Title: Book The Best Hotels in Gaiole in Chianti for 2026 from CA $90 - Fully Refundable Options - Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Vacation Rentals in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.ca/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) ![Above: Castle Castello di Cacchiano, below: San Marcellino (church in Monti), Gaiole in Chianti, Province of Siena, Tuscany, Italy](https://images.trvl-media.com/place/603149/bf8381c5-22b0-4423-afa4-c65791ee19d6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by LigaDue # Find hotels in Gaiole in Chianti from CA $90 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Gaiole in Chianti Spa [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=SPA_ON_SITE) Farm [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=AGRITOURISM) Pool [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=POOL) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=APART_HOTEL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&travelerType=family_friendly) Villa [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=VILLA) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=COTTAGE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=PETS) ## Check prices for these dates Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gaiole in Chianti hotels ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/f5b61d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/cbeec78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Garden view](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/eb7fec56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Meleto [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) Gaiole in Chianti 8.8/10 Excellent (89) "This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karem [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) ![Garden view](https://images.trvl-media.com/lodging/3000000/2520000/2519800/2519786/9590d8e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/3000000/2520000/2519800/2519786/a6a818c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/3000000/2520000/2519800/2519786/50f1f6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2520000/2519800/2519786/2f68fec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Casa al Vento [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Borgo-Casa-Al-Vento.h2519786.Hotel-Information) Gaiole in Chianti 8.6/10 Excellent (38) "Cute secluded property l!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $212 CA $247 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Borgo-Casa-Al-Vento.h2519786.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48250000/48240500/48240461/7abe89bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, individually furnished, free WiFi](https://images.trvl-media.com/lodging/49000000/48250000/48240500/48240461/bb3df426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/49000000/48250000/48240500/48240461/6fbd198c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48250000/48240500/48240461/bbe2a829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brolio Agriroom [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Agriroom-Brolio.h48240461.Hotel-Information) Gaiole in Chianti 8.8/10 Excellent (10) "Ricasoli is stunning, and nice place to stay nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Agriroom-Brolio.h48240461.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/735b790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L' Eroico [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (12) "Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/c8eff036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | In-room dining](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/9a89d906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/2b3b8609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/e89534f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocca di Castagnoli [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Rocca-Di-Castagnoli.h2529815.Hotel-Information) Gaiole in Chianti 9.2/10 Wonderful (28) "It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shingo CA $330 CA $376 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Rocca-Di-Castagnoli.h2529815.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/f2f37504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/2a3545a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/ce9a0c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Double Beds, Kitchenette, Pool View](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/cb643744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Crocino in Chianti [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Agriturismo-Crocino-In-Chianti.h14598235.Hotel-Information) Gaiole in Chianti 9.0/10 Wonderful (2) "Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben." ![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg) Cornelia CA $205 CA $239 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Agriturismo-Crocino-In-Chianti.h14598235.