---
title: "Montisi Castles With Overnight Rooms from $16,948| Expedia"
description: "Have you always dreamed of staying in a Castle? Browse Castles in Montisi & stay like royalty while saving money booking with Expedia. Read real user reviews of over 1,000,000 Properties worldwide. No Expedia cancellation fee."
canonical: "https://www.expedia.com/Montisi-Castles.d3000027304-aaCastles.Travel-Guide-Accommodation"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T03:07:09Z
---

Plan your trip

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![A person grilling meat outdoors with a brick wall and a number 16 sign in the background.](https://images.trvl-media.com/place/603291/6b2cc6fb-a343-4c59-80f2-6dfc32a7d223.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Tim & Nat ✈

# Montisi Castle Hotels

## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=3000027304&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=CASTLE)

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## Our top choices for Montisi castles

### [1\. CASTELLO NELLE CRETE](https://www.expedia.com/Asciano-Hotels-CASTELLO-NELLE-CRETE.h39138427.Hotel-Information)

![An aerial view of a villa with a swimming pool, surrounded by trees and a lake.](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/a75024ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Siena
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: $16,948 nightly, $16,948 total, Nov 18 - Nov 19, Total with taxes and fees, for Our top choices for Montisi castles
- Review: "Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina, Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and..., by joanne s.

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://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=3000027304&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true)

## Learn more about Montisi

Venture to sights like Val di Chiana as you discover the local area in Montisi.

[See all hotels in Montisi](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2&regionId=3000027304)

![A person grilling meat outdoors with a brick wall and a number 16 sign in the background.](https://images.trvl-media.com/place/603291/6b2cc6fb-a343-4c59-80f2-6dfc32a7d223.jpg)

Photo by Tim & Nat ✈

## Top reviews in Montisi

### [Agriturismo Il Macchione](https://www.expedia.com/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information)

![A stone building with a gravel pathway leading to the entrance.](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Pienza
- Review: An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. Francesco was a magnificent host. I would certainly stay at this Agriturismo again when I return to Tuscany., by Farasley, October 5, 2026, rated 10/10 Excellent

### [Palazzo Brandano](https://www.expedia.com/Trequanda-Hotels-Palazzo-Brandano.h54140768.Hotel-Information)

![A stone building with a courtyard and a canal.](https://images.trvl-media.com/lodging/55000000/54150000/54140800/54140768/4105d07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Trequanda
- Review: It was magical!, by David, November 11, 2026, rated 10/10 Excellent

### [Relais Cloister Pienza](https://www.expedia.com/Pienza-Hotels-Relais-Cloister-Pienza.h134151281.Hotel-Information)

![A historic town with a prominent church, a square with a pool, and a well-lit street.](https://images.trvl-media.com/lodging/135000000/134160000/134151300/134151281/48b9497d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Pienza
- Review: The room and view were wonderful, the breakfast was delicious, and the staff members were incredibly helpful!, by Tracy, October 30, 2026, rated 10/10 Excellent

### [Borgo Sant'Ambrogio Resort](https://www.expedia.com/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information)

![A large estate with multiple buildings, a swimming pool, and expansive green fields.](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/ec2d862b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Trequanda
- Review: Excellent location off the main road, very peaceful and relaxing. Clean with good amenities. Welcoming staff!, by Neha, November 1, 2026, rated 10/10 Excellent

### [Poggio Paradiso Resort & Spa](https://www.expedia.com/Torrita-Di-Siena-Hotels-Poggio-Paradiso-Resort-Spa.h103032408.Hotel-Information)

![A stone building with a staircase leading to a second level, surrounded by a well-maintained garden and a clear sky.](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/899457a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Torrita di Siena
- Review: Staff, by Danielle, November 6, 2026, rated 10/10 Excellent

### [Hotel Corsignano](https://www.expedia.com/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![A hotel with a two-story structure, balconies, and a well-lit entrance.](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/900ab7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Pienza
- Review: This was a very nice place. Clean. The staff were amazing. Great location., by lydia, April 27, 2025, rated 10/10 Excellent

### [LaChiusa Tuscany](https://www.expedia.com/Torrita-Di-Siena-Hotels-La-Chiusa-Boutique-Inn-And-Restaurant.h4379445.Hotel-Information)

