Title: Book The Best Hotels in Montechiaro for 2026 from CA $78 - Fully Refundable Options - Expedia.ca

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# Find hotels in Montechiaro from CA $78

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## Go beyond your typical stay in Montechiaro

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&travelerType=family_friendly)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=APART_HOTEL)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=AGRITOURISM)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=COTTAGE)

Villa

[](https://www.expedia.ca/Hotel-Search?destination=Montechiaro%2C+Siena%2C+Tuscany%2C+Italy&regionId=553248635975868650&latLong=43.332339%2C11.404635&adults=2&startDate=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=VILLA)

## Check prices for these dates

Tonight

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 5,199 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.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)

![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Certosa di Pontignano

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 $65

CA $79 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/a9ac13a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/1f7b2cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/61ddb4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Toscana Ambassador

Poggibonsi

8.0/10

Very good

(313)

"Wonderful breakfast. Good location!"

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

Karen

CA $95

CA $105 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/8e3bea51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe Spa Access](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/51b0c695.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)

### Hotel Palazzo San Lorenzo & SPA

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)

![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/35b80314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Italian cuisine](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/aaf1d984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Sabolini

Colle di Val d'Elsa

9.2/10

Wonderful

(188)

"Beautiful location and hotel Staff were excellent - thank you"

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

Amit

CA $167

CA $189 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/d1836f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Regional cuisine](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/66bf7db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/c3315a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Triple Room](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/8629fb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello

Sovicille

8.6/10

Excellent

(70)

"Great little place to stay overnight. "

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

Ivona

[](https://www.expedia.ca/Sovicille-Hotels-Castello.h20043811.Hotel-Information)

![Lunch, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/fa1286fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/7805157f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/43ce1dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Borgo San Luigi

Monteriggioni

9.2/10

Wonderful

(402)

"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "

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

Allyson

CA $154

CA $177 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/c41c708d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/26f6de84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/687bd3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Ristorante Alcide

Poggibonsi

8.0/10

Very good

(478)

"I highly recommended "

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

George

CA $71

CA $78 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information)

![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10

Exceptional

(69)

"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"

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

IOSEFIN

CA $1,762

CA $1,955 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Couples treatment rooms, Turkish bath, body treatments, body wraps](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/9db7bc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e302ad8b.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)

### 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"

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

John

CA $789

CA $884 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/694018cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/6bdbc5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/f5549878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Room amenity](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/0f635d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Le Macine di Stigliano

Sovicille

10/10

Exceptional

(15)

"Amazing staff. Beautiful views and facilities. Treated like friends. "

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

Josh

CA $223

CA $254 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/b41e8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/28b23c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/767a162a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capanna Suites

Montalcino

9.8/10

Exceptional

(130)

"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "

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

Megan

[](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information)

![Turkish bath, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/c73e279c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/6c9c19d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/ac60812d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Il Piccolo Castello

Monteriggioni

8.6/10

Excellent

(335)

"We enjoyed our stay"

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

Joshua

[](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/40e40ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/28bcd43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/16406fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/d0d6e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Pensione di Vignamaggio

Panzano in Chianti

9.6/10

Exceptional

(117)

"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "

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

Rob

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information)

![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Fonterutoli Wine Resort

Castellina in Chianti

9.4/10

Exceptional

(198)

"Clean room, courteous staff, and good winery"

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

Sangchun

CA $211

CA $239 total

includes taxes & fees

Dec 5 - Dec 6

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

![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/980000/976900/976812/bd38a523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/980000/976900/976812/3a3b1c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/980000/976900/976812/dc278a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar, pool views, open daily](https://images.trvl-media.com/lodging/1000000/980000/976900/976812/57781f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Del Chianti

Greve in Chianti

8.6/10

Excellent

(187)

"Very friendly hotel, in a beautiful square. "

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

Keith

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Albergo-Del-Chianti.h976812.Hotel-Information)

![Breakfast area](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/41f78df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down comforters, free minibar](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/bbe7283b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/03854fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down comforters, free minibar](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/d8011075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fondaco del Moro

Civitella in Val di Chiana

9.6/10

Exceptional

(33)

"Excellent breakfast, clean, quiet room. "

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

Sheily

CA $105

CA $115 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-Fondaco-Del-Moro.h105532486.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/0273c2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mansarda](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/bb8071f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/37d88bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Palazzo San niccolò & Spa

Radda in Chianti

9.2/10

Wonderful

(176)

"Ideal country setting"

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

Dee

CA $152

CA $177 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/2f957dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, Turkish bath, massages](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/ef4c60cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/c18c01f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/28050800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Precise House Montaperti Siena

Asciano

8.4/10

Very good

(607)

"Clean modern room, helpful staff, excellent restaurant and breakfast "

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

Dieter

CA $103

CA $124 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Asciano-Hotels-Precise-House-Montaperti-Siena.h1110834.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/b15846ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/e96c3801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/afdb83a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![deluxe junior suite](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/64165ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Della Rovere

Colle di Val d'Elsa

9.0/10

Wonderful

(243)

"Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside."