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/18221048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/56435536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/3d30ae6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/cf05a6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo di Cortefreda Relais [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (478) "The views were spectacular and the grounds were so peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $120 CA $141 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/27963802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Twin Room (Collection)](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/7fa5823c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/7ce37668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Turkish bath](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/bee8143a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Minerva [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Minerva.h1183404.Hotel-Information) Arezzo 8.8/10 Excellent (554) "Great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PADAM MIKE CA $127 CA $150 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Minerva.h1183404.Hotel-Information) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.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/2000000/1280000/1279800/1279768/37ca1e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/25242057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) Barberino Tavarnelle 9.6/10 Exceptional (132) "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $1,093 CA $1,216 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/733dd024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/03dbbef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/fcd7d727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/754935da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Mulino di Firenze, WorldHotels Crafted [](https://www.expedia.ca/Florence-Hotels-Mulino-Di-Firenze.h3619961.Hotel-Information) Florence 9.6/10 Exceptional (659) "Food was awesome; Staff was top shelf and very professional " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $183 CA $224 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Florence-Hotels-Mulino-Di-Firenze.h3619961.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8a9d9969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6652f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/a55956cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/46476210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano [](https://www.expedia.ca/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 CA $139 CA $159 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/5e7a6824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/1d5b61fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/eee707fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/c917ad18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Olmi Firenze [](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Olmi-Firenze.h1441538.Hotel-Information) Bagno a Ripoli 9.4/10 Exceptional (754) "Amazing rooms and the breakfast buffet is unbelievable so many choices you won't be disappointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michelle CA $165 CA $182 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Olmi-Firenze.h1441538.Hotel-Information) ![Chalet](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/c6c641a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 12 per person)](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/367eddaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/03b78683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hu Firenze Camping In Town [](https://www.expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) Florence 8.8/10 Excellent (1610) "It was a grt place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sunitha CA $71 CA $90 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/970000/967600/967595/091b856d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/970000/967600/967595/add6c719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/1000000/970000/967600/967595/660b9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/970000/967600/967595/f5316ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Hotel Arezzo [](https://www.expedia.ca/Arezzo-Hotels-AC-Hotel-Arezzo-By-Marriott.h967595.Hotel-Information) Arezzo 8.4/10 Very good (351) "Nice hotel. Well located near Arezzo. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Anthony CA $98 CA $118 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Arezzo-Hotels-AC-Hotel-Arezzo-By-Marriott.h967595.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/db2128b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c79c988c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/bea252c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/70dacd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San Lorenzo & SPA [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) Colle di Val d'Elsa 9.4/10 Exceptional (432) "Beautiful hotel and spa. Excellent amenities and modern luxuries. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/6fac9458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/13ad67c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | View from room](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/25ba70e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Ravizza [](https://www.expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) Siena Historical Center 9.4/10 Exceptional (745) "We enjoyed our stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LAURIA CA $143 CA $162 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/e1967d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/9029bd1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; international cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/a04212f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/1983c837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Italiana Hotels Florence [](https://www.expedia.ca/Florence-Hotels-Italiana-Hotels-Florence.h7698.Hotel-Information) Florence 7.6/10 Good (1000) "Room was not clean at all especially the bed sheets and the comforter was really dirty. