Explore top 2025 4 Star Hotels in Chianti Region

Name: Hotel Certaldo
Price range: $168 total
Rating: 9.2

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Top Chianti Region 4 Star hotels

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

Fully refundableReserve now, pay when you stay

$52 nightly

$58 total

Nov 9 - Nov 10

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...

8/10 Very Good! (454 reviews)

Good Value for the cost !

"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7, Monteriggioni, SI

Fully refundableReserve now, pay when you stay

This hotel features a restaurant, an outdoor tennis court, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...

9.2/10 Wonderful! (390 reviews)

Lovely stay

"Lovely place and very helpful and friendly staff, especially at the bar/lunch area. The check-in process was flawless and very detailed, the grounds are stunning and the rooms are traditional yet it feels modern. Everything was clean and well kept. Opportunity to improve on reception’s English and ..."

Reviewed on Sep 17, 2025

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Hotel Toscana Ambassador

Via Salceto, 11, Poggibonsi, SI

Fully refundableReserve now, pay when you stay

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...

8/10 Very Good! (295 reviews)

"The staff took great care of us. Found us a late night taxi to take us to and from wedding at wine villa. Served Beers after bar was closed (fyi— the bar was never open). Made up the room even with do not disturb on door. Easy, close parking!"

Reviewed on Oct 6, 2025

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Villa Casagrande Resort & SPA

Via del Puglia, 61, Figline e Incisa Valdarno, FI

Fully refundableReserve now, pay when you stay

$112 nightly

$125 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an attached winery, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, express ...

9/10 Wonderful! (361 reviews)

"It’s beautiful place!"

Reviewed on Sep 24, 2025

Relais Vignale & Spa

Via Pianigiani 9, Radda in Chianti, SI

Fully refundableReserve now, pay when you stay

$191 nightly

$217 total

Oct 15 - Oct 16

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, free WiFi ...

9/10 Wonderful! (277 reviews)

"Beautiful property, friendly staff, nice breakfast buffet all made this place a great experience. We had multiple dining options within walking distance and cute shopping. The views are so good, they look fake."

Reviewed on Oct 5, 2025

Hotel Borgo di Cortefreda Relais

Via Roma 191, Barberino Tavarnelle, FI

Fully refundableReserve now, pay when you stay

$124 nightly

$143 total

Nov 10 - Nov 11

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the children's pool, picnic area, and in-room ...

9.4/10 Exceptional! (463 reviews)

"It’s beautiful, relaxing .. love the cat - please make sure you feed the cat! She’s so sweet!"

Reviewed on Oct 8, 2025

Villa I Barronci Resort & Spa

Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI

Fully refundableReserve now, pay when you stay

$95 nightly

$112 total

Nov 11 - Nov 12

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare, ...

9.2/10 Wonderful! (399 reviews)

One of the best Hotels in Tuscany

"This magnificent Hotel exceeded all our expectations. The rooms were very generous is size and the beds were so comfy. Breakfast was exceptional too.... The heated swimming pool with Jacuzzi and the view of the countryside was breathtaking."

Reviewed on Oct 1, 2025

Hotel Villa Cesi

via delle terre bianche 1, Impruneta, FI

Fully refundableReserve now, pay when you stay

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and ...

8.6/10 Excellent! (68 reviews)

"We had a wonderful stay."

Reviewed on Oct 10, 2025

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Palazzo Squarcialupi

Via Ferruccio 22, Castellina in Chianti, SI

Fully refundableReserve now, pay when you stay

$188 nightly

$214 total

Oct 14 - Oct 15

Total with taxes and fees

This Beaux Arts hotel's winery and full-service spa are among the highlights. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...

9.8/10 Exceptional! (69 reviews)

"Friendly staff and felt like family."

Reviewed on Oct 12, 2025

Hotel Certaldo

via del Molino, 74, Certaldo, FI

Fully refundableReserve now, pay when you stay

$147 nightly

$168 total

Oct 15 - Oct 16

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

9.2/10 Wonderful! (514 reviews)

"We loved this property. Lots of space to run around with our little one. The staff we amazing!"

Reviewed on Aug 9, 2025

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4 Star Hotels Chianti Region

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Chianti Region 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Chianti Region will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Chianti Region, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.