Hotels with connecting rooms in Chianti Region, Tuscany

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Check prices for these dates

Tonight
Nov 8 - Nov 9
Tomorrow
Nov 9 - Nov 10
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Chianti Region hotels with connecting rooms

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
The price is P4,024
P4,988 total
includes taxes & fees
Nov 9 - Nov 10
La Certosa di Pontignano - Place of Charme
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

2. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is P6,731
P7,826 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (481 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is P4,915
P5,828 total
includes taxes & fees
Dec 8 - Dec 9
Villa I Barronci Resort & Spa
A pool surrounded by lush greenery and vineyards, with a stone building in the background.

4. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
9.8 out of 10, Exceptional, (117 reviews)
"Beautiful area"
Australia
Glen
Agriturismo San Sano
A courtyard with snow-covered plants and a metal railing.

5. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (46 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
The price is P5,505
P6,336 total
includes taxes & fees
Dec 3 - Dec 4
Bed & Breakfast Le Terrazze del Chianti
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

6. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (456 reviews)
"It was definitely a place we will return too."
United States
JOHN
The price is P7,062
P8,260 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Borgo San Luigi
A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

7. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
9.8 out of 10, Exceptional, (149 reviews)
"Wonderful property with a breathtaking view! They restored the property but kept the rustic feel."
United States
piyanut
The price is P13,434
P15,058 total
includes taxes & fees
Nov 9 - Nov 10
Tenuta CorteDomina
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

8. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is P6,371
P7,289 total
includes taxes & fees
Nov 9 - Nov 10
Chiantirooms Guesthouse
A historic stone building with a courtyard, surrounded by olive groves and hills.

9. Azienda agricola la camporena

Azienda agricola la camporena
Greve in Chianti
8.4 out of 10, Very good, (5 reviews)
"Just very average place either the beautiful views"
United States
Inna
The price is P11,887
P13,357 total
includes taxes & fees
Nov 9 - Nov 10
Azienda agricola la camporena
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

10. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (30 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is P4,822
P5,445 total
includes taxes & fees
Dec 1 - Dec 2
Casale La Gora
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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