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gurpreet CA $141 CA $178 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Florence-Hotels-Italiana-Hotels-Florence.h7698.Hotel-Information) ![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) ![Staircase](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/7fbbc0c7.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 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) 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 CA $396 CA $445 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/aefa14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, deep-tissue massages](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/1119acf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/15b9befd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/dd2fc28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Point Arezzo Park Hotel [](https://www.expedia.ca/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.Hotel-Information) Arezzo 7.6/10 Good (154) "The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Zena CA $116 CA $137 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.Hotel-Information) ![Suite (Michelangelo) | Room amenity](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/4e74b419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/ed90d4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/03c3fa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/73e76ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Continentale [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information) Arezzo Centro Storico 8.6/10 Excellent (460) "we recommend a hotel to family and friends" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilfredo CA $187 CA $222 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Arezzo-Hotels-Hotel-Continentale.h1749370.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.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27®ionId=603149&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Great weekend hotel deals in Gaiole in Chianti Showing deals for:**Dec 19 - Dec 21** ### Image gallery for L' Eroico ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### L' Eroico Gaiole in Chianti **10/10**Exceptional (12 reviews) 5% off CA $196 CA $457 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=22746331&adults=2) ### Image gallery for Castello di Meleto ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Castello di Meleto Gaiole in Chianti **8.8/10**Excellent (89 reviews) 8% off CA $208 CA $485 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=2537801&adults=2) ### Image gallery for Borgo Casa al Vento ![Garden view](https://images.trvl-media.com/lodging/3000000/2520000/2519800/2519786/9590d8e6.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Borgo Casa al Vento Gaiole in Chianti **8.6/10**Excellent (38 reviews) 12% off CA $226 CA $524 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=2519786&adults=2) ### Image gallery for Agriturismo Crocino in Chianti ![Property amenity](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/f2f37504.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Agriturismo Crocino in Chianti Gaiole in Chianti **9.0/10**Wonderful (2 reviews) 7% off CA $205 CA $478 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=14598235&adults=2) ### Image gallery for Brolio Agriroom ![Exterior](https://images.trvl-media.com/lodging/49000000/48250000/48240500/48240461/7abe89bf.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Brolio Agriroom Gaiole in Chianti **8.8/10**Excellent (10 reviews) 10% off CA $157 CA $372 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=48240461&adults=2) ### Image gallery for Chianti House ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109110000/109109000/109108908/b481c705.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Chianti House Gaiole in Chianti **10/10**Exceptional (1 review) 10% off CA $189 CA $615 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=109108908&adults=2) ### Image gallery for Podere Lucignano Secondo Agriturismo ![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/26000000/25080000/25076200/25076109/071a20df.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Podere Lucignano Secondo Agriturismo Gaiole in Chianti **10/10**Exceptional (3 reviews) 5% off CA $400 CA $905 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=25076109&adults=2) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels) ## 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.