Title: Book The Best Hotels in Montechiaro for 2025 from CA $91 - Fully Refundable Options - Expedia.ca

  

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# Find hotels in Montechiaro from CA $91

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## Go beyond your typical stay in Montechiaro

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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=APART_HOTEL)

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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&travelerType=family_friendly)

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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=SPA_ON_SITE)

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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&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=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=VILLA)

## Check prices for these dates

Tonight

[Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975868650&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 5,258 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/e8636907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/b19c7544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/583c655e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily self-serve breakfast (EUR 9 per person)](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/6a6d04cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Loggia Villa Gloria - Adults Only

Castelnuovo Berardenga

8.4/10

Very good

(282)

"This villa is in good location but not good managed at all. No teapot in the room"

CA $96

CA $112 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Loggia-Villa-Gloria.h1070779.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)

![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)

![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)

### La Certosa di Pontignano

Castelnuovo Berardenga

9.6/10

Exceptional

(477)

"Excellent staff, great food. "

CA $138

CA $158 total

includes taxes & fees

Oct 9 - Oct 10

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

![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/f0b9ee56.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)

### Villa Sabolini

Colle di Val d'Elsa

9.2/10

Wonderful

(185)

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

CA $132

CA $151 total

includes taxes & fees

Nov 4 - Nov 5

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

![Exterior](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/510521f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/a0449af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/6c72b535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite | Living area](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/4dfdaf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Del Cabreo

Greve in Chianti

10/10

Exceptional

(263)

"We had a wonderful four day stay. Service is attentive, amenities are great, the property gardens were beautiful and the surrounding views breathtaking! I am already planning my next trip!"

CA $315

CA $354 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Borgo-Del-Cabreo.h17963776.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/679da5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/18de298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/d9870570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/0cf3c295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Argiano

Castelnuovo Berardenga

10/10

Exceptional

(69)

"Very comfortable stay. "

CA $409

CA $463 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.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)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/5232dc73.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)

### Hotel Toscana Ambassador

Poggibonsi

8.0/10

Very good

(300)

"Wonderful breakfast. Good location!"

CA $97

CA $116 total

includes taxes & fees

Oct 13 - Oct 14

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

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; local cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/e06aa6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; local cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/c9ee8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Living area](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/155c6de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

9.2/10

Wonderful

(188)

"This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint "

CA $423

CA $482 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/1b4933fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lapina Suite | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/06ea4b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/cbac26e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/7a8f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Club House

Castelnuovo Berardenga

10/10

Exceptional

(5)

"Excellent overall. Amenities. Service. Food. Vibe. All top notch"

CA $522

CA $591 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-The-Club-House.h89237342.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)

![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)

![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)

![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

(472)

"The hotel restaurant was incredible"

CA $82

CA $101 total

includes taxes & fees

Oct 26 - Oct 27

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

![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/f854e266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e1b34acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

(143)

"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"

CA $668

CA $751 total

includes taxes & fees

Oct 13 - Oct 14

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

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

### Rosewood Castiglion del Bosco

Montalcino

10/10

Exceptional

(66)

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

CA $2,627

CA $2,906 total

includes taxes & fees

Nov 4 - Nov 5

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

![Indoor pool](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c2b7c7cc.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)

### Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

9.4/10

Exceptional

(423)

"Lovely pool and grand breakfast helped make our stay enjoyable."

CA $175

CA $196 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3ab5a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/c22c91c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/966757e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f6dc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dievole Wine Resort

Castelnuovo Berardenga

9.6/10

Exceptional

(173)

"This is our third time staying at this property. We absolutely love starting our trip here. Thank you again for your warm hospitality."

CA $400

CA $454 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/e097a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Winery](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/fcc48187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/92b373a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/27ed04fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Squarcialupi

Castellina in Chianti

9.8/10

Exceptional

(68)

"This was the most amazing place ever. The view, the staff, the breakfast, the location, the everything! "

CA $267

CA $304 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.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)

![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)

![Minibar, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/980000/976900/976812/06a833df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Del Chianti

Greve in Chianti

8.6/10

Excellent

(183)

"Such a beautiful place to stay on the square. Walking trails are literally in the doorstep, dining options are plentiful and the staff were so friendly and helpful. "

CA $150

CA $170 total

includes taxes & fees

Oct 20 - Oct 21

[](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)

![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/bbe7283b.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

(32)

"Excellent breakfast, clean, quiet room. "