![A rural estate with traditional stone buildings, a swimming pool, and expansive views of the countryside.](https://images.trvl-media.com/lodging/5000000/4380000/4379500/4379445/d5b165c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Torrita di Siena
- Review: Concierge, Luigi is wonderful can do anything. The view across the valley to Montepulciano is worth a special journey in itself. The restaurant is expensive , but a must do at least once. Great, more typical restaurants a few blocks away in little village of Montefollonico. Youre an hour from Montalcino, half hour from Abbey of Monte Oliveto Maggiore, half hour from Montipulciano, hour from Florence by autostrada. Siena is also close by car., by La Chiusa, November 6, 2013, rated 10/10 Excellent

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

![A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/1b681930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montalcino
- Review: This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to..., by Anonymous traveler, July 9, 2021, rated 10/10 Excellent

### [Santa Caterina Hotel & Bike](https://www.expedia.com/Chianciano-Terme-Hotels-Santa-Caterina-Hotel-Bike.h15765063.Hotel-Information)

![A terrace with two sun loungers, a metal railing, and a view of a town with buildings and trees.](https://images.trvl-media.com/lodging/16000000/15770000/15765100/15765063/b297991b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chianciano Terme
- Review: Todo limpio, buen trato y desayuno incluido., by Samuel, June 4, 2026, rated 10/10 Excellent

### [Fattoria Pieve a Salti](https://www.expedia.com/Montalcino-Hotels-Fattoria-Pieve-A-Salti.h5710502.Hotel-Information)

![An aerial view of a property with a main building, a swimming pool, and surrounding green fields.](https://images.trvl-media.com/lodging/6000000/5720000/5710600/5710502/c1430d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montalcino
- Review: So much more than the typical farm lodging, nice restaurant, hotel style reception, swim pools, horse riding offered, 3 kilometers in to Buonconvento, just a Super nice place., by Jim, September 29, 2017, rated 10/10 Excellent

### [Podere La Rocca](https://www.expedia.com/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information)

![An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/aaa1429a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the..., by B, May 11, 2023, rated 10/10 Excellent

### [Relais Villa Grazianella - UNA Esperienze](https://www.expedia.com/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information)

![A large building with a pool, surrounded by greenery and trees.](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/6c794031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could..., by RAP, April 27, 2015, rated 10/10 Excellent

### [Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Hotel-Villa-Del-Capitano-Art-Relais-Historic-Luxury-Capitano-Collection.h11752153.Hotel-Information)

![A well-lit, two-story building with a stone facade, a central entrance with steps, and a flag on the roof.](https://images.trvl-media.com/lodging/12000000/11760000/11752200/11752153/69fd62bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Quirico d'Orcia
- Review: Great little Boutique hotel. Outside the walls of the old city but an easy and short walk into town.Street parking is plentiful. Hotel is clean, upgraded, with quirky decorating that is tasteful. Rooms are small but well appointed. Staff was extremely nice, professional and accommodating . Be aware no elevator. Loved San Quirico d’Orcia. Smaller mountaintop town, highly walkable , not overrun by tourists but the same charm, history and leisure options as the larger towns in Tuscany., by David, September 8, 2024, rated 10/10 Excellent

### [Hotel I Due Cigni](https://www.expedia.com/Montepulciano-Hotels-Hotel-I-Due-Cigni.h1250287.Hotel-Information)

![A multi-story building with balconies, a central staircase, and potted plants.](https://images.trvl-media.com/lodging/2000000/1260000/1250300/1250287/75d7d574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: The hotel is 6 miles away from Montepulciano.Awesome,friendly and happy staff. The room is big and very clean. Great and good variety buffet breakfast. Very accomodating family operated hotel. Mattel a good baker and his mom Moneta a good host., by Tess and Mel, July 14, 2016, rated 10/10 Excellent

### [Hotel La Terrazza di Montepulciano](https://www.expedia.com/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information)

![A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/a2fa96d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: Rent a car and drive the Tuscan countryside and stay at this hotel in Montepulciano. Roberto and his wife (princess) Elda were amazing and entertaining hosts. The hotel is right in the shopping and dining district, and there are multiple streets and sights to explore. Every few blocks there is another perch from which to look out over the incredible countryside. The room was large and beautiful, and you can hear the shoppers and diners down below the window. Walk up to the Piazza Grande in..., by Damon, June 15, 2024, rated 10/10 Excellent

### [La Posta Hotel & Thermal Spa](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Albergo-Posta-Marcucci.h19361241.Hotel-Information)