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&adults=2®ionId=603149) ![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=900&h=309&p=1&q=high) ### Stay near popular Gaiole in Chianti attractions [](https://expedia.ca/Castle-Of-Brolio-Hotels.0-l6249465-0.Travel-Guide-Filter-Hotels) #### Castle of Brolio 4.5/5(3 reviews) You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6249465) ## More cheap stays in Gaiole in Chianti ![Albergo Centrale](https://images.trvl-media.com/lodging/53000000/52710000/52705700/52705677/350a0544_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Albergo Centrale Via Cecco Angiolieri 26 Siena SI CA $101 CA $116 total Dec 15 - Dec 16 includes taxes & fees 8.8/10 Excellent! (89 reviews) [](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.Hotel-Information) ![Piccolo Hotel Etruria](https://images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Piccolo Hotel Etruria Via delle Donzelle, 3 Siena SI CA $113 CA $129 total Dec 15 - Dec 16 includes taxes & fees 7.8/10 Good! (388 reviews) [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information) ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Castiglione Via Colle Ramole 20 Impruneta FI [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=1348125&PinnedHotelID=1348125&HadPinnedHotel=true®ionId=603149) 8.6/10 Excellent! (255 reviews) [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cannon d'Oro Via Montanini 28 Siena SI [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true®ionId=603149) 7.8/10 Good! (244 reviews) [](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information) ![Porta Pispini Residence](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/463354ae_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Porta Pispini Residence Via Baldassarre Peruzzi 33 Siena SI [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true®ionId=603149) 9.4/10 Exceptional! (21 reviews) [](https://expedia.ca/Siena-Hotels-Porta-Pispini-Residence.h38384931.Hotel-Information) ![Hotel Albergo Italia](https://images.trvl-media.com/lodging/23000000/22740000/22736200/22736103/7b6f90b7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Albergo Italia Via Trento, 36 Poggibonsi SI [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=603149) 8.2/10 Very Good! (46 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information) ## Find out more about Gaiole in Chianti ### Top reasons to visit Gaiole in Chianti - **Scenic Outdoor Activities:** Enjoy horseback riding through the picturesque Chianti countryside, perfect for adventure enthusiasts. - **Chianti Classico Wineries:** Explore local wineries offering guided tours and tastings of the region's renowned wines. - **Historic Landmarks:** Discover charming historic churches, majestic castles, and palatial sites that showcase the area's rich culture. - **Relaxing Spa Treatments:** Indulge in rejuvenating spa experiences to unwind amidst stunning landscapes. - **Charming Accommodations:** Choose from cozy agritourism properties and inviting bed & breakfasts for a delightful stay. ### Find great hotels near Gaiole in Chianti Experience the charm of Gaiole in Chianti, where a variety of accommodations await you. Choose from cozy agritourism properties and inviting bed & breakfasts that cater to families and adventure seekers alike. Many hotels offer pet-friendly options, ensuring a delightful stay for everyone. Whether you’re looking for a quaint retreat or a vibrant base to explore the stunning Tuscan landscape, Gaiole in Chianti has the perfect lodging for your Italian getaway. - **[Hotel Athena: ](https://www.expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)** Nestled in the vibrant shopping district, Hotel Athena is a 4-star haven for those seeking adventure and urban experiences. Located 19.3km from Gaiole in Chianti, this hotel offers a plethora of outdoor activities, including nearby hiking, mountain biking, and thrilling rafting excursions. Ideal for adventurous travellers, it provides easy access to the city centre's attractions while ensuring a comfortable and stylish stay. Guests appreciate the hotel’s focus on recreational activities, making it a perfect choice for those who want to explore both the thrill of adventure sports and the charm of city life. - **[NH Siena: ](https://www.expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information)** Located 17.7km from Gaiole in Chianti, NH Siena is a sophisticated 4-star accommodation perfect for business travellers and pet owners alike. Situated in the heart of the city, it offers state-of-the-art meeting rooms and a conference centre, catering to corporate needs. The hotel welcomes pets with amenities designed for their comfort, ensuring that your furry friends can join your travels. With its modern facilities and convenient location, NH Siena is the perfect blend of professionalism and warmth, making it an excellent choice for those merging business with leisure. - **[Hotel Chiusarelli: ](https://www.expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)** Hotel Chiusarelli is a charming 3-star hotel situated 17.7km from Gaiole in Chianti. This accommodation caters to both business and leisure travellers, offering essential facilities for corporate needs alongside a pet-friendly policy. With an inviting atmosphere and services like food and water bowls for pets, guests can enjoy a comfortable stay without leaving their furry companions behind. Located in the city centre, Hotel Chiusarelli is a delightful option for those seeking a blend of convenience and warmth during their Tuscany getaway. ### Where to stay in and around Gaiole in Chianti Gaiole in Chianti offers an enchanting blend of romance and adventure, nestled in the stunning Chianti hills. Discover the charm of the Chianti countryside, explore nearby Siena, and indulge in local wines at quaint wineries. Enjoy the relaxing atmosphere and friendly people as you wander through historical sites, picturesque landscapes, and secluded spots. Whether you're seeking luxury or outdoor fun, Gaiole in Chianti promises a memorable vacation