The Best 4 Star Hotels in Chianti Region from $68

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Our top choices for Chianti Region 4-star hotels

A rock garden with various succulents and plants.

1. Hotel Toscana Ambassador

Poggibonsi

Marian

$61 nightly

Dec 11 - Dec 12

Total with taxes and fees

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

2. Hotel Borgo San Luigi

Monteriggioni

Bulent

$111 nightly

Nov 20 - Nov 21

Total with taxes and fees

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

3. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

$56 nightly

Nov 26 - Nov 27

Total with taxes and fees

A spacious lobby with a reception desk, seating area, and a large vase.

4. Hotel Valdarno

Montevarchi

Emmanuel

$113 nightly

Dec 11 - Dec 12

Total with taxes and fees

A courtyard with stone flooring, arched walkways, and a central fountain.

5. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

$114 nightly

Nov 30 - Dec 1

Total with taxes and fees

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

6. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

$68 nightly

Dec 10 - Dec 11

Total with taxes and fees

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

7. Hotel Villa Campomaggio

Radda in Chianti

Dario

An outdoor dining area with a pool, potted plants, and umbrellas.

8. Relais Vignale & Spa

Radda in Chianti

Ron

A person sitting by a swimming pool with a stone building in the background.

9. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

$84 nightly

Nov 27 - Nov 28

Total with taxes and fees

A clear swimming pool with a view of a lush green landscape and distant hills.

10. Villa Le Barone

Greve in Chianti

Tereza

A restaurant with outdoor seating, wooden tables, and green chairs, overlooking a mountainous landscape.

11. Hotel Villa Cesi

Impruneta

Anshi

$75 nightly

Nov 12 - Nov 13

Total with taxes and fees

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

12. Belvedere di San Leonino

Castellina in Chianti

Kevork

$106 nightly

Nov 14 - Nov 15

Total with taxes and fees

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

13. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

Nov 18 - Nov 19

Total with taxes and fees

A pool area with a water slide and a stage for performances.

14. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Katie

A round table with a white tablecloth, two white chairs, and a vase of flowers on a terrace with a stone wall and a scenic view of green hills.

15. Palazzo Squarcialupi

Castellina in Chianti

deanna

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

16. Villa Sabolini

Colle di Val d'Elsa

Patricia

$78 nightly

Nov 24 - Nov 25

Total with taxes and fees

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

17. Villa San Lucchese

Poggibonsi

James

$112 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spa area with stone walls, a white massage chair, and a potted plant.

18. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

$106 nightly

Dec 1 - Dec 2

Total with taxes and fees

A swimming pool, steps, and a grassy area with umbrellas.

19. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Kerry

$103 nightly

Nov 29 - Nov 30

Total with taxes and fees

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

20. Locanda le Piazze

Castellina in Chianti

alexander

Top Chianti Region Hotel Reviews

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Jassiel

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Anonymous traveler

The entrance to Hotel Spadaï Firenze with a modern design, including a reception desk and a chandelier.

Hotel Spadai

Historic Centre of Florence

10/10 Excellent

Richard

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

Bed & Breakfast Le Terrazze del Chianti

Tavarnelle Val di Pesa

10/10 Excellent

Anonymous traveler

A traditional stone building with a garden featuring geometric hedges and potted plants.

Badia a Coltibuono

Gaiole in Chianti

10/10 Excellent

Grace

A spacious dining area with multiple tables and chairs, a bar area with shelves of bottles, and a large window providing a view of the outdoors.

Viesca Toscana Suites & Villas

Reggello

10/10 Excellent

I cannot say enough great things about Viesca Toscana. We were only there for four days but I wish we had spent our entire trip here. The photos don’t do the grounds or property justice. It’s absolutely beautiful. The staff were so helpful and always went above and beyond. I can’t wait to come back with my whole extended family and stay in one of their villas. Thank you for making Tuscany the absolute highlight of our trip!

Noelle

An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

Agriturismo Montemagni di Sopra

Greve in Chianti

10/10 Excellent

We absolutely loved our stay. Such a wonderful family who own and run the agriturismo, which is close to Greve, Chianti. If your idea of a stay in Tuscany is to be in a restored villa with all the amenities, surrounded by vineyards and olive groves, drinking the top notch wine produced by the family, eating an incredible dinner on the terrace (including their own olive oil) and having space to relax at the pool or patio, then please book at Agriturismo Montemagni di Sopra. Super easy to get...

Cathy

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

Palazzo Pacini

Colle di Val d'Elsa

10/10 Excellent

Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...

Anaisa

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Excellent

We cannot recommend this hotel enough. The price was so worth it. The resort has a delicious restaurant, comfortable and luxurious accommodations, a lovely bar, relaxing pool area, and the most amazing Tuscan hills view. We can attest that the romantic sunset they promote is spot on. There is a quaint downtown a 10 minutes walk away as well. It was conveniently located to Florence and many other Tuscan locations. It was amazing to get an authentic Tuscan experience.

