5 Stars Hotels in Chianti Region, Tuscany from CA $79

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region 5 Star Hotels

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, (261 reviews)
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Canada
Catherine
The price is CA $491
CA $556 total
includes taxes & fees
Apr 10 - Apr 11
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, (32 reviews)
"Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. "
United States
Lara
The price is CA $506
CA $570 total
includes taxes & fees
Mar 26 - Mar 27
Pieve Aldina - Relais & Châteaux
2 restaurants, breakfast, lunch, dinner served; international cuisine

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (133 reviews)
"Beautiful place to stay and enjoy . "
United States
Maryam
The price is CA $1,065
CA $1,184 total
includes taxes & fees
Apr 1 - Apr 2
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, (244 reviews)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
United States
Sherie
The price is CA $618
CA $693 total
includes taxes & fees
Apr 2 - Apr 3
Borgo Vescine
Front of property

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (529 reviews)
"We hade a wonderful stay and the service was extraordinary! The breakfast was so very nice and the kids love the pool area. "
Sweden
Joanna
The price is CA $171
CA $197 total
includes taxes & fees
Apr 1 - Apr 2
LHP Certaldo Resort
Lunch and dinner served, local and international cuisine

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.6 out of 10, Exceptional, (82 reviews)
"Great place loved it but AC did not work "
Canada
RITA
The price is CA $547
CA $613 total
includes taxes & fees
Apr 2 - Apr 3
Villa Le Calvane
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Ristorante Alcide

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI
The price is CA $63 per night from Mar 15 to Mar 16
CA $63
CA $79 total
Mar 15 - Mar 16
includes taxes & fees
8/10 Very Good! (480 reviews)
Still don't see what you're looking for?
See all properties in Chianti Region.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
Chianti Region showing farmland

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

8/10 Good
"All good "
Giovanna 2-night trip
Posted 5 months ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

6/10 Okay
"You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it was a hike to get it up there. Also they overcharged us at every turn. At their overpriced wine testing (which they were unprepared for our reservation, not set up and didn’t remember what we booked) they said a bottle was $40, then at dinner said the same bottle was now $65! Every glass of wine was steeply priced and the wine tasting was boring and uninformative. We preferred our wine tasting elsewhere (save your money!). The bed was extremely uncomfortable, worst one we slept on the whole trip. While the chef at their restaurant is incredible, we enjoyed our first dinner there and felt like it was worth the money. The food for the olive grove dinner was not as good and we didn’t even get to sit in the grove for most of the night due to the cold temps (the highlight was the incredible live band they had which saved the dinner for us). Overall we spent almost no time at the hotel and were very disappointed in the overall experience — not a luxury experience at all. Save your money, go elsewhere or be prepared to pay solely for the view. "
Rachel 2-night trip
Posted 6 months ago
Borgo Vescine

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 $79

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.

Explore a world of travel with Expedia