experience. - **[Villa: ](https://www.expedia.ca/Villa-Hotels.d553248635118822693.Travel-Guide-Hotels)** A charming village located 4.8km from Gaiole in Chianti, Villa is a delightful destination for those seeking a romantic and outdoor-themed experience. The village sees moderate seasonal tourist arrivals, peaking from July to September. Visitors can immerse themselves in activities like exploring local markets and taking part in guided tours. The surrounding area boasts stunning landmarks, including a historic castle, serene beaches, and picturesque lakes, making it an ideal spot for nature lovers and adventure seekers alike. - **[San Sano: ](https://www.expedia.ca/San-Sano-Hotels.d6285678.Travel-Guide-Hotels)** Nestled within the scenic region of Gaiole in Chianti, San Sano is a quaint village known for its rich cultural heritage. With moderate tourist flow throughout the year, the village experiences peak visits during the summer months from July to September. San Sano is a haven for culture enthusiasts, offering access to historic sites, charming castles, and an engaging art museum. Its romantic ambiance and vibrant entertainment options make it a perfect getaway for couples and art aficionados. - **[Lecchi in Chianti: ](https://www.expedia.ca/Lecchi-In-Chianti-Hotels.d553248635974650979.Travel-Guide-Hotels)** Another picturesque village in the vicinity of Gaiole in Chianti, Lecchi in Chianti attracts visitors with its captivating culture and historic charm. The village enjoys a moderate influx of travellers, particularly from June to August. Those who visit Lecchi in Chianti will find a plethora of attractions, including historic places, stunning monuments, and grand historic palaces. Whether you’re looking for a romantic escape or a cultural adventure, Lecchi in Chianti offers a memorable experience steeped in the beauty of Tuscany. ### Things to do near Gaiole in Chianti Gaiole in Chianti offers a romantic and entertaining getaway with its scenic outdoor activities. Visitors can indulge in rejuvenating spa treatments, explore local wineries through guided tours, and enjoy horseback riding through the picturesque countryside. Don’t miss the chance to experience the charm of the area’s private clubs and stunning attractions, making it a perfect destination for relaxation and adventure. **Shopping** In Gaiole in Chianti, you can visit Enoteca Italiana for local wines and gifts. If you're up for a drive, check out Fashion Groove for a variety of shops and entertainment, or Ra-Ma snc for unique souvenirs, both located a bit farther away. **Recreation** At Villa a Sesta Polo Club, indulge in luxurious wellness experiences surrounded by lush landscapes. Enjoy rejuvenating spa treatments and serene outdoor activities. For sports enthusiasts, both Siena Stadium and Stadio Artemio Franchi offer thrilling events, allowing you to soak in the vibrant atmosphere of Italian sports culture. **Adventure** Experience thrilling karting at the Siena Circuit, located 17.7km from Gaiole in Chianti, where speed meets excitement. For nature enthusiasts, the Sentierelsa Trail, 25.7km away, offers a scenic hiking adventure with stunning views. Cool off at the Acquacalda Swimming Pool, also 17.7km away. **Nightlife** Experience the charm of Gaiole in Chianti’s nightlife at the [Teatro dei Rinnovati](https://www.expedia.ca/Teatro-Dei-Rinnovati-Hotels.0-l6077970-0.Travel-Guide-Filter-Hotels), 19.3km away, offering culture and romance. For a unique experience, visit the Chianti Observatory, 16.1km away, perfect for entertainment. The Vittorio Alfieri Theater, 14.5km away, also provides a delightful family-friendly atmosphere. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Gaiole in Chianti To save money on your trip to Gaiole in Chianti, consider visiting during the off-peak months of January, February, and November for lower accommodation rates. Booking your hotel about a month in advance can yield better deals, especially on Mondays, which are the cheapest days to stay. Utilize Expedia’s search tool to compare prices and find special offers, including package deals that combine flights and activities. Additionally, take advantage of last-minute deals for spontaneous travel, and always sort options by price to uncover the best savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Gaiole in Chianti are January to February and November, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher. - **The best time to book a hotel:** Book your hotel in Gaiole in Chianti about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Gaiole in Chianti is Monday. The most expensive day to stay in Gaiole in Chianti is Thursday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel that suits you best. To find the most affordable options and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can potentially save money by combining your hotel reservation in Gaiole in Chianti with your flights and activities through an Expedia package. ### Find the best attractions near Gaiole in Chianti Gaiole in Chianti, nestled in Tuscany, is perfect for a romantic outdoor getaway, offering a blend of culture and charm. Visitors can explore historic churches, majestic castles, and palatial sites. The region is renowned for its Chianti Classico vineyards, providing a lovely backdrop for wine enthusiasts. Whether you're seeking a romantic escape or an entertaining city experience, Gaiole in Chianti promises a memorable vacation filled with scenic beauty and cultural