Find Romantic Hotels in Castellina in Chianti

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 14 Castellina in Chianti Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Farmhouse in the heart of the real chiantishire
10.0 out of 10, Exceptional, (125)
"This charming farmhouse made our stay in the Tuscan region perfect. While we never met the host, they were very easy to communicate with and responded quickly. The farm and area is beautiful! We rented a car and did day trips to Montepulciano, Siena, Volterra, Lucca and Cinque Terre. The house is also convenient to the local town. We found excellent restaurants and also bought groceries at the Coop. Would highly recommend staying here if planning a trip to this region of Italy."
Farmhouse in the heart of the real chiantishire
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (51)
"We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Restored farmhouse in heart of chianti with swimming pool and tennis court.
9.8 out of 10, Exceptional, (42)
"Lovely quiet place in the countryside but still close to everything. Enjoyed exploring the towns and wineries nearby. Lots of great restaurants around where we had some very memorable meals."
Restored farmhouse in heart of chianti with swimming pool and tennis court.
Locanda le Piazze
4.0 star property
9.8 out of 10, Exceptional, (157)
" Beautiful property, excellent food, and amazing service. A true jewel in the heart of Chianti! "
The price is AED 912
AED 1,010 total
includes taxes & fees
9 Jun - 10 Jun
Locanda le Piazze
Belvedere di San Leonino
4.0 star property
9.6 out of 10, Exceptional, (137)
"This small hotel was lovely. The location is remote, but it’s a perfect base for traveling all around this part of Tuscany. The breakfast was wonderful -well worth the extra charge. We had dinner at the property one evening.The setting is beautiful and the food was excellent. The front desk staff was very helpful with anything we needed. I would come here again. "
The price is AED 550
AED 629 total
includes taxes & fees
11 Jun - 12 Jun
Belvedere di San Leonino
Castello di Fonterutoli Wine Resort
9.4 out of 10, Exceptional, (137)
"Good area to stay with excellent staff’s assistance! Just the water shower is not that hot and good. "
The price is AED 702
AED 788 total
includes taxes & fees
6 Jun - 7 Jun
Castello di Fonterutoli Wine Resort
Tenuta Di Ricavo
4.0 star property
9.4 out of 10, Exceptional, (96)
"We stayed in one of the larger rooms that had a beautiful view out to the entrance road and out to the hills. Love the old world charm of the room and the property. It used to be a small village originally. Bed was comfortable. Shower was a claw foot tub with curtain. Only minor issue is we could hear guests outside in the courtyard when they were coming and going from the property when our window was open. This is only noticeable because of how quiet it is out in Tuscany. Easy access out...
Tenuta Di Ricavo
Podere Palazzolo
3.0 star property
8.8 out of 10, Excellent, (36)
"We fell in love with this B&B the moment we arrived! It sits on top a hill, in the middle of vineyards with beauty abounding! The old farmhouse was renovated into quaint, comfortable rooms. The manager helped with map and directions to various towns to visit. We ate dinner there twice and the meal was wonderful. The included breakfast was served on the terrace facing the plush hillside. It included a variety of unique Tuscan specialties. We had a bottle of delicious local wine nightly in our...
Podere Palazzolo
Villa Delle Upupe 8, Emma Villas
Villa Delle Upupe 8, Emma Villas
Villa Sodi
Villa Sodi
Don't see what you're looking for?
See all available properties in Castellina in Chianti
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.

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need a romantic vacation, we’ve got just the thing. Our guests also enjoy Castellina in Chianti for its wineries and countryside. You might consider checking out some of the nearby sights and attractions such as Buondonno Winery, Casa Vinicola Luigi Cecchi, or Castellina Fortress. If you’re interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you’ll be able to see everything on your list.
How many romantic hotels will we find in Castellina in Chianti?
Expedia has 5 romantic Castellina in Chianti hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Castellina in Chianti?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Castellina in Chianti: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
What is there to do in Castellina in Chianti?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Castellina in Chianti. If you and your partner are interested in sampling the area’s cuisine, you’ll enjoy Castellina in Chianti for its wineries. Buondonno Winery, Casa Vinicola Luigi Cecchi, and Castellina Fortress are worth a stop when you’re out and about.
What's the best way to get to Castellina in Chianti and around town during my romantic getaway?
These transportation options in Castellina in Chianti might help your romantic trip get off to a smooth start: Make your way to Castellina in Chianti with a flight to Florence Airport, Peretola (FLR), which is the closest major airport located 23.2 mi (37.4 km) from the city center. If you’d like to explore around the area, consider renting a car to take in more sights.

Recent reviews of Castellina in Chianti hotels
Expedia verified reviews