A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Chianti Region Castle Hotels

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Chianti Region castles

Aerial view

1. Castello Di Montemasso

Castello Di Montemasso
Greve in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."
United States
Quan
$113 nightly
The price is $125
Oct 11 - Oct 12
Total with taxes and fees
Castello Di Montemasso
Standard Triple Room | Hypo-allergenic bedding available, down comforters, desk, soundproofing

2. Cattaleya Rooms

Cattaleya Rooms
Santa Maria Novella
8.4 out of 10, Very good, (54 reviews)
"Close to station and basic amenities and property well maintained and clean"
Canada
Vishnu
$107 nightly
The price is $132
Oct 18 - Oct 19
Total with taxes and fees
Cattaleya Rooms
Exterior

3. CASTELLO NELLE CRETE

CASTELLO NELLE CRETE
Siena
10.0 out of 10, Exceptional, (1 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...
United States
joanne s.
$16,209 nightly
The price is $16,209
Sep 22 - Sep 23
Total with taxes and fees
CASTELLO NELLE CRETE
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.
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Top Chianti Region Hotel Reviews

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."
mark 1-night trip
Posted 2 days ago
Relais Vignale & Spa

Find out more about Chianti Region

Chianti Region Castles information

Number of reviews
80
Accommodation
30 Castles
Lowest Price
$125
Highest Price
$16,209

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