CA $99

CA $109 total

includes taxes & fees

Oct 5 - Oct 6

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

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

![Front of property](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/d19f4d12.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)

### Relais Della Rovere

Colle di Val d'Elsa

9.0/10

Wonderful

(241)

"The place was nice and quite. Close to walkable towns and neighborhoods. "

CA $193

CA $216 total

includes taxes & fees

Oct 20 - Oct 21

[](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)

![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)

![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)

### Hotel La Vecchia Cartiera

Colle di Val d'Elsa

8.4/10

Very good

(201)

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

CA $114

CA $129 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-La-Vecchia-Cartiera.h538623.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)

![Aerial view](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/6f4e5fd8.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)

### La Pensione di Vignamaggio

Panzano in Chianti

9.6/10

Exceptional

(111)

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

CA $171

CA $189 total

includes taxes & fees

Nov 3 - Nov 4

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/4e848a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Patio (double) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/1d9fee46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/2b5e075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/7bd8c16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Le Fontanelle

Castelnuovo Berardenga

9.8/10

Exceptional

(94)

"We had a perfect stay at this hotel! 100% recommend. "

CA $550

CA $621 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Hotel-Le-Fontanelle.h1614881.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=2025-10-18&endDate=2025-10-19&regionId=553248635975868650&adults=2&sort=RECOMMENDED&openPlayBack=true)

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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%2FMontechiaro-Hotels.d553248635975868650.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontechiaro-Hotels.d553248635975868650.Travel-Guide-Hotels)

### 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

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

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

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)

## 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 $114

CA $131 total

Nov 3 - Nov 4

includes taxes & fees

7.8/10 Good! (358 reviews)

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.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%2F10%2F2025&endDate=19%2F10%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true&regionId=553248635975868650)

9.4/10 Exceptional! (18 reviews)

[](https://expedia.ca/Siena-Hotels-Porta-Pispini-Residence.h38384931.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

CA $75

CA $91 total

Oct 29 - Oct 30

includes taxes & fees

7.8/10 Good! (239 reviews)

[](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.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 $139

CA $158 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (81 reviews)

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

CA $98

CA $108 total

Nov 4 - Nov 5

includes taxes & fees

8.4/10 Very Good! (42 reviews)

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

CA $152

CA $172 total

Nov 2 - Nov 3

includes taxes & fees

9.8/10 Exceptional! (35 reviews)

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

## Recent reviews of Montechiaro hotels

![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

### Palazzo Ravizza

5/5 Excellent

Great stay!

"Charming venue! Great location with friendly staff. Lovely patio area in the back of the hotel! Don't miss it. Money well spent on this relaxing boutique hotel! "

A verified traveller stayed at Palazzo Ravizza

Posted 3 days ago

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

5/5 Excellent

"Wonderful room 125. Faces the main thoroughfare. Could be a bit of noise sometimes. Wonderful stay. "

A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione

Posted 6 days ago

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

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

### Hotel Athena

5/5 Excellent

"NA"

A verified traveller stayed at Hotel Athena

Posted 6 days ago

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

![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg)

### Castello di Spaltenna- Small Luxury Hotels of the World

5/5 Excellent

"This hotel is wonderful with beautiful views from the terrace! The only complaint is the number of stairs you have to take if staying on upper floors (no elevator) - my husband has a bad back so that’s a consideration. Also, wish they would accommodate all the guests in the gourmet restaurant as we couldn’t get a reservation during our 2-day stay! Book ahead of time!"

A verified traveller stayed at Castello di Spaltenna- Small Luxury Hotels of the World

Posted 7 days ago

[](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information)

![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg)

### Hotel Certosa Di Maggiano

5/5 Excellent

"Beautiful room and hotel grounds. You’ll feel like you’ve travelled back to a bygone era. And the staff is part of that magic. The friendliest and most accommodating service we’ll come across."

A verified traveller stayed at Hotel Certosa Di Maggiano

Posted 8 days ago

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

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

### Borgo Grondaie

5/5 Excellent

"Lovely hotel a short walk from the train station but feels like it’s in the countryside. Huge supermarket at the end of the driveway for those self-catering. Pleasant grassy pool area that felt very peaceful. Large cool room with very comfortable bed. The staff were friendly, super helpful and accommodating. Would definitely stay again. "

A verified traveller stayed at Borgo Grondaie

Posted 11 days ago

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

![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg)

### NH Siena

5/5 Excellent

"Front desk staff were professional, kind and multilingual. Very helpful with storing luggage after checkout and help with printing museum tickets. Valet parking is easier than parking yourself at this location. Cost was €35."