richness. - **[Castello di Radda Winery: ](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels)** Nestled 6.4km from Gaiole in Chianti, this enchanting castle offers a romantic ambiance steeped in culture. Enjoy exquisite wine tastings while soaking in the stunning vineyard views that surround this historic estate. - **[Piazza del Campo: ](https://www.expedia.ca/Piazza-Del-Campo-Hotels.0-l6077950-0.Travel-Guide-Filter-Hotels)** Located 19.3km away, this iconic square is the heart of Siena, brimming with vibrant city vibes and rich culture. Experience local events and enjoy a leisurely stroll amidst the stunning medieval architecture that defines this lively space. - **[Palazzo Pubblico: ](https://www.expedia.ca/Palazzo-Pubblico-Hotels.0-l6077946-0.Travel-Guide-Filter-Hotels)** Also 19.3km from Gaiole, this historic palace is a must-visit for those interested in art and culture. Explore incredible frescoes and historical exhibits that narrate the captivating story of Siena's past. ### Best time to go to Gaiole in Chianti The best time to visit Gaiole in Chianti is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 40.8°F (4.9°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 42.8°F (6.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | March | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Average | | May | 60.4°F (15.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 69.8°F (21.0°C) | Light Rain | Sunny | Average | Slightly High | | July | 75.9°F (24.4°C) | No Rain | Sunny | Moderately High | Average | | August | 75.6°F (24.2°C) | No Rain | Sunny | Moderately High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | December | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### The nearest major airports for your trip to Gaiole in Chianti When planning your visit to Gaiole in Chianti, you have several airport options. Florence ([FLR](https://www.expedia.ca/Peretola-Airport-Hotels.0-aFLR-0.Travel-Guide-Filter-Hotels)\-Peretola) is 41.8km away and offers luxurious hotels like [Bernini Palace](https://www.expedia.ca/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information) and [Palazzo Montebello](https://www.expedia.ca/Florence-Hotels-Palazzo-Montebello.h4019.Hotel-Information), with comprehensive transportation services including 24-hour shuttles. Pisa ([PSA](https://www.expedia.ca/Galileo-Galilei-Airport-Hotels.0-aPSA-0.Travel-Guide-Filter-Hotels)\-Galileo Galilei) is 86.9km away, featuring hotels such as [Bagni di Pisa Palace & Thermal Spa](https://www.expedia.ca/San-Giuliano-Terme-Hotels-Bagni-Di-Pisa.h1113530.Hotel-Information), which provide shuttle services. Lastly, Perugia San Francesco d'Assisi – Umbria Intl. Airport ([PEG](https://www.expedia.ca/Perugia-San-Francesco-DAssisi-Umbria-Intl-Airport-Airport-Hotels.0-aPEG-0.Travel-Guide-Filter-Hotels)) is 96.6km distant, with nearby accommodations like [Sina Brufani](https://www.expedia.ca/Perugia-Hotels-Sina-Brufani.h27255.Hotel-Information), offering airport shuttles upon request. Each airport provides accessible transport options to ensure a smooth journey to the picturesque Chianti region. ## Recent reviews of Gaiole in Chianti hotels ![Hotel Mulino di Firenze, WorldHotels Crafted](https://images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/e8804f70_y.jpg) ### Hotel Mulino di Firenze, WorldHotels Crafted 5/5 Excellent "This hotel was one of the best we have ever stayed in. Despite our early arrival, the staff was able to accommodate us with a room right away. While we waited, we explored the property and were immediately impressed by the stunning views. Our bags were delivered to our room for us, allowing us to fully enjoy our time on the grounds. The staff was exceptionally helpful, and the housekeeping team did an outstanding job keeping our room spotless and ensuring our refrigerator was always stocked with water. Overall, the property offered breathtaking views, excellent cleanliness, and warm, friendly service. We loved every bit of it 10/10 recommend! " A verified traveller from Lehigh acres stayed at Hotel Mulino di Firenze, WorldHotels Crafted Posted 3 days ago [](https://expedia.ca/Florence-Hotels-Mulino-Di-Firenze.h3619961.Hotel-Information) ![Hu Firenze Camping In Town](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg) ### Hu Firenze Camping In Town 5/5 Excellent "What a fun way to stay! Glamping tent is very clean, roomy, and in like-new condition. Maybe a bit cold for winter, but has heating. The tent material makes vibrations on a windy night. Has supermarket within campus (good price!) but closes early at 8pm. Restaurant/bar is exceptional. Front desk staff very helpful and friendly. Bus route 14 to central Florence is immediately outside the gate, takes 30+ minutes, and is seldom on schedule. Otherwise, walk 10 minutes to nearby train station and take 10 minutes train to Florence station." A verified traveller stayed at Hu Firenze Camping In Town Posted 5 days ago [](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 5/5 Excellent "Excellent hotel, very helpful staff, highly recommended " A verified traveller from San Ramon stayed at Hotel Athena Posted 5 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg) ### Hotel Borgo San Luigi 5/5 Excellent "Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! " A verified traveller stayed at Hotel Borgo San Luigi Posted 9 days ago [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 5/5 Excellent "Ideal in every way." A verified traveller stayed at Palazzo Ravizza Posted 10 days ago [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 5/5 Excellent "The hotel and services exceeded my expectations." A verified traveller stayed at Hotel Borgo di Cortefreda Relais Posted 12 days ago [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 5/5 Excellent "The room was very clean and the bathroom was nice. The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! " A verified traveller stayed at Hotel Chiusarelli Posted 3 weeks ago [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.