A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Historic Hotels & Resorts in Chianti Region from NZ$193

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Check availability on Chianti Region Historic Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Chianti Region historic hotels

Poolside bar

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (297 reviews)
"Amazing property, I would HIGHLY recommend everyone stay here!!!"
Canada
tera
The price is NZ$450
includes taxes & fees
3 Aug - 4 Aug
Relais Vignale & Spa
Romantic Double Room | Private spa tub

Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (282 reviews)
"The location is fantastic. Just steps from the shopping and restaurants. The hotel is old fashioned and charming. The bathrooms are in need of an upgrade both fixtures and lighting. But it’s quirky ways also are the very thing that makes it charming. I would ask for a room furthest away from Via Nationale as that street can be loud at night. They have a nice breakfast each morning w an option to eat in the outdoor courtyard. Their sweet staff will bring you speciality coffees to enjoy!"
United States
Anonymous traveller
The price is NZ$276
includes taxes & fees
3 Aug - 4 Aug
Hotel San Michele
Exterior detail

Villa Le Fontanelle

Villa Le Fontanelle
4.0 star property
Florence
9.8 out of 10, Exceptional, (153 reviews)
"Excellent location, fantastic staff, veryclean and the restaurant is amazing"
United Kingdom
Thomas
The price is NZ$487
includes taxes & fees
8 July - 9 July
Villa Le Fontanelle
Bar (on property)

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (131 reviews)
"Excellent staff and experiences! We had a wonderful time."
United States
Sam
The price is NZ$921
includes taxes & fees
30 July - 31 July
Il Falconiere - Relais e Chateaux
2 outdoor pools, pool loungers

Villa Le Barone

Villa Le Barone
4.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (144 reviews)
"One of the best properties in the area. This is a Count’s palace converted into a hotel. Views cannot get any better; very helpful staff. Book for a relaxing stay, with a pool with amazing views and a Tennis court. Will definitely come back."
Canada
Aditi
The price is NZ$495
includes taxes & fees
21 July - 22 July
Villa Le Barone
Exterior

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (184 reviews)
"I would highly recommend this property. The staff were very amazing."
United States
Cynthia
The price is NZ$193
includes taxes & fees
5 July - 6 July
Residenza d'Epoca Palazzo Buonaccorsi
Seasonal outdoor pool, pool umbrellas, pool loungers

Villa Campestri Olive Oil Resort

Villa Campestri Olive Oil Resort
4.0 star property
Vicchio
9.4 out of 10, Exceptional, (217 reviews)
"My wife and I stayed here on a two week trip through Italy and this was hands down our favorite hotel and meal of the whole trip. The location couldn’t be more peaceful and beautiful, the staff was so kind and attentive, and the food was exceptional. We can’t wait to come back! "
United States
Anthony
The price is NZ$377
includes taxes & fees
12 July - 13 July
Villa Campestri Olive Oil Resort
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (42 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is NZ$485
includes taxes & fees
5 July - 6 July
Castello di Gargonza
Superior Studio Suite, Hot Tub

Graziella Patio Hotel

Graziella Patio Hotel
4.0 star property
Arezzo Centro Storico
8.8 out of 10, Excellent, (37 reviews)
"We had a two night stay on our way to other places in Italy and thoroughly enjoyed the location. The inn was excellent and in a great location for touring the city."
United States
James
The price is NZ$342
includes taxes & fees
5 July - 6 July
Graziella Patio Hotel
Exterior

Brunelleschi Hotel

Brunelleschi Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (717 reviews)
"Great staff, unique space and history, clean room, great location, Michelin restaurant. "
United States
Adam
The price is NZ$805
includes taxes & fees
2 Aug - 3 Aug
Brunelleschi Hotel
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 Chianti Region Hotel Reviews

Villa Sabolini

Villa Sabolini

10/10 Excellent
"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."
Mark 3-night trip
Posted 3 days ago
Villa Sabolini

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