Find Historic Hotels in Castellina in Chianti

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Pick from 18 Castellina in Chianti Historic 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
Villa Delle Upupe 8, Emma Villas
Terrace/patio
Villa Delle Upupe 8, Emma Villas
Villa Delle Upupe 8, Emma Villas
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
Villa Casalecchi Country Hotel
Pool
Villa Casalecchi Country Hotel
4.0 star property
9.4 out of 10, Exceptional, (109)
"Warm, friendly, proprietary, "
Villa Casalecchi Country Hotel
Albergo Il Colombaio
Aerial view
Albergo Il Colombaio
3.0 star property
8.4 out of 10, Very Good, (51)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
The price is AED 533
AED 590 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Albergo Il Colombaio
Riserva di Fizzano Residence
Exterior
Riserva di Fizzano Residence
3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay and experience. The property is well maintained and very peaceful. Everyone on the staff is friendly and very excited to have you as a guest. Food was wonderful. 5 stars all around. Convenient location for day trips or to just relax by the pool. Highly recommend"
Riserva di Fizzano Residence
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
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
Agriturismo Il Villino
Property grounds
Agriturismo Il Villino
7.4 out of 10, Good, (6)
"We had no idea of what this property would really be like -- there are two apartments in a beautiful old stone building over a winery! The property is lovely, but the host, whom we only saw once, and others around, speak NO English, so it made a few communication necessities difficult. The apartments have full kitchens, if you can figure out how to work the appliances....great beds, but very small bathrooms. It is a good deal for the price -- perhaps instructions for working appliances could be...
Agriturismo Il Villino
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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Frequently asked questions

What should a history buff expect from a stay in Castellina in Chianti?
A trip to the significant historical sites in Castellina in Chianti is likely number one on your sightseeing itinerary. While you’re here, why not check out the countryside and wineries?
What's the best hotel in Castellina in Chianti that's close to historical sites?
Authentic Farmhouse on Chianti Estate between Florence & Siena is one of the top choices for history buffs. Other choices to soak up the local history include Lovely country house in the Chianti region, for 4 persons, near Siena and Farmhouse in the Chianti “La Foresta 1” with swimming pool.
How many historical hotels are there in Castellina in Chianti?
Castellina in Chianti is home to 280 hotel accommodations bookable on Expedia, including 5 designated as historic hotels or close to historic sites.
What are the top historical places and other sights to visit in Castellina in Chianti?
Castellina in Chianti is notable for landmarks like Castellina Fortress, Montecalvario, and Walls of Monteriggioni. Wine tasting is a great activity, and Casa Vinicola Luigi Cecchi is one place to visit. A couple of additional sights to add to your agenda are City Hall Castellina In Chianti and Buondonno Winery.
What is a historic hotel like in Castellina in Chianti?
Guests who book a historic hotel can stay someplace that has an officially recognized national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the communal spaces and guestrooms of these historic hotels in Castellina in Chianti, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You’ll often hear the term “heritage hotel” in Asia and Europe, while “historic hotel” is a term often used in the U.S. but overall the terms are quite similar. The building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it’s the cultural value and how it influenced the community.
Do historic hotels in Castellina in Chianti have modern facilities?
Hotels have the safety features and modern conveniences you might expect, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in a hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Castellina in Chianti, you won’t be staying at a place that is rundown or uncomfortable.