Title: Book The Best Hotels in Montegrossi for 2026 from CA $73 - Fully Refundable Options - Expedia.ca

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# Find hotels in Montegrossi from CA $73

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## Go beyond your typical stay in Montegrossi

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=SPA_ON_SITE)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&travelerType=family_friendly)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=AGRITOURISM)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=COTTAGE)

Villa

[](https://www.expedia.ca/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy&regionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=VILLA)

## Check prices for these dates

Tonight

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248622859355230&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248622859355230&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248622859355230&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248622859355230&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 5,887 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Sauna, hot tub, steam room, Turkish bath, body treatments](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/cb76be6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/afd0837d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, hot tub, steam room, Turkish bath, body treatments](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/0b1ab525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/9cf69833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Gentiluomo Hotel & SPA

Arezzo

8.6/10

Excellent

(146)

"Great hotel and awesome spa. The staff was super helpful. They helped with booking our taxis and tolerated our attempts at Italian. The room was clean and comfortable. "

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

Todd

[](https://www.expedia.ca/Arezzo-Hotels-Hotel-Il-Gentiluomo.h8198248.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)

![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.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)

![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

(502)

"Scenery and gardens are so perfect."

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

Glynnis

Traveling with partner

CA $111

CA $128 total

includes taxes & fees

Dec 9 - Dec 10

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

![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COMO Castello Del Nero

Barberino Tavarnelle

9.6/10

Exceptional

(132)

"Large, well appointed rooms."

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

Shira

Traveling with partner

CA $1,154

CA $1,283 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/ac1776a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/346cd924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Studio Suite | View from room](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/07f20b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

9.4/10

Exceptional

(478)

"Beautiful resort, pool, rooms, service and food were all excellent!"

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

Nadia

Traveling for leisure

CA $122

CA $143 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/20b35a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/e78ae170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/15b9befd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 1 Bedroom, Accessible, Hot Tub](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/4092261e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Point Arezzo Park Hotel

Arezzo

7.6/10

Good

(154)

"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "

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

Zena

CA $117

CA $138 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.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)

![Buffet](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/61ddb4cc.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

(313)

"Quiet and bed was very comfortable."

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

Linda

Traveling for leisure

CA $88

CA $97 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![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)

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

![Banquet hall](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/9cd6a83f.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)

![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3.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)

![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)

### Villa Sabolini

Colle di Val d'Elsa

9.2/10

Wonderful

(188)

"The rooms were beautiful and very clean!"

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

Maria

Traveling for leisure

CA $273

CA $306 total

includes taxes & fees

Dec 9 - Dec 10

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

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

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

Nancy

Traveling for leisure

CA $148

CA $166 total

includes taxes & fees

Dec 11 - Dec 12

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

![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687996/c21c3307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 1 Double Bed](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687996/d3ccab9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687996/b6f2d9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687996/873f135b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Country House Poggio del Drago

Civitella in Val di Chiana

9.8/10

Exceptional

(57)

"It is in the country side, but really close to arrezzo and surrounded by great restaurants"

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

luis

Traveling with family

[](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-B-B-Poggio-Del-Drago.h3687996.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Garden View | Living area](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/50c585d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Olmo

Impruneta

9.4/10

Exceptional

(227)

"Rooms were large and very clean"

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

Ewa

Traveling for leisure

[](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.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)

![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)

![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

(188)

"Conveniently located and nice staff!"

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

Emily

Traveling with family

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

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/43ce1dbd.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)

### Hotel Borgo San Luigi

Monteriggioni

9.2/10

Wonderful

(402)

"Pool and bar are beautiful."

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

Eduard

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

![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)

![Rooftop terrace](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/16406fec.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)

### La Pensione di Vignamaggio

Panzano in Chianti

9.6/10

Exceptional

(117)

"The rooms were modern and the building wonderfully historic."

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

Michelle

Traveling with partner

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

![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)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e1b34acc.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 $781

CA $876 total

includes taxes & fees

Dec 20 - Dec 21

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

![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)

![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)

### 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 $66

CA $73 total

includes taxes & fees

Dec 19 - Dec 20

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

Traveling with friends

CA $209

CA $237 total

includes taxes & fees

Dec 9 - Dec 10

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

![Classic Triple Room, 1 Bedroom, Accessible](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/fa624351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Il Piccolo Castello

Monteriggioni

8.6/10

Excellent

(336)

"This hotel is unique, clean, and has amazing with restaurants on site."

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

natalia

Traveling for leisure

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

![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/dbde33dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/2e2c1964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/acb44835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/c87ca0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Villa Cesi

Impruneta

8.6/10

Excellent

(70)

"We had a wonderful stay."

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

Kanhaiya

[](https://www.expedia.ca/Impruneta-Hotels-Hotel-Villa-Cesi.h976828.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2550000/2540600/2540567/f68cf10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2550000/2540600/2540567/fa49ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/3000000/2550000/2540600/2540567/8f8f1d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2550000/2540600/2540567/55f30fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa al Sole

Greve in Chianti

8.2/10

Very good

(54)

"The hosts were absolutely lovely. Great location. "

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

Sinead

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Al-Sole.h2540567.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=2025-12-22&endDate=2025-12-23&regionId=553248622859355230&adults=2&sort=RECOMMENDED&openPlayBack=true)

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### Stay near popular Montegrossi attractions

[](https://expedia.ca/Castle-Of-Brolio-Hotels.0-l6249465-0.Travel-Guide-Filter-Hotels)

#### Castle of Brolio

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6249465)

## More cheap stays in Montegrossi

![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 $112

CA $128 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=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true&regionId=553248622859355230)

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=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true&regionId=553248622859355230)

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=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true&regionId=553248622859355230)

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 $101

CA $116 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=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=94897051&PinnedHotelID=94897051&HadPinnedHotel=true&regionId=553248622859355230)

9.8/10 Exceptional! (39 reviews)

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

## Recent reviews of Montegrossi hotels

![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg)

### Hotel Borgo San Luigi

5/5 Excellent

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

A verified traveller stayed at Hotel Borgo San Luigi

Posted 5 days ago

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

![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 6 days ago

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

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

###  Palazzo Ravizza

5/5 Excellent

"Ideal in every way."

A verified traveller stayed at Palazzo Ravizza

Posted 6 days ago

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.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 8 days ago

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

![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg)

### Hotel Borgo di Cortefreda Relais

5/5 Excellent

"The hotel and services exceeded my expectations."

A verified traveller stayed at Hotel Borgo di Cortefreda Relais

Posted 8 days ago

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information)

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

### Hotel Athena

5/5 Excellent

"Beautiful walk to the city center"

A verified traveller stayed at Hotel Athena

Posted 10 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.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 11 days ago

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.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 2 weeks ago

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

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

### Grand Hotel Continental Siena – Starhotels Collezione

5/5 Excellent

"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "

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

Posted 3 weeks ago

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

## Frequently asked questions

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Montegrossi hotel booking with Expedia?

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- [Visit Starda ](https://www.expedia.ca/Starda.dx6285677)
- [Visit Vertine ](https://www.expedia.ca/Vertine.dx632712480144572416)

- [Car rentals near Chianti Region ](https://www.expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)
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- [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 Hotels in Montegrossi on Expedia.it ](https://www.expedia.it/Montegrossi-Hotel.d553248622859355230.Guida-Viaggi-Hotel)

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