Title: Book The Best Hotels in Montecastelli for 2026 from CA $85 - Fully Refundable Options - Expedia.ca [Hotels in Montecastelli](https://expedia.ca/Montecastelli-Hotels.d6285665.Travel-Guide-Hotels)[Vacation Rentals in Montecastelli](https://expedia.ca/Montecastelli-Vacation-Rentals.d6285665.Travel-Guide-VacationRentals)[Montecastelli Car Rentals](https://expedia.ca/Car-Rentals-In-Montecastelli.d6285665.Car-Rental-Guide) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Go beyond your typical stay in Montecastelli Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&travelerType=family_friendly) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&lodging=APART_HOTEL) Pool [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&amenities=POOL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&amenities=PETS) Farm [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&lodging=AGRITOURISM) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&lodging=COTTAGE) Villa [](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy®ionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-07&d2=2026-03-07&lodging=VILLA) ## Check prices for these dates Tonight [Feb 19 - Feb 20](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-02-19&endDate=2026-02-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel) Tomorrow [Feb 20 - Feb 21](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-02-20&endDate=2026-02-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel) ## Our top choices for Montecastelli hotels ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8680000/8677300/8677240/a3cebc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/9000000/8680000/8677300/8677240/3a34d01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8680000/8677300/8677240/w3409h2480x50y0-cda6dfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite (Marchese)](https://images.trvl-media.com/lodging/9000000/8680000/8677300/8677240/ee33deae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Pignano Volterra Tuscany [](https://www.expedia.ca/Volterra-Hotels-Borgo-Pignano.h8677240.Hotel-Information) Volterra 10/10 Exceptional (89 reviews) "Great breakfast and dining options offered. Enjoyed the activities and the gym. " ![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg) Jae Wook CA $852 CA $946 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Volterra-Hotels-Borgo-Pignano.h8677240.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/4058a4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/300f35ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/c8ea4e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Terrace, Garden View](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/ae4ac16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Montarioso [](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information) Montarioso 8.6/10 Excellent (134 reviews) "Quiet location not far from Siena. Has free parking and free light breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aileen CA $115 CA $134 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118310000/118305000/118304951/44c7d92f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Heated floors](https://images.trvl-media.com/lodging/119000000/118310000/118305000/118304951/79f2dc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118310000/118305000/118304951/3f3a2410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/119000000/118310000/118305000/118304951/9876a4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Belvedere Tuscany [](https://www.expedia.ca/Poggibonsi-Hotels-One-Belvedere-Tuscany.h118304951.Hotel-Information) Poggibonsi CA $621 CA $689 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Poggibonsi-Hotels-One-Belvedere-Tuscany.h118304951.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/1f290a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/141faf36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/00571ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sabolini [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) Colle di Val d'Elsa 9.2/10 Wonderful (189 reviews) "Beautiful location and hotel Staff were excellent - thank you" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Amit CA $129 CA $149 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Seasonal outdoor pool, open 8:30 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/121000000/120110000/120105200/120105125/e2a54a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quercia Tree House, Vineyard View](https://images.trvl-media.com/lodging/121000000/120110000/120105200/120105125/fb26930d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quercia Tree House, Vineyard View](https://images.trvl-media.com/lodging/121000000/120110000/120105200/120105125/c4ce1856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quercia Tree House, Vineyard View](https://images.trvl-media.com/lodging/121000000/120110000/120105200/120105125/w5836h3289x5y0-6f8455c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poderi Arcangelo Glamping [](https://www.expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo-Glamping.h120105125.Hotel-Information) San Gimignano CA $437 CA $488 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo-Glamping.h120105125.Hotel-Information) ![Deluxe Double Room, Balcony](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/cfbb3c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/eb15c7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Triple Room, Vineyard View](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/059ed7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Ristorante La Dama nella Vigna [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information) Monteriggioni 9.4/10 Exceptional (33 reviews) "Very nice staff and very nice place to stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ryan CA $141 CA $164 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22240000/22239500/22239492/c6622bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22240000/22239500/22239492/018686d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/23000000/22240000/22239500/22239492/0ce9121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room](https://images.trvl-media.com/lodging/23000000/22240000/22239500/22239492/39dcf7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo il Poggiarello [](https://www.expedia.ca/Siena-Hotels-Agriturismo-Il-Poggiarello.h22239492.Hotel-Information) Siena 9.4/10 Exceptional (22 reviews) "Mariangela, the hostess was so kind and attentive. Sara took care of our rooms and wonderful breakfasts everyday. This property has amazing views of the Siena/Tuscan courtside and an amazing pool that was so beautiful. Had no trouble getting a taxi to explore the area. Can't wait to come visit again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $213 CA $241 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Siena-Hotels-Agriturismo-Il-Poggiarello.h22239492.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/7b811ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/ce40fbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8633aa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Single Room, Private Bathroom, Valley View](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/2b43f02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Farmhouse Casa del Chiodo [](https://www.expedia.ca/Roccastrada-Hotels-Historic-Farmhouse-Casa-Del-Chiodo.h120555095.Hotel-Information) Roccastrada 10/10 Exceptional (1 review) "Everything about this place is perfect, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian CA $111 CA $126 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Roccastrada-Hotels-Historic-Farmhouse-Casa-Del-Chiodo.h120555095.Hotel-Information) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/0f16f384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/w698h704x0y0-25925c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, Turkish bath, body treatments, 1 treatment room](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/37f0812a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/50e76438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mormoraia [](https://www.expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) San Gimignano 9.6/10 Exceptional (209 reviews) "Beautiful property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $366 CA $411 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26710000/26700100/26700054/58bb4487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26710000/26700100/26700054/4ac49ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/27000000/26710000/26700100/26700054/61ec793e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Sea View | Balcony](https://images.trvl-media.com/lodging/27000000/26710000/26700100/26700054/107ef5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais dei Molini [](https://www.expedia.ca/Castagneto-Carducci-Hotels-Relais-Dei-Molini.h26700054.Hotel-Information) Castagneto Carducci 10/10 Exceptional (7 reviews) "We were upgraded to a suite which was great. We were the only guests at the resort and got extra attention. The accommodations and breakfast were next level - we would definitely stay again. Luca was a pleasure to speak with and very knowledgeable." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) DOUG [](https://www.expedia.ca/Castagneto-Carducci-Hotels-Relais-Dei-Molini.h26700054.Hotel-Information) ![Superior Double or Twin Room | View from room](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532822/7116fade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532822/94042cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532822/9e8ce582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 7:00 AM to 8:00 AM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532822/f607a85d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Canonica di San Michele [](https://www.expedia.ca/Monteriggioni-Hotels-La-Canonica-Di-San-Michele.h2532822.Hotel-Information) Monteriggioni 10/10 Exceptional (46 reviews) "Fantastic hospitality and very welcoming. Very much worth staying at! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Monteriggioni-Hotels-La-Canonica-Di-San-Michele.h2532822.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/123000000/122730000/122727500/122727468/d24e5e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/123000000/122730000/122727500/122727468/136b7557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double or Twin Room, Balcony](https://images.trvl-media.com/lodging/123000000/122730000/122727500/122727468/bde961bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/123000000/122730000/122727500/122727468/ff5c8dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotiday Toscana Riparbella [](https://www.expedia.ca/Riparbella-Hotels-Hotiday-Toscana-Riparbella.h122727468.Hotel-Information) Riparbella 10/10 Exceptional (4 reviews) "Buena habitacion, amplia y limpia. El unico asecto por mejorar, es que temprano en la mañana las personas de limpieza se comunican gritando entre piso y piso y nos despertamos por eso. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catalina CA $70 CA $77 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Riparbella-Hotels-Hotiday-Toscana-Riparbella.h122727468.