Name: Villa La Borghetta Resort
Price range: $120 total
Rating: 7.8

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Your Chianti Region Vacation

Lock in a vacation package to Chianti Region and enjoy what it means to travel on your own terms. You'll be charmed by its walking trails, cycling and views. Start your trip to Chianti Region with some time exploring San Gimignano visiting popular attractions like Medieval Criminal and Torture Museum and Piazza Duomo. Gaiole in Chianti is another city that draws travelers from near and far. Castello di Albola and Meleto Castle are two of the leading places to see in this destination. If you're ready to stop dreaming and start traveling, Expedia will help turn your Chianti Region vacation into reality.

The Latest Chianti Region vacation packages

Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi

Historic Centre of Florence

$645

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,015 reviews)

The room was spotless. The staff was helpful and kind. The location was great, though if you are arriving at night, the alley it is in is dark. The pillows were not at all comfortable.

Reviewed on Nov 2, 2025

Collegio alla Querce, Auberge Collection

Le Cure

Save 100% on your flight

$3,325

per person

Jan 17 - Jan 23

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

10/10 Exceptional! (3 reviews)

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$725

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (485 reviews)

Great hotel. Good location right across the street from the tram. Very clean and the staff is wonderful.

Reviewed on Nov 1, 2025

The St. Regis Florence

Historic Centre of Florence

$2,738

per person

Jan 17 - Jan 23

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

9.6/10 Exceptional! (261 reviews)

Nice property in a great location.

Reviewed on Jun 29, 2025

Cerretani Hotel Firenze - MGallery Collection

Historic Centre of Florence

$1,233

per person

Jan 6 - Jan 12

found 7 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9/10 Wonderful! (824 reviews)

Hotel stuff doing amazing job for us to feel welcomed! Breakfast fresh and great… room quiet and smell beautiful … walkable distance to everything…we couldn’t be more happier! Highly recommended this hotel ♥️

Reviewed on Oct 1, 2025

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Discover the most popular places to visit in Chianti Region

Castello di Meleto, Gaiole in Chianti, Tuscany

Meleto Castle

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Antinori nel Chianti Classico

5/5(1 review)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.

The Mall Luxury Outlet

4.5/5(138 reviews)

During your visit to Reggello, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.

What to do in Chianti Region

Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

$27

per adult

78% of travellers recommend

The Best Tour in Florence: Renaissance and Medici Tales

per adult

96% of travellers recommend

Florence half day combo tour with David, Uffizi & Duomo

Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia

$59

per adult

90% of travellers recommend

See all activities in Chianti Region

Chianti Region Hotel Deals

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

Fully refundableReserve now, pay when you stay

$50 nightly

$55 total

Nov 23 - Nov 24

Total with taxes and fees

8/10 Very Good! (459 reviews)

I highly recommended

Reviewed on Oct 14, 2025

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

9.4/10 Exceptional! (260 reviews)

All good

Reviewed on Oct 20, 2025

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Villa La Borghetta Resort

Via del Cesto, Figline e Incisa Valdarno, FI

$107 nightly

$120 total

Nov 6 - Nov 7

Total with taxes and fees

7.8/10 Good! (85 reviews)

Beautiful experience!

Reviewed on Jul 1, 2025

See all 4,938 properties in Chianti Region

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.