![An aerial view of a hotel with a swimming pool, multiple buildings, and surrounding greenery.](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/dec90c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Quirico d'Orcia
- Review: A beautiful and relaxing stay. The breakfast, the thermal baths, all wonderful. The staff is warm and welcoming. The area has some small restaurants (highly recommend Leone only) and a bodega close by. You will love the views!, by Diane, September 15, 2026, rated 10/10 Excellent

### [Agriturismo Merigge Wellness & Spa](https://www.expedia.com/Montepulciano-Hotels-Merigge.h40021883.Hotel-Information)

![A large estate with a swimming pool, vineyard, and multiple buildings.](https://images.trvl-media.com/lodging/41000000/40030000/40021900/40021883/fc2f807a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: Truly an excellent experience from start to finish. Really surpassed our expectations., by Francisco, December 3, 2024, rated 10/10 Excellent

### [Terra Antica Resort](https://www.expedia.com/Montepulciano-Hotels-Terra-Antica-Resort.h23910991.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/24000000/23920000/23911000/23910991/78cebfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montepulciano
- Review: Amazing stay for our family of 4!! 1000% recommend for the views, the pool, the room, the helpful staff, the breakfast, the location and how convenient it is to so many towns around Tuscany., by Nikhil, October 11, 2026, rated 10/10 Excellent

