Compare Chianti Region Castles

Name: Panoramic castle with large pool on the walls. Ideal for weddings and events
Address: Poggibonsi

Featured Castles in Chianti Region

This castle is a smoke-free castle.

Montegufoni 34 - Apartment by Castello di Montegufoni in Tuscany

At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.

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.

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

Guests staying at this castle enjoy a hot tub, laundry facilities, and a garden. This family-friendly castle also has barbecue grills.

Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

Guests staying at this castle enjoy an outdoor pool, a terrace, and laundry facilities. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this golf castle include a garden and barbecue grills.

charming castle apartement with glorious views

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.

Pet friendly

Parking available

Montegufoni 23 - Apartment in Castello di Montegufoni in Tuscany

At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.

Villa Osbert - Holiday Rental by Castello di Montegufoni in Tuscany

At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.

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

Guests staying at this castle enjoy a water park, free WiFi in public areas, and a library. Other amenities at this family-friendly castle include a terrace, local meal delivery service, and barbecue grills.

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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 Borgo di Cortefreda Relais

Via Roma 191, Barberino Tavarnelle, FI

$138

includes taxes & fees

$119 per night

May 12 - May 13

9.2/10 Wonderful! (408 reviews)

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

$497

includes taxes & fees

$442 per night

May 12 - May 13

9.4/10 Exceptional! (221 reviews)

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

$80

includes taxes & fees

$67 per night

May 11 - May 12

8/10 Very Good! (443 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	33 Castles
Lowest Price	$80
Highest Price	$497
Popular accommodation	Loft Castello e colline, Montegufoni 34 - Apartment by Castello di Montegufoni in Tuscany, Castle of Volognano, Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region, Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!, charming castle apartement with glorious views , Montegufoni 23 - Apartment in Castello di Montegufoni in Tuscany, Villa Osbert - Holiday Rental by Castello di Montegufoni in Tuscany, Panoramic castle with large pool on the walls. Ideal for weddings and events