Save up to ¥109,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Discover the most popular places to visit in Chianti Region
Antinori nel Chianti Classico
9.4/10 (16 reviews)
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
8.8/10 (355 reviews)
During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.
Tenuta Torciano Winery
9.2/10 (40 reviews)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.
Castle of Brolio
9.2/10 (44 reviews)
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.
Casa Sola - Chianti Winery
You can enjoy a tasting or tour at Casa Sola - Chianti Winery during your travels to Cortine. Discover the beautiful countryside and wineries in this relaxing area.
Montegufoni Castle
8.0/10 (4 reviews)
Find out about the history of Montegufoni with a stop at Montegufoni Castle. Visit the notable monuments and stunning cathedral in this walkable area.
Verrazzano Castle
9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.
Castello di Albola
9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this romantic area, or enjoy its local tours.
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
"We loved the property - the kitchen and it's facilities was outstanding, same with the bathroom and the bedrooms. The exterior is peaceful and tranquil with some wonderful views. All in all a wonderful place to stay - highly recommended."
"Our short stay could not have been better. After difficulty with our phones and GPS, we arrived to a very gracious Christina and a relaxing stay. The breakfasts we're outstanding. Thank you so much, Christina."
"We could not have had a more enjoyable stay! - The property is gated and secluded with spectacular views. There are three bikes on the property if you want to go into town, or walk, which takes about 20 minutes.- the pool is beautiful and was heated.- The kitchen was extremely well stocked and easy to use. - The beds are extremely comfortable and the property was clean. Good shower pressure and temperature. - There are converters for devices on the property if you’re international but...
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.
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.
How can I find the best Chianti Region vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap Chianti Region romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to Chianti Region?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to Chianti Region?
Put a price on love with stunning deals for duos starting at just . Prices and availability are subject to change. Additional terms may apply.
Can I book Chianti Region spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in Chianti Region?
To book a loved-up break in Chianti Region, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to Chianti Region with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my Chianti Region romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?