Search Winery Hotels in Chianti Region

Search over 1 million properties and 550 airlines worldwide

Save 10% or more on select stays with Expedia Rewards

Most hotels are fully refundable. Because flexibility matters.

Top Chianti Region Winery Hotels

Hotel Borgo San Felice

Hotel Borgo San Felice
5 out of 5
San Felice, Castelnuovo Berardenga, SI
4.9/5 Exceptional! (52 reviews)
Beautiful location well worth the drive
"Absolutely beautiful hotel and vineyard. The grounds are spectacularly maintained, the infinity pool is tranquil, along with excellent service. Bartenders are very accommodating, along with the food at Osteria it was wonderful. I highly recommend a suite"

Reviewed on 30 Aug 2019

Get rates
Hotel Borgo San Felice
Locanda le Piazze

Locanda le Piazze
4 out of 5
Localita Le Piazze 41, Castellina in Chianti, SI
4.8/5 Exceptional! (130 reviews)
"Beautiful and peaceful! Lovely staff and excellent restaurant on site. Very relaxing. Google maps however can’t find the property but the staff was able to direct us when we called them."

Reviewed on 27 Oct 2019

Get rates
Locanda le Piazze
La Canonica di Cortine

La Canonica di Cortine
Località Cortine, 20, Barberino Tavarnelle, FI
The price is £479 per night from 23 Feb to 24 Feb
4.8/5 Exceptional! (27 reviews)
Excellent 7 night stay with the family.
"Wonderful stay B&B in the family room. Lots of space over 2 floors with 2 bathrooms. Very comfortable beds and good aircon. Kids loved the pool and table tennis. Stag were very friendly and extremely helpful, booking local restaurants for dinner. The breakfast was excellent with plenty of choice. ..."

Reviewed on 19 Aug 2019

La Canonica di Cortine
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Il Vicario - Podere di Monti

Il Vicario - Podere di Monti
Localita Sant Andrea 1, San Gimignano, SI
4.7/5 Exceptional! (90 reviews)
"Host was very helpful, kind and thoughtful We dined one night there and it was very good and not expensive. It was a little remote and took some driving to get too sites and other places to eat"

Reviewed on 20 Sep 2021

Get rates
Il Vicario - Podere di Monti
Querceto di Castellina

Querceto di Castellina
Località Querceto 9, Castellina in Chianti, Siena
4.7/5 Exceptional! (31 reviews)
a jewel in the countryside.
"Our stay was amazing. The facilities were very comfortable and the staff were extremely welcoming."

Reviewed on 21 Dec 2019

Get rates
Querceto di Castellina
Relais Villa Olmo

Relais Villa Olmo
Via Imprunetana Per Tavarnuzze 19, Villa l'Olmo, Impruneta, FI
4.7/5 Exceptional! (175 reviews)
"Staff very friendly and provided exceptional service throughout our stay. Rooms and resort itself was clean and well maintained."

Reviewed on 22 Oct 2019

Get rates
Relais Villa Olmo
il Casale del Cotone

il Casale del Cotone
Localita Il Cotone 59 - Cellole, San Gimignano, SI
4.7/5 Exceptional! (118 reviews)
"Very charming and rustic property. It's not modernly fancy, but if that is what you are coming to Tuscany for, you are in the wrong place. The owner is very welcoming and helpful too."

Reviewed on 28 Oct 2019

Get rates
il Casale del Cotone
Hotel Leon Bianco

Hotel Leon Bianco
3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
The price is £75 per night from 11 Feb to 12 Feb
4.6/5 Exceptional! (336 reviews)
Wonderful views in a small hilltop village
"This is a small hotel off located in the main plaza of town. Supposedly one can drive up to the hotel to drop off luggage but we didn't know that at the time and honestly, since the sign for the hotel was small, I probably would have missed it and drove around for a while before locating the place, ..."

