Title: Book the Best Castellina in Chianti WINERY Hotels in 2026 | Expedia.ca

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![Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Castellina in Chianti Winery Hotels

Tonight

[Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castellina in Chianti hotels with winery

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double or Twin Room](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f80b6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/27a5f04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9932f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Fonterutoli Wine Resort

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

Castellina in Chianti

9.4/10

Exceptional

(201 reviews)

"Amazing experience all around! Stayed for 2 nights!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Matthew

CA $263

CA $295 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Gift shop](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/b46adf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/49c8818d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/e313c01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/73121e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Belvedere di San Leonino

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

Castellina in Chianti

9.6/10

Exceptional

(177 reviews)

"Brilliant hotel , pool and restaurant "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Daniel

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/319df4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/86ecdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/4cc4dd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Colle Etrusco Salivolpi

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

Castellina in Chianti

9.6/10

Exceptional

(116 reviews)

"Friendly staff and walking distance to town"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $194

CA $218 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/df81ebe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/4140baee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Squarcialupi

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

Castellina in Chianti

8.8/10

Excellent

(3 reviews)

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffrey

CA $161

CA $187 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/bc5dd1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1279x0y1-a132bf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/09d64836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1157x0y1-ed6e0399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

Castellina in Chianti

CA $7,583

CA $8,390 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/2e93e61b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/21a270c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/5f5daa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/91b08621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa La Misura, garden and pool in the heart of Chianti

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-La-Misura.h65551595.Hotel-Information)

Castellina in Chianti

10/10

Exceptional

(2 reviews)

"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jami B.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-La-Misura.h65551595.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/54926137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/900d1459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/ce94a042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/2a5b12cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Il Colombaio

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Albergo-Il-Colombaio.h8157349.Hotel-Information)

Castellina in Chianti

8.4/10

Very good

(58 reviews)

"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine

CA $188

CA $212 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Albergo-Il-Colombaio.h8157349.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/4eac4992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8 AM to 8:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/47d0a085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/4eeae5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salvadonica - Borgo del Chianti

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information)

San Casciano in Val di Pesa

9.6/10

Exceptional

(265 reviews)

"The grounds and hotel are spectacular, absolutely stunning, better than the photos!! Restaurant is delicious and the staff very friendly, so nice to have a convenient option when you don’t want to drive far for dinner. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

CA $136

CA $156 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information)

![City view from property](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/f98b3dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/20e94ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/9b38b2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/7d44f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boboli Living

[](https://www.expedia.ca/Boboli-Living.h123666986.Hotel-Information)

Historic Centre of Florence

CA $118

CA $150 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Boboli-Living.h123666986.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

9.4/10

Exceptional

(509 reviews)

"Excellent place to stay even for the next time. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Xuejie

CA $145

CA $166 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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=2026-02-16&endDate=2026-02-17&regionId=55534&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Castellina in Chianti Hotel Reviews

![B&B Hotel Firenze Laurus al Duomo](https://images.trvl-media.com/lodging/1000000/10000/9300/9266/790420b6_y.jpg)

### B&B Hotel Firenze Laurus al Duomo

10/10 Excellent

"Great location, spotless place, super comfortable room and a great bathroom. The staff were genuinely wonderful."

[](https://expedia.ca/Florence-Hotels-Hotel-Laurus-Al-Duomo.h9266.Hotel-Information)

![Borgo Vescine](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252_y.jpg)

### Borgo Vescine

10/10 Excellent

"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. "

[](https://expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information)

![Villa La Borghetta Resort](https://images.trvl-media.com/lodging/2000000/1590000/1588400/1588342/3a037802_y.jpg)

### Villa La Borghetta Resort

10/10 Excellent

"Beautiful experience!"

[](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Borghetta-Resort.h1588342.Hotel-Information)

## Explore a world of travel with Expedia

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