Find Hotels with Connecting Rooms in Chianti Region

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Hotels with Connecting Rooms

Next weekend
In two weeks

Top Chianti Region Hotels with Connecting Rooms

La Certosa di Pontignano

Castelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
"Excellent place to stay even for the next time. "
Canada
Xuejie
$75 nightly
The price is $88
Dec 8 - Dec 9
Total with taxes and fees
La Certosa di Pontignano

Casa di Palaia

Greve in Chianti
10.0 out of 10, Exceptional, (22)
"Very well located in the heart if the Tuscany region."
United States
Eli
$85 nightly
The price is $99
Dec 9 - Dec 10
Total with taxes and fees
Casa di Palaia

Relais Poggio Borgoni

San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
$96 nightly
The price is $111
Dec 2 - Dec 3
Total with taxes and fees
Relais Poggio Borgoni

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"We had a wonderfull welcome, very professional ,friendly and helpful in every aspect. Great villa with Tuscany vibe and breathtaking views.Close enough to Florence.You can't ask for better. We will return again."
Canada
Mario
$147 nightly
The price is $167
Dec 19 - Dec 20
Total with taxes and fees
Villa il Fedino

VIESCA Suites & Villas – Il Borro Toscana

Reggello
9.2 out of 10, Wonderful, (7)
"A dream. Peaceful is the only word that comes to mind. "
United States
Margaux
$270 nightly
The price is $300
Dec 26 - Dec 27
Total with taxes and fees
VIESCA Suites & Villas – Il Borro Toscana

Casale La Gora

Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (21)
"Casale La Gora in Tuscany. The property is beautifully renovated, blending historic charm with modern architecture. Our room was clean and cozy, the breakfast was delicious, and the pool was perfect for cooling off during the hot summer days. The host was warm, friendly, and always helpful, which made our stay even more enjoyable. We would definitely love to come back! "
Sweden
Besarta
$92 nightly
The price is $104
Dec 19 - Dec 20
Total with taxes and fees
Casale La Gora

Hotel Borgo San Luigi

4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (400)
"super pleasant stay"
United Kingdom
James
$101 nightly
The price is $117
Dec 10 - Dec 11
Total with taxes and fees
Hotel Borgo San Luigi

Le Lappe

Cavriglia
9.6 out of 10, Exceptional, (32)
"Beautiful property in countryside Tuscany region ideal to stay for 2-7 days."
Canada
shrirang
Le Lappe

Brolio Agriroom

Gaiole in Chianti
8.8 out of 10, Excellent, (10)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
Brolio Agriroom

Pensieri di Cavatina

Castelnuovo Berardenga
10.0 out of 10, Exceptional, (6)
"Very clean & beautiful property. Staff is wonderful & friendly! "
United States
Jean
Pensieri di Cavatina
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Top Chianti Region Hotel Reviews

Explore a world of travel with Expedia