Title: Hotels in Montegrossi - Best Montegrossi Hotels from £39 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Montegrossi](https://expedia.co.uk/Montegrossi-Holiday-Rentals.d553248622859355230.Travel-Guide-HolidayRentals)[Montegrossi Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Montegrossi.d553248622859355230.Car-Hire-Guide)[Montegrossi Holidays](https://expedia.co.uk/Montegrossi.d553248622859355230.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Montegrossi from £39 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Montegrossi Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&lodging=APART_HOTEL) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&amenities=POOL) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&lodging=APARTMENT) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&lodging=AGRITOURISM) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&travelerType=family_friendly) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&amenities=HOT_TUB) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&amenities=PETS) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&lodging=COTTAGE) Villa [](https://www.expedia.co.uk/Hotel-Search?destination=Montegrossi%2C+Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248622859355230&latLong=43.481644%2C11.455383&adults=2&startDate=2025-12-21&d1=2025-12-21&endDate=2025-12-23&d2=2025-12-23&lodging=VILLA) ## Check prices for these dates Tonight [8 Dec - 9 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622859355230&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [9 Dec - 10 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622859355230&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622859355230&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622859355230&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Montegrossi hotels and places to stay ![Sauna, hot tub, steam room, Turkish bath/hammam, 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/9000000/8200000/8198300/8198248/9cf69833.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) ![Daily buffet breakfast (EUR 8 per person)](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198248/f7dd604e.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.co.uk/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) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.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) ![Superior Double Room | Premium bedding, desk, blackout curtains, iron/ironing board](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 £70 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/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) "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £696 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/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) ![Superior Room | Minibar, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/4222355a.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) ![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) ### Hotel Borgo di Cortefreda Relais Barberino Tavarnelle 9.4/10 Exceptional (478) "The views were spectacular and the grounds were so peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle £84 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/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) ![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 | Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/4092261e.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) ### 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 £75 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/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) ![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) ![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) ### 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 £54 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/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) ![Banquet hall](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/9cd6a83f.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) ![Superior Triple Room | Premium bedding, minibar, individually decorated, individually furnished](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.co.uk/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) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/35b80314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 £270 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/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) ![Couples treatment room(s), sauna, hot tub, Turkish bath/hammam](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/bea252c3.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) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c2b7c7cc.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 £90 includes taxes & fees 10 Dec - 11 Dec [](https://www.expedia.co.uk/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 | Minibar, desk, iron/ironing board, free WiFi](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) "Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ludwig £90 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/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) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/36e10829.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) "This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ewa [](https://www.expedia.co.uk/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) ![Minibar, in-room safe, free cots/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) ![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 (188) "Very friendly hotel, in a beautiful square. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Keith [](https://www.expedia.co.uk/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/1000000/530000/527600/527532/7805157f.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) ![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) ### 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 [](https://www.expedia.co.uk/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) ![Rooftop terrace](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/16406fec.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) ![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.co.uk/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information) ![Couples treatment room(s), Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.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) ![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) ### 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 £475 includes taxes & fees 20 Dec - 21 Dec [](https://www.expedia.co.uk/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) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/c08bf318.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 £39 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.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 £128 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Turkish bath/hammam, 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) ![Classic Triple Room, 1 Bedroom, Accessible | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/fa624351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/6c9c19d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Piccolo Castello Monteriggioni 8.6/10 Excellent (336) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua [](https://www.expedia.co.uk/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, pool loungers](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/2e2c1964.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) ![Basic Triple Room | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/2f29e9b5.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.co.uk/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) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2550000/2540600/2540567/5e7024bd.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) ### 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.co.uk/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.co.uk/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23®ionId=553248622859355230&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMontegrossi-Hotels.d553248622859355230.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontegrossi-Hotels.d553248622859355230.Travel-Guide-Hotels) ## Top Montegrossi Hotel Reviews ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended" [](https://expedia.co.uk/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "The hotel is in an excellent location. The room is extremely comfortable and has a beautiful view. All the staff are super friendly, helpful, and always smiling. The breakfast is varied, delicious, and amazing. I would definitely stay here again." [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Ideal in every way." [](https://expedia.co.uk/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 10/10 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" [](https://expedia.co.uk/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 10/10 Excellent "The hotel and services exceeded my expectations." [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 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. " [](https://expedia.co.uk/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 10/10 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! " [](https://expedia.co.uk/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 10/10 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! " [](https://expedia.co.uk/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 10/10 Excellent "The sta" [](https://expedia.co.uk/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ## 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 £70 9 Dec - 10 Dec includes taxes & fees 7.8/10 Good! (388 reviews) [](https://expedia.co.uk/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.co.uk/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true®ionId=553248622859355230) 7.8/10 Good! (243 reviews) [](https://expedia.co.uk/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.co.uk/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true®ionId=553248622859355230) 9.4/10 Exceptional! (21 reviews) [](https://expedia.co.uk/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.co.uk/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=553248622859355230) 8.2/10 Very Good! (46 reviews) [](https://expedia.co.uk/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 £63 11 Dec - 12 Dec includes taxes & fees 8.8/10 Excellent! (87 reviews) [](https://expedia.co.uk/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.co.uk/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=94897051&PinnedHotelID=94897051&HadPinnedHotel=true®ionId=553248622859355230) 9.8/10 Exceptional! (39 reviews) [](https://expedia.co.uk/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information) ## Frequently asked questions ### Where is the best place to stay in Montegrossi? ### What are some of the best holiday rentals that Montegrossi has to offer? ### If I need to cancel my hotel reservation in Montegrossi, will I receive a refund? ### What are some hotels with pools in Montegrossi? ### How is it to stay in Montegrossi? ### What are the top places to visit in Montegrossi? ### What's the seasonal weather like in Montegrossi? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Radda in Chianti ](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chianti Region ](https://www.expedia.co.uk/4Star-Chianti-Region-Hotels.s40-0-d603148.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chianti Region ](https://www.expedia.co.uk/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) - 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