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 5/5 Excellent "The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! " A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione Posted 3 weeks ago [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/91a79091_y.jpg) ### Radisson Blu Hotel, Florence 5/5 Excellent "Great place I love it" A verified traveller from Alpharetta stayed at Radisson Blu Hotel, Florence Posted 3 weeks ago [](https://expedia.ca/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Gaiole in Chianti? > For couples seeking a romantic retreat, San Sano is simply enchanting. Imagine enjoying a candlelit dinner overlooking the vineyards at sunset or exploring the nearby wineries together. The peaceful surroundings create an intimate atmosphere, great for making lasting memories. > > > Families will also find San Sano appealing, as its welcoming vibe allows for a relaxed holiday. With opportunities for outdoor activities like hiking and cycling in the surrounding countryside, there's plenty to keep everyone entertained. Moreover, the chance to learn about local winemaking can be a fun and educational experience for children and adults alike. ### What are the best hotels in Gaiole in Chianti that travellers recommend? > Castello di Spaltenna, rated an impressive 9.6, beautifully blends history with modern luxury. This stunning hotel features a vineyard, outdoor tennis courts, and a relaxing Turkish bath. Couples seeking romance will find intimate dining options and private hot tubs, ideal for a memorable getaway. The outdoor and indoor pools add to the allure, providing options for both sunbathing and refreshing swims. > > > For those looking for a tranquil retreat, [Ultimo Mulino Wellness Country Hotel](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-LUltimo-Mulino.h920216.Hotel-Information) offers a delightful stay with a traveller rating of 8.6\. Guests can unwind by the outdoor pool or enjoy meals with garden views at the on-site restaurant. With premium bedding and a poolside bar, this hotel caters to those desiring comfort and attentive service, making it a great choice for couples and travellers seeking relaxation. > > > Lastly, [Hotel Le Pozze Di Lecchi](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Le-Pozze-Di-Lecchi.h1598863.Hotel-Information), rated at 9.4, is great for guests wanting to indulge in wellness treatments, including in-room massages and access to a Turkish bath. The beautiful garden-view restaurant and outdoor pool create a relaxing atmosphere, making it an excellent option for both families and couples looking for a serene getaway. ### What are the best family hotels in Gaiole in Chianti? > Another excellent choice is Castello di Spaltenna, which has received a great rating of 9.6\. This stunning hotel offers a picturesque setting along with babysitting services, allowing parents to explore the beautiful surroundings knowing their children are well cared for. The hotel's serene gardens provide a lovely space for family strolls or picnics. > > > For those looking for a cozy atmosphere, [Hotel Le Pozze Di Lecchi](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Le-Pozze-Di-Lecchi.h1598863.Hotel-Information), rated 9.4, features family-friendly amenities such as highchairs and complimentary cribs, ensuring your stay is comfortable and accommodating. The inviting garden area is superb for family bonding time, and the included buffet breakfast adds to the overall convenience. > > > Lastly, the [Ultimo Mulino Wellness Country Hotel](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-LUltimo-Mulino.h920216.Hotel-Information), with a rating of 8.6, offers a wonderful blend of relaxation and family-friendly amenities. It includes a pool for splashing fun and kids' meals, making it a great spot for families to unwind together. The availability of connecting rooms and babysitting services ensures that parents can enjoy some adult time while the kids are entertained. Find more [child-friendly accommodations in Gaiole In Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Family-Hotel.0-0-d603149-tFamilyHotel.Travel-Guide-Filter-Hotels). ### What are the best 5-star hotels in Gaiole in Chianti? ### What are the best spa hotels in Gaiole in Chianti? > Another exceptional option is Castello di Spaltenna, which impresses with its outstanding rating of 9.6\. This enchanting hotel not only features a full-service spa with a Turkish bath and comprehensive body treatments but also offers great experiences like deep tissue and sports massages. Guests can luxuriate in treatment rooms designed for relaxation, making it a top pick for couples seeking a romantic escape or anyone looking to indulge in self-care. > > > Lastly, [Hotel Le Pozze Di Lecchi](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Le-Pozze-Di-Lecchi.h1598863.Hotel-Information) stands out with a review score of 9.4, providing a well-rounded spa experience. With