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

Alexander

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/4792591a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/3902266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/efc0c3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/9e88fd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel La Vecchia Cartiera

Colle di Val d'Elsa

8.4/10

Very good

(203)

"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "

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

Sheila

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-La-Vecchia-Cartiera.h538623.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=2025-12-18&endDate=2025-12-19&regionId=553248635975868650&adults=2&sort=RECOMMENDED&openPlayBack=true)

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### Stay near popular Montechiaro attractions

[](https://expedia.ca/Piazza-Del-Campo-Hotels.0-l6077950-0.Travel-Guide-Filter-Hotels)

![Piazza del Campo](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/410000/410446-Piazza-Del-Campo.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Piazza del Campo

4.5/5(88 reviews)

Learn about the local history of Siena when you take a trip to Piazza del Campo. Discover the area's beautiful countryside, or seek out its local tours. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077950)

[](https://expedia.ca/Palazzo-Pubblico-Hotels.0-l6077946-0.Travel-Guide-Filter-Hotels)

![Palazzo Pubblico](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409072-Siena.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Palazzo Pubblico

4.5/5(32 reviews)

Palazzo Pubblico is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the area's beautiful countryside, or seek out its local tours. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077946)

[](https://expedia.ca/Santa-Maria-Alle-Scotte-Polyclinic-Hotels.0-l6171787-0.Travel-Guide-Filter-Hotels)

#### Santa Maria alle Scotte Polyclinic

4/5(2 reviews)

Though Santa Maria alle Scotte Polyclinic might be what brings you to town, perhaps you'll have a chance to explore more of Siena while you are here. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6171787)

[](https://expedia.ca/San-Martino-Hotels.0-l6077956-0.Travel-Guide-Filter-Hotels)

#### San Martino

You can learn about the history of Siena when you stop by San Martino. Discover the beautiful countryside while you're in the area. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077956)

## More cheap stays in Montechiaro

![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 $130 total

Dec 9 - Dec 10

includes taxes & fees

7.8/10 Good! (388 reviews)

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.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=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true&regionId=553248635975868650)

7.8/10 Good! (243 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=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true&regionId=553248635975868650)

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=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true&regionId=553248635975868650)

8.2/10 Very Good! (46 reviews)

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information)

![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 $102

CA $117 total

Dec 10 - Dec 11

includes taxes & fees

8.8/10 Excellent! (87 reviews)

[](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.Hotel-Information)

![Torre del Fuggisole](https://images.trvl-media.com/lodging/95000000/94900000/94897100/94897051/6b84e393_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

[Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=94897051&PinnedHotelID=94897051&HadPinnedHotel=true&regionId=553248635975868650)

9.8/10 Exceptional! (39 reviews)

[](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information)

## Recent reviews of Montechiaro hotels

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

5/5 Excellent

"Clean room, helpful staff and excellent breakfast"

A verified traveller stayed at Hotel Italia

Posted 2 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg)

### Hotel Certosa Di Maggiano

5/5 Excellent

"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"

A verified traveller stayed at Hotel Certosa Di Maggiano

Posted 4 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg)

### Villa del Sole Siena

5/5 Excellent

"Great room, beautiful view "

A verified traveller stayed at Villa del Sole Siena

Posted 5 days ago

[](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg)

### Hotel Toscana Ambassador

5/5 Excellent

"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "

A verified traveller stayed at Hotel Toscana Ambassador

Posted 7 days ago

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg)

### Hotel Athena

5/5 Excellent

"Hotel Athena was planned for just one night because we rented a car for a week of sight-seeing all through Tuscany. It's a great location and we should have stayed longer. The hotel and Staff very very nice and the room was great! "

A verified traveller from Beverly stayed at Hotel Athena

Posted 8 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg)

### Rosewood Castiglion del Bosco

5/5 Excellent

"Wonderful stay "

A verified traveller stayed at Rosewood Castiglion del Bosco

Posted 9 days ago

[](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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 11 days 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 2 weeks ago

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg)

### Borgo Grondaie

5/5 Excellent

"The sta"

A verified traveller stayed at Borgo Grondaie

Posted 2 weeks ago

[](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

## Frequently asked questions

### Where is the best place for a stay in Montechiaro?

### What are some of the best vacation home rentals in Montechiaro?

### If I need to cancel my hotel reservation in Montechiaro, will I receive a refund?

### What are some hotels with pools in Montechiaro?

### What is staying in Montechiaro like?

### What are the top places to visit in Montechiaro?

### What's the seasonal weather like in Montechiaro?

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- [Things to do in Province of Siena ](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities)
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- [Book Hotels in Montechiaro on Expedia.it ](https://www.expedia.it/Montechiaro-Hotel.d553248635975868650.Guida-Viaggi-Hotel)

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