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
    Sign in
    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.

Castello di Fonterutoli Wine Resort
Exterior detail
Castello di Fonterutoli Wine Resort
9.4 out of 10, Exceptional, (146)
"While in Italy, we were last to be able to go to 6 vineyards. This was the most state of the art winery that we visited. That being said, having a great tour, the wine tasting and pairing was mediocre. It only served with crackers and bread, and the wine was in our opinion, just OK. "
The price is AED 558
AED 630 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Castello di Fonterutoli Wine Resort
Farmhouse in the heart of the real chiantishire
Entrance
Farmhouse in the heart of the real chiantishire
10.0 out of 10, Exceptional, (129)
"Wonderful Property very convenient to all of our favorite Chianti villages and restaurants. Very quiet, not even a distant dog barking at night. Minor issue with hot water but this was quickly addressed by the manager. We look forward to visiting again in 2025. unusual for the Chi"
Farmhouse in the heart of the real chiantishire
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
View from the dining room table
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (55)
"We were a group of 23, ranging from 18-70. We used Isola Serena as our base to take day trips to Florence, Pisa, Lucca, Siena and the location is perfect. The Villa is simply a dream come true. Everything you can read about it is far from what you will experience. The rooms, the kitchen, the pools, and the insane terrace view is one we will never forget. Then the attention from the online booking from the Kalen Property team to the onsite personal attention with Rafaella who was always on top of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Restored farmhouse in heart of chianti with swimming pool and tennis court.
Private Garden
Restored farmhouse in heart of chianti with swimming pool and tennis court.
9.8 out of 10, Exceptional, (50)
"Except the wifi everything was better than expected "
Restored farmhouse in heart of chianti with swimming pool and tennis court.
Villa Delle Upupe 8, Emma Villas
Terrace/patio
Villa Delle Upupe 8, Emma Villas
Villa Delle Upupe 8, Emma Villas
Villa Sodi
Exterior
Villa Sodi
Villa Sodi
Locanda le Piazze
Pool
Locanda le Piazze
4.0 star property
9.8 out of 10, Exceptional, (174)
"Great place to relax and enjoy Tuscany. Also well located for quick day trips to places like San Gimigliano and Siena among others."
The price is AED 1,011
AED 1,118 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Locanda le Piazze
Podere Palazzolo
Pool
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
Tenuta Di Ricavo
Property grounds
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
Belvedere di San Leonino
Aerial view
Belvedere di San Leonino
4.0 star property
9.6 out of 10, Exceptional, (159)
"Great service, clean rooms every single day without asking. Great communication. Great Staff"
The price is AED 456
AED 515 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Belvedere di San Leonino
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.
Don't see what you're looking for?
See all available properties in Castellina in Chianti

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 Casa Vinicola Luigi Cecchi, Buondonno Winery, 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. Casa Vinicola Luigi Cecchi, Buondonno Winery, 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.