amenities such as in-room massages and a variety of body treatments, guests can enjoy personalized pampering. The hotel's serene atmosphere, complete with a hot tub and sauna, creates the superb backdrop for a tranquil retreat. See all [spa hotels in Gaiole In Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Spa-Hotel.0-0-d603149-tSpaHotel.Travel-Guide-Filter-Hotels). ### What hotels in Gaiole in Chianti offer free breakfast? > For families seeking a relaxing getaway, [Hotel Le Pozze Di Lecchi](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Le-Pozze-Di-Lecchi.h1598863.Hotel-Information) stands out with its welcoming ambiance and free breakfast. This hotel features a lovely outdoor pool ideal for children, along with nearby mountain biking trails that can excite adventurous spirits. Guests appreciate the in-room massage services available to help parents unwind while the kids enjoy the fresh air. > > > Couples might find the romantic setting of Castello di Spaltenna particularly appealing. This five-star hotel not only offers a complimentary breakfast but also features a luxurious full-service spa, making it an excellent choice for a peaceful retreat. The on-site tennis courts and vineyard add to the charm, ensuring a memorable experience amidst the stunning Tuscan landscape. > > > With these options, travellers can enjoy the superb blend of relaxation, adventure, and attentive service in beautiful Gaiole in Chianti. Find more [hotels with free breakfast in Gaiole In Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotels-With-Free-Breakfast.0-0-d603149-tHotelsWithFreeBreakfast.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Gaiole in Chianti? > Another excellent choice is [Hotel Le Pozze Di Lecchi](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Le-Pozze-Di-Lecchi.h1598863.Hotel-Information), which boasts a high traveller review score of 9.4\. This lovely property welcomes pets and features an outdoor pool paired with a poolside bar, making it an ideal spot for both adults and children to enjoy the Italian sun. Guests can indulge in complimentary breakfast and unwind at the full-service spa, which offers a range of treatments including massages and body treatments. > > > For travellers, the [Ultimo Mulino Wellness Country Hotel](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-LUltimo-Mulino.h920216.Hotel-Information) (scoring 8.6) offers a serene retreat with an extensive spa menu that includes hot stone massages and facials. It also features an outdoor pool and pool cabanas, creating a tranquil atmosphere superb for couples looking for a romantic getaway. See more [pet-friendly hotels in Gaiole In Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Pet-Friendly-Hotel.0-0-d603149-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Gaiole in Chianti? ### What are the most romantic hotels in Gaiole in Chianti for couples? > Another exceptional option is Castello di Spaltenna - Small Luxury Hotels of the World, rated 9.6 out of 10\. This luxurious hotel features a full-service spa, where couples can indulge in a variety of treatments, including massages and body scrubs, superb for a rejuvenating experience together. The on-site restaurant offers couples dining, allowing you to savor exquisite meals in a romantic setting. With amenities like a hot tub, multiple outdoor pools, and tennis courts, this hotel is designed for couples who appreciate both relaxation and adventure. See all [romantic hotels in Gaiole In Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Romantic-Hotel.0-0-d603149-tRomanticHotel.Travel-Guide-Filter-Hotels). ### When is the best time to go to Gaiole in Chianti? > As you plan your visit, it's worth noting that the peak tourist season runs from July to September. During these months, the area attracts a considerable number of visitors who flock to enjoy the warm weather and partake in local festivals. While the energy is lively, and the scenery is breathtaking, booking ahead for popular activities is advisable to ensure a seamless experience. > > > For those who appreciate a more tranquil atmosphere, April presents an excellent opportunity to explore the charming streets, indulge in the local cuisine at rustic trattorias, and even participate in grape harvest experiences in the vineyards. The mild climate allows for comfortable walks through the rolling hills, where you can soak in the stunning views that Chianti is famous for, all while enjoying the sense of peace that comes with fewer crowds. > > > If you're open to visiting during a less busy period, consider December, when the region transforms into a winter wonderland. While the temperatures can drop, the serene beauty of the countryside, combined with festive celebrations, creates a unique charm that is well worth experiencing. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Gaiole in Chianti hotel booking with Expedia? ### How much is the nightly rate at a Gaiole in Chianti hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [5 Star Hotels in Chianti Region ](https://www.expedia.ca/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Bossi Hotels ](https://www.expedia.ca/Bossi-Hotels.d553248622858799636.Travel-Guide-Hotels) - [Hotels near Castello di Radda Winery ](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels) - [Castelnuovo dei Sabbioni Hotels ](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni-Hotels.d602580.Travel-Guide-Hotels) - 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