A verified traveller stayed at NH Siena

Posted 11 days ago

[](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information)

![La Certosa di Pontignano](//images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg)

### La Certosa di Pontignano

5/5 Excellent

"Upscale service staff"

A verified traveller stayed at La Certosa di Pontignano

Posted 12 days ago

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

![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

5/5 Excellent

"Beautiful place. Be mindful of stairs. "

A verified traveller stayed at Hotel Chiusarelli

Posted 12 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

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-   [Pensions in Siena](https://www.expedia.ca/Siena-Pensions.d9821-aaPensions.Travel-Guide-Accommodation)
-   [Vacation Homes in Siena](https://www.expedia.ca/Siena-Private-Vacation-Homes.d9821-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Residences in Siena](https://www.expedia.ca/Siena-Residences.d9821-aaResidences.Travel-Guide-Accommodation)
-   [Resorts in Siena](https://www.expedia.ca/Siena-Resort-Hotels.d9821-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Siena](https://www.expedia.ca/Siena-Villas.d9821-aaVillas.Travel-Guide-Accommodation)
-   [Taverne d'Arbia Hotels](https://www.expedia.ca/Taverne-DArbia-Hotels.d3000388927.Travel-Guide-Hotels)
-   [Vagliagli Hotels](https://www.expedia.ca/Vagliagli-Hotels.d6047102.Travel-Guide-Hotels)
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-   [Villa A Sesta Hotels](https://www.expedia.ca/Villa-A-Sesta-Hotels.d553248622859606733.Travel-Guide-Hotels)
-   [Villa Parigini Hotels](https://www.expedia.ca/Villa-Parigini-Hotels.d553248622847106390.Travel-Guide-Hotels)

-   [Flights to Siena](https://www.expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)
-   [Flights to Province of Siena](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations)
-   [Flights from Taverne d'Arbia](https://www.expedia.ca/lp/flights/3000388927/flights-from-taverne-darbia)
-   [Flights from Val di Pugna](https://www.expedia.ca/lp/flights/553248635149838501/flights-from-val-di-pugna)
-   [Flights from Siena](https://www.expedia.ca/lp/flights/9821/flights-from-siena)

-   [Visit Le Tolfe](https://www.expedia.ca/Le-Tolfe.dx553248622897701422)
-   [Province of Siena Vacations](https://www.expedia.ca/Province-Of-Siena.d6047850.Destination-Travel-Guides)
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-   [Visit San Giovanni A Cerreto](https://www.expedia.ca/San-Giovanni-A-Cerreto.dx553248622859516344)
-   [Visit Siena City Centre](https://www.expedia.ca/Siena-Siena-City-Centre.dx553248633938945205)
-   [Siena Vacations](https://www.expedia.ca/Siena.d9821.Destination-Travel-Guides)
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-   [Alamo Rent A Car Rental Cars in Siena](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Siena.d9821-c6.Car-Rental-Guide-Suppliers)
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-   [Ok Mobility Rental Cars in Siena](https://www.expedia.ca/OK-Mobility-Car-Rentals-In-Siena.d9821-c1057.Car-Rental-Guide-Suppliers)
-   [Suv Car Rentals in Siena](https://www.expedia.ca/SUV-Car-Rentals-In-Siena.d9821-tSUV.Car-Rental-Guide-Class)
-   [Sixt Rental Cars in Siena](https://www.expedia.ca/Sixt-Car-Rentals-In-Siena.d9821-c35.Car-Rental-Guide-Suppliers)
-   [Sports Car Car Rentals in Siena](https://www.expedia.ca/Sportscar-Car-Rentals-In-Siena.d9821-tSportscar.Car-Rental-Guide-Class)
-   [Thrifty EU Rental Cars in Siena](https://www.expedia.ca/Thrifty-EU-Car-Rentals-In-Siena.d9821-c1055.Car-Rental-Guide-Suppliers)

-   [Province of Siena Vacation Rentals](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations)
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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)
-   [Things to do in Siena](https://www.expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)

-   [Book Hotels in Montechiaro on Expedia.it](https://www.expedia.it/Montechiaro-Hotel.d553248635975868650.Guida-Viaggi-Hotel)

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