Title: Book the Best Radda in Chianti WINERY Hotels in 2025 | Expedia.ca [Radda in Chianti Travel Guide](https://expedia.ca/Radda-In-Chianti.dx601693)[Hotels in Radda in Chianti](https://expedia.ca/Radda-In-Chianti-Hotels.d601693.Travel-Guide-Hotels)[Vacation Rentals in Radda in Chianti](https://expedia.ca/Radda-In-Chianti-Vacation-Rentals.d601693.Travel-Guide-VacationRentals)[Radda in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide)[Radda in Chianti Vacation Packages](https://expedia.ca/Radda-In-Chianti.d601693.Destination-Travel-Guides) ![Radda in Chianti showing a small town or village, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157680-Radda-In-Chianti.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Radda in Chianti from CA $95 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Radda in Chianti Winery Hotels Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=601693&startDate=2025-10-07&endDate=2025-10-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=601693&startDate=2025-10-08&endDate=2025-10-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=601693&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601693&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Radda in Chianti Winery Hotels ![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) ![Garden](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/394627d2.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 (29) "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. " CA $502 CA $566 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.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) ![Camera Deluxe Plus](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/e7bd3918.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) ![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. " CA $507 CA $571 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/27000000/26930000/26920200/26920147/93db43df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Non Smoking](https://images.trvl-media.com/lodging/27000000/26930000/26920200/26920147/9c893ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local and international cuisine, garden views ](https://images.trvl-media.com/lodging/27000000/26930000/26920200/26920147/805e5cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Double Room, 1 King Bed, Patio](https://images.trvl-media.com/lodging/27000000/26930000/26920200/26920147/7e092bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta CorteDomina Radda in Chianti 9.8/10 Exceptional (128) "Incredible stay and hospitality. We will be back. One of our best vacation stays ever. " CA $343 CA $384 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Tenuta-CorteDomina.h26920147.Hotel-Information) ![Breakfast (EUR 10.00 per person)](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/bdb04ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/fffbcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Bathtub, Garden View](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/5898089a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/dd948ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Volpaia Radda in Chianti 9.6/10 Exceptional (60) "Just a phenomenal stay. Magnificent setting, wine, food, pool, the list goes on. Can’t speak highly enough of Volpaia for a truly incredible and authentic Tuscan experience." CA $377 CA $422 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Castello-Di-Volpaia.h21422783.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (479) "Excellent staff, great food. " CA $140 CA $161 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/a505aa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/be734942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/6cf9f8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/abc8c9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Montemagni di Sopra Greve in Chianti 10/10 Exceptional (4) "Very friendly and accommodating " CA $134 CA $154 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Agriturismo-Montemagni-Di-Sopra.h119324317.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/2659699d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/19c659ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/434a1f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/4fcbd8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palagina la Dimora Figline e Incisa Valdarno 9.0/10 Wonderful (337) "The perfect Tuscan experience. We’ll located, well maintained and checked off all the boxes for us as a family and as adult couples without kids who joined us. " CA $109 CA $124 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Palagina.h1661496.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/11000000/10510000/10507800/10507728/34e550c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10510000/10507800/10507728/a6497c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/11000000/10510000/10507800/10507728/6fcc8f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10510000/10507800/10507728/23f04f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Hotel Villa Agape Oltrarno 9.8/10 Exceptional (1001) "Beautiful hotel, excellent location, extremely nice staff. " CA $253 CA $301 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Florence-Hotels-Art-Hotel-Villa-Agape.h10507728.Hotel-Information) ![Comfort Double Room | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/54e10908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/52d0a427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/4d07cae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/b81efe1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gelsomino Garden Oltrarno 9.0/10 Wonderful (127) "Good hotel, a lot of space, nice roof top veranda. Breakfast included " CA $65 CA $95 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Florence-Hotels-Gelsomino-Garden.h42616632.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/19fe592e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/88101e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/3373edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Pescille - Tuscany Charme San Gimignano 9.2/10 Wonderful (323) "Best stay we had in Italy. Staff is top notch and extremely helpful. All food options were great and location/views could not be better for the area" CA $146 CA $170 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.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. 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[Chianti Region Vacation Rentals](https://www.expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals) - [Things to do in Chianti Region](https://www.expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities) - [Things to do in Gaiole in Chianti](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Book Winery Hotels in Radda in Chianti on Expedia.it](https://www.expedia.it/Radda-In-Chianti-Hotel-Hotel-Winery.0-0-d601693-tHotelWinery.Guida-Viaggi-Filtro-Hotel)