Alyssa

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Jeffrey

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Fred

Villa San Lucchese

Poggibonsi

10/10 Excellent

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

Find out more about Chianti Region

The beginning of any well-deserved holiday starts with picking a wonderful spot. Chianti Region has been a popular local with tourists because it offers so much to keep you entertained. Yet, "location, location, location" applies to more than just your destination. Now that you have a feel for this city, it is time you to get to know your home away from home.

Lodgings as Gorgeous as the City

Chianti Region saw its fair share of visitors in the last year. Expedia's review section boast tips and tricks which may help you determine which resort is the perfect fit for your vacation. The hotels found here strive to make your vacation as delightful as your days and evenings checking out Chianti Region. You won't have to search for a nice dinner, to sustain your exercise schedule, or an energizing swim during your stay, thanks to all that these hotels offer. They work hard to make the facilities and grounds welcoming from the moment you step out of your car and with each step throughout the hotel. Chianti Region has hundreds of fabulous hotels that provide the ideal vacation.

Rooms have been fashioned to keep you as cozy as possible, with amenities like in-room coffee or tea, specially designed bathroom products, and ultra-comfortable bedding. So, sit back and unwind. Moreover, if you find yourself in need of anything else, you can rest assured the staff will try their best to ensure you remain satisfied during your time there. These hotels are so lovely that you'll regret the day you have to fly back home.

Book a 4-Star Hotel in Chianti Region Today!

Your holiday to Chianti Region should be one that you'll look back on fondly for years to come, and booking a 4-star hotel can help make those memories incredible. Thanks to Expedia's review section and info about each property, you can easily select the perfect hotel for your next excursion to Chianti Region.

Frequently Asked Questions

What are the best 4-star hotels in Chianti Region?

Based on our guest reviews, Villa la Palagina is one of the best 4-star hotels in Chianti Region. Located in Figline e Incisa Valdarno, it has concierge services and private winery tours. Villa Casagrande Resort & SPA is another popular option in this city. Also rated 4 stars and offering concierge services and a winery, you're sure to have a comfortable stay.

How much does it cost to stay in a 4-star hotel in Chianti Region?

To lock in a 4-star hotel in Chianti Region that fits your budget, use Expedia's filter tool. Check out the availability during your vacation dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical retreat first.

Search for the lowest price from $68

What's the difference between 5-star and 4-star hotels in Chianti Region?

If you choose to spend your vacation at a 4-star hotel in Chianti Region, you'll typically find lots of conveniences to keep you relaxed, such as a pool, gym and restaurant. You can enjoy high-quality service and upscale accommodations. Choose a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, concierge assistance and indulgent turndown services. You're likely to get more amenities and exclusive services at a 5-star getaway, though both are fabulous options for luxury travelers.

Does Chianti Region have any 4-star all-inclusive resorts?

Use our search filters to look for 4-star all-inclusive hotels in Chianti Region. If you can't find any, take a look at stays like Villa Casagrande Resort & SPA and Villa la Palagina. These 4-star escapes are located in Figline e Incisa Valdarno and a hit with travelers seeking upscale comforts and first-rate service.

Are there any 4-star casino hotels in Chianti Region?

To find what you're looking for in Chianti Region, use our filter tool to refine your search. Offering resort-style amenities and a premium level of service, our 4-star casino hotels are a sure bet for a good time.

Find 4 Star Hotels in Chianti Region from $68

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region 4-star hotels

1. Hotel Toscana Ambassador

2. Hotel Borgo San Luigi

3. Park Hotel Chianti

4. Hotel Valdarno

5. Villa Casagrande Resort & SPA

6. Villa I Barronci Resort & Spa

7. Hotel Villa Campomaggio

8. Relais Vignale & Spa

9. Hotel Borgo di Cortefreda Relais - Place of Charme

10. Villa Le Barone

11. Hotel Villa Cesi

12. Belvedere di San Leonino

13. Hotel Casafrassi

14. Hu Norcenni Girasole Village

15. Palazzo Squarcialupi

16. Villa Sabolini

17. Villa San Lucchese

18. Palazzo Leopoldo Dimora Storica & Spa

19. Hotel Palazzo San Lorenzo & SPA

20. Locanda le Piazze

Top Chianti Region Hotel Reviews

Castello La Leccia

10/10 Excellent

Find out more about Chianti Region

Lodgings as Gorgeous as the City

Book a 4-Star Hotel in Chianti Region Today!

Frequently Asked Questions

What are the best 4-star hotels in Chianti Region?

How much does it cost to stay in a 4-star hotel in Chianti Region?

What's the difference between 5-star and 4-star hotels in Chianti Region?

Does Chianti Region have any 4-star all-inclusive resorts?

Are there any 4-star casino hotels in Chianti Region?

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