A stone building with a clock tower, steps leading up to it, and people walking around.

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Check availability on Castellina in Chianti Romantic Hotels

Our top choices for Castellina in Chianti romantic hotels

Exterior detail

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (9 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 490
AED 762 total
includes taxes & fees
12 Aug - 13 Aug
Exclusive Stone Tower.
Dining

Bellavista Farmhouse

Bellavista Farmhouse
Radicondoli
10.0 out of 10, Exceptional, (1 review)
"Der optimale Familienurlaub! Leider muss man für viele Aktionen ins Auto steigen. Aber die Unterkunft ist Bombe!"
Germany
Markus F.
The price is AED 2,044
AED 2,044 total
includes taxes & fees
9 Aug - 10 Aug
Bellavista Farmhouse
Pool

Charming farmhouse apartment with garden, pool and views

Charming farmhouse apartment with garden, pool and views
Casole d'Elsa
9.4 out of 10, Exceptional, (3 reviews)
"Im September 2016 erlebten wir 2 Wochen in diesem wunderbaren, authentischen und liebevoll gestalteten Bauernhaus. Die Umgebung ist ruhig und man hat jede Menge Platz um sich einfach frei bewegen zu können. Die Wohnung ist großzügig und mit allem ausgestattet. Wir hatten herrliches Wetter und konnten entweder auf der Terrasse oder auf dem Balkon essen oder am Abend einfach nur in die Sterne schauen und die Stille genießen. Von dem grandiosen Blick in das weite Tal konnten wir uns nicht satt...
Germany
Michael s.
The price is AED 656
AED 949 total
includes taxes & fees
2 Aug - 3 Aug
Charming farmhouse apartment with garden, pool and views
Pool

Peaceful Eco House in the Tuscan hills

Peaceful Eco House in the Tuscan hills
casole d'elsa
The price is AED 587
AED 847 total
includes taxes & fees
2 Aug - 3 Aug
Peaceful Eco House in the Tuscan hills
Pool

Studio in Tuscan farmhouse with views and pool

Studio in Tuscan farmhouse with views and pool
casole d'elsa
10.0 out of 10, Exceptional, (3 reviews)
"We had a great holiday at Fabio's place near Monteguidi in September. We have been there for two weeks in September and really enjoyed the apartment and the great pool area. The apartment was very comfortable and cosy with a well-equipped kitchen, but we have also been to very good restaurants in the surrounding area. Fabio has been a great host and was very friendly and helpful. We can definitely recommend this accommodation for a relaxing holiday!"
Germany
Philipp L.
The price is AED 566
AED 802 total
includes taxes & fees
22 Jul - 23 Jul
Studio in Tuscan farmhouse with views and pool
Outdoor pool

House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 913
AED 1,519 total
includes taxes & fees
21 Jul - 22 Jul
House with pool for 4 pax
Dining

La Dimora di Teresa: fairytale house in the woods, ideal for families with children.

La Dimora di Teresa: fairytale house in the woods, ideal for families with children.
Sovicille
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful house for our family. Spacious and well appointed home with a charming rustic feel. It is a short drive to Siena. Marina is super helpful with any need you may have. We had a local chef come to the house to make pizzas for us one evening. It was terrific. Our family enjoyed the peace and quiet of this home in the middle of a busy trip around Italy."
United States
Ericka B.
The price is AED 2,253
AED 3,742 total
includes taxes & fees
23 Jul - 24 Jul
La Dimora di Teresa: fairytale house in the woods, ideal for families with children.
Property grounds

Agriturismo Casa al Povero

Agriturismo Casa al Povero
Volterra
10.0 out of 10, Exceptional, (2 reviews)
"Wow. I could not have dreamed of a better weekend getaway. This was seriously the most beautiful villa. The view from it was picturesque, it looked fake! I would wake up in the morning and just stare at the view. From the grounds of the villa you can see the city center of Volterra, and the greenery surrounding. The owners of the property, Alessandro and Paola were an absolute pleasure. They were so hospitable, welcoming, and kind. We reserved breakfast and dinner at their restaurant and the...
United States
Izel G.
The price is AED 2,390
AED 2,730 total
includes taxes & fees
24 Jul - 25 Jul
Agriturismo Casa al Povero
3 bedrooms, in-room safe, desk, iron/ironing board

Lady Camollia Apartment, apartment in the center of Siena with parking

Lady Camollia Apartment, apartment in the center of Siena with parking
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful stay! Common space is cozy and comfortable, with generous bedroom space. The kitchen was one of the best organized and well-stocked I have seen. I loved that the apartment was within the walls, but not at the most tourist-heavy area. Very lovely, and I look forward to returning!"
United States
Sara S.
The price is AED 1,132
AED 1,438 total
includes taxes & fees
21 Jul - 22 Jul
Lady Camollia Apartment, apartment in the center of Siena with parking
Pool

B&B San Paterno Classic Retrò room Double or Twin

B&B San Paterno Classic Retrò room Double or Twin
Armaiolo
9.0 out of 10, Wonderful, (4 reviews)
"very clean, very conveinent and host was more than friendly. "
United States
Lori K.
The price is AED 188
AED 341 total
includes taxes & fees
26 Jul - 27 Jul
B&B San Paterno Classic Retrò room Double or Twin
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.
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Top Castellina in Chianti Hotel Reviews

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"This hotel is absolutely gorgeous. The property is well maintained and very clean. The staff are lovely and helpful. The shuttle was an amazing bonus and breakfast was incredible. Such a lovely experience and made the stay in Florence unforgettable. I would highly recommend this hotel and hopefully will one day have the chance to return."
Amy 2-night trip
Posted 18 hours ago
Art Hotel Villa Agape

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Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need some romantic time away, we'd like to help you plan for it. Couples enjoy Castellina in Chianti for its countryside and wineries. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lilliano Estate Winery, Casa Vinicola Luigi Cecchi, or Buondonno Winery. If you and your sweetheart are looking forward to a relaxing time away or you'd like to be pampered with luxurious amenities and fine dining, you can choose from 5 lodging options in Castellina in Chianti for the ideal romantic vacation.
What's the best hotel for couples in Castellina in Chianti?
Lovely country house in the Chianti region, for 4 persons, near Siena is a favorite country house for couples, and features free WiFi and a garden. Another good option for your romantic getaway is Farmhouse in the Chianti "La Foresta 1" with swimming pool.
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. Castellina Fortress, Archaeological Museum of Chianti, and Buondonno Winery 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.