Reviewed on 16 Sep 2021

Hotel Leon Bianco
Castello Vicchiomaggio

Castello Vicchiomaggio
Via Vicchiomaggio, 4, Greve in Chianti, FI
4.6/5 Exceptional! (237 reviews)
"Stjnning property!"

Reviewed on 19 Oct 2021

Get rates
Castello Vicchiomaggio
La Mormoraia

La Mormoraia
Agriturismo San Gimignano, San Gimignano, SI
4.6/5 Exceptional! (100 reviews)
Amazing location, modern chic hotel
"Lovely agritorismo near San Giminano, Location is absolutely stunning"

Reviewed on 18 Sep 2021

Get rates
La Mormoraia
Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4 out of 5
Loc. Casalecchi, Castellina in Chianti, SI
4.6/5 Exceptional! (93 reviews)
Appalling Service and terrible room!
"I would take the positive reviews of this hotel with a significant pinch of salt, they are not to be believed. The bathroom was mouldy and there was a serious lack of detail to the cleaning. The water pressure made the shower barely useable. There was loud water running outside our bedroom window ..."

Reviewed on 19 Aug 2020

Get rates
Villa Casalecchi Country Hotel
Castello di Fonterutoli

Castello di Fonterutoli
Via Puccini 4, Castellina in Chianti, SI
The price is £89 per night from 18 Feb to 19 Feb
4.6/5 Exceptional! (107 reviews)
Brilliant winery hotel
"Amazing hotel with lovely rooms. There’s a great bar and the restaurant is brilliant."

Reviewed on 13 Oct 2020

Castello di Fonterutoli
Farm House La Presura

Farm House La Presura
Via Della Montagnola 191, Strada, Greve in Chianti, FI
4.6/5 Exceptional! (28 reviews)
Best place in Greve!
"My husband and I stayed at Farm House La Presura and our stay was amazing from check in to check out. Carlotta and the owner was very welcoming and provided us with a lot of information about restaurants, churches, villages which helped us to be able to enjoy Tuscany. In addition to this, their wine ..."

Reviewed on 17 Nov 2019

Get rates
Farm House La Presura
Hotel Villa Campomaggio

Hotel Villa Campomaggio
4 out of 5
Strada provinciale 2bis, loc. Campomaggio, Radda in Chianti
4.6/5 Wonderful! (90 reviews)
"Amazing, friendly, knowledgeable staff made this a 10/10!"

Reviewed on 30 Sep 2021

Get rates
Hotel Villa Campomaggio
Fattoria San Donato

Fattoria San Donato
Localita San Donato 6, San Gimignano, SI
4.6/5 Wonderful! (49 reviews)
Gem close to San Gimignano with Pool and Winery
"Nice gem close to San Gimignano with Pool and winery."

Reviewed on 12 Oct 2020

Get rates
Fattoria San Donato
Il Borgo di Vescine

Il Borgo di Vescine
4 out of 5
Località Vescine, Radda in Chianti, SI
4.6/5 Wonderful! (201 reviews)
Excellent for a relaxing break in Chianti
"A small village converted into a hotel! Amazing! Location is quite isolated so make sure this is something you want. Very peaceful though. Breakfast was excellent. I also recommend having dinner there. Florentine beef was incredible!"

Reviewed on 23 Aug 2020

Get rates
Il Borgo di Vescine
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4 out of 5
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
The price is £48 per night from 24 Jan to 25 Jan
4.5/5 Wonderful! (211 reviews)
"Quiet and relaxing"

Reviewed on 10 Nov 2021

Villa I Barronci Resort & Spa
Hotel Pescille

Hotel Pescille
3 out of 5
Strada Statale 47, Localita Pescille, San Gimignano, SI
4.5/5 Wonderful! (239 reviews)
Gints
"Good stay, nine pool, very good restaurant in neighborhood. A bit outdated furniture in the room."

