A-Ripoli-Hotels-Villa-La-Massa.h535995.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.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) ### Borgo Vescine Radda in Chianti 9.4/10 Exceptional (242) "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. " £271 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/90365739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/314f62c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/f4a341e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Horse riding](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/d0ff253a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Bagnaia Golf Resort Murlo 8.4/10 Very good (116) "I LOVE this resort. I’ve stayed all three times I’ve visited Italy. The room was beautiful and had a view of the Tuscan hills, the village and the golf course. The hotel staff was fabulous, the breakfast is wonderful. The restaurant menu is limited, but the food has always been wonderful. I’ve never seen any US tourists, but lots of Italians. " [](https://www.expedia.co.uk/Murlo-Hotels-Royal-Golf-La-Bagnaia.h1150311.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 | 50-inch flat-screen TV with digital channels, TV](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 (5) "Excellent overall. Amenities. Service. Food. Vibe. All top notch" £314 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-The-Club-House.h89237342.Hotel-Information) ![Luxury Apartment, 5 Bedrooms, Air conditioning, Hill View | Living area | 60-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/w3567h2417x0y0-b64b8d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/37bfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/efb60018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/606bcadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Cavalbianco Monte San Savino 10/10 Exceptional (3) "Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more" £351 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Podere-Cavalbianco.h109750159.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/efe45d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/f917eaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/92d1c208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/832ceb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo San Fabiano Monteroni d'Arbia 10/10 Exceptional (1) "I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..." [](https://www.expedia.co.uk/Monteroni-DArbia-Hotels-Agriturismo-San-Fabiano.h2524548.Hotel-Information) ![](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%2F5Star-Gaiole-In-Chianti-Hotels.s50-0-d603149.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Gaiole-In-Chianti-Hotels.s50-0-d603149.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Gaiole in Chianti. ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Ristorante Alcide Viale Marconi, 67/A, Poggibonsi, SI £40 9 Nov - 10 Nov includes taxes & fees 8/10 Very Good! (454 reviews) [](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Italiana Hotels Florence](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/ab697e78_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Italiana Hotels Florence Viale Europa 205, Florence, FI £93 2 Nov - 3 Nov includes taxes & fees 7.6/10 Good! (967 reviews) [](https://expedia.co.uk/Florence-Hotels-Italiana-Hotels-Florence.h7698.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Athena P Mascagni 55, Siena, SI £77 11 Nov - 12 Nov includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) Still don't see what you're looking for? [See all properties in Gaiole in Chianti.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=603149&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Gaiole in Chianti Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages. [See all hotels in Gaiole in Chianti](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&adults=2®ionId=603149) ![](https://mediaim.expedia.com/destination/3/b8916e36658f4d94de7259069ba4cfbf.jpg?impolicy=fcrop&w=899&h=598&p=1&q=high) [Photo](https://commons.wikimedia.org/w/index.php?curid=67259283) by [LigaDue](https://commons.wikimedia.org/wiki/User:LigaDue) ( [CC BY-SA](https://creativecommons.org/licenses/by-sa/4.0) ) ## Top Gaiole in Chianti Hotel Reviews ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "An incredible stay for anyone who wants to disconnect in pure luxury. Pure beauty and a very detailed luxury hotel." [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Wonderful room 125. Faces the main thoroughfare. Could be a bit of noise sometimes. Wonderful stay. " [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Borgo Scopeto Wine & Country Relais](//images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423_y.jpg) ### Borgo Scopeto Wine & Country Relais 10/10 Excellent "This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint " [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ## Find out more about Gaiole in Chianti ## Frequently asked questions ### What are the best 5-star hotels in Gaiole in Chianti? > Get ready for 5-star opulence at [Castello di Spaltenna](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information), [Pieve Aldina](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information) or [Borgo San Felice Resort](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Borgo-San-Felice.h528471.Hotel-Information). These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life! ### How much does it cost to stay in a 5-star hotel in Gaiole in Chianti? > The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay. > > > > - Search for the lowest price per night from £40 ### What makes a hotel 5 stars in Gaiole in Chianti? > From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. 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