Compare Chianti Region Castles

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Castles in Chianti Region

Castello Di Montemasso

Castello Di Montemasso

via Rubbiana Case Sparse 37 Greve in Chianti FI
$121 nightly
The price is $135 total per night
$135 total
Aug 30 - Aug 31
Total with taxes and fees
Castello Di Montemasso features free WiFi in public areas and a garden.
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

Firenze Toscana
Guests staying at this castle enjoy a hot tub, laundry facilities, and barbecue grills. This family-friendly castle also has a garden.
Montegufoni 33 - Apartment with swimming pool

Montegufoni 33 - Apartment with swimming pool

Montegufoni Tuscany
At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.
Montegufoni 4 - Apartment with swimming pool

Montegufoni 4 - Apartment with swimming pool

Montegufoni Tuscany
At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.
Loft Castello e colline

Loft Castello e colline

Toscana Città Metropolitana di Firenze
This castle is a smoke-free castle.
Castle of Volognano

Castle of Volognano

RIGNANO sull arno Tuscany
Guests of this castle enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly castle include laundry facilities, local meal delivery service, and a garden.
charming castle apartement with glorious views

charming castle apartement with glorious views

Panzano in Chianti TU
At this castle, guests have access to features like laundry facilities. Transportation is made easy with limo/town car service. This smoke-free castle also has a garden.
Galleria - Apartment with swimming pool

Galleria - Apartment with swimming pool

Montegufoni Tuscany
At this castle, guests have access to a terrace, laundry facilities, and a garden.
Panoramic castle with large pool on the walls. Ideal for weddings and events

Panoramic castle with large pool on the walls. Ideal for weddings and events

Poggibonsi Toscana
This castle features free WiFi in public areas, a library, and a terrace. Additional amenities include local meal delivery service, a garden, and barbecue grills.
Don't see what you're looking for?
See all available properties in Chianti Region
View all properties
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.

Hotel Options in Chianti Region

    Hotel Toscana Ambassador

    Hotel Toscana Ambassador

    Via Salceto, 11 Poggibonsi SI
    $64 nightly
    The price is $78 total per night from Sep 6 to Sep 7
    $78 total
    Sep 6 - Sep 7
    Total with taxes and fees
    8/10 Very Good! (362 reviews)
    Villa I Barronci Resort & Spa

    Villa I Barronci Resort & Spa

    Via Sorripa 10 San Casciano in Val di Pesa FI
    $186 nightly
    The price is $211 total per night from Sep 25 to Sep 26
    $211 total
    Sep 25 - Sep 26
    Total with taxes and fees
    Castello di Spaltenna- Small Luxury Hotels of the World

    Castello di Spaltenna- Small Luxury Hotels of the World

    Via Spaltenna 13 Gaiole in Chianti SI
    $401 nightly
    The price is $453 total per night from Aug 27 to Aug 28
    $453 total
    Aug 27 - Aug 28
    Total with taxes and fees
    9.6/10 Exceptional! (281 reviews)

Castles

Live your fairytale in Chianti Region castles
Be treated like royalty on your next getaway when you book a room in a castle hotel in Chianti Region. Experience service more charming than a prince and views fairer than the fairest maiden (not to mention some of the best holiday photos ever taken). If you thought money couldn’t buy happiness, think again. Lose the alarm clock, along with all your worries, and find yourself in a fortress this vacation. 

Reserve a room fit for royalty
Kings and queens aren’t known for being understated, and your next trip shouldn’t be, either. Tours of Chianti Region will likely be jammed things to explore and people to meet. And in Chianti Region castles, history is almost as dramatic as the architecture, and the amenities are, well, fit for a king. They may not have had Wi-Fi and pillowtop mattresses in medieval times, but you’ll enjoy all the comfort and convenience of the modern day. The one thing you will have to leave behind is the rushed pace. In a Chianti Region castle, it’s all about living a life of leisure.

Some castles are now luxury hotels, retaining their powerful facades while offering an upgraded experience. When you travel like royalty, you expect sheets softer than satin, on-site spas and room service, and you just might find all those things at castle boutique hotels in Chianti Region.

Chianti Region Castles essential information

Accommodation
28 Castles
Lowest Price
$78
Highest Price
$453
Popular accommodation
Castello Di Montemasso, Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region, Montegufoni 33 - Apartment with swimming pool, Montegufoni 4 - Apartment with swimming pool, Loft Castello e colline, Castle of Volognano, charming castle apartement with glorious views , Galleria - Apartment with swimming pool, Panoramic castle with large pool on the walls. Ideal for weddings and events

More to Explore