Chianti Region Vacations

Hotel options

Hotel stay must be within date range of Leave and Return.

Room 1
*Ages of children at time of trip (for pricing, discounts)


Earn up to 5% on hotels and 1% on flights - It's free!

By clicking, I agree to the terms and conditions.

Your Chianti Region vacation

From family vacations to last-minute romantic getaways, make Orbitz your first and only stop for Chianti Region vacations. You can customize your trip with flights, hotels and activities to match your travel plans and tastes. Sweeten the pot with extra savings when you book your flight and hotel together.

Create your own Chianti Region travel plans
Build your own Chianti Region vacation itinerary. Choose a flight that matches your schedule and a hotel with the amenities you need. Book them together for extra discounts you won't find when booking separately.

Find Chianti Region travel discounts
Be the first to know about exclusive offers and last-minute deals on Chianti Region travel. Sign for our deals e-mail , or follow us on Twitter and Facebook for promo codes, discounts and more. Our global network of travel experts find big-time savings and travel deals just for you.

Get Chianti Region travel support 24/7
Reach out to an Orbitz travel specialist for Chianti Region vacation assistance. Our specialists are available around the clock at 1-800-504-3248. We can even help with last-minute Chianti Region vacations.

Sign up for free Chianti Region travel alerts
Make travel plans smoother with Orbitz Care Alerts. Receive real-time info about flight delays, weather and other events via phone, e-mail or text. Keep up to six other people in the loop with travel alerts, too.

Scope out your Chianti Region vacation options and savings
With the Orbitz Matrix Display, you can view all your flight and hotel options quickly. Plus, you'll see what you can save on your travel packages when you book them together.

Chianti Region Vacation Packages

1 Pratale Country House

3 stars
Not yet reviewed

Strada della Pesa 12 Map

The Pratale estate receives its guests in two old manors, surrounded by the beautiful Tuscan countryside, with vineyards sloping gently down to wild shrubs, pines and cypress trees. The buildings have been completely restored and are now divided into several independent... More

Hotel only $68

2 Tenuta il Burchio

3 stars
4.2 / 5 5 reviews

Via Poggio Al Burchio 4 Map

The Hotel Tenuta il Burchio is located in an old seventeenth century village in the luxuriant hills of Valdarno, in a building renovated to create a cozy hotel with all the modern comforts while still maintaining its original structure with its authentic Tuscan style. The... More

Hotel only $78

3 Villa la Palagina

3 stars
Not yet reviewed

Via Grevigiana, 4 Map

Free Breakfast Included

Hotel Villa La Palagina is Located in the heart of the Chianti region, a stone's throw away from Florence, the Hotel Villa La Palagina is a restored sixteenth century villa that belonged to the noble Florentine family Ricasoli. All of the rooms are unique, but each one is... More

Hotel only $81

4 Hotel Villa Ambrosina

3 stars
5.0 / 5

Via Montebuoni, 95-Localita Tavernuzze Map

Hotel Villa Ambrosina is just a couple of minutes away from Florence. Its location allows superb panoramic views of the hills surrounding the city. It is the ideal choice for a holiday in total relaxes. For travelers wanting the best of Tuscany the hotel offers the... More

Hotel only $117

5 Palazzo Leopoldo

4 stars
Not yet reviewed

Via Roma, 33 Map

Palazzo Leopoldo is located in the medieval center of Radda in Chianti, one of the most well known towns in the Chianti countryside. Originally built in the medieval period, the house is named for the Archduke Leopoldo II, a member of the famous Lorena family, who stayed... More

6 Villa Belvedere Campoli

3 stars
4.6 / 5

Via Campoli, 91 Map

Villa Belvedere is an ancient 16th century mansion, perfectly preserved and now transformed in a splendid resort. Set in apanoramic position, in the heart of the Classic Chianti area, Villa Belvedere is surrounded by old farmhouses recently refurbished and tastefully... More

7 Querceto Country House

3 stars
Not yet reviewed

Strada Romita 40 Map

From the hills of Querceto the eye commands the beautiful slopes of the Pesa valley, where the even rows of the vineyards gently mingle with the silvery glow of olive groves. In this unique setting lies the farm of Querceto, close to the panoramic road which, starting... More

Hotel only $112

8 Relais Borgo Petrognano

2 stars
Not yet reviewed

Via Petrognano 1 Map

Check in procedure - please read

Situated inside of a 13th century estate, 12 rooms have been completely restructured and now they are able to offer to guests the most modern comforts. Antique furniture mixes with modern bathroom with marble and floors covered in terracotta emphasizing the natural... More

Hotel only $77

9 Nazionale Hotel Volterra

3 stars
5.0 / 5 2 reviews

Via Dei Marchesi 11, Map

Established in 1890, the hotel provides a warm and cosy atmosphere, typical of small Italian hotels. Here you will find unique accommodation where each room is individually designed with traditional furnishings. Thanks to our great central position, you can visit... More

  • Promo Code Terms and Conditions

    Book a qualifying 4-night flight + hotel vacation package between January 1, 2014 12:00AM CST and June 30, 2015 11:59PM CST, for $1000 or more for travel between January 1, 2014 and September 30, 2015 via Orbitz and instantly receive $150 off the hotel portion of your booking through the use of the promotion code. Limit one discount per hotel room and one promotion code per booking. Discounts are not redeemable for cash for any reason. Promotion codes cannot be resold. Any attempt at fraud will be prosecuted to the fullest extent of the law. Void where prohibited, taxed or restricted. Orbitz reserves the right to change or limit the promotion in its sole discretion. Promo code not valid for Las Vegas, NV bookings.

Sign up to receive our best deals

Get insider access to our best hotel deals, coupons and more!