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/7f74bdaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/6f25b64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/9a11e971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/a5118a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capanna 1826 [](https://www.expedia.ca/San-Gimignano-Hotels-Capanna-1826.h16613451.Hotel-Information) San Gimignano 10/10 Exceptional (43 reviews) "It’s a great place to serve as a base if you plan to see San Gimignano, Siena, Voltaire, Florence, Lucca, and Pisa. The service was outstanding and the room was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim CA $145 CA $176 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/San-Gimignano-Hotels-Capanna-1826.h16613451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/a47cb16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/914c3e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Pozzo di Sant'Andrea [](https://www.expedia.ca/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) Siena 9.8/10 Exceptional (16 reviews) "Great host, lovely place near Siena" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Prem [](https://www.expedia.ca/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/a39755eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/0272d9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/4188b18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/f6f47eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B da Nada Locanda Toscana [](https://www.expedia.ca/Roccastrada-Hotels-Locanda-Da-Nada.h90780331.Hotel-Information) Roccastrada 9.4/10 Exceptional (16 reviews) "Ras" ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) jean CA $80 CA $92 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Roccastrada-Hotels-Locanda-Da-Nada.h90780331.Hotel-Information) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/125000000/124610000/124607600/124607508/w1050h768x0y0-0890beea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/125000000/124610000/124607600/124607508/c3b350d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/125000000/124610000/124607600/124607508/9b3163a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/125000000/124610000/124607600/124607508/0241c481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Stay Siena [](https://www.expedia.ca/Siena-Hotels-Urban-Stay-Siena.h124607508.Hotel-Information) Petriccio CA $109 CA $129 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Siena-Hotels-Urban-Stay-Siena.h124607508.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/126000000/125990000/125981300/125981259/37bdc375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125990000/125981300/125981259/20fd12ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/126000000/125990000/125981300/125981259/38ea6653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125990000/125981300/125981259/c0de3bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arcobaleno Boutique Hotel [](https://www.expedia.ca/Siena-Hotels-Arcobaleno-Boutique-Hotel.h125981259.Hotel-Information) Camollia CA $99 CA $117 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Siena-Hotels-Arcobaleno-Boutique-Hotel.h125981259.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/694018cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/8bf5d69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/5c48c95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/5ba7dce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Le Macine di Stigliano [](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information) Sovicille 10/10 Exceptional (15 reviews) "Excellent hotel in a beautiful picturesque little town Hotel was very nice and comfortable, beautiful decor to the the smallest detail Views were beautiful, air was crisp Breakfast was delicious Free parking on site Would definitely stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $239 CA $272 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/28222aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/ef23a4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Valley View](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/9e05dcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/8072b1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Torciano Vecchio Asilo [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Torciano-Vecchio-Asilo.h2529579.Hotel-Information) San Gimignano 9.6/10 Exceptional (54 reviews) "Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Necola [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Torciano-Vecchio-Asilo.h2529579.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3020000/3015300/3015233/c6d42c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3020000/3015300/3015233/e0865cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3020000/3015300/3015233/de1018c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3020000/3015300/3015233/64c2c56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Etruria [](https://www.expedia.ca/Volterra-Hotels-Albergo-Etruria.h3015233.Hotel-Information) Volterra 9.6/10 Exceptional (169 reviews) "Lovely staff. Excellent location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vicky CA $123 CA $143 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Volterra-Hotels-Albergo-Etruria.h3015233.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06®ionId=6285665&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMontecastelli.d6285665.Destination-Travel-Guides)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontecastelli.d6285665.Destination-Travel-Guides) ## Top Montecastelli Hotel Reviews ## Recent Reviews in Montecastelli ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 10/10 Excellent "Very good place, clean, good service, great food, the rooms were amazing." [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Nice clean room. Close to train/bus station. Very good breakfast " [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Villa Sabolini](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3_y.jpg) ### Villa Sabolini 10/10 Excellent "Lovely Villa. Amazing staff. Real countryside experience." [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg) ### Hotel Leon Bianco 10/10 Excellent "Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg) ### Hotel Borgo San Luigi 10/10 Excellent "Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! " [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.