5 Stars Hotels in Chianti Region, Tuscany from CA $112

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Our top choices for Chianti Region 5-star hotels

Indoor pool, outdoor pool, sun loungers

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (272 reviews)
"A very special place"
United Kingdom
Zhixing
The price is CA $697
CA $783 total
includes taxes & fees
Jun 26 - Jun 27
Castello di Spaltenna- Small Luxury Hotels of the World
Garden

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (37 reviews)
"I cannot say enough good things about Pieve Aldina. This property was beautiful and well maintained. Definitely worth the drive into Tuscany for a peaceful retreat. The staff were excellent and always at your service. Our room was rustic and cozy but the bathroom was spacious and luxurious. I truly enjoyed my stay and wish I had booked a few extra days!"
United States
Peyton
The price is CA $1,046
CA $1,163 total
includes taxes & fees
Jun 14 - Jun 15
Pieve Aldina - Relais & Châteaux
2 restaurants; breakfast, lunch, and dinner served

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful hotel, great staff."
United States
Vicente
The price is CA $1,655
CA $1,833 total
includes taxes & fees
Jun 26 - Jun 27
COMO Castello Del Nero
2 restaurants, breakfast served

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (248 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is CA $781
CA $872 total
includes taxes & fees
Jul 8 - Jul 9
Borgo Vescine
Lunch and dinner served

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.6 out of 10, Exceptional, (83 reviews)
"We returned last month from our trip to **Villa le Calvane** and I’m still dreaming about our stay. It was truly a masterclass in Tuscan hospitality. The staff goes above and beyond to make you feel like royalty, yet it’s their genuine warmth that really stands out. The accommodations are breathtaking. The rooms are impeccably designed and create a sense of peace that is hard to find elsewhere. A highlight was the stunning infinity pool; lounging there with a panoramic view of the rolling...
United States
Mary
The price is CA $831
CA $925 total
includes taxes & fees
Jun 28 - Jun 29
Villa Le Calvane
Front of property

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (532 reviews)
"The staff were excellent, especially Carim."
United Kingdom
Rob
The price is CA $240
CA $273 total
includes taxes & fees
Jul 7 - Jul 8
LHP Certaldo Resort
Restaurant

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is CA $471
CA $527 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chianti Region.
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
The price is CA $93 per night from Jul 11 to Jul 12
CA $93
CA $112 total
Jul 11 - Jul 12
includes taxes & fees
8.2/10 Very Good! (342 reviews)
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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.

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Top Chianti Region Hotel Reviews

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux

10/10 Excellent
"I cannot say enough good things about Pieve Aldina. This property was beautiful and well maintained. Definitely worth the drive into Tuscany for a peaceful retreat. The staff were excellent and always at your service. Our room was rustic and cozy but the bathroom was spacious and luxurious. I truly enjoyed my stay and wish I had booked a few extra days!"
Peyton 2-night trip
Posted 3 days ago
Pieve Aldina - Relais & Châteaux

Find out more about Chianti Region

Five Star Hotels in Chianti Region

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chianti Region so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chianti Region and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Chianti Region

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Chianti Region

The results are in, and Chianti Region 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chianti Region! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chianti Region today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chianti Region?
How much you pay for a 5-star hotel in Chianti Region can vary based on when you prefer to travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to find the best rate on a high-end stay.

  • Search for the lowest price per night from CA $112

What makes a hotel 5 stars in Chianti Region?
In Chianti Region, a hotel is required to offer a specific number of top-notch amenities to earn 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their exceptional standard of service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Chianti Region?
Find a luxury stay that includes your room, meals, activities and entertainment in Chianti Region with our handy filter tool. Search for properties with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the price. This way, you're ready to take advantage of all the perks on offer from the moment you get there.

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