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- [Flights to Osteria delle Noci](https://www.expedia.com/Cheap-Flights-To-Osteria-Delle-Noci.d6285795.Travel-Guide-Flights)
- [Flights from Amorosa](https://www.expedia.com/lp/flights/3000438909/flights-from-amorosa)
- [Pieve di Corsignano](https://www.expedia.com/Pieve-Di-Corsignano-Pienza.d553248621533000906.Vacation-Attraction)
- [Visit Petroio](https://www.expedia.com/Petroio.dx6285804)
- [Visit Pienza](https://www.expedia.com/Pienza.dx6023645)
- [Monte Oliveto Maggiore Abbey](https://www.expedia.com/Monte-Oliveto-Maggiore-Abbey-Asciano.d6272329.Vacation-Attraction)
- [Pienza Cathedral](https://www.expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction)
- [Bosco della Ragnaia](https://www.expedia.com/Bosco-Della-Ragnaia-Montalcino.d553248635976357234.Vacation-Attraction)
- [Enoteca Di Ghino](https://www.expedia.com/Enoteca-Di-Ghino-Pienza.d553248621562145316.Vacation-Attraction)
- [Visit Montisi](https://www.expedia.com/Montisi.dx3000027304)
- [Visit Vergelle](https://www.expedia.com/Vergelle.dx3000395568)
- [Visit San Giovanni d'Asso](https://www.expedia.com/San-Giovanni-DAsso.dx603291)
- [The Saints Peter and Andrew Church](https://www.expedia.com/The-Saints-Peter-And-Andrew-Church-Trequanda.d553248621562145327.Vacation-Attraction)
- [Visit Chiusure](https://www.expedia.com/Chiusure.dx3000474351)
- [Palazzo Piccolomini](https://www.expedia.com/Palazzo-Piccolomini-Pienza.d6105120.Vacation-Attraction)
- [Visit Trequanda](https://www.expedia.com/Trequanda.dx6034663)
- [Pienza Vacations](https://www.expedia.com/Pienza.d6023645.Destination-Travel-Guides)
- [San Giovanni d'Asso Station](https://www.expedia.com/San-Giovanni-DAsso-Station-Montalcino.d553248635929329998.Vacation-Attraction)
- [Visit Castelmuzio](https://www.expedia.com/Castelmuzio.dx6285810)
- [Visit Montepulciano](https://www.expedia.com/Montepulciano.dx601351)
- [Visit Amorosa](https://www.expedia.com/Amorosa.dx3000438909)
- [Visit Sinalunga](https://www.expedia.com/Sinalunga.dx603293)
- [Visit Montefollonico](https://www.expedia.com/Montefollonico.dx6285797)
- [Visit Osteria delle Noci](https://www.expedia.com/Osteria-Delle-Noci.dx6285795)
- [Car rental Montefollonico](https://www.expedia.com/Car-Rentals-In-Montefollonico.d6285797.Car-Rental-Guide)
- [National Car Rental Rental Cars in Montefollonico](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Montefollonico.d6285797-c42.Car-Rental-Guide-Suppliers)
- [Car rental Trequanda](https://www.expedia.com/Car-Rentals-In-Trequanda.d6034663.Car-Rental-Guide)
- [Whiz Rental Cars in San Giovanni d'Asso](https://www.expedia.com/Whiz-Car-Rentals-In-San-Giovanni-DAsso.d603291-c1117.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Pienza](https://www.expedia.com/Hertz-Car-Rentals-In-Pienza.d6023645-c40.Car-Rental-Guide-Suppliers)
- [Car rental San Giovanni d'Asso](https://www.expedia.com/Car-Rentals-In-San-Giovanni-DAsso.d603291.Car-Rental-Guide)
- [Car rental Petroio](https://www.expedia.com/Car-Rentals-In-Petroio.d6285804.Car-Rental-Guide)
- [Car rentals near San Giovanni d'Asso Station](https://www.expedia.com/Car-Rentals-In-San-Giovanni-DAsso-Station.d553248635929329998.Car-Rental-Guide)
- [Car rental Pienza](https://www.expedia.com/Car-Rentals-In-Pienza.d6023645.Car-Rental-Guide)
- [Top Rent a Car Rental Cars in Montefollonico](https://www.expedia.com/Top-Rent-A-Car-Car-Rentals-In-Montefollonico.d6285797-c1028.Car-Rental-Guide-Suppliers)
- [Car rental Montisi](https://www.expedia.com/Car-Rentals-In-Montisi.d3000027304.Car-Rental-Guide)
- [Essence Car Rental Rental Cars in Montefollonico](https://www.expedia.com/Essence-Car-Rental-Car-Rentals-In-Montefollonico.d6285797-c1085.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Pienza](https://www.expedia.com/Avis-Car-Rentals-In-Pienza.d6023645-c41.Car-Rental-Guide-Suppliers)
- [First Car Rental Rental Cars in Montefollonico](https://www.expedia.com/First-Car-Rental-Car-Rentals-In-Montefollonico.d6285797-c1107.Car-Rental-Guide-Suppliers)
- [Car rental Osteria delle Noci](https://www.expedia.com/Car-Rentals-In-Osteria-Delle-Noci.d6285795.Car-Rental-Guide)
- [Osteria delle Noci Vacation Rentals](https://www.expedia.com/Osteria-Delle-Noci-Vacation-Rentals.d6285795.Travel-Guide-VacationRentals)
- [Pienza Vacation Rentals](https://www.expedia.com/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals)
- [Things to do in Montefollonico](https://www.expedia.com/Things-To-Do-In-Montefollonico.d6285797.Travel-Guide-Activities)
- [Things to do in Montisi](https://www.expedia.com/Things-To-Do-In-Montisi.d3000027304.Travel-Guide-Activities)
- [Things to do in Sinalunga](https://www.expedia.com/Things-To-Do-In-Sinalunga.d603293.Travel-Guide-Activities)
- [Things to do in Pienza](https://www.expedia.com/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)
- [Things to do in Torrita di Siena](https://www.expedia.com/Things-To-Do-In-Torrita-Di-Siena.d6046345.Travel-Guide-Activities)
- [Things to do in Chiusure](https://www.expedia.com/Things-To-Do-In-Chiusure.d3000474351.Travel-Guide-Activities)
- [Things to do in Trequanda](https://www.expedia.com/Things-To-Do-In-Trequanda.d6034663.Travel-Guide-Activities)

## Other language versions

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  sv-SE: https://www.expedia.se/Montisi-Slott.d3000027304-aaSlott.Reseguide-Overnattning
  fr-CH: https://www.expedia.ch/fr/Montisi-Chateaux.d3000027304-aaChateaux.Guide-de-Voyage-Hebergement
  it-IT: https://www.expedia.it/Montisi-Castelli.d3000027304-aaCastelli.Guida-Viaggi-Alloggi
  en-NZ: https://www.expedia.co.nz/Montisi-Castles.d3000027304-aaCastles.Travel-Guide-Accommodation
  de-CH: https://www.expedia.ch/Montisi-Schloesser.d3000027304-aaSchloesser.Reiseangebote-Unterkuenfte
  de-AT: https://www.expedia.at/Montisi-Schloesser.d3000027304-aaSchloesser.Reiseangebote-Unterkuenfte
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