Reviewed on 27 Jul 2021

Get rates
Hotel Pescille
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3 out of 5
Loc. San Donato, San Gimignano, SI
4.5/5 Wonderful! (295 reviews)
"This was one of my favorite stays in all of Italy. The property was beautiful and was surrounded by beautiful landscapes. This is also where I had the best meal in Italy - fried octopus. We will be staying here again when we return to Italy. Molto bene, grazie."

Reviewed on 28 Dec 2021

Get rates
Hotel Casolare Le Terre Rosse
Fattoria il Milione

Fattoria il Milione
4 out of 5
Via Di Giogoli 12, Florence, FI
Fully refundableReserve now, pay when you stay
The price is £56 per night from 13 Feb to 14 Feb
3.8/5 Good! (67 reviews)
"This property was so beautiful, just what I wanted in a countryside property."

Reviewed on 26 Jan 2021

Fattoria il Milione
Don't see what you're looking for?
See all available properties in Chianti Region
View all properties
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.

Chianti Region Hotel Reviews
expedia verified reviews

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

5/5 Excellent
"This is a hotel in the Center of a medival town you feel transported to another era. The view from the room was spectacular.The breakfast was very good and yhey heated the pool for us. Which was amazing. The staff very friendly and accommodating. Love it! We will be back here for sure."
A verified traveller stayed at Palazzo Leopoldo Dimora Storica & Spa
Posted 2 months ago
Palazzo Leopoldo Dimora Storica & Spa
Castello di Meleto

Castello di Meleto

5/5 Excellent
"Exceptional service and stunning experience. Be sure to enjoy a walk around the area"
A verified traveller stayed at Castello di Meleto
Posted 3 months ago
Castello di Meleto
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

5/5 Excellent
"Quiet and relaxing "
A verified traveller from Windsor stayed at Villa I Barronci Resort & Spa
Posted 3 months ago
Villa I Barronci Resort & Spa
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

5/5 Excellent
View is unbelievable
"The view from the pool is jaw dropping. Friendly service. Breakfast is sooooo good. Location is quiet and peaceful, not far from a small town. "
A verified traveller stayed at Borgo di Pietrafitta Relais
Posted 4 months ago
Borgo di Pietrafitta Relais
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

4/5 Good
Nice hotel but old facilities!
"It's a nice hotel and I like it since many years. But only the thing I can not bare is their hair dryer!! It's old fashioned vaccine cleaner type with horse from the wall. This is absolutely inconvenience. Bathroom amenity is also too minimum. Just small tube of shower gel provided for 1 tube for 2 people?"
A verified traveller stayed at Villa Casagrande Resort & SPA
Posted 4 months ago
Villa Casagrande Resort & SPA
Borgo Del Cabreo

Borgo Del Cabreo

5/5 Excellent
Amazing place
"It is a magical peaceful location, we loved the morning breakfast with the the view to the vineyards, the staff was extremely nice and kind. The room furniture and decorations are high end. Out total experience was 10/10 ❤️😊"
A verified traveller stayed at Borgo Del Cabreo
Posted 4 months ago
Borgo Del Cabreo
Belvedere di San Leonino

Belvedere di San Leonino

5/5 Excellent
"Absolutely gorgeous! The staff was excellent and the view could not have been beter. The rooms were clean and unique with a castle-like feel. Definitely will be coming back!"
A verified traveller stayed at Belvedere di San Leonino
Posted 5 months ago
Belvedere di San Leonino
Castello di Spaltenna

Castello di Spaltenna

5/5 Excellent
"Super stay. Staff were all great and it was a lovely break from visiting cities in Italy"
A verified traveller stayed at Castello di Spaltenna
Posted 6 months ago
Castello di Spaltenna
COMO Castello Del Nero

COMO Castello Del Nero

5/5 Excellent
"Amazing property…beautifully kept grounds!"
A verified traveller stayed at COMO Castello Del Nero
Posted 6 months ago
COMO Castello Del Nero

Explore a world of travel with Expedia

See our travel options