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.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Hotel Sovestro](https://images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/3fc35bbb_y.jpg) ### Hotel Sovestro 10/10 Excellent "Great Hotel" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Sovestro.h1521591.Hotel-Information) ![Castello di Casole, A Belmond Hotel, Tuscany](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac_y.jpg) ### Castello di Casole, A Belmond Hotel, Tuscany 10/10 Excellent "Amazing hotel - friendly staff - top of hotel world " [](https://expedia.ca/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](https://images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg) ### RELAIS SANTA CHIARA - TUSCANY CHARME 10/10 Excellent "Wonderful everything ! Love to back again !" [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) ## More cheap stays in Montecastelli ![Hotel Massa Vecchia](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/a27fec4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Massa Vecchia Massa Vecchia, 23 Massa Marittima GR [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=26911538&PinnedHotelID=26911538&HadPinnedHotel=true®ionId=6285665) [](https://expedia.ca/Massa-Marittima-Hotels-Hotel-Massa-Vecchia.h26911538.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=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=6285665) 8.2/10 Very Good! (47 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information) ![Antico Borgo Poggiarello](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/783eb415_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Antico Borgo Poggiarello Strada Di San Monti 12 Monteriggioni SI [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=3620800&PinnedHotelID=3620800&HadPinnedHotel=true®ionId=6285665) 9/10 Wonderful! (20 reviews) [](https://expedia.ca/Monteriggioni-Hotels-Antico-Borgo-Poggiarello.h3620800.Hotel-Information) ![Borgo Tignano](https://images.trvl-media.com/lodging/104000000/103150000/103145200/103145156/2ae74dc0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Borgo Tignano Località Tignano Volterra PI [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=103145156&PinnedHotelID=103145156&HadPinnedHotel=true®ionId=6285665) [](https://expedia.ca/Volterra-Hotels-Borgo-Tignano.h103145156.Hotel-Information) ![Rinidia Bio](https://images.trvl-media.com/lodging/21000000/20140000/20131900/20131826/4197ef22_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Rinidia Bio loc. Colombaie snc, San Rocco a Pilli Sovicille SI [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=20131826&PinnedHotelID=20131826&HadPinnedHotel=true®ionId=6285665) 10/10 Exceptional! (5 reviews) [](https://expedia.ca/Sovicille-Hotels-Rinidia-Bio.h20131826.Hotel-Information) ![Agriturismo Il Caggio di Sotto](https://images.trvl-media.com/lodging/23000000/22850000/22849500/22849412/f1c9d7ed_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Agriturismo Il Caggio di Sotto Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=22849412&PinnedHotelID=22849412&HadPinnedHotel=true®ionId=6285665) 9.4/10 Exceptional! (16 reviews) [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Il-Caggio-Di-Sotto.h22849412.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Montecastelli? > Montecastelli Pisano is a small, historic hilltop village that offers a truly authentic Tuscan experience. It's built around a medieval castle and features narrow, cobbled streets, stone houses, and stunning views of the countryside. The village is compact and can be explored on foot, with a few local eateries and a church at its heart. > > > For couples seeking a romantic and peaceful retreat, staying within the village provides a unique opportunity to experience Tuscan life. You'll wake up to the sounds of the village and enjoy evenings strolling the quiet streets, perhaps enjoying a local meal with panoramic views. The sense of history and the relaxed pace are particularly appealing here. > > > Alternatively, for families or those who prefer more space and amenities, the countryside immediately surrounding Montecastelli offers excellent options. Many renovated farmhouses and villas (often called 'agriturismi') are available, typically offering private pools, extensive gardens, and more room for children to play. ### When is the best time to go to Montecastelli? > During these months, you'll experience pleasant weather, ideal for exploring the Tuscan countryside without the intense heat of summer. The landscapes are particularly beautiful, with blooming wildflowers in spring and the colours of the harvest season in autumn. This period also avoids the busiest tourist crowds, making for a more peaceful and enjoyable visit. > > > For those prioritising outdoor activities like hiking, cycling, or enjoying al fresco dining, these shoulder months offer comfortable temperatures. The vineyards are either budding with new growth or heavy with ripe grapes, providing excellent photo opportunities and a chance to experience the region's agricultural rhythm. > > > While July and August offer consistently warm weather for poolside relaxation, they can be very hot and busier, especially at popular attractions. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Montecastelli hotel booking with Expedia? ### How much is the nightly rate at a Montecastelli hotel? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app