Hotels in Montechiaro

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Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (138 reviews)
Immerse yourself in Montalcino's vineyard views at this charming farm stay. Enjoy the winery, seasonal outdoor pool, and Italian dining at Il Passaggio by Capanna restaurant. Free breakfast, WiFi, and parking complement easy access to Cantina di Montalcino and Caparzo Winery.
The price is $416
$469 total
includes taxes & fees
Jun 21 - Jun 22
Capanna Suites

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (108 reviews)
Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.
The price is $254
$289 total
includes taxes & fees
Jun 4 - Jun 5
Castello di Tornano Wine Resort

Azienda agricola la camporena

Azienda agricola la camporena
Greve in Chianti
The price is $134
$152 total
includes taxes & fees
Jun 9 - Jun 10
Azienda agricola la camporena

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is $88
$101 total
includes taxes & fees
Jun 5 - Jun 6
Castello

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (92 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $119
$136 total
includes taxes & fees
Jun 5 - Jun 6
Agriturismo San Sano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (537 reviews)
The price is $128
$150 total
includes taxes & fees
Jun 29 - Jun 30
La Certosa di Pontignano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (207 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $171
$192 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (192 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is $364
$410 total
includes taxes & fees
Jul 2 - Jul 3
Dievole Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (212 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $225
$252 total
includes taxes & fees
Jun 15 - Jun 16
Castello di Fonterutoli Wine Resort

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (164 reviews)
Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cozy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.
The price is $104
$138 total
includes taxes & fees
Jun 28 - Jun 29
Hotel Il Viandante

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (41 reviews)
Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.
The price is $123
$141 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Ristorante La Dama nella Vigna

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is $372
$416 total
includes taxes & fees
Jun 17 - Jun 18
Fattoria di Vegi

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (248 reviews)
The price is $81
$90 total
includes taxes & fees
Jun 17 - Jun 18
Mercure Petriolo Siena Terme Spa Hotel

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (77 reviews)
This luxurious Monteriggioni retreat offers Egyptian cotton sheets and a rejuvenating spa with deep-tissue massages. Savor local cuisine at La Sosta del Viandante restaurant, then unwind at the poolside bar or hot tub after exploring nearby Monteriggioni Castle.
The price is $189
$213 total
includes taxes & fees
Jun 7 - Jun 8
Relais la Costa - Dimora Storica

Locanda Casalta

Locanda Casalta
Strove
The price is $133
$147 total
includes taxes & fees
Jun 17 - Jun 18
Locanda Casalta

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (119 reviews)
The price is $105
$119 total
includes taxes & fees
Jun 18 - Jun 19
Hotel Colle Etrusco Salivolpi

Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (220 reviews)
Surrounded by beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.
The price is $51
$75 total
includes taxes & fees
Jun 5 - Jun 6
Hotel Casafrassi Wine Resort

Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very Good, (164 reviews)
Discover this Montevarchi hotel just 5 minutes from the train station, offering free WiFi and parking. After a workout at the fitness center, unwind on the terrace or grab a bite at the café. Il Cassero and Accademia Valdarnese are nearby.
The price is $114
$126 total
includes taxes & fees
Jun 4 - Jun 5
Delta Hotel

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
Fattoria Pieve a Salti

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (59 reviews)
Set adjacent to a golf course in Bucine, this hotel offers a refreshing outdoor pool and fitness center. Enjoy meals at Cucina Donnaluisa, drinks at the poolside bar, and unwind on the terrace. Villa a Sesta Polo Club and train station are nearby.
The price is $256
$286 total
includes taxes & fees
Jul 1 - Jul 2
Il Verreno
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Frequently asked questions

What hotels do travelers like in Montechiaro?
Can I book a refundable hotel in Montechiaro?
If you want the flexibility to change your plans to Montechiaro, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Montechiaro be like during my vacation?
The warmest months in Montechiaro are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.
Why should I book my Montechiaro hotel with Hotels.com?
There are plenty of reasons to book your Montechiaro travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.